Personalized care for your dog or cat - Highland Beach

Highly-rated overnight sitters - Highland Beach

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
168 reviews
80 repeat clients
8 years of experience
Annapolis, MD, 21401

Shuling was amazing! She sent us pictures and videos the whole time and made it easier to be apart from our pup. Bailey had a great time playing with the host’s dog and family. Honestly, it looked like a summer camp for the doggies :) 100% recommend her and will use her services again. Jake and Ana

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Jacob B.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
562 reviews
259 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle took care of my dog, Sophie, while I was visiting my family in Boston for four days, and she was great! She sent me updates and pictures daily and gave me prompt responses when I asked her questions. Sophie had a great time with her new friends, Tanner and Rosie! I appreciate Michelle sleeping with Sophie and giving her a lot of love while I was out of town. I highly recommended her!!

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Miyuki D.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

Our first time boarding with Shelby was a great experience! She was flexible, communicative, and followed all care instructions for our dog Loki. Will definitely be calling her up in the future.

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Trevin B.
Sitter Profile Image: James B.
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James B.
from
$40
per night
5.0 out of 5 stars
5 reviews
30 years of experience
Annapolis, MD, 21403

James was fantastic with Lenny. We did a meet and greet so Lenny could get accustomed to the house. James has an amazing backyard and played lots of fetch with Lenny. We received lots of photos and updates, and Lenny came home happy and tired (and a little sad about having to leave James’ house). We absolutely would book with James again!

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Emily R.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
74 reviews
30 repeat clients
15 years of experience
Severna Park, MD, 21146

Carlie did a great job. She even had to deal with a seizure. She kept me informed of how the dogs were doing. Her son read to them every night.

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Jayme B.
Sitter Profile Image: Katelyn M.
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Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
88 reviews
27 repeat clients
8 years of experience
Arnold, MD, 21012

Katelyn is amazing and helped our family on short notice when we had to fly to another state for a funeral. She took amazing care of Gary and he was well-loved by her children and her husky, Balto. I highly recommend her!

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Jenny M.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per night
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

Maizie is a very shy girl with people. So dropping her at a sitter is usually a bit difficult for her. Elaine had 2 other dogs arriving too which brings Maizie out of her funk. She had a blast running around the fenced yard. All in all she came home very happy.

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Debbie P.
Sitter Profile Image: Katie F.
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Katie F.
from
$55
per night
5.0 out of 5 stars
116 reviews
38 repeat clients
16 years of experience
Annapolis, MD, 21401

Our first visit was so smooth. My dog seemed immediately comfortable with Katie. She sent pictures through the weekend and was flexible with pickup times. We are already looking to rebook her for next month. Thanks Katie?

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Stephanie W.
Sitter Profile Image: Megan T.
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Megan T.
from
$34
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21403

Megan did an amazing job taking care of our dog for the week! She sent daily updates and gave him lots of love. We are so glad we found Megan and look forward to booking with her again!

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Walt C.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
58 reviews
17 repeat clients
40 years of experience
Edgewater, MD, 21037

What a lovely experience working with Beth. She put our dog at ease and gave her an active, nurturing stay. I really appreciated Beth's flexibility when we needed to modify our pick up times. Looking forward to working with Beth again!

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Ashley M.
Sitter Profile Image: Iyonna N.
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Iyonna N.
from
$31
per night
16 years of experience
Annapolis, MD, 21401

About: I’ve always had a house full of animals growing up, from dogs and cats to reptiles and even bunnies! 🐶🐱🐰🦎 Not having pets around after moving out was definitely something to get used to. I’m so excited to be on this app because caring for animals genuinely makes me happy, and I can’t wait to meet and spoil your furry family members like they’re my own! 💖 I currently work part-time, so I have a flexible schedule that allows me to spend plenty of time caring for animals. I’m open to different schedules and stay lengths!! Animals have always been a big part of my life, so I care for every pet like they’re my own! 🐾 I make sure they receive lots of love, attention, playtime, and care while keeping up with their normal routines. Whether they’re staying with me or I’m visiting them at home, I want every pet to feel safe, happy, and loved.

Sitter Profile Image: Thomas & Melissa S.
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Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
7 years of experience
Annapolis, MD, 21403

Melissa and Thomas are fantastic! I was anxious as this was the first time Oreo had stayed away since we got her almost two years ago, but Melissa and Thomas were great and she settled really quickly. I really appreciated the quick notes, photos and videos! Oreo will beck for her next stay very soon, and neither of us will be anxious this time! Thanks so much!!

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Donna C.
Sitter Profile Image: Emily S.
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Emily S.
from
$60
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21403

Emily was there in a pinch! I was able to leave town for work knowing that Maverick was safe and have a blast with other four-legged friends. Thank you!

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Heather C.
Sitter Profile Image: Stacia D.
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Stacia D.
from
$67
per night
12 years of experience
Annapolis, MD, 21403

About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! I believe in open communication to ensure the safety of you, your pet, me and mine. I work fully remote and am able to support daycare and boarding. I usually walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.

Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
101 reviews
36 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was so sweet with our girl! Kept in touch and sent pictures every day. She even accommodated her need to sleep near people😂. Our flight was delayed and she took the stress out of the whole thing. Can’t recommend enough!

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Hope C.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
10 years of experience
Annapolis, MD, 21409

As a first time user of Rover and first time search for a cat sitter, Elena definitely set the standard. From the first contact, Elena was incredibly responsive, very kind, and extremely welcoming of my babies. Elena and her children took such good care of my babies, as they allowed them space to adjust while being open to their affection as they warmed up. I had peace of mind that my babies were in good hands as she invited them into her home with open arms. When I picked Pocket and Rocket up, they were so soft from freshly brushed hair and calmer to get back into the car. I would absolutely recommend Elena to take care of your cats, as they will get plenty of cuddles, play time, and freedom to explore their new space. Thank you, Elena and kids!!

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Andrea M.
Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
87 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

Mady was great, very nice and you can tell she has a genuine love of dogs. Mady has a pair of friendly dogs that played well with mine. She sent pictures daily and kept us updated on how our dog was doing. Highly recommend and will use her services again in the future.

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Brian S.
Sitter Profile Image: Tyler G.
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Tyler G.
from
$30
per night
4.8 out of 5 stars
4 reviews
1 repeat client
1 year of experience
Shady Side, MD, 20764

Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.

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Penny B.
Sitter Profile Image: Kelly & Maurice G.
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Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
360 reviews
108 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Kelly and Maurice are amazing!! They took such great care of our mini Goldendoodle while we were away. From the moment we met them, we felt confident that our pup was in good hands. They provided consistent updates, pictures, and videos, which gave us so much peace of mind. Our dog came home happy, relaxed, and clearly well-loved. They followed all of our instructions and even went above and beyond to make sure our pup felt at home. We’re so grateful to have found someone so trustworthy and caring. We will absolutely be booking with them again!

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Lailynn R.
Sitter Profile Image: Kimberly W.
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Kimberly W.
from
$45
per night
5.0 out of 5 stars
52 reviews
17 repeat clients
12 years of experience
Arnold, MD, 21012

Kimberly and her family made Ruthie fe right at home and provided her with a home away from home! They were so kind and accommodating to her. Ruthie gets anxious knowing kennels and sometimes doesn’t like other dogs, so this is the perfect solution for her. She was treated like family! We will definitely be back!

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Beth B.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Highland Beach

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Halsey C.
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Halsey C.
from
$20
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
3 years of experience
Annapolis, MD, 21403

Halsey did a great job of taking care of my cat Toby, would definitely hire her again for drop-ins! He was well-loved during a short trip while I was away.

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Sophia C.
Sitter Profile Image: Katie B.
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Katie B.
from
$20
per visit
5.0 out of 5 stars
37 reviews
9 repeat clients
37 years of experience
Annapolis, MD, 21403

Katie has watched my cats five or six times while I've been out of town, and I have never had another sitter whom I trust more. She keeps them clean and safe, plays and cuddles with them, and sends me really great photos and videos.

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Michael W.
Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
37 years of experience
Annapolis, MD, 21403

Leigh was very attentive with Karen! She played with her, spent time with her, wrote thorough reports on their time together, and was overall very communicative. She even left Karen a toy (which she loves, thank you!!!) Leigh went above and beyond and I would absolutely book her again.

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Ezekiel P.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
49 reviews
22 repeat clients
12 years of experience
Annapolis, MD, 21403

Elizabeth was very prompt and professional. My pets are not used to me leaving and she went above and beyond what was expected for each visit. I felt like she was really paying attention to both of my pets specific needs and personalities. She was very flexible with my requests and worked with me to accommodate my pets. I will request her services again if I go out of town.

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Jennifer A.
Sitter Profile Image: Lucille F.
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Lucille F.
from
$23
per visit
5.0 out of 5 stars
7 reviews
4 years of experience
Annapolis, MD, 21403

About: During my time as a pet attendant, I spent much of my time handling the cats' daily feedings, cleaning the homes, and making sure any medications were administered correctly per the owners' instructions. Additionally, I enjoy researching and understanding how to identify and understand cats' behavior to best cater to their individual needs. Finally, I have participated in many sitting opportunities for friends or family that required overnight stays, medication administration, and maintaining the needs of the cats' physical and mental enrichment. Overall, my job is making sure that your feline has the best time while you are out of town:)

Sitter Profile Image: Sarah S.
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Sarah S.
from
$20
per visit
5.0 out of 5 stars
443 reviews
133 repeat clients
13 years of experience
Annapolis, MD, 21403

Sarah takes wonderful care not just of your pets but of your home! She pays extra attention to pets’ individual needs and preferences, and I feel 100% safe leaving them in Sarah’s care!

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Krystin B.
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
15 years of experience
Edgewater, MD, 21037

Courtney was absolutely amazing. She sent plenty of photos along with thoughtful, detailed updates, and my cat clearly adored her. I’m so grateful for her — especially for being so flexible on such short notice. I would book her again in a heartbeat, 1000%!

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Ashlee B.
Sitter Profile Image: Liza S.
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Liza S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
98 reviews
20 repeat clients
20 years of experience
Annapolis, MD, 21401

Liza was referred by a friend. I was a little hesitant at first because she was coming from out of my neighborhood and didn’t have my reviews but I gave her a shot and boy am I happy I did ! My kitten Maria can be territorial and antsy when I am away but Liza followed my instructions to the T. She followed up with me and really spent quality time with my girl! So glad I booked Liza! Will totally book her again!!! Thanks Liza!

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Nicole O.
Sitter Profile Image: Lauren W.
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Lauren W.
from
$17
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
27 years of experience
Annapolis, MD, 21403

Lauren was fantastic! Communication was clear and she always responded quickly. Scruffers was well cared for, we got lots of pictures, and I would 100% use Lauren again.

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Doreen M.
Sitter Profile Image: Stella N.
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Stella N.
from
$20
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21403

Stella did a great job checking in on our cat! She was communicative and punctual.

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Lauren G.
Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
66 reviews
19 repeat clients
1 year of experience
Annapolis, MD, 21403

Had a great, worry-free trip knowing the cats were in such wonderful care with Andrew! He is extremely communicative, prompt, and followed all directions to a "t". Definitely looking forward to using his services again!

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Jessica R.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
62 reviews
20 repeat clients
35 years of experience
Annapolis, MD, 21403

Laura is a godsend! She was so wonderful with our 2 older cats. We felt confident that she was giving them at least a part of the love and attention to which they are accustomed. We will definitely be repeat customers of hers!

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Susan B.
Sitter Profile Image: Campbell S.
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Campbell S.
from
$13
per visit
1 year of experience
Annapolis, MD, 21403

About: I grew up with cats around my entire life. I also work as a cat socialization volunteer at a local animal shelter near my college.

Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
43 reviews
19 repeat clients
15 years of experience
Annapolis, MD, 21401

Marley was great to work with and though the sit was short, she went above and beyond what was expected. I would gladly book her again in the future

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Lucas C.
Sitter Profile Image: Ellie H.
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Ellie H.
from
$15
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Ellie was absolutely amazing! She took marvelous care of our cats and provided detailed notes as to how the cats were doing during each visit. The pictures she provided were adorable. We would gladly re-book her and recommend her for pet sitting.

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Sylvia M.
Sitter Profile Image: Bridgette R.
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Bridgette R.
from
$14
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
1 year of experience
Annapolis, MD, 21401

About: I’ve taken care of a few cats with all different personalities. I grew up with a neighborhood cat who I loved and learned to interact with properly. I do not mind cleaning a litter box and understand that cats tend to need space.

Sitter Profile Image: Carly B.
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Carly B.
from
$15
per visit
35 years of experience
Annapolis, MD, 21403

About: Hello! I'm a former VP at a real estate non-profit, transitioning to a new job. I'm available in August and September for drop-in visits, walks, and overnight care. As a resident of Arundel on the Bay neighborhood, I'm available to AOTB, Annapolis Cove, Bay Ridge, and Thomas Point neighborhoods within a 5-7 minute drive. I have no kids, so dogs have always been my 4-legged fur babies. I'm an active volunteer and puppy raiser with Warrior Canine Connections, an organization who trains service and therapy dogs for veterans with visible and non-visible injuries. I currently have 2 dogs of my own. Sookie, a 6 year old pointer mix, and Penny, a 6 year old lab/retriever mix. Both about 70 lbs! Sookie is a handful and I've participated in a few different training programs with her. I've become well versed in many types of dog behaviors, reactivity, fear aggression, and more. I'm calm, patient, warm, and well-versed in managing dogs with different personalities. I've also raised two special needs English Bulldogs, and understand the care required for dogs with medical issues. f you hate the idea of boarding your dog at a strange place when your away, or have heard the bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! I I will make sure your dog gets physical activity, potty breaks, or nap times in the sun. I will be happy to send you pictures and videos and updates, and will work with you to make sure your dog and/or cat is cared for in a way that makes you and the pet happy! I look forward to meeting you and your furry friend! Most importantly, you can feel safe and secure with me in your home. I'm a former VP at a real estate non-profit, transitioning to a new job. I'm available in August and September for drop-in visits, walks, and overnight care. As a resident of Arundel on the Bay neighborhood, I'm available to AOTB, Annapolis Cove, Bay Ridge, and Thomas Point neighborhoods within a 5-7 minute drive. I have no kids, so dogs have always been my 4-legged fur babies. I'm an active volunteer and puppy raiser with Warrior Canine Connections, an organization who trains service and therapy dogs for veterans with visible and non-visible injuries. I currently have 2 dogs of my own. Sookie, a 6 year old pointer mix, and Penny, a 6 year old lab/retriever mix. Both about 70 lbs! Sookie is a handful and I've participated in a few different training programs with her. I've become well versed in many types of dog behaviors, reactivity, fear aggression, and more. I'm calm, patient, warm, and well-versed in managing dogs with different personalities. I've also raised two special needs English Bulldogs, and understand the care required for dogs with medical issues. If you hate the idea of boarding your dog at a strange place when your away, or have heard the bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! I I will make sure your dog gets physical activity, potty breaks, or nap times in the sun. I will be happy to send you pictures and videos and updates, and will work with you to make sure your dog and/or cat is cared for in a way that makes you and the pet happy! I look forward to meeting you and your furry friend! I want to make sure you and your pet feel most comfortable. What is their normal routine that will make their time away from their owner more enjoyable? Any tips or tricks to making your pet more comfortable with me, or any special needs, words you use, or special requirements? Do they have any fears, reactivity, dog-aggressions, resource guarding, or other behaviors I should be aware of? I am familiar and well-versed in those behaviors, but the more I know in advance, the better! If you are a new client, I request a complimentary meetup for us to get acquainted.

Sitter Profile Image: Mary H.
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Mary H.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 years of experience
Annapolis, MD, 21403

About: I have experience caring for cats, including feeding, play time, and litter changes. I would love to help you with caring for your kitty while you’re away!

Sitter Profile Image: Elaine S.
Verified Background Check
Elaine S.
from
$18
per visit
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

About: I get a lot of pleasure assisting busy professionals with their pet sitting needs. I provide a nurturing and loving environment for your special pets in a very tranquil setting. Your pets will be treated as if they were my own. My husband and I will treat your pet with the utmost care and attention. References available upon request.

Sitter Profile Image: Tiffany B.
Verified Background Check
Tiffany B.
from
$18
per visit
20 years of experience
Annapolis, MD, 21403

About: Hi, I’m Tiffany! I grew up with 11 (yes… eleven!) cats, so caring for felines has been part of my life for as long as I can remember. I’m also the former owner of Jazz Pet Care, a full-time pet sitting and dog walking company that I built from the ground up during college. Through Jazz and a lifetime spent around animals, I’ve cared for pets of all personalities, from social butterflies to the cats who prefer their space (like my cat). Hey, I get it girl haha. While I took a break from professional pet care, I’m excited to be back doing what I love through Rover! My goal today is to help pay down my student loans while spending time with amazing pets. Whether your cat needs fresh food and water, medications, litter box care, playtime, or simply a quiet companion, I’ll follow their routine closely and send plenty of photos and updates so you always have peace of mind. Happy to be a friendly neighbor to you and your pets. 🐾

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Perfect for high energy dogs - Highland Beach

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Stacia D.
Verified Enhanced Background Check
Stacia D.
from
$49
per day
12 years of experience
Annapolis, MD, 21403

About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! I believe in open communication to ensure the safety of you, your pet, me and mine. I work fully remote and am able to support daycare and boarding. I usually walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.

Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

Lucy and Daniel are a great team for the best doggy daycare you could ever want/need for your dog! My dog is extremely needy and they gave him nothing but love. We look forward to next time!

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Meredith C.
Sitter Profile Image: Taylor Grace T.
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Taylor Grace T.
from
$55
per day
5.0 out of 5 stars
9 reviews
1 repeat client
7 years of experience
Capitol Hill, Annapolis, MD, 21401

They were sweet with Kodi and sent picture updates during the day. I look forward to using them again!

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erin t.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per day
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

Elaine takes such good care of our dog, Ellie. I'm so glad she was available to watch her when I had to be away for a work trip. I know she's in good hands! Thank you Elaine!

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Jessica A.
Sitter Profile Image: Laura T.
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Laura T.
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$40
per day
5.0 out of 5 stars
38 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

Laura is fantastic! Our pup Luna had a great time and loved playing around in the yard and with her two lovely pups. Laura was great to work with and sent pictures during Luna’s daycare session. Thanks!

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Mike H.
Sitter Profile Image: Lindsay M.
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Lindsay M.
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$55
per day
5.0 out of 5 stars
49 reviews
11 repeat clients
40 years of experience
Annapolis, MD, 21401

If I could give Lindsay 10 STARS I would!!! If you're traveling to the Annapolis area and don't know who to trust with your most precious asset - your pup (this was me!) - choose Lindsay! As you can see from all of Lindsays reviews, she is amazing with animals - its in her heart - but what makes Lindsay stands apart is her responsiveness, her communication, her ability to work with your schedule. She is so kind, and loving towards your dog, that you can enjoy your time away with peace in your heart. Thank you for everything Lindsay! <3

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Pamela C.
Sitter Profile Image: Taylor C.
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Taylor C.
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$60
per day
5.0 out of 5 stars
173 reviews
53 repeat clients
12 years of experience
Annapolis, MD, 21403

Taylor took such great care of Millie, she was super attentive, caring and kept me updated with how she was doing! I'll definitely be using her services again!

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Morgan W.
Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
64 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

Andy & Lydia took wonderful care of our pup during his day visit in their home, he was so happy and energetic when we picked him up, we knew he had had a great time!

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Anna K.
Sitter Profile Image: sofia b.
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sofia b.
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$50
per day
5.0 out of 5 stars
7 reviews
1 repeat client
8 years of experience
Annapolis, MD, 21403

Sofia was great! She sent lots of pics and updates, and I could tell my pup looked happy and relaxed for the weekend at her house. She was able to accommodate our last minute booking, and she was super flexible when we were a little late with our pick up time. Thanks Sofia!

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Amanda D.
Sitter Profile Image: Grace N.
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Grace N.
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$45
per day
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21401

Thank u so much for taking great care of my baby!!

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Aaron S.
Sitter Profile Image: Kacie B.
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Kacie B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
80 reviews
29 repeat clients
12 years of experience
Annapolis, MD, 21401

Kacie is amazing!!!! This is the first Wag daycare where my pup came home totally exhausted! She went on walks and got to go to the dog park. Thanks for taking such great care of my baby!

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Ellen F.
Sitter Profile Image: Margriet M.
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Margriet M.
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$75
per day
5.0 out of 5 stars
5 reviews
1 repeat client
17 years of experience
Annapolis, MD, 21403

About: I am a trustworthy, responsible, reliable, and caring person who loves dogs. To fill the void of not owning my own dog at the moment, I am available to help my friends and neighbors with their pets. I will treat your dog with love and genuine care. My schedule is quite flexible and includes weekend availability. I look forward to caring for your dog as if she/he were my own. Let’s connect. I am happy to make arrangements based on what is best and most comfortable for your dog. Let’s talk about what works for you and go from there.

Sitter Profile Image: Julia H.
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Julia H.
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$85
per day
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21403

Julia was incredibly responsive and promptly accepted our last-minute request. She took excellent care of our dog, providing frequent updates and photos that truly went above and beyond. She was attentive to his needs and very respectful of his comfort level. As a bonus, she has a delightful dog of her own, and ours clearly enjoyed the time playing together.

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Natalie K.
Sitter Profile Image: Anne N.
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Anne N.
from
$50
per day
25 years of experience
Annapolis, MD, 21401

About: I've had dogs my whole life and love playing with and training them. I unfortunately lost Axel, my shepherd/husky mix, last year. But I still have Harley (technically my boyfriend's, but we've lived together 3 years now). Harley is a sweet, 4-year-old, 40 lb spayed female mystery mix who loves to play, especially with other dogs. We go for lots of walks each day and we like playing, learning and practicing tricks. She knows the basics and can also spin, place, go around you, and now we're practicing crawl. I think people could learn a lot from dogs if they paid more attention. I've started dog sitting for neighbors the past few years and always enjoy getting to know new dogs. One of my favorite dogs I've cared for is Goose, a 5-year-old male Chesapeake Bay retriever. I also work managing a restaurant in town and do graphic design part-time from home as well. I work managing a restaurant downtown in Annapolis, and also do freelance graphic design work from home. Except for Mondays, my shifts at the restaurant are all p.m. shifts so I'm home and available most days anytime before 3:00. I'm off from the restaurant on Tuesdays and Fridays. I currently have and have always had dogs so I'm very used to going for multiple walks a day. I live in an apartment downtown in Annapolis. We currently do not have a yard; however, we go for a lot of walks and still spend a lot of time outside at parks and just hanging out in front of the apartment to people (and dog) watch. I have a crate, and my dog is crate-trained, so if/when your pup is over, I'm prepared to separate them if needed.

Sitter Profile Image: Alexis H.
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Alexis H.
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$60
per day
5.0 out of 5 stars
6 reviews
1 repeat client
13 years of experience
Annapolis, MD, 21403

About: I’ve been around animals my entire life and grew up caring for 3 dogs, 2 cats, birds, lizards, hermit crabs, fish, and rabbits. Taking care of pets has always come naturally to me. Since I was around 10 years old, I’ve helped walk my neighbors’ dogs and puppies, as well as pet sit their dogs and cats while they were away on vacation. I’m very patient, attentive, and love making pets feel safe, comfortable, and cared for like they’re part of the family. 🐾 Pet care fits naturally into my daily routine as a stay-at-home mom, which gives me a very flexible schedule and allows me to be home throughout the day for walks, feedings, playtime, check-ins, and lots of attention. My 5-month-old daughter and I spend a lot of time at home, so I’m able to provide consistent care, companionship, and updates for pet owners. I enjoy having animals as part of our daily routine and make sure every pet feels comfortable, safe, and cared for. In my home, pets are treated like family and are welcome on the furniture for comfort and companionship. I create a calm, loving environment where animals can feel safe and relaxed while away from their owners. My cats have access to food and water throughout the day, with their setup safely placed out of reach from dogs when needed. I do not crate animals unless specifically requested by the owner, as I prefer pets to feel comfortable and free in the home. I pay close attention to each pet’s routine, personality, and comfort level to make sure they receive individualized care, attention, and plenty of love.

Sitter Profile Image: Liza S.
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Liza S.
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$65
per day
5.0 out of 5 stars
98 reviews
20 repeat clients
20 years of experience
Annapolis, MD, 21401

About: I'm a 32 y/o born & raised Annapolitan living in the heart of DT, and was raised always having 2 big dogs and 2 cats at a time. As of now, I travel to the Eastern Shore once a week to help my folks take care of our beloved Piper (13 y/o grandma Weimaraner) and Rooney (8 year old tabby). They are my world, but my heart is always open to giving all critters my love! Caring for and gaining the trust of an animal is truly one of life’s biggest rewards for me. I’m beyond grateful to be caring for the local dogs & cats of the area — thank you for your consideration! Dog Walking & Drop-In’s: These two services are very similar. You can customize either and both are the same fee. Let me know how you'd like me to spend my visit! (for example: out of a 30 minute visit — 15 minute walk, 15 minute outside play, etc.). The dog walking option does provide you with a map of our route. I'm happy to brush, feed, medicate your pets, water plants, grab the mail, clean the litter box or do simple tasks at no extra charge. I live 2 blocks away from my full time job downtown, which gives me a lot of flexibility. I’m sure to update my calendar regularly and only accept bookings that I know I can fully accommodate. My focus is on quality time, providing care and comfort crafted specifically for each animal, and respecting boundaries/safety. Let’s talk about what your pet prefers, and I’ll make it happen! 🫶

Sitter Profile Image: Diana V.
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Diana V.
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from
$55
per day
5.0 out of 5 stars
216 reviews
96 repeat clients
10 years of experience
Riva, MD, 21140

Diana and her family were nice enough to watch our dog on short notice for a few hours while we were driving through from out of town. Worked out great! Very nice people and our dog came back to us happy.

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Sammy K.
Sitter Profile Image: Whitney B.
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Whitney B.
from
$30
per day
5.0 out of 5 stars
60 reviews
21 repeat clients
14 years of experience
Annapolis, MD, 21401

Whitney is an excellent care provider for my fur baby! My girl suffers from separation anxiety and I needed someone she could hang out with when I was at work and my family was out of town. All I can say is this was the first time my baby was actually excited to leave me and stay with someone! She wagged her tail and easily went to Whittney when I dropped her off. Always came back to me happy and relaxed. Whittney was great sending me lots of pictures and she regularly took her for a walk. Plus, Whittney is so sweet herself, I want to be her friend!

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Kimberly H.
Sitter Profile Image: Bailey C.
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Bailey C.
from
$29
per day
5.0 out of 5 stars
23 reviews
6 repeat clients
5 years of experience
Annapolis, MD, 21403

About: I have been taking care of animals since I was young and I truly found a passion for it. Over the years I have watched many animals while their owners were away and just simply walking them and giving them their basic needs. I have a Patio area and dog park and I’m located near tons of places to walk. I do also have cats, but they’re friendly! I’m currently a stay at home mom to a 2 month old looking to make some extra income while home. I can do doggy daycare, boarding or house sitting. I’m in the Annapolis area and look forward to meeting your furry family members! I have a dog park, trails annd patio/small yard area and lots of room for your pup to play, I have friendly cats that love to tire dogs out, and room for crates if necessary.

Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$60
per day
4.9 out of 5 stars
22 reviews
7 repeat clients
20 years of experience
Stevensville, MD, 21666

Lena is great! She is flexible, knows dogs and is very communicative

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Connor T.
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Adventure-ready dog walkers - Highland Beach

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
37 years of experience
Annapolis, MD, 21403

About: I’ve cared for dogs of all breeds & sizes over the years. I am comfortable with puppies through senior age. Friends, family and clients have relied on me to feed, walk, play with, clean up after, and love their pups as if they were my own. I can administer medications, including injections, and sq fluids. I can practice obedience skills during my visits as well. I’m available for pet care visits on Wednesday & Thursday mornings as well as evenings, Friday afternoon-evening, and all day on Saturdays and Sundays. I am also available on major holidays. Mondays and Tuesdays are on a case-by-case basis. I am very safety conscious and will care for your pets as carefully as I would my own. I will follow whatever your normal household routine is so that your pets feel safe and comfortable. They thrive with routines! If they use a crate, need treats after potty breaks, want belly rubs after a meal, etc., I am there for it all!

Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
49 reviews
22 repeat clients
10 years of experience
Annapolis, MD, 21403

Elizabeth is so reliable and so caring! She will care for your pet as her own. We are so grateful to have found someone to help with our fur baby and someone who loves our pup as much as we do!

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Brittany S.
Sitter Profile Image: Lucille F.
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Lucille F.
from
$20
per walk
5.0 out of 5 stars
7 reviews
6 years of experience
Annapolis, MD, 21403

About: I've had numerous experiences caring for dogs of different temperaments and medical conditions, whether the animal was closely related through family or friends or through my place of work. Additionally, I am a former animal studies major and have spent several years learning and understanding different ways domesticated animals can communicate their needs. My goal is to ensure each animal is given the proper mental and physical enrichment they need to thrive in their loving home. Through my extensive research and knowledge, I foster a safe environment that ensures your dog/cat will receive the best care for their specific breed's needs and requirements. I strive every day to give each fur baby the love and life they deserve:) I have taken a few months away from my job to pursue personal passions of mine before I return to college, so my schedule from Monday to Sunday is very flexible and readily available. Times and schedules may vary depending on personal appointments or familial obligations. If for any reason an emergency visit is needed, I can swing by and check in with your fur baby. I can crate dogs easily and work on building confidence with shy/anxious dogs. Additionally, I update owners about patterns of feeding, bowel movements, or any changes in everyday life to ensure comfort. The safety of your pet is my top priority, and I strive to uphold that through attentive one-on-one play and monitoring of any physical or mental changes.

Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
66 reviews
19 repeat clients
15 years of experience
Annapolis, MD, 21403

Andrew did a great job this weekend! He walked my very large Labradoodle and St Bernadoodle and made sure both dogs and my 3 cats were fed and had water. He followed the care instructions, was extremely communicative and arrived promptly at the booking time. I will absolutely be using Andrew for future bookings, highly recommended!!

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Megan M.
Sitter Profile Image: Megan T.
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Megan T.
from
$15
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21403

About: Hi! I'm a lifelong dog lover who grew up with 3 dogs, and regularly pet sit for friends and family before deciding to make it official. Friends often call me an animal whisperer because even shy or nervous pets tend to warm up to me quickly. I work remotely, and am very active, so I have a flexible schedule and can give your pet plenty of attention (and activity)! I work remotely and have very flexible hours, so your pet will have plenty of time, walking, snuggling, and being active. I also attend run clubs where pets are allowed, so if your fur baby is social, I’ll happily take them! I have a backyard, and live in a community with plenty areas to walk and sniff. Pets are welcome to be on furniture and in bed! I’m an excellent communicator, and will work collaboratively with you to determine the best care plan for your pet.

Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
74 reviews
33 repeat clients
25 years of experience
Annapolis, MD, 21403

Beth helped me out in a pinch and was great!

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Dana H.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
62 reviews
20 repeat clients
35 years of experience
Annapolis, MD, 21403

Laura was great! I made a mistake on the booking date, and she was kind enough to still go by and make sure my babies were taken care of despite my mistake. I will absolutely be working with her again. Highly recommend.

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Catie K.
Sitter Profile Image: Thomas R.
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Thomas R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
88 reviews
20 repeat clients
7 years of experience
Annapolis, MD, 21403

Thomas is more than a terrific dog walker; he is amazing. He has patience with our 14 1/2 yo lab. He treats her like she is the only dog in the world. Scuppers looks forward to Thomas's visits!

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Dottie L.
Sitter Profile Image: Ella L.
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Ella L.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
Annapolis, MD, 21403

Ella has been an excellent dog walker for Cannon. She is extremely reliable and a great communicator. We would highly recommend her to care for your pets!

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Sadie S.
Sitter Profile Image: Ellie H.
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Ellie H.
from
$17
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Ellie was great! She’s flexible and communicates well which makes it easy to trust her! She also did an outstanding job with my husky lab, Malibu. Would definitely recommend booking!

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Kaitlin N.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$25
per walk
5.0 out of 5 stars
12 reviews
5 repeat clients
12 years of experience
Edgewater, MD, 21037

Jessica has been wonderful! I needed help on short notice for my energetic Staffy/Lab mix while I worked overnight shifts, and she exceeded my expectations. She was great with my dog from the very first meet and greet, and clearly has experience handling larger, high-energy dogs. She provided a full 30 minute walk, updates with photos, notes about the visit, and even tracked potty breaks and checked her water. Knowing my dog was getting exercise and attention in the middle of my 12 hour shift made a huge difference and greatly reduced my stress. Jessica has been reliable, professional, communicative, and caring. My dog absolutely loves her, and I feel completely comfortable having her care for my pet. I highly recommend her to anyone looking for a trustworthy and experienced dog walker!

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Francesca S.
Sitter Profile Image: Campbell S.
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Campbell S.
from
$20
per walk
1 year of experience
Annapolis, MD, 21403

About: I grew up around big dogs and cats, so I’m familiar with reading animal behavior. Dog walker and cat socialization volunteer at local animal shelter near college. I’m currently taking a class that meets Tuesdays and Thursdays, but other than that (and studying) my days are free! I do also work at an organic farm in the mornings on weekends, but my afternoons and evenings are free! I’m looking to help out whenever and wherever I can. Able to wear them out with loads of play time or to just give them a good belly rub. Whatever is needed! I’m used to playing with a high energy German Shepard/Akita mix and a one year old Black Mouth Cur. Needless to say, I can hold my own against big dogs zoomies.

Sitter Profile Image: Stella N.
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Stella N.
from
$22
per walk
5.0 out of 5 stars
16 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21403

Stella is awesome with a great personality! She is timely and very reliable. We have 2 dogs and 1 puppy. She did an excellent job caring for them. She definitely loves animals. We felt so comfortable and had no worries leaving our fur babies with her.

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Charisse B.
Sitter Profile Image: Allison M.
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Allison M.
from
$30
per walk
5.0 out of 5 stars
74 reviews
21 repeat clients
27 years of experience
Annapolis, MD, 21403

Allison has been a wonderful dog walker! She is reliable, keeps me updated, and our dog absolutely loves her! She also sends the best pictures of our dog ❤️ I highly recommend her!

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Janna C.
Sitter Profile Image: Carly B.
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Carly B.
from
$25
per walk
35 years of experience
Annapolis, MD, 21403

About: Hello! I'm a former VP at a real estate non-profit, transitioning to a new job. I'm available in August and September for drop-in visits, walks, and overnight care. As a resident of Arundel on the Bay neighborhood, I'm available to AOTB, Annapolis Cove, Bay Ridge, and Thomas Point neighborhoods within a 5-7 minute drive. I have no kids, so dogs have always been my 4-legged fur babies. I'm an active volunteer and puppy raiser with Warrior Canine Connections, an organization who trains service and therapy dogs for veterans with visible and non-visible injuries. I currently have 2 dogs of my own. Sookie, a 6 year old pointer mix, and Penny, a 6 year old lab/retriever mix. Both about 70 lbs! Sookie is a handful and I've participated in a few different training programs with her. I've become well versed in many types of dog behaviors, reactivity, fear aggression, and more. I'm calm, patient, warm, and well-versed in managing dogs with different personalities. I've also raised two special needs English Bulldogs, and understand the care required for dogs with medical issues. f you hate the idea of boarding your dog at a strange place when your away, or have heard the bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! I I will make sure your dog gets physical activity, potty breaks, or nap times in the sun. I will be happy to send you pictures and videos and updates, and will work with you to make sure your dog and/or cat is cared for in a way that makes you and the pet happy! I look forward to meeting you and your furry friend! Most importantly, you can feel safe and secure with me in your home. I'm a former VP at a real estate non-profit, transitioning to a new job. I'm available in August and September for drop-in visits, walks, and overnight care. As a resident of Arundel on the Bay neighborhood, I'm available to AOTB, Annapolis Cove, Bay Ridge, and Thomas Point neighborhoods within a 5-7 minute drive. I have no kids, so dogs have always been my 4-legged fur babies. I'm an active volunteer and puppy raiser with Warrior Canine Connections, an organization who trains service and therapy dogs for veterans with visible and non-visible injuries. I currently have 2 dogs of my own. Sookie, a 6 year old pointer mix, and Penny, a 6 year old lab/retriever mix. Both about 70 lbs! Sookie is a handful and I've participated in a few different training programs with her. I've become well versed in many types of dog behaviors, reactivity, fear aggression, and more. I'm calm, patient, warm, and well-versed in managing dogs with different personalities. I've also raised two special needs English Bulldogs, and understand the care required for dogs with medical issues. If you hate the idea of boarding your dog at a strange place when your away, or have heard the bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! I I will make sure your dog gets physical activity, potty breaks, or nap times in the sun. I will be happy to send you pictures and videos and updates, and will work with you to make sure your dog and/or cat is cared for in a way that makes you and the pet happy! I look forward to meeting you and your furry friend! I want to make sure you and your pet feel most comfortable. What is their normal routine that will make their time away from their owner more enjoyable? Any tips or tricks to making your pet more comfortable with me, or any special needs, words you use, or special requirements? Do they have any fears, reactivity, dog-aggressions, resource guarding, or other behaviors I should be aware of? I am familiar and well-versed in those behaviors, but the more I know in advance, the better! If you are a new client, I request a complimentary meetup for us to get acquainted.

Sitter Profile Image: Mary H.
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Mary H.
from
$15
per walk
5.0 out of 5 stars
5 reviews
15 years of experience
Annapolis, MD, 21403

About: Hi! I’m Mary, but I usually go by Amber. I’ve raised and cared for dogs most of my life. I would love to help you with your check ins, walks, daycare, or boarding needs. I also have experience with medication administration if needed. I work part time, so I have a wide range of availability. I have a car and can drive to your location or host your loved one in my home. I have a single family house with a large fenced in yard. I also live in a big lovely neighborhood with plenty of space for walks. I do not currently have any pets, so your pet to have individual attention if required.

Sitter Profile Image: Mark D.
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Mark D.
from
$20
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
30 years of experience
Annapolis, MD, 21403

Mark did a fantastic job with our new dog Teddy! We are long-time dog owners as is Mark, and his years of experience and bed-side manner was certainly evident and provided great peace of mind while we were away from our new pup. We will be relying on Mark in the future and strongly recommend him to others!

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Terry J.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$20
per walk
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

About: I get a lot of pleasure assisting busy professionals with their pet sitting needs. I provide a nurturing and loving environment for your special pets in a very tranquil setting. Your pets will be treated as if they were my own. My husband and I will treat your pet with the utmost care and attention. References available upon request.

Sitter Profile Image: Shelby B.
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Shelby B.
from
$22
per walk
5.0 out of 5 stars
26 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

About: I’ve had animals growing up all of my life including goats, horses and dogs from small to large. I have experience in both their care and for understanding their needs through hand on situations and passion. I especially love dogs because of their loyalty, love and tail wags! I’ve had my current dog from a puppy for the last year and a half and have loved seeing her grow! Your dog will always be the only dog I am watching along with mine and you can rest assure that your pup is well taken care of! I only am only available weekends with occasional changes upon request and that’s simply so that I can devote myself to being with your pet for as much of their stay as I can provide. My husband also is in the house will assist in any care needs, as he is passionate about dogs as well :) I typically take my dog on walks 4-5x a day or fetch sessions in the yard and can adjust scheduling as needed. My dog is friendly (very) with dogs of all shapes and sizes, is up to date on all shots and vaccinations, and has no history of violence. We are a pet friendly household that can accommodate crate training or more spoiled pups who enjoy being on the furniture as much as my Ellie does. I heavily respect rules and any needs/boundaries that you may have with caring for your pet all within good reason.

Sitter Profile Image: Andrew R.
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Andrew R.
from
$15
per walk
5.0 out of 5 stars
6 reviews
20 years of experience
Annapolis, MD, 21403

I cannot recommend Andrew enough! I booked him for a whole week while I was on vacation, and my at-home dog sitter was unable to walk my dog, Champ. My sitter said that Champ got so excited every time he saw Andrew, and came home happy and tired after every walk with him. Andrew was extremely communicative, hardworking, and professional. He really listened to all my concerns about Champ, and made sure he prepared accordingly. He even walked in a torrential downpour to ensure Champ got his full amount of exercise! You won’t regret hiring Andrew for anything your dog may need.

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Erin S.
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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Highland Beach

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

Our first time boarding with Shelby was a great experience! She was flexible, communicative, and followed all care instructions for our dog Loki. Will definitely be calling her up in the future.

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Trevin B.
Sitter Profile Image: James B.
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James B.
from
$40
per night
5.0 out of 5 stars
5 reviews
30 years of experience
Annapolis, MD, 21403

James was fantastic with Lenny. We did a meet and greet so Lenny could get accustomed to the house. James has an amazing backyard and played lots of fetch with Lenny. We received lots of photos and updates, and Lenny came home happy and tired (and a little sad about having to leave James’ house). We absolutely would book with James again!

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Emily R.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
74 reviews
30 repeat clients
15 years of experience
Severna Park, MD, 21146

Carlie did a great job. She even had to deal with a seizure. She kept me informed of how the dogs were doing. Her son read to them every night.

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Jayme B.
Sitter Profile Image: Megan T.
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Megan T.
from
$34
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21403

Megan did an amazing job taking care of our dog for the week! She sent daily updates and gave him lots of love. We are so glad we found Megan and look forward to booking with her again!

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Walt C.
Sitter Profile Image: Iyonna N.
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Iyonna N.
from
$31
per night
16 years of experience
Annapolis, MD, 21401

About: I’ve always had a house full of animals growing up, from dogs and cats to reptiles and even bunnies! 🐶🐱🐰🦎 Not having pets around after moving out was definitely something to get used to. I’m so excited to be on this app because caring for animals genuinely makes me happy, and I can’t wait to meet and spoil your furry family members like they’re my own! 💖 I currently work part-time, so I have a flexible schedule that allows me to spend plenty of time caring for animals. I’m open to different schedules and stay lengths!! Animals have always been a big part of my life, so I care for every pet like they’re my own! 🐾 I make sure they receive lots of love, attention, playtime, and care while keeping up with their normal routines. Whether they’re staying with me or I’m visiting them at home, I want every pet to feel safe, happy, and loved.

Sitter Profile Image: Thomas & Melissa S.
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Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
7 years of experience
Annapolis, MD, 21403

Melissa and Thomas are fantastic! I was anxious as this was the first time Oreo had stayed away since we got her almost two years ago, but Melissa and Thomas were great and she settled really quickly. I really appreciated the quick notes, photos and videos! Oreo will beck for her next stay very soon, and neither of us will be anxious this time! Thanks so much!!

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Donna C.
Sitter Profile Image: Emily S.
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Emily S.
from
$60
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21403

Emily was there in a pinch! I was able to leave town for work knowing that Maverick was safe and have a blast with other four-legged friends. Thank you!

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Heather C.
Sitter Profile Image: Stacia D.
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Stacia D.
from
$67
per night
12 years of experience
Annapolis, MD, 21403

About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! I believe in open communication to ensure the safety of you, your pet, me and mine. I work fully remote and am able to support daycare and boarding. I usually walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.

Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
101 reviews
36 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was so sweet with our girl! Kept in touch and sent pictures every day. She even accommodated her need to sleep near people😂. Our flight was delayed and she took the stress out of the whole thing. Can’t recommend enough!

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Hope C.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
10 years of experience
Annapolis, MD, 21409

As a first time user of Rover and first time search for a cat sitter, Elena definitely set the standard. From the first contact, Elena was incredibly responsive, very kind, and extremely welcoming of my babies. Elena and her children took such good care of my babies, as they allowed them space to adjust while being open to their affection as they warmed up. I had peace of mind that my babies were in good hands as she invited them into her home with open arms. When I picked Pocket and Rocket up, they were so soft from freshly brushed hair and calmer to get back into the car. I would absolutely recommend Elena to take care of your cats, as they will get plenty of cuddles, play time, and freedom to explore their new space. Thank you, Elena and kids!!

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Andrea M.
Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
87 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

Mady was great, very nice and you can tell she has a genuine love of dogs. Mady has a pair of friendly dogs that played well with mine. She sent pictures daily and kept us updated on how our dog was doing. Highly recommend and will use her services again in the future.

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Brian S.
Sitter Profile Image: Tyler G.
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Tyler G.
from
$30
per night
4.8 out of 5 stars
4 reviews
1 repeat client
1 year of experience
Shady Side, MD, 20764

Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.

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Penny B.
Sitter Profile Image: Kimberly W.
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Kimberly W.
from
$45
per night
5.0 out of 5 stars
52 reviews
17 repeat clients
12 years of experience
Arnold, MD, 21012

Kimberly and her family made Ruthie fe right at home and provided her with a home away from home! They were so kind and accommodating to her. Ruthie gets anxious knowing kennels and sometimes doesn’t like other dogs, so this is the perfect solution for her. She was treated like family! We will definitely be back!

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Beth B.
Sitter Profile Image: Lindsay G.
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Lindsay G.
from
$49
per night
4.9 out of 5 stars
80 reviews
32 repeat clients
15 years of experience
Stevensville, MD, 21666

Lindsay took good care of our two old doggies while we were away. She sent photos just about every day and let us know they were acclimating well to their temporary home.

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Lisa W.
Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

Appreciate Lucy and Daniel so much, they did a wonderful job with our pup. Provided updates and were very communicative throughout booking and the stay, would absolutely trust them to watch our boy anytime.

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Hassie C.
Sitter Profile Image: Laura T.
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Laura T.
from
$60
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

Laura was excellent! Kept my mind and heart at ease on my first experience using Rover. We will definitely ask her to watch our pup again. In addition to keeping me updated with photos and messages, She clearly kept our Ava active and happy as she was pretty exhausted when she came home. I was afraid she would not want to leave her new pals, Laura’s two dogs. Normally she does not care to be around other dogs, but Laura’s pictures showed her happy and calm with her own pets. Thanks Laura!!

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Maureen F.
Sitter Profile Image: Kevin W.
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Kevin W.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Annapolis, MD, 21402

About: As stated, I have an 8 almost 8 year old German Shepherd myself. I’ve trained him myself to be quite obedient off leash, to listen well, and overall he’s very well behaved. I’ve grown up with dogs, cats, turtles and more so I know my way around animals. I’m currently enlisted in the United States Navy. I work at the Naval Academy typically from around 9 in the morning to about 3pm most days. I’m also married with two kids and my wife is a stay at home mom who can also look after your furry friends as well. I don’t work weekends so I’m always available during the weekends and can be flexible throughout the week as well. At my home my dog is never crated he is always out and house trained. However, when looking after your fur babies if they need to be crated I have no issue catering to your needs. I don’t have a yard but we have a massive field and live in a circle so long walks are always a must. Whatever the needs of your fur babies, I can take care of those from daily dog walking, spending and playing time with your animals, staying over night at yours/my place, and giving g medicine if needed.

Sitter Profile Image: Bailey C.
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Bailey C.
from
$30
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
5 years of experience
Annapolis, MD, 21403

Bailey was amazing. I spent a lot of my life overseas, so, my two pups are my world. She would send pictures everyday of them in the park and playing. When I picked them up I could easily tell they had been treated well and were happy. Bowie and Harley (two Germans Shepherds) had no tummy issues, I know they weren't stressed and felt safe. Will definitely be reaching out to Bailey again the next time I need for someone to hang out with the girls. Thank you again Bailey!

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Keith M.
Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
64 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

Andy boarded our two boys for a night and was very responsive, keeping us updated with pictures, and playing with them. Our dogs got along great with his dog Luna. When our dogs had behavioral problems Andy was honest and understanding about it. I trusted him completely to take good care of them. They seemed relaxed and happy to have been there.

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Jocelyn A.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$45
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
20 years of experience
Annapolis, MD, 21401

Sarah was amazing! She and her family took great care of our fur baby, and kept us updated the entire weekend. She sent lots of photos and was very responsive to my messages/questions. We highly recommend Sarah!!!!

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Megan G.
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