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
123 reviews
52 repeat clients
8 years of experience
Annapolis, MD, 21401

Shuling was amazing! Our dog Cloud loved his time so much he didn’t want to come back home to us hahaha. We will definitely use Shuling again in the future.

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Jay R.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
22 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: Katelyn M.
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Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
87 reviews
24 repeat clients
8 years of experience
Arnold, MD, 21012

If I could give 10 stars, I would. Katelyn is very kind and helpful, in addition to being understanding of HoneyBee's blindness and separation Anxiety. I appreciate all the pictures and videos of my pup while I was away, and especially all the attention given to my pup as well as flexibility of scheduling. Would highly recommend to anyone in the area.

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Aaron C.
Sitter Profile Image: Katie F.
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Katie F.
from
$45
per night
5.0 out of 5 stars
114 reviews
36 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: 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

Elaine is wonderful. Her calm, warm demeanor was a great match for our 3.5 month old puppy, as well as reassuring us Stella was in good hands while we were away.

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Christine & Bill H.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
552 reviews
255 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle was great, very flexible with our schedule , and sent us lots of pictures of our pup having fun. I highly recommend her and we plan on using her again.

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Bernice H.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
59 reviews
25 repeat clients
15 years of experience
Severna Park, MD, 21146

What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.

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Rob H.
Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 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: Thomas & Melissa S.
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Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
7 years of experience
Annapolis, MD, 21403

Wonderful experience! This was my first time using a sitter through rover and Thomas and Melissa were so caring. They sent daily pictures and were absolute wonderful. Will definitely book again for any future stays!

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Amanda D.
Sitter Profile Image: Ashley H.
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Ashley H.
from
$40
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
25 years of experience
Annapolis, MD, 21403

So happy that we were able to find Ashley on such short notice. She took very good care of our Leo. She made sure to send regular updates and some adorable pictures of our dog enjoying himself. Thanks again, and I look forward to booking with you in the future

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Daniel 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

This is the second time Pretzel has stayed with Andy and Lydia, and it was wonderful once again! He had such a good time. Andy was very responsive on the app, and sent daily updates and photos. Highly recommended!

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Nicholas B.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
54 reviews
16 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: Tiffany C.
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Tiffany C.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
40 years of experience
Edgewater, MD, 21037

Tiffany was very responsive when something was not right with one of our dogs during the boarding and went above and beyond trying to help. Her responsiveness allowed us to address the situation promptly.

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Noelle V.
Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$62
per night
5.0 out of 5 stars
225 reviews
61 repeat clients
10 years of experience
Annapolis, MD, 21401

My dog was a little on edge due to the new environments at Jenna's home when I first dropped him off. But not too longer after I left, I received a photo of him lying on her lap as content as could be.

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Justin K.
Sitter Profile Image: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
146 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

She is the best! So calm and professional even around my crazy excited dog. I trust her so much. Will book her anytime. My dog always looks around for her car when we go out- that alone tells me he is happy there. Just book her. Your pup will appreciate it. Love the photos she gives at the end of the boarding.

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Gavin D.
Sitter Profile Image: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
4.9 out of 5 stars
77 reviews
29 repeat clients
15 years of experience
Stevensville, MD, 21666

It was a great fit! They treated my 75 lb lab like he was one of the kids. It's such a great way to find reliable and comfortable housing for your pet.

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Sabrina O.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$53
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
20 years of experience
annapolis, MD, 21403

Jessica was great with our Remmie. She asked all the right questions ahead of time, and during the stay we received regular photos and updates. Will definitely want to have our girl visit again.

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Tim W.
Sitter Profile Image: Celena W.
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Celena W.
from
$45
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21409

Celena was great! She sent tons pictures of our boy having a great time and she had plenty of updates. We also appreciate that she worked with us on our drop-off and pick-up times! We will definitely work with her again!

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Katie J.
Sitter Profile Image: Alexis H.
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Alexis H.
from
$60
per night
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: Candice W.
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Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
98 reviews
35 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was amazing! She sent us frequent updates and pictures on how our dog Daisy was doing. Helped us relax and enjoy our trip knowing she was in great hands.

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Joe R.
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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.

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Sitter Profile Image: Elaine S.
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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: Stella N.
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Stella N.
from
$20
per visit
5.0 out of 5 stars
14 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: Ellie H.
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Ellie H.
from
$13
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Annapolis, MD, 21403

This is our second time booking Ellie and I can't say enough good things about her! Ellie was able to help watch our dog Piggy at the last minute and went above and beyond to take good care of her. Ellie alerted me to a concern about Piggy and was able to address the situation effectively. Ellie is a great communicator, shows up on time, and is enthusiastic about animals. We would definitely book Ellie again!! Thanks for your great work Ellie!!

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Joan D.
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
7 reviews
3 repeat clients
37 years of experience
Annapolis, MD, 21403

Leigh Ann was very kind, caring, attentive, and professional when having a visit with my dog. I would not hesitate to book again in the future!

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Morgan O.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
59 reviews
19 repeat clients
35 years of experience
Annapolis, MD, 21403

Laura has looked after my FOUR cats more than once with no problems. She's communicative, sends lots of pictures and a robust check-in note. She's willing to pay attention to detail (my four cats have at least three different diets to follow), and has even bravely defended my home from an ant invasion. Definitely recommend.

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

Repeat booking w/ Sarah! Love working w/ Sarah - she's great w/ check-ins & communication - the cats like the consistency of a familiar & friendly face. Highly recommend.

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Eric F.
Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
71 reviews
32 repeat clients
25 years of experience
Annapolis, MD, 21403

Beth did a great job with my boys! She coaxed my reticent kitties to come out from under the bed and gave them much love in addition to food and water. Knowing my cats were being well cared for made me feel at ease and able to enjoy my time away from my home and from my boys. Thank you, Beth!

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Katy S.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
43 reviews
20 repeat clients
12 years of experience
Annapolis, MD, 21403

Elizabeth was great with my new kitten, providing her with lots of attention and cuddles! The photos she sent were a lovely reminder that she's in great hands!

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Sarah D.
Sitter Profile Image: Carmella F.
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Carmella F.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Annapolis, MD, 21403

Camilla was amazing with my dogs! She checked on them regularly, made sure they were fed and walked, and handled their timid personalities with so much patience. Even though they were initially skittish even after a meet‑and‑greet. She took her time and let them warm up at their own pace. Her communication was excellent. She sent consistent updates and photos, which gave me total peace of mind and confirmed I’d made the right choice. By the end of the stay, my dogs were completely comfortable with her. I’m truly appreciative of the care she provided and will absolutely book Camilla again.

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Rebecca B.
Sitter Profile Image: Jacqueline B.
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Jacqueline B.
from
$18
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
50 years of experience
Annapolis, MD, 21401

She is amazing and very attentive to your cats needs. I always worry about leaving my cat alone, but she helped ease my mind with great communication and photos! I would highly recommend her!

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Alison L.
Sitter Profile Image: Blinne F.
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Blinne F.
from
$18
per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Annapolis, MD, 21403

Blinne was great with my pup, she went on long walks, my dog loved her, & she even did some training with her! I would definitely book with her again!

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Victoria E.
Sitter Profile Image: Mary H.
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Mary H.
from
$20
per visit
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: Andrew P.
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Andrew P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
65 reviews
18 repeat clients
1 year of experience
Annapolis, MD, 21403

We had an excellent experience with Andrew caring for our two cats. He provided thoughtful updates, followed all instructions perfectly, and made us feel completely at ease while we were away. Our cats were happy, comfortable, and clearly well looked after. We’re so grateful for his care and would highly recommend him to anyone needing a dependable sitter.

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Allison M.
Sitter Profile Image: Taylor C.
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Taylor C.
from
$30
per visit
5.0 out of 5 stars
172 reviews
53 repeat clients
12 years of experience
Annapolis, MD, 21403

Taylor has taken such good care of my sweet Bombay kitty while I’ve been away at the beach. She is attentive, timely, communicative, and clearly very caring towards my pet!

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Lauren S.
Sitter Profile Image: Hannah B.
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Hannah B.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
15 years of experience
Annapolis, MD, 21403

Hannah did a great job checking in on Arlo while we were out of town. She provided great updates and made sure to give him attention and affection. She was also very communicative and provided helpful updates after each visit. Highly recommend!

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Cody H.
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
12 reviews
3 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: Heather B.
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Heather B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
153 reviews
50 repeat clients
17 years of experience
Annapolis, MD, 21401

Heather has been super dependable and flexible with my changing schedule. It’s evident that she loves all pets and takes great care of them when we’re away!

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Parker M.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$18
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Alyssa did an awesome job caring for my puppies. She was a great communicator and sent great pictures. I requested her pretty last minute but she was very responsive and I would recommend her to anyone!

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Caroline J.
Sitter Profile Image: Madison H.
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Madison H.
from
$12
per visit
5 years of experience
Annapolis, MD, 21403

About: As someone who strives to do her very best in every aspect of life, taking care of furry friends is no exception. I assure that under my care, your pet will experience my highest care and attentiveness to their needs. I understand that every owner has their own specific preferences when caring for their pet, so I pay attention and value the importance of adhering to those priorities as well. As a fellow dog owner myself of two large dogs, I am very aware of the various tasks that come with dogcare, as well as their needs. I have a plethora of experience handling most types of dogs, and I assure that under my care, your companion won’t be short of the love and attention it deserves from their caretaker! Im currently a student at UNCW working part time during the summer, however I am very flexible and I have a car to easily come to you! I have open availability on the weekends and most weekdays! I have two dogs myself, so I am aware of the necessary requirements that may come with watching your pet. I also like to clean, so I understand the importance of keeping the house clean whilst caring for your pet! However, of course I pay my utmost attention to your animal!

Sitter Profile Image: Kathryn U.
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Kathryn U.
from
$13
per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
16 years of experience
Annapolis, MD, 21401

Kathryn was so sweet to my Baby Boy. He took right to her even though he tends to be shy. He did really well was I was gone and I attribute that all to Kathryn. She kept him company with lots of conversation and playtime. She was in constant communication either me the whole duration and I felt so comfortable having her with him. Would definitely love to have Kathryn watch Ollie again, anytime!

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Robyn R.
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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.
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Stacia D.
from
$45
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! My older dog recently passed in March. He had a pericardial effusion and diagnosed anxiety. My other pup is about to turn 2 in July. I’m familiar with ensuring the environment is right for your dog whether they are in my home or I am dropping in to spend time / walk your dog. I understand the importance of making sure your guidelines for your pet are followed. I can give medications, follow training rules, walk large dogs, handle dogs that aren’t friendly with other people or dogs, high anxiety, and have disabilities (ex. Deaf, blind). If you have any additional questions for me, please don’t hesitate to ask. 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 drop ins, walks and daycare. I 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. I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in our home, they need to be friendly with other dogs and potentially able to be closed into a room for a period of time if I have a meeting. I’d make sure to communicate this information when you are booking. For walks / being in your home, I ask for honesty in how you want your dog to be cared for. Ideally I’d prefer they are friendly so that I can bring my dog for walks too but understand that’s not always the case.

Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
16 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: Jenna C.
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Jenna C.
Star Sitter
from
$50
per day
5.0 out of 5 stars
225 reviews
61 repeat clients
10 years of experience
Annapolis, MD, 21401

I was in town to work the Annapolis Sailboat show and Hutch spent 4 days with Jenna. She sent pics and reports and I really felt Hutch was in good hands ! I plan To book her next year !

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Terri I.
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 welcomed my Ziggy with open arms and heart. She is warm, friendly, loves dogs and treats them like family. Since being attacked by another dog at a dog park Ziggy has been anxious and nervous in different situations. When I returned I found a happy, smiling pup, which spoke volumes for his care with Elaine. I feel like I found a new family member who loves dogs as much as myself and shows Ziggy the kind of love to feel safe at home with her. Thanks Elaine

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Patricia J.
Sitter Profile Image: Lindsay M.
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Lindsay M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
43 reviews
10 repeat clients
40 years of experience
Annapolis, MD, 21401

Lindsay did an amazing job with our Daisy who has separation anxiety. Photo during the day and a fun video to watch. We will book again next time we are in town!

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Debra R.
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: Taylor C.
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Taylor C.
from
$60
per day
5.0 out of 5 stars
172 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: Laura T.
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Laura T.
from
$40
per day
5.0 out of 5 stars
36 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: Julia H.
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Julia H.
from
$75
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: Alexis H.
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Alexis H.
from
$60
per day
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: Alex K.
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Alex K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
62 reviews
15 repeat clients
30 years of experience
Annapolis, MD, 21401

Alex Z. was amazing! Very loving and caring while dog sitting for my 3 month old puppy. Her pets were loving and playful also. She took lots of pics and kept me updated with his activities throughout the day. Will definitely request her services again.

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Melissa M.
Sitter Profile Image: Kacie B.
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Kacie B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
74 reviews
27 repeat clients
12 years of experience
Annapolis, MD, 21401

Kacie was just great with our pup! Even though this was our first visit, they bonded quickly and I knew he was going to have a fun day. Walks, play date with another pup and a trip to the dog park - all things wonderful for an eager playful pup. I walked away as he walked in the house with Kacie. He was happy when I picked him up - perfect day in every way. Highly recommend Kacie - your pup will be in great hands. Plus, she’s so nice and super friendly!!

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Linda R.
Sitter Profile Image: Margriet M.
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Margriet M.
from
$75
per day
5.0 out of 5 stars
3 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: Taylor Grace T.
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Taylor Grace T.
from
$55
per day
5.0 out of 5 stars
8 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: Diana V.
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Diana V.
Star Sitter
from
$55
per day
5.0 out of 5 stars
202 reviews
85 repeat clients
10 years of experience
Riva, MD, 21140

Our pupper enjoyed his day stay and really got to stretch his legs in such a large yard. We received regular updates and felt at ease leaving him in such capable hands.

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Christian M.
Sitter Profile Image: Amy D.
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Amy D.
from
$45
per day
5.0 out of 5 stars
27 reviews
11 repeat clients
7 years of experience
Arnold, MD, 21012

Ed and Amy are pleasant and attentive to their pet guests. Plus, they are very good about making sure animals get bathroom breaks and exercise. In addition, Gunner’s warm demeanor always makes people feel welcome.

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Matthew H.
Sitter Profile Image: Celena W.
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Celena W.
from
$40
per day
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21409

Best experience I’ve had on rover! Maggie had a blast. Celena sent multiple updates throughout the day. This was a last minute booking and I’m so glad she was available, I will be booking with Celena again!

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Melissa S.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$38
per day
5.0 out of 5 stars
552 reviews
255 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle took excellent care of my baby. We are getting used to a new area, and new people, and she made it that much easier for my Boston Terrier!

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Howard W.
Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
18 reviews
5 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.
Sitter Profile Image: Lily K.
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Lily K.
from
$70
per day
5.0 out of 5 stars
1 review
2 repeat clients
10 years of experience
Edgewater, MD, 21037

About: My family and I had two amazing dogs growing up who recently passed away, and I’ve really been missing that kind of dog love. I just graduated college and would love to spend more time around pets while gaining more experience caring for them. I recently graduated college, where I was a student-athlete majoring in criminology and sociology. I’m looking to gain more hands-on experience in animal care while I'm in the application process— and have a pretty flexible schedule! When caring for pets in a client's home, I prioritize maintaining their familiar surroundings. and following their routines, including feeding times, walks, and play sessions. I make sure to provide regular updates to the owners, giving them peace of mind while they're away.

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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: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
43 reviews
20 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: Mary H.
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Mary H.
from
$15
per walk
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: Ellie H.
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Ellie H.
from
$14
per walk
5.0 out of 5 stars
10 reviews
2 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: Carmella F.
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Carmella F.
from
$13
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Annapolis, MD, 21403

Carmella is on time and sweet and loving to my pup! So appreciate her TLC!

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Aarti C.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
59 reviews
19 repeat clients
35 years of experience
Annapolis, MD, 21403

Laura has been excellent for us. Our dog can be a handful around other dogs and Laura shows her expertise in keeping things calm during walks. Communication has been great and we’ve never had any scheduling issues. Laura’s rover cards are excellent and we get plenty of pictures! We’re really grateful we found Laura and that she had the availability for us. Highly recommend to anyone who is looking for a kind, reliable, trustworthy dog walker.

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John S.
Sitter Profile Image: Ella L.
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Ella L.
from
$15
per walk
6 years of experience
Annapolis, MD, 21403

About: I’m a reliable pet sitter who treats every pet like my own! I’m comfortable caring for puppies and have lots of experience taking care of neighbors dogs, as well as my own. I currently work part-time, which gives me flexibility to provide dependable pet care throughout the week. I’m able to make time for walks, feeding, playtime, and giving pets the attention and care they need. I provide loving and reliable care in your pet’s familiar home environment, helping them stay comfortable and stress-free while you’re away. I follow your pet’s routine closely and make sure they get plenty of attention, playtime, exercise, and care.

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: Alyssa B.
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Alyssa B.
from
$20
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Thank you, Alyssa, for the great job you did taking care of our fury babies while we were on vacation. Bella and Winnie loved their daily walks and they hope to see you again in the future for more walks.

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Annmarie W.
Sitter Profile Image: Thomas R.
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Thomas R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
87 reviews
19 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: Blinne F.
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Blinne F.
from
$18
per walk
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Annapolis, MD, 21403

Blinne was fabulous with my highly energetic pup and offered great feedback as to Kali’s behaviors after every walk. Kali would wait excitedly at the door each day for Blinne’s arrival. I will definitely reach out to Blinne again!

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Alison W.
Sitter Profile Image: Stacia D.
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Stacia D.
from
$25
per walk
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! My older dog recently passed in March. He had a pericardial effusion and diagnosed anxiety. My other pup is about to turn 2 in July. I’m familiar with ensuring the environment is right for your dog whether they are in my home or I am dropping in to spend time / walk your dog. I understand the importance of making sure your guidelines for your pet are followed. I can give medications, follow training rules, walk large dogs, handle dogs that aren’t friendly with other people or dogs, high anxiety, and have disabilities (ex. Deaf, blind). If you have any additional questions for me, please don’t hesitate to ask. 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 drop ins, walks and daycare. I 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. I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in our home, they need to be friendly with other dogs and potentially able to be closed into a room for a period of time if I have a meeting. I’d make sure to communicate this information when you are booking. For walks / being in your home, I ask for honesty in how you want your dog to be cared for. Ideally I’d prefer they are friendly so that I can bring my dog for walks too but understand that’s not always the case.

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

Have had Jessica walk our dogs and also provide drop in visits while we were on vacation. She does a great job, lots of pics and our dogs love her. Would not hesitate to hire her again! Iggy and Obi love her.

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Hillary H.
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: Alexandra R.
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Alexandra R.
from
$18
per walk
10 years of experience
Annapolis, MD, 21403

About: I’ve owned 5 dogs through my life & have always loved caring for others’ pets as well. Being around animals is my happy place 🥰 I work part time on a charter boat & would love something besides gardening to keep me busy during the week. Also trying to save up for an Rv to travel I’ve been around all types of different kinds of dogs and know how to deal with different personalities and needs ❤️ from weeks old to golden days I love them all

Sitter Profile Image: Stella N.
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Stella N.
from
$22
per walk
5.0 out of 5 stars
14 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: Beth W.
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Beth W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
71 reviews
32 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: Amber T.
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Amber T.
from
$18
per walk
6 years of experience
Annapolis, MD, 21403

About: I have three dogs, ages 3, 6, and 14, as well as a 3-year-old cat. I’m passionate about animal care and have dedicated time to helping my community by working around my neighborhood and volunteered at the local shelter, where I walked the dogs. I’m so excited to offer my help and look after your animals! I am a college student on summer vacation! I am looking to help out with anything that is needed and have a great time. My schedule is currently very free so I am excited to meet you and your pet! I have a fenced yard, so I like to run around with my dogs. I also take them on walks around the neighborhood. Whatever you need for your dog, I can help with!

Sitter Profile Image: Alaina G.
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Alaina G.
from
$20
per walk
9 years of experience
Edgewater, MD, 21037

About: I’ve been surrounded by animals my whole life and have years of hands-on experience caring for dogs of all ages and sizes. My family has also fostered puppies for the past 5–6 years, which has given me experience with young dogs, routines, patience, and providing a safe, loving environment. Friends and family have always trusted me to walk, feed, play with, and care for their pets like they’re my own. I currently have a very flexible schedule and plenty of free time to dedicate to your pets before starting my full-time role in July. Once I begin, I’ll only be in office two days a week, so I’ll still have lots of availability. I’m available on both weekdays and weekends, and I’m happy to accommodate a variety of schedules and care needs. Your pet’s safety and comfort are my top priorities. I have a fenced yard and one friendly small dog who loves making new friends. Whether caring for your dog in my home or yours, I’ll make sure they feel loved, safe, active, and comfortable. I enjoy long walks, playtime, and giving pets lots of attention and care while you’re away.

Sitter Profile Image: Sarah S.
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Sarah S.
from
$23
per walk
5.0 out of 5 stars
435 reviews
132 repeat clients
13 years of experience
Annapolis, MD, 21403

It is always comforting to know when you can't be home on a night with bad weather, someone like Sarah is there to look after the well being of your dog.

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Justin K.
Sitter Profile Image: Lily K.
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Lily K.
from
$20
per walk
5.0 out of 5 stars
1 review
2 repeat clients
10 years of experience
Annapolis, MD, 21401

Lily was courteous, timely and wonderful to work with. Our Dog was not in a good place when she started working with us , moving anxiety. Lily was patient and flexed as needed to make it work!!

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Michel H.
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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
22 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: Carlie H.
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Carlie H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
59 reviews
25 repeat clients
15 years of experience
Severna Park, MD, 21146

What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.

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Rob H.
Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 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: Thomas & Melissa S.
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Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
7 years of experience
Annapolis, MD, 21403

Wonderful experience! This was my first time using a sitter through rover and Thomas and Melissa were so caring. They sent daily pictures and were absolute wonderful. Will definitely book again for any future stays!

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Amanda D.
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

This is the second time Pretzel has stayed with Andy and Lydia, and it was wonderful once again! He had such a good time. Andy was very responsive on the app, and sent daily updates and photos. Highly recommended!

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Nicholas B.
Sitter Profile Image: Tiffany C.
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Tiffany C.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
40 years of experience
Edgewater, MD, 21037

Tiffany was very responsive when something was not right with one of our dogs during the boarding and went above and beyond trying to help. Her responsiveness allowed us to address the situation promptly.

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Noelle V.
Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$62
per night
5.0 out of 5 stars
225 reviews
61 repeat clients
10 years of experience
Annapolis, MD, 21401

My dog was a little on edge due to the new environments at Jenna's home when I first dropped him off. But not too longer after I left, I received a photo of him lying on her lap as content as could be.

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Justin K.
Sitter Profile Image: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
146 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

She is the best! So calm and professional even around my crazy excited dog. I trust her so much. Will book her anytime. My dog always looks around for her car when we go out- that alone tells me he is happy there. Just book her. Your pup will appreciate it. Love the photos she gives at the end of the boarding.

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Gavin D.
Sitter Profile Image: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
4.9 out of 5 stars
77 reviews
29 repeat clients
15 years of experience
Stevensville, MD, 21666

It was a great fit! They treated my 75 lb lab like he was one of the kids. It's such a great way to find reliable and comfortable housing for your pet.

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Sabrina O.
Sitter Profile Image: Celena W.
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Celena W.
from
$45
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21409

Celena was great! She sent tons pictures of our boy having a great time and she had plenty of updates. We also appreciate that she worked with us on our drop-off and pick-up times! We will definitely work with her again!

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Katie J.
Sitter Profile Image: Alexis H.
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Alexis H.
from
$60
per night
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: Candice W.
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Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
98 reviews
35 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was amazing! She sent us frequent updates and pictures on how our dog Daisy was doing. Helped us relax and enjoy our trip knowing she was in great hands.

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

Mady was great! Very friendly, easy to work with and super flexible. I appreciate her coming through when I had a last-minute request. Would definitely book her again!

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Shai ..
Sitter Profile Image: James B.
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James B.
from
$40
per night
30 years of experience
Annapolis, MD, 21403

About: I've had dogs my whole life. Grew up in a house with 2+ dogs near constantly. All family dogs were 60+ lbs each with the largest being 110lbs. My 75lb dog crossed the rainbow bridge Sept 2025, I am not ready for a dog full time but I do miss the company. I will spoil your dog. I do not care about breed. I am looking for weekends. I work full time, so I am ready to go around noon on Friday and depending on the needs can be around all weekend. Generally I do leave the house during the weekend for a couple hours during the day to do chores and stuff but other than that can be a total home body. If the dog is good on leash I have a great neighborhood to take walks. If you are looking for me to stay at your house over the weekend, I can provide as much potty coverage as you request. If you want me to stay over the week, I do have a day job with my schedule being 7-3. I have a 8ft privacy fence the whole way around my backyard with a dog door. I do not have a crate, but I can use yours if you want your dog crated. I follow your food rules. I used to make hot breakfast/dinner for my dog. I do keep some dog treats in the house but I will check with you if your dog can have that specific treat first and if there are any dietary needs. If you want me to stay in your house, lets write the rules down and I'm happy to do whatever. If you have poor cellphone service, it'd be great to get a wifi password.

Sitter Profile Image: Julia H.
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Julia H.
from
$57
per night
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21403

Julia was wonderful! We left our doodle with her over the weekend and she seemed to have had a great time. Julia sent us multiple updates throughout the day with multiple pictures as well! Pick up, drop off, and communication went smoothly. We would definitely trust her to host our doggo again!

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Taylor H.
Sitter Profile Image: Elena K.
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Elena K.
from
$40
per night
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21409

Elena did an amazing job with our Old English Sheepdog Lady. I could really tell that she loves taking care of animals, and she did a great job. Our dog was pretty nervous as she went to the vet the day before, but Eleana made her feel at home and I thank her for that. I highly recommend her.

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Daniel B.
Sitter Profile Image: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
17 years of experience
Annapolis, MD, 21401

Riley was an outstanding sitter for our pup! He is a blind 10 yr old and she took the best care of him. She gave us updates throughout his stay and I really appreciated the pictures. If we’re ever in the area again, I would definitely trust Riley and she is our go to.

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Mackenzie G.
Sitter Profile Image: Yukia G.
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Yukia G.
Star Sitter
from
$48
per night
5.0 out of 5 stars
61 reviews
15 repeat clients
20 years of experience
Crofton, MD, 21114

Fantastic - Amazing - Wonderful! Yukia was a great communicator from the start. We talked before we brought our rascal over. We even did a meet and greet just to make sure he would take to her - and he sure did! During our trip she sent daily photos and updates, and our kids could not wait to get them every day. I could tell when I went to pick him up that he was very happy to be with her. For a quick moment he could not decide if he wanted to stay with her or come back home. It was his first time with someone else and she obviously took great care of him. There is no doubt that we have found our pet sitter for good!

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Brady M.
Sitter Profile Image: Laura T.
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Laura T.
from
$60
per night
5.0 out of 5 stars
36 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: Jillian & Richard A.
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Jillian & Richard A.
Star Sitter
from
$49
per night
5.0 out of 5 stars
44 reviews
20 repeat clients
20 years of experience
Pasadena, MD, 21122

They took great care of our dog! I appreciated the updates, and he enjoyed playing with their dogs during the week. Thanks for taking great care of our Max!

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Ashley H.
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