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.
Verified Enhanced Background Check
Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 200 reviews
86 repeat clients
8 years of experience
Annapolis, MD, 21401

“Shuling is fantastic and I highly recommend her as a dog sitter! She responds immediately and sends a lot of great photos and videos during the stay. As a dog owner, I can see in the photo that my dog is very happy and comfortable with her. We are repeat customers and Shuling has watched our dog for several nights over different occasions with more booked in the future. When we arrive for drop off, he is always super excited to see her and follow her into the home. I never had to worry and know that my dog is taken care of. Thank you, Shuling!”

Profile image
Julianna C.
Sitter Profile Image: James B.
Verified Enhanced Background Check
James B.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
30 years of experience
Annapolis, MD, 21403

“James was great!! Very responsive and sent updates, photos and videos of Lewy. Would definitely recommend him. Lewy came back tired and happy.”

Profile image
Mary-Sean and Blake W.
Sitter Profile Image: Michelle M.
Verified Background Check
Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 568 reviews
261 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle was so accommodating for a last minute booking! She sent pictures throughout the time period and kept me up to date on how Kovu was adjusting. Our dog has some separation anxiety and she was able to get him to be comfortable in no time. Already booked for an overnight next weekend!”

Profile image
Nicole M.
Sitter Profile Image: Kevin W.
Verified Enhanced Background Check
Kevin W.
from
$30
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Annapolis, MD, 21402

“Kevin was amazing! He was super responsive, caring and even sent me photos of my lab, Moon, every morning either playing or on a walk with him. When I picked her up, I knew she had been taken care of. I Will definitely use him again in the future!”

Profile image
Madeline O.
Sitter Profile Image: Shelby B.
Verified Enhanced Background Check
Shelby B.
from
$57
per night
5.0 out of 5 stars
• 28 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21403

“Absolute gem of a sitter! We felt completely comfortable with them knowing our pup was in great hands. Communicative, flexible, and attentive. Highly recommend!”

Profile image
Pamela N.
Sitter Profile Image: Elaine S.
Verified Background Check
Elaine S.
from
$50
per night
5.0 out of 5 stars
• 70 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

“I wholeheartedly recommend Elaine, and am grateful for her dependability, flexibility, and all the care she provided our dog when she stayed at Elaine's home. Will definitely be a return visitor!”

Profile image
Marlys M.
Sitter Profile Image: Katelyn M.
Verified Background Check
Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 90 reviews
27 repeat clients
8 years of experience
Arnold, MD, 21012

“Wow, I can't say enough about how well Katelyn cared for and accommodated our dog Oscar. He was nervous at first but quickly adapted and thrived - thank you Soooo Much, 6 stars out of 5! Definitely a keeper!!”

Profile image
Craig S.
Sitter Profile Image: Sarah & Peter L.
Verified Enhanced Background Check
Sarah & Peter L.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Annapolis, MD, 21401

“We couldn’t have asked for a better sitter! They welcomed our pup for a last-minute weekend stay and gave him such a comfortable, happy place to settle in. Their dog was a wonderful playmate, and the frequent updates and lots of photos made it easy to relax knowing he was having a great time. They were communicative throughout and incredibly accommodating as our schedule kept changing. We’re so grateful for the care and flexibility, and would happily book with them again. Highly recommend!”

Profile image
Natalie K.
Sitter Profile Image: Katie F.
Verified Enhanced Background Check
Katie F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 121 reviews
38 repeat clients
16 years of experience
Annapolis, MD, 21401

“Katie is amazing!!! Cooper absolutely loved her and she took such great care of him! And took great care of us dog parents - sending such thoughtful picture and video updates !”

Profile image
Holly S.
Sitter Profile Image: Carlie H.
Verified Enhanced Background Check
Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 79 reviews
34 repeat clients
15 years of experience
Severna Park, MD, 21146

“Carlie was amazing with our puppy Sadie. It was our first time leaving her with anyone and it went so well. Lots of love to our sweet puppy and she was happy all day. Carly shared lots of pics as well. Highly recommend!”

Profile image
Krista S.
Sitter Profile Image: Beth H.
Verified Enhanced Background Check
Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 58 reviews
18 repeat clients
40 years of experience
Edgewater, MD, 21037

“Beth is excellent! She put my mind at ease. I felt extremely comfortable with my fur baby in her care. She kept me informed and even provided pictures! I will definitely reach out with future needs!”

Profile image
kelly f.
Sitter Profile Image: Andy & Lydia M.
Verified Enhanced Background Check
Andy & Lydia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 66 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

“Our pup, Luna, always has a great time with Andy, Lydia, and their dog, Luna. Andy sends regular updates with photos so we know our doggie is well taken care of and having a fun time with her new doggie friends.”

Profile image
Caitlin F.
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Emily S.
from
$60
per night
5.0 out of 5 stars
• 16 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!”

Profile image
Heather C.
Sitter Profile Image: Elena K.
Verified Enhanced Background Check
Elena K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
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.”

Profile image
Daniel B.
Sitter Profile Image: Iyonna N.
Verified Enhanced Background Check
Iyonna N.
from
$31
per night
5.0 out of 5 stars
• 7 reviews
16 years of experience
Annapolis, MD, 21401

“As far as I can tell, Sky was well cared for. Iyonna took her in with just a few days notice and was kind and attentive. Would recommend.”

Profile image
Amy S.
Sitter Profile Image: Candice W.
Verified Enhanced Background Check
Candice W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 106 reviews
37 repeat clients
14 years of experience
Annapolis, MD, 21409

“We had our trial stay with Candice and the pups and us felt very comfortable and happy. She was very communicative. Easy to work with and kept us updated with the pups throughout the day. We’re glad we met her and will be going to her many many times in the future.”

Profile image
Lena B.
Sitter Profile Image: Tyler G.
Verified Enhanced Background Check
Tyler G.
from
$30
per night
4.8 out of 5 stars
• 5 reviews
2 repeat clients
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.”

Profile image
Penny B.
Sitter Profile Image: Kelly & Maurice G.
Verified Enhanced Background Check
Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 374 reviews
113 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

“Kelly and Maurice were absolutely wonderful. They accepted my pup Khori on very short notice. Their home and neighborhood are beautiful and made for great walks and play time. Kelly made sure that I had more than enough pictures, and she is an excellent photographer! Truly thankful to have found them on Rover!”

Profile image
Jocelyn C.
Sitter Profile Image: Jacob C.
Verified Background Check
Jacob C.
from
$35
per night
5.0 out of 5 stars
• 26 reviews
13 repeat clients
15 years of experience
Edgewater, MD, 21037

“Roxie had a great time with Jake and Melissa. They sent me pictures of her which made my day. I did not have to worry about her at all which is so nice when being on vacation. Would absolutely use them again!!”

Profile image
Deb C.
Sitter Profile Image: Mady H.
Verified Enhanced Background Check
Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

“Mady is AMAZING! She helped us out in a last minute pinch and made sure our pup had a fun, exciting day. She sends lots of pictures and gave Kiko lots of love! Thanks, Mady!”

Profile image
Hannah K.
1 / 1
View more

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: Elizabeth G.
Verified Enhanced Background Check
Elizabeth G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 50 reviews
22 repeat clients
12 years of experience
Annapolis, MD, 21403

“I always look forward to seeing pictures of my kitties while I'm away! Elizabeth does a great job of keeping my mind at ease and I know they are in good hands!”

Profile image
Sarah D.
Sitter Profile Image: Hannah B.
Verified Enhanced Background Check
Hannah B.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 30 reviews
10 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!”

Profile image
Cody H.
Sitter Profile Image: Leigh Ann E.
Verified Enhanced Background Check
Leigh Ann E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 25 reviews
11 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.”

Profile image
Ezekiel P.
Sitter Profile Image: Andrew P.
Verified Enhanced Background Check
Andrew P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 67 reviews
21 repeat clients
1 year of experience
Annapolis, MD, 21403

“I highly recommend Andrew for any pet sitting needs! He checked in on my cat and provided timely updates & great photos! Very responsive & communicative too!!”

Profile image
Alex P.
Sitter Profile Image: Ellie H.
Verified Enhanced Background Check
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.”

Profile image
Sylvia M.
Sitter Profile Image: Elaine S.
Verified Background Check
Elaine S.
from
$18
per visit
5.0 out of 5 stars
• 70 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: Jamie P.
Verified Background Check
Jamie P.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
• 127 reviews
49 repeat clients
45 years of experience
Annapolis, MD, 21403

“Jamie was very nice and extremely responsive! My cat is not the friendliest to strangers but Jamie handled her perfectly. We will definitely use her again!”

Profile image
Mallory H.
Sitter Profile Image: Laura D.
Verified Enhanced Background Check
Laura D.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
• 63 reviews
20 repeat clients
35 years of experience
Annapolis, MD, 21403

“Laura is the best! She partners with us on behalf of our 2 elder cats. Her experience allows her to be sensitive to their needs and reports any changes that occur so we can make adjustments as needed. I rue the day she retires from animal sitting!”

Profile image
Susan B.
Sitter Profile Image: Marideth B.
Verified Enhanced Background Check
Marideth B.
from
$17
per visit
5.0 out of 5 stars
• 21 reviews
8 repeat clients
20 years of experience
Annapolis, MD, 21403

“Marideth was amazing! Both my big dogs absolutely loved her and she took such good care of them. Will definitely book her again in the future!”

Profile image
Mackenzie Y.
Sitter Profile Image: Blinne F.
Verified Enhanced Background Check
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!”

Profile image
Victoria E.
Sitter Profile Image: Lauren W.
Verified Enhanced Background Check
Lauren W.
from
$18
per visit
5.0 out of 5 stars
• 14 reviews
7 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.”

Profile image
Doreen M.
Sitter Profile Image: Campbell S.
Verified Enhanced Background Check
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: Bridgette R.
Verified Enhanced Background Check
Bridgette R.
from
$14
per visit
5.0 out of 5 stars
• 5 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.
Verified Enhanced Background Check
Carly B.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
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. If you hate the idea of boarding your dog at a strange place when you're away, or have heard bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! 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, 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: Catherine N.
Verified Enhanced Background Check
Catherine N.
from
$41
per visit
5.0 out of 5 stars
• 16 reviews
2 repeat clients
30 years of experience
Annapolis, MD, 21403

“Catherine took excellent care of our cat while we were on vacation. She was very detail oriented and put my mind at ease by sending me pictures and communicating with me throughout her stay. I highly recommend her for your pet sitting needs.”

Profile image
Alison H.
Sitter Profile Image: Elizabeth W.
Verified Enhanced Background Check
Elizabeth W.
from
$23
per visit
5.0 out of 5 stars
• 7 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21401

About: Hi! I’m Liz — an animal lover with a flexible hybrid work schedule and years of experience caring for friends’ and family members’ dogs. I’ve also fostered before, so I’m comfortable with dogs of all breeds, sizes, and personalities. As a dog owner myself, I know how important it is to find someone you can count on. I take that trust seriously and always aim to make things stress-free while you’re away — with regular updates, photos, and plenty of care and attention. Whether it’s daily walks, drop-in visits, or overnight stays, I’m dependable, patient, and genuinely enjoy spending time with dogs. Your pup will be in great hands with me. I currently work a hybrid schedule. I work in the office on Wednesdays and Thursdays, and I’m home the rest of the week, which gives me plenty of flexibility for walks, drop-ins, and overnight stays. When I’m caring for pets in a client’s home, I always treat it with the same care and respect as my own. I stick to your pet’s normal routine — walks, meals, and downtime — to keep them comfortable and relaxed. I make sure doors and gates are secure, follow all instructions closely, and leave your home just as I found it. You’ll get regular updates and photos so you always know how your pet’s doing while you’re away.

Sitter Profile Image: Tiffany D.
Verified Enhanced Background Check
Tiffany D.
from
$23
per visit
5 years of experience
Annapolis, MD, 21403

About: Cats may not need walks, but that doesn’t mean they’re “easy”! I know every cat has their own personality, boundaries, routine, and special needs. Whether your cat is social and playful, shy and independent, or needs a little extra patience and attention, I’m happy to provide care on their terms.

Sitter Profile Image: Brittanny A.
Verified Enhanced Background Check
Brittanny A.
from
$23
per visit
4.2 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Annapolis, MD, 21401

About: As someone who loves to travel, I know the importance of having trusted and communicative pet care. I have had two cats for 12 years and was lucky enough to become a dog mom when my husband I met 4 years ago. I have experience with walking and caring for our friends pets as well. I have a hybrid work schedule, so my availability is flexible for you and your fur baby’s needs. I can do early mornings, lunchtime, evenings, and overnights. We have a fenced in backyard that our dog enjoys and a covered porch that our cats enjoy. We can accommodate any animal and separate all the animals if feeding time is an issue.

Sitter Profile Image: Jessica B.
Verified Enhanced Background Check
Jessica B.
from
$23
per visit
5.0 out of 5 stars
• 12 reviews
5 repeat clients
12 years of experience
Edgewater, MD, 21037

“Jessica did a great job checking in on our puppies while we are out of town. She was able to assist us with last minute request! Our pets love her and she provides timely updates and pictures on how they are doing. Jessica has become our go to provider for pet sitting and check ins.”

Profile image
Tom C.
Sitter Profile Image: Ella M.
Verified Enhanced Background Check
Ella M.
from
$23
per visit
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication

1 / 1
View more

Why choose a sitter on Rover

  • Background-checked house sitters

    Every sitter profile has been reviewed and approved by Rover before joining our community.

  • A perfect match for every pet

    Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.

  • Connection before booking

    Schedule a free in-person meeting to ensure a perfect fit before you ever book.

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: Lucy & Daniel M.
Verified Enhanced Background Check
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!”

Profile image
Meredith C.
Sitter Profile Image: Elaine S.
Verified Background Check
Elaine S.
from
$50
per day
5.0 out of 5 stars
• 70 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!”

Profile image
Jessica A.
Sitter Profile Image: Taylor Grace T.
Verified Enhanced Background Check
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!”

Profile image
erin t.
Sitter Profile Image: Taylor C.
Verified Enhanced Background Check
Taylor C.
from
$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!”

Profile image
Morgan W.
Sitter Profile Image: Andy & Lydia M.
Verified Enhanced Background Check
Andy & Lydia M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 66 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!”

Profile image
Anna K.
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: Lindsay M.
Verified Enhanced Background Check
Lindsay M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 55 reviews
13 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”

Profile image
Pamela C.
Sitter Profile Image: Sarah & Peter L.
Verified Enhanced Background Check
Sarah & Peter L.
from
$30
per day
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Annapolis, MD, 21401

“Sarah and Peter are great! They took care to read my dog’s profile carefully to attend to her needs. They were sure to give her play breaks away from their dog (mine’s older and gets tired faster) and gave her lots of attention!”

Profile image
Audrey A.
Sitter Profile Image: Sean K.
Verified Enhanced Background Check
Sean K.
from
$35
per day
5.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
Stevensville, MD, 21666

About: I've always been great with animals, able to read them and good at figuring out what they need. I volunteered at Animal Welfare League of Queen Anne's County for several years starting in High School. I've worked closely with large animals with behavioral problems, so I'm down the handle whatever quirks your pet has. My schedule is very flexible, and I can usually provide services as needed when given prior notice. Anytime of day as well, within reason ofc. I'm very adept at reading animals behavior and figuring out when they need attention, when they need space, and good at gaining an animals' trust.

Sitter Profile Image: Alex K.
Verified Enhanced Background Check
Alex K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 64 reviews
16 repeat clients
30 years of experience
Annapolis, MD, 21401

“First time my puppy was away from me and Alex kept me updated with lots of texts, pictures and videos. Winnie had a great time. Highly recommend.”

Profile image
Christine H.
Sitter Profile Image: Margriet M.
Verified Enhanced Background Check
Margriet M.
from
$75
per day
5.0 out of 5 stars
• 9 reviews
1 repeat client
17 years of experience
Annapolis, MD, 21403

“Our sweet beagle had a lovely time and lots of cuddles with Margriet! Would definitely contact her again when we’re in Annapolis!”

Profile image
Lucinda D.
Sitter Profile Image: Kacie B.
Verified Background Check
Kacie B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 81 reviews
29 repeat clients
12 years of experience
Annapolis, MD, 21401

“Had work done to my home and my puppy needed a place to stay for the day. Bruno had the best time with Kacie. I received so many updates and photos. It was so comforting to know he was in great hands.”

Profile image
Katie F.
Sitter Profile Image: sofia b.
Verified Enhanced Background Check
sofia b.
from
$50
per day
5.0 out of 5 stars
• 8 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!”

Profile image
Amanda D.
Sitter Profile Image: Laura T.
Verified Enhanced Background Check
Laura T.
from
$40
per day
5.0 out of 5 stars
• 39 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!”

Profile image
Mike H.
Sitter Profile Image: Diana V.
Verified Enhanced Background Check
Diana V.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 223 reviews
96 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.”

Profile image
Christian M.
Sitter Profile Image: Grace N.
Verified Enhanced Background Check
Grace N.
from
$45
per day
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Annapolis, MD, 21401

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

Profile image
Aaron S.
Sitter Profile Image: Michelle M.
Verified Background Check
Michelle M.
Star Sitter
from
$38
per day
5.0 out of 5 stars
• 568 reviews
261 repeat clients
25 years of experience
Annapolis, MD, 21409

“I have used Michelle for both of my dogs, yesterday was her first time watching my 3 month old yorkie & she did a wonderful job. She made sure he was comfortable because he was afraid at first. I really appreciate Michelle for all of her help. I highly recommend her to anyone needing pet sitting services.”

Profile image
Lor K.
Sitter Profile Image: Lena M.
Verified Enhanced Background Check
Lena M.
Star Sitter
from
$60
per day
4.9 out of 5 stars
• 25 reviews
7 repeat clients
20 years of experience
Stevensville, MD, 21666

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

Profile image
Connor T.
Sitter Profile Image: Erin O.
Verified Enhanced Background Check
Erin O.
from
$50
per day
5.0 out of 5 stars
• 7 reviews
2 repeat clients
15 years of experience
Annapolis, MD, 21401

“Erin was such a big help watching my pup on a long office day for me. She was communicative, friendly and tired out my young dog-he came home happy and tired!”

Profile image
Lisa B.
Sitter Profile Image: Maria K.
Verified Enhanced Background Check
Maria K.
from
$25
per day
5.0 out of 5 stars
• 1 review
20 years of experience
Edgewater, MD, 21037

About: I'm Maria, a dedicated and loving caregiver, passionate about dogs and cats. Lover of art and cooking, born in Argentina and now living in the US, I speak Spanish and English fluently. I would love to meet your little boy and make him feel at home house under my care and affection I offer flexible schedules to care for your pets in my home, adapting to your needs. Since I work from home, I can provide constant care for your pet throughout the day. Your furry friend with me will be in good hands! I have a large open yard with lots of space for playing, a house that is easy to partition in case pets need separating, and more than enough time to watch for and meet your pets needs and desires!

1 / 1
View more

More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

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.

1 / 1
Sitter Profile Image: Elizabeth G.
Verified Enhanced Background Check
Elizabeth G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 50 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!”

Profile image
Brittany S.
Sitter Profile Image: Hannah C.
Verified Enhanced Background Check
Hannah C.
from
$15
per walk
2 repeat clients
20 years of experience
Annapolis, MD, 21403

About: Hi, I’m Hannah! I’ve grown up with dogs my whole life and can’t remember a time when I didn’t have a furry companion by my side. Since my teenage years, I’ve been the go-to pet sitter for friends and family, and I still love helping out whenever I can. I also foster dogs, so I’m experienced with pups of all sizes, temperaments, and needs. Your dog will be in caring, capable hands with me! I am currently working remotely, so I am free most of the day to care for your dog and be there as a friend and make sure they are not left alone. I have a fenced in backyard that your pup can run around in. I also have two sweet and loving dogs of my own that will keep your pup company! If coming to your house, I will respect your space, and let you tell me how to manage your pet and home.

Sitter Profile Image: Andrew P.
Verified Enhanced Background Check
Andrew P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 67 reviews
21 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!!”

Profile image
Megan M.
Sitter Profile Image: Elaine S.
Verified Background Check
Elaine S.
from
$20
per walk
5.0 out of 5 stars
• 70 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: Stephanie M.
Verified Enhanced Background Check
Stephanie M.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
7 years of experience
Annapolis, MD, 21403

“Mae is very reliable, punctual and takes great care of our dog Cannon on their daily walks. She is a great communicator and genuinely loves caring for our dog. I would highly recommend Mae for your dog walking/sitting needs.”

Profile image
Sadie S.
Sitter Profile Image: Grace N.
Verified Enhanced Background Check
Grace N.
from
$16
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Annapolis, MD, 21401

“Grace was wonderful! She is kind and responsible. She treated Bella as if she was her own dog. She went and stayed with Bella during the storm so Bella wouldn’t be afraid. So glad we found her! We will definitely rebook with Grace!”

Profile image
Lisa C.
Sitter Profile Image: Ellie H.
Verified Enhanced Background Check
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!”

Profile image
Kaitlin N.
Sitter Profile Image: Thomas R.
Verified Background Check
Thomas R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 89 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!”

Profile image
Dottie L.
Sitter Profile Image: Laura D.
Verified Enhanced Background Check
Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 63 reviews
20 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.”

Profile image
John S.
Sitter Profile Image: Blinne F.
Verified Enhanced Background Check
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!”

Profile image
Alison W.
Sitter Profile Image: Beth W.
Verified Enhanced Background Check
Beth W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 78 reviews
34 repeat clients
25 years of experience
Annapolis, MD, 21403

“Beth helped me out in a pinch and was great!”

Profile image
Dana H.
Sitter Profile Image: Adrienne A.
Verified Background Check
Adrienne A.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
4 repeat clients
20 years of experience
Annapolis, MD, 21403

“Adrienne is very reliable and punctual and Cannon enjoys his daily walks with her.”

Profile image
Sadie S.
Sitter Profile Image: Patrick L.
Verified Enhanced Background Check
Patrick L.
from
$20
per walk
20 years of experience
Annapolis, MD, 21401

About: I have been walking and sitting dogs for over 20 years, starting at age 11 when I realized dogs just made sense to me. I have owned hounds my whole life and currently share my home with a spirited beagle/jack russell mix named Tate who keeps me well-practiced with high-energy breeds. I recently lost our beloved 11-year-old foxhound mix Juniper, a gentle 70-pound soul who reminded me daily why this work matters. I am a firm believer in Cesar Millan's calm, assertive approach to dog handling. Dogs respond to confident, consistent leadership, and I bring that to every walk and every stay. I am comfortable with all breeds, large and small, and experienced administering medications and hands-on therapy when needed. I work from home in central Annapolis, which means flexible scheduling and plenty of attention for your dog during the day. Your pup is a member of your family and I always treat them like a member of my own. I own a design firm that I run out of my home. My work varies as a creative from video work to graphic design and more but it all comes from my home office located right next to my dog's food and water bowls (my hound dog Tate is currently asleep at my feet- exactly where he loves to be, and right where I love to have him). My workdays typically start around 7am and I work through the early afternoon, occasionally in the evenings. Though I have a full office setup, I also have a laptop that travels with me during house/dog sitting sessions if I need to be away for an extended period of time. As my work is on the creative spectrum, I can always adapt my schedule to fit around yours (and your pup's). Whether it's daily walks or stays with your dog, you can rest assured that they will be looked after with love, care, and the attention they deserve. I live in an apartment in Annapolis so we don't have a fenced in yard. Instead, I take my boy out in the neighborhood on short and extended walks and in the community dog park. Sniff spots and local trails are always on our schedule as our dog is high-energy so he thrives on long walks with lots of smells. Depending on your dog's needs and routine, I'm happy to take them on long walks in and around your neighborhood and parks they're comfortable with, or just playing with them in your own backyard. I'm also open to taking them further out to nature hikes and trails as long as you're comfortable with that. I tend to have Blue Buffalo, Newman's Own, and Charlee Bear treats at the ready (but of course that's up to your discretion) for good dogs and I always adhere to any diet or medication requirements to ensure a happy and healthy experience. I treat your dog like I treat my own and I've always had a great experience with every breed and personality.

Sitter Profile Image: Allison M.
Verified Enhanced Background Check
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!”

Profile image
Janna C.
Sitter Profile Image: Carly B.
Verified Enhanced Background Check
Carly B.
from
$30
per walk
5.0 out of 5 stars
• 3 reviews
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. If you hate the idea of boarding your dog at a strange place when you're away, or have heard bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! 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, 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: Jessica B.
Verified Enhanced Background Check
Jessica B.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
5 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.”

Profile image
Hillary H.
Sitter Profile Image: Mark D.
Verified Enhanced Background Check
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!”

Profile image
Terry J.
Sitter Profile Image: Margriet M.
Verified Enhanced Background Check
Margriet M.
from
$30
per walk
5.0 out of 5 stars
• 9 reviews
1 repeat client
17 years of experience
Annapolis, MD, 21403

“Totally awesome. Coop tried to drag me up the sidewalk to her house on our walk this morning, so I guess he's a fan too! So happy that we found Margriet.”

Profile image
Michael B.
Sitter Profile Image: Brittanny A.
Verified Enhanced Background Check
Brittanny A.
from
$25
per walk
4.2 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Annapolis, MD, 21401

About: As someone who loves to travel, I know the importance of having trusted and communicative pet care. I have had two cats for 12 years and was lucky enough to become a dog mom when my husband I met 4 years ago. I have experience with walking and caring for our friends pets as well. I have a hybrid work schedule, so my availability is flexible for you and your fur baby’s needs. I can do early mornings, lunchtime, evenings, and overnights. We have a fenced in backyard that our dog enjoys and a covered porch that our cats enjoy. We can accommodate any animal and separate all the animals if feeding time is an issue.

Sitter Profile Image: Ella M.
Verified Enhanced Background Check
Ella M.
from
$22
per walk
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication

1 / 1
View more

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.

1 / 1
Sitter Profile Image: James B.
Verified Enhanced Background Check
James B.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
30 years of experience
Annapolis, MD, 21403

“James was great!! Very responsive and sent updates, photos and videos of Lewy. Would definitely recommend him. Lewy came back tired and happy.”

Profile image
Mary-Sean and Blake W.
Sitter Profile Image: Kevin W.
Verified Enhanced Background Check
Kevin W.
from
$30
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Annapolis, MD, 21402

“Kevin was amazing! He was super responsive, caring and even sent me photos of my lab, Moon, every morning either playing or on a walk with him. When I picked her up, I knew she had been taken care of. I Will definitely use him again in the future!”

Profile image
Madeline O.
Sitter Profile Image: Shelby B.
Verified Enhanced Background Check
Shelby B.
from
$57
per night
5.0 out of 5 stars
• 28 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21403

“Absolute gem of a sitter! We felt completely comfortable with them knowing our pup was in great hands. Communicative, flexible, and attentive. Highly recommend!”

Profile image
Pamela N.
Sitter Profile Image: Sarah & Peter L.
Verified Enhanced Background Check
Sarah & Peter L.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Annapolis, MD, 21401

“We couldn’t have asked for a better sitter! They welcomed our pup for a last-minute weekend stay and gave him such a comfortable, happy place to settle in. Their dog was a wonderful playmate, and the frequent updates and lots of photos made it easy to relax knowing he was having a great time. They were communicative throughout and incredibly accommodating as our schedule kept changing. We’re so grateful for the care and flexibility, and would happily book with them again. Highly recommend!”

Profile image
Natalie K.
Sitter Profile Image: Carlie H.
Verified Enhanced Background Check
Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 79 reviews
34 repeat clients
15 years of experience
Severna Park, MD, 21146

“Carlie was amazing with our puppy Sadie. It was our first time leaving her with anyone and it went so well. Lots of love to our sweet puppy and she was happy all day. Carly shared lots of pics as well. Highly recommend!”

Profile image
Krista S.
Sitter Profile Image: Andy & Lydia M.
Verified Enhanced Background Check
Andy & Lydia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 66 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

“Our pup, Luna, always has a great time with Andy, Lydia, and their dog, Luna. Andy sends regular updates with photos so we know our doggie is well taken care of and having a fun time with her new doggie friends.”

Profile image
Caitlin F.
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Emily S.
from
$60
per night
5.0 out of 5 stars
• 16 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!”

Profile image
Heather C.
Sitter Profile Image: Elena K.
Verified Enhanced Background Check
Elena K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
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.”

Profile image
Daniel B.
Sitter Profile Image: Iyonna N.
Verified Enhanced Background Check
Iyonna N.
from
$31
per night
5.0 out of 5 stars
• 7 reviews
16 years of experience
Annapolis, MD, 21401

“As far as I can tell, Sky was well cared for. Iyonna took her in with just a few days notice and was kind and attentive. Would recommend.”

Profile image
Amy S.
Sitter Profile Image: Candice W.
Verified Enhanced Background Check
Candice W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 106 reviews
37 repeat clients
14 years of experience
Annapolis, MD, 21409

“We had our trial stay with Candice and the pups and us felt very comfortable and happy. She was very communicative. Easy to work with and kept us updated with the pups throughout the day. We’re glad we met her and will be going to her many many times in the future.”

Profile image
Lena B.
Sitter Profile Image: Tyler G.
Verified Enhanced Background Check
Tyler G.
from
$30
per night
4.8 out of 5 stars
• 5 reviews
2 repeat clients
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.”

Profile image
Penny B.
Sitter Profile Image: Jacob C.
Verified Background Check
Jacob C.
from
$35
per night
5.0 out of 5 stars
• 26 reviews
13 repeat clients
15 years of experience
Edgewater, MD, 21037

“Roxie had a great time with Jake and Melissa. They sent me pictures of her which made my day. I did not have to worry about her at all which is so nice when being on vacation. Would absolutely use them again!!”

Profile image
Deb C.
Sitter Profile Image: Mady H.
Verified Enhanced Background Check
Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

“Mady is AMAZING! She helped us out in a last minute pinch and made sure our pup had a fun, exciting day. She sends lots of pictures and gave Kiko lots of love! Thanks, Mady!”

Profile image
Hannah K.
Sitter Profile Image: Tiffany C.
Verified Enhanced Background Check
Tiffany C.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
40 years of experience
Edgewater, MD, 21037

“We thought we were having a good time until Tiffany sent pictures of our dogs. They were having the time of their lives! Tiffany is so kind and caring. She sent pictures of both dogs, cooked them food, let them sleep where they were comfortable. I couldn’t have picked a better person, and I will now only allow them to stay with Tiffany. Wonderful experience and big thanks to Tiffany!”

Profile image
Stacy G.
Sitter Profile Image: Ciarra & Tariq J.
Verified Background Check
Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
• 147 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.”

Profile image
Gavin D.
Sitter Profile Image: Thomas & Melissa S.
Verified Background Check
Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
• 40 reviews
15 repeat clients
7 years of experience
Annapolis, MD, 21403

“Melissa did an amazing job taking care of my dog! She made sure my dog felt right at home. I really appreciated the photo updates and messages—it was so reassuring to see how happy and well cared for my dog was while I was away. I couldn’t have asked for a better experience. Highly recommend!”

Profile image
Kathleen N.
Sitter Profile Image: Lucy & Daniel M.
Verified Enhanced Background Check
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

“Lucy and Daniel took great care of our anxious girl Remmie - including during an unusual March thunderstorm! She came home happy and relaxed.”

Profile image
Tim W.
Sitter Profile Image: Kimberly W.
Verified Background Check
Kimberly W.
from
$45
per night
5.0 out of 5 stars
• 53 reviews
18 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!”

Profile image
Beth B.
Sitter Profile Image: Hester D.
Verified Enhanced Background Check
Hester D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
23 years of experience
Pasadena, MD, 21122

“Hester treated our dog Charlie like family. She kept us in the loop with pictures and texts daily. We will definitely seek her out again for our next getaway.”

Profile image
Arielle B.
Sitter Profile Image: Yukia G.
Verified Enhanced Background Check
Yukia G.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 66 reviews
16 repeat clients
20 years of experience
Crofton, MD, 21114

“Yukia did a great job with Blaze!!! I could tell my pupper loved being with her and her wonderful family!!! Highly recommend!!! She constantly updated me with how Blaze was doing with pics!!”

Profile image
D'Andre A.
1 / 1
View more

Not ready to book?

Get started building your pet's profile and discover trusted pet care in your neighborhood.

Pet care illustration

1Global data from Rover (November 2025)