Pet Boarding in Annapolis
Find a loving Annapolis pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Annapolis pet boarders

“Eli took care of our rambunctious Nala girl for 5 days while in the Dominican Republic. We never had to worry about her and got updates of her walks. We can't wait for our next trips in the future knowing we have an expert caring for her!”


“Megan was great! We enjoyed getting photo and video updates. She made our dog feel right at home and helped our dog get more comfortable with being around other dogs.”


“We were very pleased with our experience with Lindsay! As first time ROVER customers, she graciously addressed all of our questions and made it a seamless process. Our dog absolutely loved her time there with new playmates. She seemed comfortable and content and was obviously well cared for. We would not hesitate to book with Lindsay in the future and we highly recommend her as a ROVER care provider.”


“Toby was the best. Every day I was away he sent either a photo or a video of my dog and several lines of how things were going. I am very pleased with Toby's dog sitting capabilities. Thank you toby.”


“Moose had another wonderful visit with Diana. Communication is great. Diana responds quickly and also sent pictures to let me know how Moose was doing throughout the day. He really seemed to enjoy his time with her.”


“Very smooth experience and great stay! They were very kind to our older beagle and he got along well with their dog so everyone was happy. We appreciate it!”


“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!”


“Kat was amazing at taking care of our big fluffy Berner! I was a little nervous at first since this was our first time having Dudley go to a different home while we were away. But that nerve dissipated cause Kat constantly gave us videos and pictures throughout the 3 days. She and her husband were so nice and took such amazing care of our dog. Dudley had a blast and loved every second. Will for sure use her again. :)”


“Holly and her family were amazing with our older dog. Our dog was clearly made very comfortable. Holly’s communication was great as well. Do not hesitate book Holly. I would add more stars if I could.”



About: I work from home full time on a flexible schedule, so I am able to engage with the pups throughout the day. I’ve also grown up with dogs throughout my life - poodles, Dobermans, hounds, and german shepherds. I now have a Staffordshire Terrier who is 8 years old. Large breeds do not scare me and I understand how to be gently dominant. I prefer treat-based training, but understand their can be other needs on occasion. However, I am firmly against shock collars and will not use them. The longest that I have boarded another dog was for six weeks - a Golden Retriever. I regularly board my Mom’s two dogs who are German Shepherds and my brother’s who is a pit mix. I genuinely enjoy both puppies and dogs and gain energy from them. I work from home, so it is genuinely easy. I also have a large fenced in yard with a large deck, plants, and a coi pond which is nice for dogs. I have a large fenced in yard and do prefer to crate larger animals at night. I also have a large guest bedroom for animals to relax in with their beds.

“Luba and James were/are wonderful!! I am confident they treated Charlotte as if she was their own. They kept me informed how she was doing throughout stay, which was important because Charlotte has anxiety/separation issues. I would highly recommend them to anyone who is going away and must board their pet.”


“Jess is amazing! I have had needed help last minute on numerous occasions and she has stepped right up and helped. Really thankful for her, she treats my dog like family and send the best pictures!”


About: I grew up with two high energy lab mutts and helped to care for them for nearly 16 years! Visiting them at home on each break from USNA was the greatest. They both passed away within the past 2 years, but my love for animals will never cease. I am experienced, passionate, and have lots of time to dedicate to caring for your best friend! I have three months in Annapolis before I head out to VA to begin my career as a Naval Officer. Since I am not able to get my own dog, I would love to spend my last three months here taking care of yours! I work very early mornings and just part time. I have plenty of time each day to go for walks and give them love and attention. I live in a pet friendly apartment building. My apartment has dog friendly furniture and plenty of room to play. My building offers a great dog walking route. I have cared for dogs of all sizes and breeds throughout my life. I have cared for dogs in my building already, so I am familiar with caring for dogs in this particular apartment setting.

“Kacie is always spectacular in her care for Juno, and keeping us up to date on their adventures. I had scattered business travel across three weeks, and she was extremely flexible and resilient. She would max-out a 10-Star scale.”


“Kathy did a great job. Luna our dog was very relaxed when we picked her up. Our dog gets easily stress out when we are away. Not this time :-) She had a great time with Kathy. Thank you very much.”


“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!”


“Would highly recommend Amy. She was wonderful and our dog loved his stay with her! She went above and beyond to make sure his stay was amazing but kept us updated to make us feel comfortable as well.”

Loving pet boarding sitters in your neighborhood
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Eli M.
Star Sitter


“Eli took care of our rambunctious Nala girl for 5 days while in the Dominican Republic. We never had to worry about her and got updates of her walks. We can't wait for our next trips in the future knowing we have an expert caring for her!”


Megan H.Star Sitter

“Megan was great! We enjoyed getting photo and video updates. She made our dog feel right at home and helped our dog get more comfortable with being around other dogs.”


Lindsay G.Star Sitter

“We were very pleased with our experience with Lindsay! As first time ROVER customers, she graciously addressed all of our questions and made it a seamless process. Our dog absolutely loved her time there with new playmates. She seemed comfortable and content and was obviously well cared for. We would not hesitate to book with Lindsay in the future and we highly recommend her as a ROVER care provider.”


Toby G.Star Sitter

“Toby was the best. Every day I was away he sent either a photo or a video of my dog and several lines of how things were going. I am very pleased with Toby's dog sitting capabilities. Thank you toby.”


Diana V.

“Moose had another wonderful visit with Diana. Communication is great. Diana responds quickly and also sent pictures to let me know how Moose was doing throughout the day. He really seemed to enjoy his time with her.”


Jillian & Richard A.Star Sitter

“Very smooth experience and great stay! They were very kind to our older beagle and he got along well with their dog so everyone was happy. We appreciate it!”


Erin G.Star Sitter

“Erin was great! Very communicative and sent pictures, which is always appreciated. Our dog can be a bit anxious at times, but she was very comfortable with Erin.”


Kimberly W.

“Thank you so much for taking care of Austin for me. He loves the gift you sent home with him and absolutely will be using your services next time I’m out of town :)”


Beth H.Star Sitter

“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!”


Katie J and Will M.
Star Sitter


“Kat was amazing at taking care of our big fluffy Berner! I was a little nervous at first since this was our first time having Dudley go to a different home while we were away. But that nerve dissipated cause Kat constantly gave us videos and pictures throughout the 3 days. She and her husband were so nice and took such amazing care of our dog. Dudley had a blast and loved every second. Will for sure use her again. :)”




Carlie H.

“Carlie and her family were just amazing and treated our puppy like family over the past 4 days. She has great communication and pictures of her time with her family. Thank you Carlie!”


Holly C.

“Holly and her family were amazing with our older dog. Our dog was clearly made very comfortable. Holly’s communication was great as well. Do not hesitate book Holly. I would add more stars if I could.”




Amy W.
About: I work from home full time on a flexible schedule, so I am able to engage with the pups throughout the day. I’ve also grown up with dogs throughout my life - poodles, Dobermans, hounds, and german shepherds. I now have a Staffordshire Terrier who is 8 years old. Large breeds do not scare me and I understand how to be gently dominant. I prefer treat-based training, but understand their can be other needs on occasion. However, I am firmly against shock collars and will not use them. The longest that I have boarded another dog was for six weeks - a Golden Retriever. I regularly board my Mom’s two dogs who are German Shepherds and my brother’s who is a pit mix. I genuinely enjoy both puppies and dogs and gain energy from them. I work from home, so it is genuinely easy. I also have a large fenced in yard with a large deck, plants, and a coi pond which is nice for dogs. I have a large fenced in yard and do prefer to crate larger animals at night. I also have a large guest bedroom for animals to relax in with their beds.


Luba & James H.

“Luba and James were/are wonderful!! I am confident they treated Charlotte as if she was their own. They kept me informed how she was doing throughout stay, which was important because Charlotte has anxiety/separation issues. I would highly recommend them to anyone who is going away and must board their pet.”


Jessica G.Star Sitter

“Jess is amazing! I have had needed help last minute on numerous occasions and she has stepped right up and helped. Really thankful for her, she treats my dog like family and send the best pictures!”


Julia D.
“Julia is a truly responsible and caring individual who has a natural connection with animals. Having grown up with two dogs that she cared for deeply, she understands the daily needs, routines, and love that dogs require. Her calm and kind personality makes dogs feel instantly comfortable around her—it's like they naturally gravitate toward her. Julia genuinely loves all animals, and it shows in the way she interacts with them. Anyone would be lucky to have her as their dog sitter or walker. Your pets will be in great hands with her!”


Kacie B.Star Sitter

“Kacie is always spectacular in her care for Juno, and keeping us up to date on their adventures. I had scattered business travel across three weeks, and she was extremely flexible and resilient. She would max-out a 10-Star scale.”


Kathy M.

“Kathy did a great job. Luna our dog was very relaxed when we picked her up. Our dog gets easily stress out when we are away. Not this time :-) She had a great time with Kathy. Thank you very much.”


Julia H.

“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!”


Amy M.Star Sitter

“Would highly recommend Amy. She was wonderful and our dog loved his stay with her! She went above and beyond to make sure his stay was amazing but kept us updated to make us feel comfortable as well.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn't happen often, but if your pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Annapolis.
Rover makes it easy to find Annapolis pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
