Dog Boarding in Annapolis
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Top rated Annapolis dog boarders
“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!”
“Shuling did a great job with Roman. He enjoyed playing in her backyard with her dog and she gave us constant updates on his progress. We recommended Shuling 10/10 and will certainly be using her again!”
“Michelle is amazing! My dogs feel like there at there second home! Michelle treats my dogs as if there her own! I totally feel comfortable and know my dogs are safe with her. Will only and will always us Michelle. The best of the best!”
“I never have a worry leaving my pup with Katelyn! I get constant updates and he’s always over the moon to see her when I drop him off! My dogs tail never lies and it says she’s awesome too!”
“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!”
“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.”
“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”
“Candice took great care of my two dogs. She sent regular updates and photos 3 times a day. She invited them everywhere in her home so I knew they were part of the family. She had her own dog plus a couple of other regulars who all got along great and played well with each other. One of my dogs did not cooperate and had a few accidents. Candice could not have been nicer about it. I would definitely use Candice again.”
“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.”
“Diana was very attentive to Rocky’s needs and routine as a young puppy! She frequently communicated with me and sent pictures to give me assurance that Rocky was adjusting and doing well as a new client. I will likely to book her services again. Thank you!”
“Elizabeth took excellent care of our labradoodles over a long weekend - one who is 9 years old, and one who is still a pup at 6 months old. We received a daily picture and text updating us on their stay. She was able to administer medication to our older dog when a thunderstorm rolled in to make her more comfortable. Both pups came home well taken care of and sleepy from so much play time with Chief and Todd. We would happily use Elizabeth's services again. Thank you again Elizabeth for taking such good care of our doggos!”
“Dana is the perfect fit for our little nervous Annie. Dana respected my wishes and took extra time to make Annie comfortable. She even allowed our pup to sleep with her. I loved getting pictures and updates. We have been doing a few trial visits and now I have NO hesitation in using her for the week we go on vacation. Thank you Dana!”
“Sarah watched my dog Winston for the weekend, and not only was she very responsive to my messages leading up to the trip, she also sent me plenty of updates and pictures while I was away. It sounded like she and her family enjoyed watching my dog which made me really happy to hear. I will definitely book with Sarah again!”
“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!”
“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!”
“Kim was great! I felt very comfortable leaving my elderly dog with Kim and her family. I really appreciated that she only takes one dog at a time so that I knew my dog would get the attention (and the sleep) that he needs! I received daily updates and pictures and am very happy with our stay!”
Loving dog boarding sitters in your neighborhood
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Andy & Lydia M.Star Sitter
“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!”
Shuling J.
“Shuling did a great job with Roman. He enjoyed playing in her backyard with her dog and she gave us constant updates on his progress. We recommended Shuling 10/10 and will certainly be using her again!”
Michelle M.Star Sitter
“Michelle is amazing! My dogs feel like there at there second home! Michelle treats my dogs as if there her own! I totally feel comfortable and know my dogs are safe with her. Will only and will always us Michelle. The best of the best!”
Katelyn M.Star Sitter
“I never have a worry leaving my pup with Katelyn! I get constant updates and he’s always over the moon to see her when I drop him off! My dogs tail never lies and it says she’s awesome too!”
Thomas & Melissa S.
“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!”
Jenna C.
“Jenna was extremely flexible with both a short notice booking and changing schedules. Juno always has a great time and comes home happy and active.”
Shelby B.
“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.”
Ashley H.
“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”
Candice W.Star Sitter
“Candice took great care of my two dogs. She sent regular updates and photos 3 times a day. She invited them everywhere in her home so I knew they were part of the family. She had her own dog plus a couple of other regulars who all got along great and played well with each other. One of my dogs did not cooperate and had a few accidents. Candice could not have been nicer about it. I would definitely use Candice again.”
Riley N.
“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.”
Diana V.
“Diana was very attentive to Rocky’s needs and routine as a young puppy! She frequently communicated with me and sent pictures to give me assurance that Rocky was adjusting and doing well as a new client. I will likely to book her services again. Thank you!”
Elizabeth N.
“Elizabeth took excellent care of our labradoodles over a long weekend - one who is 9 years old, and one who is still a pup at 6 months old. We received a daily picture and text updating us on their stay. She was able to administer medication to our older dog when a thunderstorm rolled in to make her more comfortable. Both pups came home well taken care of and sleepy from so much play time with Chief and Todd. We would happily use Elizabeth's services again. Thank you again Elizabeth for taking such good care of our doggos!”
Elisa O.
“Our baby came back home happy and well-rested. Elisa was so flexible with us and very kind to our girl. Her and her family will be our go-to whenever we need pet sitting.”
Dana L.Star Sitter
“Dana is the perfect fit for our little nervous Annie. Dana respected my wishes and took extra time to make Annie comfortable. She even allowed our pup to sleep with her. I loved getting pictures and updates. We have been doing a few trial visits and now I have NO hesitation in using her for the week we go on vacation. Thank you Dana!”
Sarah S.
“Sarah watched my dog Winston for the weekend, and not only was she very responsive to my messages leading up to the trip, she also sent me plenty of updates and pictures while I was away. It sounded like she and her family enjoyed watching my dog which made me really happy to hear. I will definitely book with Sarah again!”
Amy D.Star Sitter
“Eir had so much fun, and came back exhausted (in a good way!) from all the walks and fun she had. She told me she can’t wait to stay over again!”
Ann T.Star Sitter
“Took great care of Kash and sent great updates. Kash adapted well in their house and came home happy and exhausted. Will use again in the future!”
Beth H.Star Sitter
“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!”
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!”
Kimberly W.
“Kim was great! I felt very comfortable leaving my elderly dog with Kim and her family. I really appreciated that she only takes one dog at a time so that I knew my dog would get the attention (and the sleep) that he needs! I received daily updates and pictures and am very happy with our stay!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. 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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jul 2025, the median cost of dog boarding in Annapolis is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Annapolis dog boarding rates can be found as low as $30 to as high as $55 per night.
As of Jul 2025, 1,866 sitters provided dog boarding in Annapolis. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Annapolis dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Annapolis have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Annapolis.
Rover makes it easy to find Annapolis dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 1,866 dog boarding sitters in Annapolis on Rover, so you’re sure to find the perfect match for your dog! In Annapolis, 97% of sitters offer daily exercise, 98% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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