Dog Boarding in Annapolis
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Annapolis dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kimberly and her family took great care of our dog Winnie while we were away over the holiday break! She sent pictures every day of her enjoying time inside and outside on her walks about the neighborhood. We are so grateful that we found them and will definitely use her in the future! Thank you, Kimberly!”


“Michelle was able to accommodate caring for Molly quite last minute when a family member fell through on care- I reached out around midnight one evening and the next morning I was able to drop Molly off. She regularly sent me pictures and updates of Molly and I felt reassured knowing Molly was in good hands and able to lie on comfy couches and even sleep in Michelle's bed, it seemed! Thank you Michelle, and I'll definitely reach out again.”

“This was our first experience with Rover and it was absolutely wonderful! We have an older dog and she is both blind and deaf and Katelyn took such good care of her. She welcomed her into her home and treated her as if she were her own. Her communication was great. We received pictures/videos/updates several times a day. We will definitely use Katelyn again and highly recommend her!”

“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.”
“Lindsay and her pups definitely wore my dog out, which was great. The fenced in backyard was so helpful to allow my dog to use the bathroom and run around. She was also communicative about picking up and dropping off. We arrived late for pick up after a delayed flight and she had our dog’s items packed up so pick up was a breeze. Thank you!”

“Another stay with Carlie and we cannot recommend her enough! We always have such peace of mind with her daily updates and photos and knowing that our pup, Indi, is safe and having fun. Indi gets her own vacation when she stays here and we love knowing that our she gets to enjoy herself, too! Between Carlie's loving and kind family, the huge bonus yard, and Carlie's attention and ability to continue medicine (she even notices any behavioral changes!), we just know we've made the right choice. Do yourself a favor, and get on her schedule for your pup sitting needs! :)”


“AIKO had a little separation anxiety and was quickly loved and preoccupied and went on with his stay .. there were numerous updates and quick response to any questions that I had concerning AIKO stay ! He made a new friend and met other dogs . I was please with the environment very welcoming and clean !! Relaxed environment as well I am beyond pleased and looking at future dates . Thanks again”

“Our first visit was so smooth. My dog seemed immediately comfortable with Katie. She sent pictures through the weekend and was flexible with pickup times. We are already looking to rebook her for next month. Thanks Katie?”
“Our dog sitting experience with Shuling was wonderful. Lucky, our 4-year old mini goldendoodle, and his 2-year old beagle cousin looked like they were having a great time running around outside then relaxing inside. Shuling sent us lots of pictures. We would definitely contact her again if we need dog sitting coverage the next time we are in Annapolis.”


“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”

“I couldnt have asked for a better sitter for Montana than Ciarra and Tariq! I felt comfortable leaving Montana with them as he didn't pay me any attention when I dropped him off. The goody bag was extra on top of their great service! I will definitely use them again!”


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

“Candice was a wonderful communicator, and took great care of our senior boy Dutch. He is very afraid of thunderstorms, and she was lovely in creating a calm, comforting environment for him during his stay. We had multiple updates a day with pictures. Would use Candice again and recommend her to others.”

“Wonderful that she sends updates with pictures of Dan while I’m out of town. She was very flexible about what time I picked him up from boarding when my flight came in earlier than expected.”

“We are so grateful Andy could take Phineas at the last minute while we attended a funeral. As a military family we automatically trust veterans a lot and Andy met all our expectations.”

“Sarah made our dog Stuart feel perfectly at home with her family. She treated him like her own, and kept us in the loop with photo updates. We felt reassured and comforted knowing Stuart was in such loving hands. Thanks so much, Sarah!!”


“Thank you so much Elaine for taking good care of my dog Kala. Your caring for my dog was above and beyond my expectations. Elaine sent us lots of photos of Kala during her stay. Kala looked so comfortable at her place. We would love to leave Kala for future boarding at Elaine's home. You are a fantastic pet sitter.”

“Celena was great with our 7 month old pup, Ace! He had so much fun at her house. She sent us many pictures and videos several times a day and for all of them he was playing and have the best time with her dog and her family. We would definitely book Celena again!”

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


“Shelby was really great - she was flexible as my plans changed a bit and took Elmer to the park multiple times throughout his stay with her. He wasn’t anxious at all when I picked him up - always a sign he had a great weekend. Will definitely book with Shelby again!”

Over 2,868 pet parents in Annapolis have booked dog boarding
Annapolis dog parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Annapolis sitters!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!
The median cost per night for dog boarding in Annapolis is $49
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.
Sitters in Annapolis average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Annapolis is $49 per night, including service fees. Boarding your dog for one week typically costs $343. 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 $58 per night.
As of Jun 2026, 1,898 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, 91% of Annapolis dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Annapolis have an average of 16 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 1,898 dog boarding sitters in Annapolis on Rover, so you’re sure to find the perfect match for your dog! In Annapolis, 95% of sitters offer daily exercise, 97% offer medication administration, and 89% 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.


















