Dog Boarding in Annapolis
Find a loving dog sitter to watch your dog overnight at your sitter's home.
More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Annapolis dog boarders
“Shuling did a great job with Penny! Excellent level of communication (not too much not too little) throughout the whole experience, lots of pictures, and Penny ate her food which shows an incredible amount of comfort and trust she has built with Shuling. Definitely recommend Shuling and I will be coming back to her again! “Shuling’s Rover experience was the best Rover experience we’ve ever had. She really did go above and beyond, fed her right before pickup and I was surprised Penny ate dinner! This goes to show her level of care for animals. 10/10”
“I am so pleased with Elizabeth as the pet sitter for my precious baby. She is very knowledgeable about dogs and had an instant attraction to my dog. She did a great job, keeping me informed with text messages and pictures Remy had such a great time and can’t wait to go back!”
“Katelyn was really excellent and accommodating for our puppy’s needs. She was vigilant about potty time and gave us multiple updates while we were away for a wedding. She was welcoming and helped us feel secure, especially for one of our first times using this type of service. Definitely recommend!”
“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.”
“Ann and her family were outstanding hosts, and we would not hesitate to rebook with her. She communicated promptly and sent just the right amount of photos and updates, which put me at ease. Our dogs were compatible and enjoyed getting to know each other. She has a dog-friendly home with a terrific fenced-in yard. Our dog came back home happy and exhausted. It seems that he got a bit spoiled and even got a pup cup treat one morning. Ann checked in before giving it to him, which I appreciated. Thank you Ann and family!”
“Diana was amazing! Prior to his stay, she did a meet and greet with my little guy. Immediately, I could tell she was very caring and knowledgeable about the care and needs of older dogs. I walked away from that first meeting feeling very comfortable leaving my dog in her care. She provided daily updates on him which put me at ease even more and when my return was delayed she was able to keep him an extra day. As I said, she is an amazing sitter. If you are looking for someone that will love your dog like their own, then she is the one. I will definitely book her again when I need a pet sitter.”
“Trey and Melissa are a gift to not just me and my family but my sweet dog. They took amazing loving care of my dog, sent regular updates and treated Mabel like one of their own. Top notch!!! FIVE STAR!!”
“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!”
“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”
“Jessica and her husband took such great care of our dog, Stuart. We were so thankful for their attention and care. Jessica kept us updated with photos throughout Stuart’s stay, which let us enjoy our trip with ease and comfort knowing that our boy was in such great hands. Thank you so much to Jessica and her husband!”
“Everything went well with Gingerbread's first visit with Jenna. Jenna sent us daily updates and answered text messages quickly. She was punctual and kind and even let us visit before our actual booking so Gingerbread, me, and the kiddo would have an idea of where she would be spending her time.”
“Alie is absolutely amazing! She's sweet and great with dogs! She sends updates and cute photos and enjoys working with animals. I am definitely going to have Alie take care of my dog on my next trip! Thanks again Alie!”
“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!”
“Sarah and her family were wonderful! She provided frequent updates on our pup and provided a loving and caring environment for him for the 4.5 days he was with them for boarding. They provided plenty of exercise and interaction and he was a happy boy when we came to pick him up. Would absolutely recommend them to others and will look them up again in the future. 🙂”
“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.”
“Ciarra was absolutely wonderful! She is the first dogsitter I have ever had which made me super skeptical, but when we had our meet & greet my dog Lily and her sweet Toby got along so well! She sent me pictures the entire time and kept telling me how well behaved Lily was! I am already using her again in a couple weeks and you definitely should too, 10/10 recommend! And she gave us a bag with sweet toys and cute polaroid pictures! Best experience!”
Loving dog boarding sitters in your neighborhood
Search Results
Michelle M.Star Sitter
“Michelle is just perfect, period. My dog LOVES her house, family and dogs. I don’t worry about her, knowing she’s loved up and comfortable.”
Shuling J.Star Sitter
“Shuling did a great job with Penny! Excellent level of communication (not too much not too little) throughout the whole experience, lots of pictures, and Penny ate her food which shows an incredible amount of comfort and trust she has built with Shuling. Definitely recommend Shuling and I will be coming back to her again! “Shuling’s Rover experience was the best Rover experience we’ve ever had. She really did go above and beyond, fed her right before pickup and I was surprised Penny ate dinner! This goes to show her level of care for animals. 10/10”
Elizabeth N.Star Sitter
“I am so pleased with Elizabeth as the pet sitter for my precious baby. She is very knowledgeable about dogs and had an instant attraction to my dog. She did a great job, keeping me informed with text messages and pictures Remy had such a great time and can’t wait to go back!”
Katelyn M.Star Sitter
“Katelyn was really excellent and accommodating for our puppy’s needs. She was vigilant about potty time and gave us multiple updates while we were away for a wedding. She was welcoming and helped us feel secure, especially for one of our first times using this type of service. Definitely recommend!”
Andy & Lydia M.Star Sitter
“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.”
Ann T.Star Sitter
“Ann and her family were outstanding hosts, and we would not hesitate to rebook with her. She communicated promptly and sent just the right amount of photos and updates, which put me at ease. Our dogs were compatible and enjoyed getting to know each other. She has a dog-friendly home with a terrific fenced-in yard. Our dog came back home happy and exhausted. It seems that he got a bit spoiled and even got a pup cup treat one morning. Ann checked in before giving it to him, which I appreciated. Thank you Ann and family!”
Dana L.
“Dana, was so good with our dog Ollie! She sent pics and updates daily. She was super easy to communicate with and he enjoyed his stay with her. We will definitely use her again!”
Diana V.
“Diana was amazing! Prior to his stay, she did a meet and greet with my little guy. Immediately, I could tell she was very caring and knowledgeable about the care and needs of older dogs. I walked away from that first meeting feeling very comfortable leaving my dog in her care. She provided daily updates on him which put me at ease even more and when my return was delayed she was able to keep him an extra day. As I said, she is an amazing sitter. If you are looking for someone that will love your dog like their own, then she is the one. I will definitely book her again when I need a pet sitter.”
Candice W.Star Sitter
“Candice was amazing! She sent us frequent updates and pictures on how our dog Daisy was doing. Helped us relax and enjoy our trip knowing she was in great hands.”
Thomas & Melissa S.
“Trey and Melissa are a gift to not just me and my family but my sweet dog. They took amazing loving care of my dog, sent regular updates and treated Mabel like one of their own. Top notch!!! FIVE STAR!!”
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!”
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”
Jessica M.Star Sitter
“Jessica and her husband took such great care of our dog, Stuart. We were so thankful for their attention and care. Jessica kept us updated with photos throughout Stuart’s stay, which let us enjoy our trip with ease and comfort knowing that our boy was in such great hands. Thank you so much to Jessica and her husband!”
Jenna C.
“Everything went well with Gingerbread's first visit with Jenna. Jenna sent us daily updates and answered text messages quickly. She was punctual and kind and even let us visit before our actual booking so Gingerbread, me, and the kiddo would have an idea of where she would be spending her time.”
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.”
Alie S.Star Sitter
“Alie is absolutely amazing! She's sweet and great with dogs! She sends updates and cute photos and enjoys working with animals. I am definitely going to have Alie take care of my dog on my next trip! Thanks again Alie!”
Shelby B.
“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!”
Sarah S.
“Sarah and her family were wonderful! She provided frequent updates on our pup and provided a loving and caring environment for him for the 4.5 days he was with them for boarding. They provided plenty of exercise and interaction and he was a happy boy when we came to pick him up. Would absolutely recommend them to others and will look them up again in the future. 🙂”
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.”
Ciarra & Tariq J.
“Ciarra was absolutely wonderful! She is the first dogsitter I have ever had which made me super skeptical, but when we had our meet & greet my dog Lily and her sweet Toby got along so well! She sent me pictures the entire time and kept telling me how well behaved Lily was! I am already using her again in a couple weeks and you definitely should too, 10/10 recommend! And she gave us a bag with sweet toys and cute polaroid pictures! Best experience!”
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 Aug 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 Aug 2025, 1,893 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 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 1,893 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.
Connect anywhere with the Rover app
