Pet Boarding Annapolis
Find a loving Annapolis pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 1,302 pet parents in Annapolis have booked pet boarding
Annapolis, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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!”
“Sarah and her family were so wonderful for welcoming Miller into their home. We got lots of updates and photos! He came home a very happy pup. Look forward to Miller visiting them again.”
“Wonderful experience! This was my first time using a sitter through rover and Thomas and Melissa were so caring. They sent daily pictures and were absolute wonderful. Will definitely book again for any future stays!”
“Kelly & Maurice took great care of my little again and he came home happy and worn out. They treated my Louie like he was one of their own dogs and sent me plenty of pics and videos during his stay. Will definitely use their services again in the future.”
“Jake and Melissa were FABULOUS caring for our Max! We received regular updates, pictures and videos which really helped to know Max was enjoying himself and was is safe hands. He was part of their family! We are so grateful to have found Jake and Melissa on Rover - no more kennel for Max!”
“Belle’s time with Laura and Bunny was great!! My baby was full of life and energy! She definitely enjoyed her time, and I felt very comfortable that she was in good hands! The meet and greet was definitely the kick off to a wonderful stay! Thank you Laura and Bunny for taking such good care of Belle! See your gals soon!!”
“Luba & James were great with our Penny! They were flexible, communicated quickly, and sent lots of photos. They watched her for our wedding weekend and coordinated the pick-up and drop-off of Penny to attend the wedding. Their dog Nellie was very sweet and easy going. We would use them again in the future!”
“Michelle is amazing! I'm always anxious about leaving my fur babies but Michelle put my mind at ease! She kept me informed and provided my Bella with so much love and attention!! I'd give 10 stars if I could”
“Debra was incredible! Our first experience with Rover and our first time leaving our dog with someone outside of family. Debra sent photos and updates throughout the week which eased our minds and warmed our hearts. Our pup fit right in with the family and got so much attention and love. We 100% recommend Debra and will be using her again!”
“Woody had a great stay with Sydney! You could tell he was well taken care of and Sydney was so great sending daily pictures of Woody. We definitely recommend her and will be using her again!”
“Dana’s house was a perfect spot for our dog! She has a great fenced in yard and sent multiple photo updates reassuring us that our doggo was having a great time. Her location was a perfect stop on our way to the beach. Would definitely recommend!!!”
“Yukia did a fantastic job with our dog, Sammy! Communication regarding pickup and drop off was excellent and we got some pictures of Sammy on a regular basis. Would definitely book with Yukia 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.”
“Janice and Stalio took amazing care of our dog Charlie! Couldn’t be happier with the experience and they were exceptionally understanding when our return flight was cancelled due to the winter storm and we were delayed coming home. Would highly recommend.”
“Angela was amazing in caring for my dog while we were on vacation. She took great care of my elderly dog and gave him all of his daily medications. She communicated at least once a day and responded very quickly if I had any questions or concerns. I plan to rebook her the next time we need her care. 10/10 would recommend!”
“Margriet was an amazing sitter for Asher! She was available last minute and was the best choice we could have found in Annapolis. She was super communicative, responded quick, sent updates and cute pictures of our pup, and was flexible! Highly recommend Margriet and will be using her any time Im back in Annapolis :)”
“Booking with Alicia was a fantastic experience! She responded quickly to my last minute request and made my pup feel right at home. She communicated throughout the stay with lots of pictures and updates. My dog has a blast and I highly recommend her!”
“Mady is an exceptional fur baby boarder and my fur baby, Max absolutely loves her, Bandit and the family! She provided lots of daily updates with pictures, showing regular walks and playtime in the yard. Because of Mady, I was able to enjoy my first vacation in over 20 years without worrying about Max and I truly appreciate her. I can't thank Mady enough for providing exceptional care for Max while I was out of the country. My next vacation will definitely include a booking with Mady!❤️”
“Riley was fantastic with both of our dogs - very attentive to our older dog's particular eating habits and equally caring with our energetic young pup. We felt completely comfortable leaving them in her care and would happily book with her again.”
The median cost per night for pet boarding in Annapolis is $50
Pet parents share their Rover experiences - Annapolis
Emily and her dogs scooter and pumpkin were a delight. Emily took great care of Hutch and he had lots of fun time based on his sleeping once home. I can heartily recommend Emily and we will use her in the future to watch Hutch when needed. Thanks Emily, Scooter and pumpkin!!
Meg was wonderful to have as a sitter for Lester. Her love for dogs was evident in her excitement to have him stay with her. She shared photos of their walks & his hanging out with her inside afterwards. We felt confident & comfortable that he was in good hands, and will definitely be calling her again to sit for him!
Elaine was fantastic. This was the first time we have used Rover for our pups and it could not have gone any better. She watched our guys during our long vacation and the pups loved her. She gave them lots of love, and spoil them rotten. It was so nice knowing that she also had a fenced in yard where they could go out and play and do their business. She sent us updates and pictures daily and it made us feel so at ease. Thank you again Elaine for everything.
Melissa was amazing with Ollie! He just turned 1, so he has TONS of energy, and being a Golden Retriever, he loves putting everything in his mouth. She was so sweet and even gave him old towels to play with because she knew it made him happy. We loved getting updates every morning and evening, and she was so accommodating with all of Ollie’s quirks including his obsession with water and getting it EVERYWHERE. Her dog Tanner also loved having Ollie around! I was definitely anxious leaving my baby, but Melissa took such great care of him and made me feel completely comfortable. Ollie will be back to board with her again in a few weeks, and I’m so happy we found her!
Kaci took care of my dog when I went on vacation and it was great! She kept me updated on my dog the entire time and kept her very active. It was such a relief to know that my dog was being cared of by someone who clearly has a lot of love for animals and is trustworthy and responsible. We will definitely have our dog stay with Kaci in the future.
Andy was really great with Sherlock. I appreciated his methods to introduce Sherlock to the other dogs recognizing dogs have different personalities and needs. Andy provided daily photos and updates on how things were going which put my mind at ease. I could see Sherlock was being well taken care of and was having a good time. Andy clearly loves dogs and I would have him watch my dog again and recommend him to others.
Katie made Rosie feel right at home right away. Rosie has always been a bit slow to come around. She sent plenty of photos and videos and was very responsive. She even responded within minutes after we had picked up Rosie when I accidentally called her. She genuinely has a caring heart. Definitely recommend her.
Margriet was an amazing sitter for Asher! She was available last minute and was the best choice we could have found in Annapolis. She was super communicative, responded quick, sent updates and cute pictures of our pup, and was flexible! Highly recommend Margriet and will be using her any time Im back in Annapolis :)
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet boarding - Annapolis
Select a filter and find qualifying sitters offering pet boarding.Sitters in Annapolis average 10 repeat pet boarding clients
FAQs for Pet Boarding - Annapolis
Frequently asked questions about Rover
The average cost for Pet Boarding in Annapolis on Rover is $38.85 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .
There are 5,917 sitters on Rover for Pet Boarding in Annapolis. About 91% of Annapolis sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.
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