Dog Boarding Annapolis
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1,310 pet parents in Annapolis have booked dog boarding
Annapolis, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We had a great experience! Communication was excellent from start to finish, with daily updates that really put us at ease. It was clear our pup was well cared for and having a great time. We came home to a happy, relaxed dog, which says everything. Highly recommend and would absolutely book again!”
“Katie is awesome! Our dog Milo has some separation anxiety and she handled it with ease. She’s very quick to respond, and sends constant updates & pictures. We will definitely be using her in the future! Would highly recommend!”
“Shelby and her husband Brad are fantastic dog sitters! Ollie was very well cared for, and we received plenty of photos and updates throughout his stay. He had a great time playing with their sweet pup, and they even gave him a bath (no easy feat!), so he came home both happy, exhausted, and clean!”
“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!”
“Trey and Melissa treated Abby like their own dog! They had great communication throughout the process and sent pictures and videos while we were away. We definitely recommended them!”
“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”
“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.”
“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!”
About: I have grown up with medium to large sized dogs my whole life. I have experience with very friendly dogs and dogs that cannot play with others as well as puppies to older dogs. I have cared for my own pets and friends while growing up and can be trusted with any task to ensure your pets needs and safety! I can offer dog walking in the mornings (7-9am) or afternoons (4-7pm) during the week or anytime during the weekends. I am available on the weekends to check-in or stay with your animal overnight as well. I can check-in and care for your animal during the day or overnight at clients homes. I will ensure your pet is fed, walked, bathed, played with and let outside for their needs. I am comfortable with any specific instructions from the owners as well (medication that needs to be taken, crate training, etc).
“Andy was so great with Pepper and made communication and updates a breeze. She had a great time and came home exhausted. Loved receiving pictures of my pup enjoying her stay throughout the weekend!”
“We highly recommend Candice! She will love your pup as her own! She took great care of our pup and sent lots of photos. She has a big yard and room for the pups as well! Our dog also has a bit of energy so it was perfect that he could play with her pup as well. He came home worn out and well loved!!”
“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!!”
About: As stated, I have an 8 almost 8 year old German Shepherd myself. I’ve trained him myself to be quite obedient off leash, to listen well, and overall he’s very well behaved. I’ve grown up with dogs, cats, turtles and more so I know my way around animals. I’m currently enlisted in the United States Navy. I work at the Naval Academy typically from around 9 in the morning to about 3pm most days. I’m also married with two kids and my wife is a stay at home mom who can also look after your furry friends as well. I don’t work weekends so I’m always available during the weekends and can be flexible throughout the week as well. At my home my dog is never crated he is always out and house trained. However, when looking after your fur babies if they need to be crated I have no issue catering to your needs. I don’t have a yard but we have a massive field and live in a circle so long walks are always a must. Whatever the needs of your fur babies, I can take care of those from daily dog walking, spending and playing time with your animals, staying over night at yours/my place, and giving g medicine if needed.
“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.”
“Jessica was great with our Remmie. She asked all the right questions ahead of time, and during the stay we received regular photos and updates. Will definitely want to have our girl visit again.”
“James did a great job caring for Ellie! I feel confident she was well taken care of based on how comfy she looked in all the photos. He has a great location with his fenced in back yard and beautiful neighborhood for walks!”
The median cost per night for dog boarding in Annapolis is $50
Dog parents share their Rover experiences - Annapolis
Anya was extremely responsive and took such great care of our puppy. She stayed overnight with her and made sure she felt safe and comfortable. She gave us constant updates and assured us that everything was going well. I highly recommend Anya for any of your dog needs. Very kind and responsible.
This is Maggie’s second stay with Lindsay and we are so grateful to have found someone like her to take such good care of Maggie while we were gone for 3 weeks. We received photos and videos daily and Lindsay is very responsive, great at communication, and most importantly our pup is so happy with her! Thank you Lindsay for being the absolute best dog sitter! We will definitely come back :)
Emily was a fantastic sitter for Rudy! This was our first time with Emily and Rover and the experience was all positive. Emily kept in daily contact sending brief texts and/or pictures of Rudy that truly set my mind at ease during this first visit. Rudy also enjoyed playing with Emily's dogs, Pumpkin and Scooter. We would definitely use Emily again!
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 :)
Harper had a great time playing with Ellie! Shelby and Kyle are anmazing and provided lots of updates and photos. Their yard is the perfect place for the dogs to run around. They took her on walks and even let her sleep with them. I’m sure Harper felt right at home and she is already missing her buddy. We will definitely be back!
Andy & Lydia did an outstanding job taking care of Bella. Andy was great at communicating how she was doing everyday & responding quickly to our texts. We were able to relax and enjoy our vacation knowing that Bella was having a fun time on her stay & being well taken care of. We will definitely use them again & recommend to others.
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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog boarding
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Popular requests for dog boarding - Annapolis
Select a filter and find qualifying sitters offering dog boarding.Sitters in Annapolis average 10 repeat dog boarding clients
FAQs for Boarding - Annapolis
Frequently asked questions about Rover
The average cost for Dog Boarding in Annapolis on Rover is $38.85 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 5,753 sitters on Rover offering Dog Boarding across Annapolis. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
95% of Annapolis sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Annapolis landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Annapolis home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Annapolis.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Annapolis sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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