Dog Boarding Annapolis
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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.
“Shuling is a wonderful sitter. She sent photos everyday and my dog looked very happy at her house. I'm so happy we can rely on Shuling to provide our pup with a safe, warm and relaxing place when we are out of town!”
“We’re so grateful for the great care Katelyn took of Hank! And appreciate all the communication - receiving pictures, videos, and updates on how well it was going. It was our first time entrusting Hank to a dog sitter so I was nervous but it went perfectly!”
“Carlie was amazing with our puppy Sadie. It was our first time leaving her with anyone and it went so well. Lots of love to our sweet puppy and she was happy all day. Carly shared lots of pics as well. Highly recommend!”
“Absolutely fantastic. Poppy had the best time and Michelle sent us daily updates. Would not hesitate to book for next time and fully recommend Michelle for your pup-care! Thanks Michelle 😊”
“Katie was amazing with my dog! She was flexible on drop off and pickup. She also sent many pictures to jeep us updated. She treated her like one of her own pups. My dog did not want to leave!”
“Willow had the best time with Shelby and her pup Ellie. Instant best friends. I felt totally confident that our 4 year old dog was having a vacation all her own the entire weekend. Lots of time outside, on walks, playing, and snuggling. 100% would recommend and feeling so happy we have a go-to sitter :) thank you guys!”
“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!”
“Thomas and Melissa took excellent care of our large, energetic dog. They sent updates and pictures throughout the day and were flexible with their schedule. We will definitely be requesting their services again!”
“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.”
“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.”
“Kimberly and her family were fantastic. My dog seemed super happy during her stay. I received a photo and note every night. I will definitely be booking with them in the future.”
“This was the first booking with Diana, she was so thoughtful and sent lots of photos. It was obvious he was having a great time and was well cared for. Would highly recommend her!”
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).
“Maizie is a very shy girl with people. So dropping her at a sitter is usually a bit difficult for her. Elaine had 2 other dogs arriving too which brings Maizie out of her funk. She had a blast running around the fenced yard. All in all she came home very happy.”
“Blake was great with Murphy! She was very responsive and was able to support us as my scheduled sitter dropped out unexpectedly. Would highly recommend Blake boarding or watching a dog. Thanks Blake!”
“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 took wonderful care of our dog and put our minds at ease! She was very responsive during the trip with communication and was careful with any details. Thank you, Jessica!”
The median cost per night for dog boarding in Annapolis is $50
Dog parents share their Rover experiences - Annapolis
I am so glad I found Lindsay to watch my dog!! Giles had the absolutely best time playing with her dog and sleeping with them! Lindsay sent so many pictures and videos, which I loved, and Giles didn't want to leave when I came to pick him up! Her place is totally a doggie fun ranch.
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Annapolis sitters!Sitters in Annapolis average 10 repeat dog boarding clients
FAQs for Dog Boarding - Annapolis
Frequently asked questions about Rover
As of June 2026, there are 5,855 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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