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

Over 1,296 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.
“Michelle was truly a blessing to our family. I’m usually nervous about leaving Simba due to his allergy issues however, Michelle was very reassuring and put my mind at ease. During Simba’s time with Michelle she kept in daily communication and sent me the cutest pictures of Simba which I very much appreciated. I’m so glad our path crossed because Michelle will definitely be our go to sitter for Simba!!”


“Michelle was great! Our Birdie had a wonderful time and really felt at home with Michelle and her family. I appreciated the the pictures of Birdie hanging out, doing her thing. We know we left her in good hands!”


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).
“After a meet and greet we decided to do an overnight trial and our dog loved it! The whole family is very warm and inviting and our dog felt at home the moment he walked in the door. Their house has a nice fenced in backyard as a plus. We have already booked our summer vacation and plan on booking other trips as well. Very happy to have found such a perfect fit.”

“Dana took my pup Dillon for a few overnights when I went out of town recently, and he had the best time! She sent frequent photo updates of his adventures, and it was clear that she cared for him like he was her own. The fenced-in back yard was perfect for this city boy to stretch his legs! 🐾”

“We couldn’t be happier with Janice and Stalio! They didn’t balk at any of our special requests, of which there were several including giving meds, medicated baths, belly band changes and not leaving our Chihuahua alone, and without a lap for too long. The dogs didn’t greet us with their usual excitement when we returned, which we take to mean that they were spoiled beyond belief. We are supremely grateful to have found J & S!”

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.

“Melissa did an amazing job taking care of my dog! She made sure my dog felt right at home. I really appreciated the photo updates and messages—it was so reassuring to see how happy and well cared for my dog was while I was away. I couldn’t have asked for a better experience. Highly recommend!”

“I felt very comfortable leaving my dog with them for the duration of my vacation. I got many updates through the entirety of her stay which I really appreciated! I would definitely recommend Kelly and George if you’re looking for reliable sitters.”

“Diana and family fantastic caretakers for our 2 pugs. Excellent communication and extremely flexible. We have used her multiple times this fall and last when traveling in the vicinity for events. Always goes out of her way for us and love the photos. Long walks and loving care!”

“Marliez took amazing care of Ozzie. He walked with her Husky Wolf several times a day receiving plenty of needed exercise. Oz was received as part of her family. I could tell from the photos he was really enjoying his stay and looking forward to go back. Marliez paid attention to the nuance of my dog's antics to adjust to him. She is a wonderful sitter”

“Always s great experience for the dogs when they stay with Kelly & Maurice, my dogs never come home stressed out or with anxiety. The pictures taken they always look happy and content, especially Recci she loves their daughter, have the biggest smile on her face every time. This is why I will be a returning customer for this sitter indeed, Thank you,”

“Bailey and I were very happy with Jasmine’s care. Bailey has separation anxiety + generalized anxiety and usually gets sick when returning home. From the first time he saw Jasmine he was very comfortable with her. I give Jasmine her 10s.”

“Fantastic - Amazing - Wonderful! Yukia was a great communicator from the start. We talked before we brought our rascal over. We even did a meet and greet just to make sure he would take to her - and he sure did! During our trip she sent daily photos and updates, and our kids could not wait to get them every day. I could tell when I went to pick him up that he was very happy to be with her. For a quick moment he could not decide if he wanted to stay with her or come back home. It was his first time with someone else and she obviously took great care of him. There is no doubt that we have found our pet sitter for good!”


“Leaving our Shichon, Shipley, for three weeks while we traveled internationally was something we were very nervous about. It was our first time using a pet sitter, and because Shipley has some anxiety, we worried about how he would adjust. Shane and Brittany completely exceeded our expectations! From the very beginning, they made us feel at ease by sending regular updates with photos and videos. It was such a relief to see Shipley happy, relaxed, and having so much fun. He bonded with their entire family and loved playing with their dogs. Seeing him so comfortable made our trip much more enjoyable because we knew he was in the best hands. We were so impressed with the care, love, and attention they gave him that we’ve already booked them to watch Shipley again when we travel in August. We honestly can’t imagine using another pet sitter. If we ever have to, they’ll have some very big shoes to fill because Shane and Brittany have set the bar incredibly high. Thank you, Shane and Brittany, for taking such wonderful care of our sweet boy. We are so grateful and highly recommend you to anyone looking for trustworthy, caring, and exceptional pet sitters!”

The median cost per night for dog boarding in Annapolis is $50
Dog parents share their Rover experiences - Annapolis
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.
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 :)

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 :)

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
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 dog boarding - Annapolis
Select a filter and find qualifying sitters offering dog boarding.Sitters in Annapolis average 11 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 August 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 August 2026, there are 5,725 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.
94% 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.





















