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.
“Shuling was a fantastic and attentive sitter to our dog while we were out of town. We got regular updates about his care with photos and videos, and she made sure he was comfortable and happy during his stay!”
“Kevin was amazing! He was super responsive, caring and even sent me photos of my lab, Moon, every morning either playing or on a walk with him. When I picked her up, I knew she had been taken care of. I Will definitely use him again in the future!”
“Michelle was great! Basil came home tired and relaxed and we are grateful to have someone who lives on her when we are away. Loved the daily pics and video updates too!”
“Carlie and her family could not have been more loving and attentive. Arlo probably wanted to live there forever. She was incredibly kind about a mistake I made on pick up time.”
“We couldn’t have asked for a better sitter! They welcomed our pup for a last-minute weekend stay and gave him such a comfortable, happy place to settle in. Their dog was a wonderful playmate, and the frequent updates and lots of photos made it easy to relax knowing he was having a great time. They were communicative throughout and incredibly accommodating as our schedule kept changing. We’re so grateful for the care and flexibility, and would happily book with them again. Highly recommend!”
“I was a little nervous leaving our sweet pup for so long but Katie made sure we get constant updates and pictures of what’s going on. She has a safe and cozy home and made our pup very comfortable. It’s good to know we have her to watch our pup when we go out of town.”
“Candice was amazing with my dog, Nagi. This was the first trip my family and I had taken since getting her, so leaving her with someone new made us a little nervous at first. We chose Candice based on her profile and reviews, and she absolutely did not disappoint. My family and I were able to fully enjoy our spring break trip knowing our pup was in excellent hands. Candice provided lots of updates with pictures and videos, which gave us so much peace of mind and made us feel connected to Nagi while we were away. Nagi decided she didn’t want to use the stairs for the first few days of her stay, but Candice was incredibly patient and treated her like one of her own pups the entire time. She even carried Nagi up and down the stairs until she felt comfortable enough to use them like she normally does. Halfway through Nagi’s 1 week stay, she started having an upset tummy. Candice went above and beyond by picking up medicine for her, feeding her boiled chicken and rice, and taking care of multiple accidents when Nagi couldn’t make it outside in time. Candice also has a pup of her own, Rayne, which made Nagi’s stay even more fun. It was clear Nagi had a wonderful time and felt comfortable there. When we picked her up, she looked so happy, relaxed, and content, which told me everything I needed to know about how well she was cared for. If we ever need a sitter again, I would absolutely book with Candice again and highly recommend her to anyone looking for a reliable, caring, and trustworthy dog sitter.”
“As a first time user of Rover and first time search for a cat sitter, Elena definitely set the standard. From the first contact, Elena was incredibly responsive, very kind, and extremely welcoming of my babies. Elena and her children took such good care of my babies, as they allowed them space to adjust while being open to their affection as they warmed up. I had peace of mind that my babies were in good hands as she invited them into her home with open arms. When I picked Pocket and Rocket up, they were so soft from freshly brushed hair and calmer to get back into the car. I would absolutely recommend Elena to take care of your cats, as they will get plenty of cuddles, play time, and freedom to explore their new space. Thank you, Elena and kids!!”
“This was the second time Andy watched my pup. He was very flexible with drop off timing and sent me photos and updates throughout the stay. I know my girl had a great time staying with him.”
“Beth is simply the best! She has provided loving and professional care to both our late geriatric Shih Tzu who had a number of health issues AND our new 5 month old Havanese puppy. Both dogs loved her! We have such confidence in Beth that whenever we need to go away, we can do so with confidence knowing our pup will enjoy her "vacation" too! We appreciate Beth so much and could not recommend her more highly.”
“I couldnt have asked for a better sitter for Montana than Ciarra and Tariq! I felt comfortable leaving Montana with them as he didn't pay me any attention when I dropped him off. The goody bag was extra on top of their great service! I will definitely use them again!”
“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.”
“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.”
“Hester is great. Very good communication. Follows up quickly. Keeps me in the loop during my dogs stay. And I usually get a tired and happy dog after the stay. Very happy I found Hester!”
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).
The median cost per night for dog boarding in Annapolis is $50
Dog 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?
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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
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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 Dog Boarding - Annapolis
Frequently asked questions about Rover
The average cost for Dog 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 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 September 2026, there are 5,768 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.
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