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
“Shuling is amazing! She is very responsive, takes lots of pictures to show that your baby is doing well. My furbaby looked happy and entertained in all the pictures. She was also able to fit me in last minute for a repeat stay and my pup recognized the house and was happy to be there. No reservations to using Shuling again.”
“Our pup is always so happy at Michelle’s house! Michelle takes great care of her and sends updates nightly. Stormi is allowed to rule the house when at Michelle’s and definitely feels at home. I love that she is so familiar with cavaliers. Thank you Michelle!”
“Wow, I can't say enough about how well Katelyn cared for and accommodated our dog Oscar. He was nervous at first but quickly adapted and thrived - thank you Soooo Much, 6 stars out of 5! Definitely a keeper!!”
“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!”
“Katie did a wonderful job watching Frankie for us for a long weekend! She sent regular pictures and updates and we could tell Frankie was very happy at Katie's. Would absolutely recommend Katie for any future boarding needs!”
“Shelby was really great - she was flexible as my plans changed a bit and took Elmer to the park multiple times throughout his stay with her. He wasn’t anxious at all when I picked him up - always a sign he had a great weekend. Will definitely book with Shelby again!”
“Carlie took such wonderful care of our 11 year old Golden. She and her children spoiled him with all kinds of love and attention. I felt very comfortable leaving him while we were on a week long vacation.”
“Candice was wonderful to work with! She was quick to respond to all of our questions and so personable. Our dogs have never spent the night away from home so this was a new experience for all of us. She put our mind at ease by sending lots of updates and reassuring messages. Can’t thank her enough!”
“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!!”
“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!”
“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!”
“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.”
“Thank you so much Elaine for taking good care of my dog Kala. Your caring for my dog was above and beyond my expectations. Elaine sent us lots of photos of Kala during her stay. Kala looked so comfortable at her place. We would love to leave Kala for future boarding at Elaine's home. You are a fantastic pet sitter.”
“Bailey was amazing. I spent a lot of my life overseas, so, my two pups are my world. She would send pictures everyday of them in the park and playing. When I picked them up I could easily tell they had been treated well and were happy. Bowie and Harley (two Germans Shepherds) had no tummy issues, I know they weren't stressed and felt safe. Will definitely be reaching out to Bailey again the next time I need for someone to hang out with the girls. Thank you again Bailey!”
“Laura was so amazing and great with Wilfred, she was in constant communication and my dog seemed very happy and well taken care of when I picked him up afterward. Would highly recommend!!”
“Diana completely spoiled my pup! Absolutely wonderful. She sent tons of photos of my dog frolicking on the beach and running around her big backyard. She came home rested and recharged like she had been on a five star vacay. Happy pup, happy mom!”
The median cost per night for dog boarding in Annapolis is $50
Dog parents share their Rover experiences - Annapolis
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 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 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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