Dog Boarding Annapolis
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1,307 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 very attentive and kept in contact with us during Gizmo’s stay. We received several photos throughout the weekend. With Gizmo being blind, we are always concerned for her safety but Shuling set our minds at ease. Will definitely use her again when we come to Annapolis. 🥰”
“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!”
“Benjamin is an excellent dog sitter! We could really tell he cared about our dog Chewy. He has a lovely home in a nice quiet neighborhood with plenty of outdoors space for our dogs. Chewy looked really happy during his stay and didn’t give us any attitude after his pickup.”
“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!”
“James was fantastic with Lenny. We did a meet and greet so Lenny could get accustomed to the house. James has an amazing backyard and played lots of fetch with Lenny. We received lots of photos and updates, and Lenny came home happy and tired (and a little sad about having to leave James’ house). We absolutely would book with James again!”
“Sarah made our dog Stuart feel perfectly at home with her family. She treated him like her own, and kept us in the loop with photo updates. We felt reassured and comforted knowing Stuart was in such loving hands. Thanks so much, Sarah!!”
“Roxie had a great time with Jake and Melissa. They sent me pictures of her which made my day. I did not have to worry about her at all which is so nice when being on vacation. Would absolutely use them again!!”
“Luba & James were great with our Penny! They were flexible, communicated quickly, and sent lots of photos. They watched her for our wedding weekend and coordinated the pick-up and drop-off of Penny to attend the wedding. Their dog Nellie was very sweet and easy going. We would use them again in the future!”
About: Does your pet need special attention? Strong pup who needs a confident handler? Leery feline with trust issues? I got you. My own dog is a “foster fail” who was considered a “yellow” dog who was very untrusting of people. Now he is a lazy lapdog with no cares in the world. Lots of work to get there but I’d love to help anyone else who struggles to ring “the right” sitter for their stubborn pet. I have volunteered at the local spca to walk all the dogs (with pitties having that special place in my heart). Looking to build a new work/life balance focused on taking care of animals so I am free most days and times of the day. Weekends, daytimes and evenings welcome. Each animal is different. Some pets need time to warm up so I approach animals with respect in their own homes and take the time to gain their trust. I tend to get down on the animals level and let them approach me.
“If I could give more than five stars, I would! Janice and Stalio were wonderful dog sitters to my two toy fox terriers. They sent updates and photos during my trip to Iceland for a week. No complaints whatsoever, I couldn’t recommend them more!”
“Lindsay, did a great job taking care of my dog and sent me pictures every day keeping me informed on how my dog was doing. I would highly recommend using Lindsay to take care of your dog. I was very pleased. Congressman Bill Sarpalius”
“Eli is professional, as well as patient and kind. We had a last minute change in our travel plans and our pets were not all going to the same sitter, Eli didn’t hesitate to offer our largest dog his place and was open with the schedule . Thanks Eli we greatly appreciate your kindness”
“Megan took good care of Ellie and included her on her errands knowing she loves a good car ride! She sent photos and gave us updates. Ellie even got to go to a dog friendly restaurant! I will definitely use Megan again!”
“Alicia was incredible! She gave updates daily on our pup and was very detailed on how their day went. Will be booking with her again. You can definitely relax because your pup will be in great hands in her care.”
“Anthony did a fantastic job sitting for our pup! His communication was top-notch, and he kept us updated throughout the entire stay with photos and check-ins. Everything went super smoothly, and we couldn't be happier with the overall service. Highly recommend Anthony to anyone looking for a reliable and caring pet sitter!”
“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.”
About: I have experience caring for dogs of all sizes and ages, from small dogs to large breeds and playful puppies. I’m currently training our own puppy, so I have hands-on experience with patience, consistency, basic training, and keeping a young dog engaged. I understand that every dog has their own personality, routine, and needs, and I’ll take the time to make sure your pet feels comfortable, loved, and well cared for. I work three days a week, which gives me a flexible schedule and plenty of availability on my days off, especially weekends. I enjoy spending time with pets and can dedicate time to walks, playtime, training, and companionship. My flexible schedule allows me to give each pet the attention they need rather than simply fitting them into a busy routine. I want every pet in my care to feel safe, comfortable, and at home. We have a backyard (not fenced) and are close to great walking paths, a golf course, and a dog park, so there are plenty of opportunities for walks, play, and exercise. I’ll follow your pet’s normal routine as closely as possible and adjust activities based on their age, energy level, and personality. Most importantly, they’ll get plenty of attention, affection, and supervision while you’re away.
The median cost per night for dog boarding in Annapolis is $50
Dog parents share their Rover experiences - Annapolis
Elaine is amazing—so kind, caring and truly understands small pups of all kinds! She has cared for our Penny since she was a puppy. Hard to believe it’s been 6years now! We have had to try others a couple of times when Elaine has been away (which is almost never!), but no one understands our Penny like Elaine. She is Penny’s person when we can’t be with her, that’s for sure! And we can rest assured knowing Penny will be lovingly cared for!
Andy and Lydia took great care of Axel and provided regular updates. My energetic boy came home happy and tired. Axel was very comfortable with Andy from the start and wanted attention from him before leaving. It typically takes him a bit to warm up, but Axel seemed so at ease from the beginning. We are very happy with the care. Thank you Andy and Lydia!
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!!
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.
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.
How to book dog boarding
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 10 repeat dog boarding clients
FAQs for Dog Boarding - Annapolis
Frequently asked questions about Rover
The average cost of Dog Boarding in Annapolis on Rover is $39 per night as of October 2026. Most bookings cost between $30 and $60 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 5,822 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in Annapolis can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Annapolis home-away-from-home, 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.
<b>Tip:</b> 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 , 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 .
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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