Dog Boarding Annapolis
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 373 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 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!”
“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!”
“Ciara and Tariq were amazing host to our baby Cassie. They were in constant communication and took amazing care of her. Definitely will book again and highly recommend her.”
“Sarah was amazing! She and her family took great care of our fur baby, and kept us updated the entire weekend. She sent lots of photos and was very responsive to my messages/questions. We highly recommend Sarah!!!!”
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.
“Kathleen was amazing!! Ziggy had such a wonderful time. She loves to go on hikes, and Kathleen took her on a little adventure at the nearby park. She sent a bunch of photo updates and communicated very well. When I picked up Ziggy, it was clear that she felt right at home with Kathleen and was so happy to have spent the weekend there. I cannot recommend Kathleen enough, and will definitely have her watch Ziggy again in the future!”
“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!”
“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.”
“Kendall and her family helped me in a bind and proved to be reliable, friendly and incredibly welcoming to my dog, Shoto. I’d highly recommend her for anyone who needs pet sitting, and I’d definitely book her again.”
“Lindsay was amazing! She sent photos everyday, loved io Pepper while my daughter and I were away, and was always quick to respond if I had a question. Her home was lovely and Pepper enjoyed Lindsay’s backyard and her sweet dog, Coco!”
“Debra and her family were AMAZING! Super patient and understanding with all of my doggies quirks and needs! Holly loved playing with her kids! We will be staying with them again. Thank you so much for taking such good care of my girl!”
“Eli is the best!! I love the care he shows Skittles. I didn’t send enough food for my dog and Eli purchased more food for my furbaby!! The videos and pictures always made me feel good that my Skittles was doing just fine!! Eli will always be my first choice to sit for my dog.”
“Ally and her boyfriend did a great job taking care of our puppy. He has lots of energy and can get pretty rowdy but they handled it so well and reported no issues at all. He seemed very comfortable with them. We will definitely request Ally to board Eddy again.”
“Kacie is an outstanding dog sitter! Our dog (Koda) loves staying with her. He is all wags when we drop him off. We never have to worry about how things are going because Kacie sends lots of daily updates. We’ve used Kacie for boarding multiple times and will continue to do so. Highly recommend!”
“Marta was fantastic with our 6-month-old Basset Hound, Charlie!! It was my first time ever leaving a pet with anyone and she made it so easy. I received multiple updates each day with pictures, videos and text. It was great to see him with his new friends having such a good time! When I picked Charlie up, five days later, I told her that I never worried about him the entire trip. We missed him, but knew that he was in good hands! I highly recommend Marta and will definitely take Charlie back when needed! Thank you Marta for everything!”
“Becca was wonderful. We just adopted our dog 2 months prior to our trip and this was our first time leaving her with anyone. We were really nervous, but Becca's natural love for dogs put us right at ease; she was so kind and patient with our dog. She sent us daily updates and pictures - my daughter loved it! Knowing that our dog was so well cared for, really allowed us to relax and enjoy our vacation!”
“We had a perfect experience with Peggy! Our senior Golden Retriever requires twice daily medication and extra attention, and Peggy handled everything with great care. We received regular updates and felt at ease knowing our Charlie girl was in great hands. We will definitely book with Peggy again!”
The median cost per night for dog boarding in Annapolis is $50
Dog parents share their Rover experiences - Annapolis
Kathleen was amazing!! Ziggy had such a wonderful time. She loves to go on hikes, and Kathleen took her on a little adventure at the nearby park. She sent a bunch of photo updates and communicated very well. When I picked up Ziggy, it was clear that she felt right at home with Kathleen and was so happy to have spent the weekend there. I cannot recommend Kathleen enough, and will definitely have her watch Ziggy again in the future!
Wonderful Rover Couple that combine a safe haven with a genuine love for pets and probably all animals. It was our first time using their services and understand all their 5-star ratings! Thanks for taking such wonderful care of Hutch and sending us great pictures all along!
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.
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 is $50 per night as of November 2026. Most bookings cost between $32 and $69 per night. On Rover, 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 November 2026, there are 5,824 sitters on Rover offering Dog Boarding across Annapolis. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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, 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.
Yes, you can find sitters who have experience with handling special pet needs in Annapolis. On Rover:
- 86% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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