Dog Boarding in Williamsburg, MD
Find a loving dog sitter to watch your dog overnight at your sitter's home.

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Williamsburg dog boarders

“Mila was excellent with Kirby. It was important to her to make certain I was comfortable with her care of my fur-baby from the 1st moment we met. Kirby loved her and so did I. We will use Mila’s services again.”


“EXCEPTIONAL SERVICE! My first time using a boarding service and I was please and not worried at all that I had made the best decision. She is very accommodating to the animals and makes sure they are comfortable and at ease. I would recommend her to anyone who wants to relax and know their babies are in good hands. She will super exceed your expectations I GUARANTEE IT!!!”


“Rodney and his family were SO incredible with my dog! They agreed to a meet and greet prior to weekend boarding, were very patient with him (he is super anxious around strangers and especially men), and updated me regularly with pictures. To my pleasant surprise, my dog was having the time of his life! 100% will be returning. Thank you so much!”

“I absolutely loved Ariel’s approach to dogsitting. She is warm, responsive, curious, and caring. My dog has a big personality and it is always so meaningful when folks like Ariel appreciate it. Thank you, Ariel! I’d recommend to anyone.”


“This was my very 1st time being away from my fur baby & Carla made the process smooth. Very caring & kept me updated. The pictures helped a lot as well. Thank you so much again. This overall experience was a 10/10.”


“Ruth was extremely accommodating in helping our group last minute save a dog from a euthanasia list! We would not have been able to save this dog without Ruth providing a safe, comforting place for the dog to decompress and flourish. Ruth was great with communication and provided pics which helped us find the dog a full time foster. Ruth is amazing and I would definitely let her watch my dogs for me!”


“As always, Kelly and her family were amazing. They took care of our Leo as their own and updated us several times a day with photos and notes. We were so thankful that Leo was in good hands during our out of country trip.”


“Chris is a very attentive person. My fur baby was feeling under the weather when I left for my trip. She provided him with some TLC and he was back to his energetic self.”



“Felice was great! She gave me updates every day and sent lots of pictures. Layla had a great time and I always felt confident that she was being well taken care of.”


“Jess is simply amazing with my elderly and very high maintenance Havanese. He has serious separation anxiety but I never worry about him when I drop him off. She’s very attentive and patient and will go out of her way to make him comfortable. She’s really the only one I trust with my baby 🥰”


“Virginia was amazing. Our dog loved being at her house with her two dogs and was thoroughly worn out after playing at her house all day. Will definitely be using Virginia again.”


“It was a pleasure having Lingli care for my fur baby while I was away. She was always very responsive and sent a lot of pics during my pup's stay. I will definitely be booking again.”


“Our dog had the best time. Brittanie & Ryan sent us daily photos and updates. They took wonderful care of our dog. We will be using them again for boarding and for walking. So comforting to know our “baby” is in good hands.”


“It was a dream having Robin watch Gordon! It was like summer camp for him - he got to socialize, cuddle with Robin and her lovely family, and play all day. Robin was very communicative and provided plenty of updates. We would highly recommend Robin and imagine that Gordon can’t wait for his next stay at camp!!”


“Maryfe was amazing! She was responsive, kind, and incredibly understanding, especially when my flight was canceled and I needed to extend Henry’s stay by an extra day. She treated Henry like family and gave me so much peace of mind knowing he was in such caring hands. I’m so grateful for her flexibility and the love she showed Henry.”


“I LOVE how thorough, intentional, and caring Shakiyla is with all the pups that stay with her. She works hard to meet each pup's needs, is very responsive, and sends daily pupdates. I'm so glad we found her to take care of our Zoe - and as a dog trainer myself, I don't trust just anyone with my pup.”


“Davida is awesome! After realizing I needed overnight accommodations for my grandpup, I was referred to Davida. Davida agreed to care for my grandpup with just 2 days notice. She sent videos and pictures to myself and my son with some funny commentating. I'm sure if grandpup could use his words, he would tell me how good of a time he had. I will definitely be using Davida again!”

Loving dog boarding sitters in your neighborhood
Search Results


Mila B.
Star Sitter


“Mila was excellent with Kirby. It was important to her to make certain I was comfortable with her care of my fur-baby from the 1st moment we met. Kirby loved her and so did I. We will use Mila’s services again.”


Erika D.Star Sitter

“Erika was amazing! She took great care of my pups and provided them with care. Additionally, she made sure send frequent pictures with updates on the dogs.”


Samantha Y.Star Sitter

“Sam was an absolute gem! She accommodated a very last minute boarding and took care of our dog with much love and care. Mia will definitely be back when needed!”


Anita F.Star Sitter

“EXCEPTIONAL SERVICE! My first time using a boarding service and I was please and not worried at all that I had made the best decision. She is very accommodating to the animals and makes sure they are comfortable and at ease. I would recommend her to anyone who wants to relax and know their babies are in good hands. She will super exceed your expectations I GUARANTEE IT!!!”


Rodney & Marissa O.
Star Sitter

“Rodney and his family were SO incredible with my dog! They agreed to a meet and greet prior to weekend boarding, were very patient with him (he is super anxious around strangers and especially men), and updated me regularly with pictures. To my pleasant surprise, my dog was having the time of his life! 100% will be returning. Thank you so much!”


Ariel M.Star Sitter

“I absolutely loved Ariel’s approach to dogsitting. She is warm, responsive, curious, and caring. My dog has a big personality and it is always so meaningful when folks like Ariel appreciate it. Thank you, Ariel! I’d recommend to anyone.”


Carla H.Star Sitter

“This was my very 1st time being away from my fur baby & Carla made the process smooth. Very caring & kept me updated. The pictures helped a lot as well. Thank you so much again. This overall experience was a 10/10.”


Steven O.


“we had great experience. We felt very comfortable that our dog is safe and well taken care of. Steven was very responsive. Will definitely rebook in the future”


Ruth F.Star Sitter

“Ruth was extremely accommodating in helping our group last minute save a dog from a euthanasia list! We would not have been able to save this dog without Ruth providing a safe, comforting place for the dog to decompress and flourish. Ruth was great with communication and provided pics which helped us find the dog a full time foster. Ruth is amazing and I would definitely let her watch my dogs for me!”


Kelly H.Star Sitter

“As always, Kelly and her family were amazing. They took care of our Leo as their own and updated us several times a day with photos and notes. We were so thankful that Leo was in good hands during our out of country trip.”


Chris C.Star Sitter

“Chris is a very attentive person. My fur baby was feeling under the weather when I left for my trip. She provided him with some TLC and he was back to his energetic self.”




Felice & Ken & Tyler & Morgan T.
Star Sitter


“Felice was great! She gave me updates every day and sent lots of pictures. Layla had a great time and I always felt confident that she was being well taken care of.”


Jessica D.Star Sitter

“Jess is simply amazing with my elderly and very high maintenance Havanese. He has serious separation anxiety but I never worry about him when I drop him off. She’s very attentive and patient and will go out of her way to make him comfortable. She’s really the only one I trust with my baby 🥰”


Virginia O.
Star Sitter


“Virginia was amazing. Our dog loved being at her house with her two dogs and was thoroughly worn out after playing at her house all day. Will definitely be using Virginia again.”


Lingli Y.Star Sitter

“It was a pleasure having Lingli care for my fur baby while I was away. She was always very responsive and sent a lot of pics during my pup's stay. I will definitely be booking again.”


Brittanie & Ryan C.Star Sitter

“Our dog had the best time. Brittanie & Ryan sent us daily photos and updates. They took wonderful care of our dog. We will be using them again for boarding and for walking. So comforting to know our “baby” is in good hands.”


Robin A.Star Sitter

“It was a dream having Robin watch Gordon! It was like summer camp for him - he got to socialize, cuddle with Robin and her lovely family, and play all day. Robin was very communicative and provided plenty of updates. We would highly recommend Robin and imagine that Gordon can’t wait for his next stay at camp!!”


Maryfe M.Star Sitter

“Maryfe was amazing! She was responsive, kind, and incredibly understanding, especially when my flight was canceled and I needed to extend Henry’s stay by an extra day. She treated Henry like family and gave me so much peace of mind knowing he was in such caring hands. I’m so grateful for her flexibility and the love she showed Henry.”


Shakiyla H.

“I LOVE how thorough, intentional, and caring Shakiyla is with all the pups that stay with her. She works hard to meet each pup's needs, is very responsive, and sends daily pupdates. I'm so glad we found her to take care of our Zoe - and as a dog trainer myself, I don't trust just anyone with my pup.”


Davida A.Star Sitter

“Davida is awesome! After realizing I needed overnight accommodations for my grandpup, I was referred to Davida. Davida agreed to care for my grandpup with just 2 days notice. She sent videos and pictures to myself and my son with some funny commentating. I'm sure if grandpup could use his words, he would tell me how good of a time he had. I will definitely be using Davida again!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 2,090 sitters provided dog boarding in Williamsburg. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Williamsburg dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Williamsburg have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Williamsburg.
Rover makes it easy to find Williamsburg dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 2,090 dog boarding sitters in Williamsburg on Rover, so you’re sure to find the perfect match for your dog! In Williamsburg, 96% of sitters offer daily exercise, 98% offer medication administration, and 91% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
