Dog Boarding in Williamsburg, MA
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Williamsburg dog boarders
“Nicole is wonderful. Sent us pictures and updates on our boy everyday. I love the fact that she fosters cats and dogs (which means she’s able to deal with many different doggy personalities) she has a great fenced in backyard which I love. I would definitely leave our boy with Nicole again!”
“Allison was great! She sent us texts and pictures, and we could see how happy and comfortable our dogs were with her. Our dogs were welcomed like part of her family. We were very happy with her thoughtful and caring nature.”
“My dog, Ollie, just spent a week with Sandy and I cannot say enough about how great she was. I hadn’t ever left him with anyone other than family and from the first minute I met Sandy during our meet and great, she put me right at ease. She was communicative and caring and he clearly had a great time. I would (and will!) rebook her in a heartbeat!”
“Patti and her family took such great care of Luka while we were away. She got so much love and Luka was sad to leave when we came to pick her up. She will definitely miss the amazing yard! I know she will be very excited to go back when our family goes away again. Thank you Patti for loving our sweet girl and taking such good care of her.”
“Jessica and Josie were wonderful with Miss Ruby. Even understanding her occasional accident in the house as coming from anxiety. Possibly due to construction noises which were expected to be gone before Miss Ruby’s visit. It changed my perspective from paying for Dogcare to paying to have Miss Ruby share her joy with Josie and Jessica and their family. ???”
“We boarded our dog, Guinness, with Heather and Norman for two days, and they were absolutely wonderful! Heather and Norman were sweet and took excellent care of Guinness. They took him for walks and even sent us photos. It was clear that Guinness and their dog, Zeus, got along so well and had a great time playing together. Now that he's home, Guinness seems sad and misses Zeus. We will definitely use Heather and Norman's services again. Highly recommended!”
“This was William's second time staying at Aishea's and I'm glad to hear that he was more relaxed and interactive with her pets. She genuinely seems to care about my pet's wellbeing. She responds very quickly to requests and messages and easy to coordinate with. I will definitely book with Aishea again.”
“Excellent care, as always! Megan is awesome - walkies, play time, potty break, nappies and bedtime - Jackson seems to love to stay with Megan and her other fur babies. I won’t trust my dog to anyone but Megan.”
“John did a great job with our Enzo dog. He is obviously a dog person! You can tell by the way he talks with and connects with dogs. Since this was the first time our dog boarded with someone, we wondered how he would do, but he was totally comfortable with John. By the way, John sent pictures to put us at ease, but also showed that our dog was happy and comfortable.”
“Kim took great care of our two dogs for a long weekend. We would definitely board our dogs with her again! She kept in contact with us, sent pictures of the dogs, and drop off and pick up was incredibly smooth.”
“Karl was an amazing dog sitter! He was punctual with returning my messages, kind, caring, and provided great service for my two big Doodles! Doodles! Karl sent images which were so great to get since we love our babies like their are our dogs ❤️ I highly recommend Karl for all your dog care needs.”
“Ali provided our dog, Arthur, excellent care. His love of dogs is very apparent the moment he stooped to greet Arthur. His dog, Hasti, is a sweet friendly dog and also welcomed our dog. We feel very fortunate to have found Ali and highly recommend him.”
“I had never done a Rover sitter before, so was naturally a little nervous. But the moment Heidi and Sandy (my puggle) met, I knew it was going to be a great experience. She immediately connected with Sandy and made me feel at ease right away that Sandy was in great hands. Heidi really made me feel I made the right choosing with choosing a sitter in the area. Communication was quick, and she updated me with photos of my happy pup. Thanks Heidi!”
“Julia and her family were awesome. They took great care of our dog Layla. They took in our dog and let her make herself right at home on sofa. They sent us photos and were so gracious when we checked in to see how the pooch was doing. They also texted to let us know she was doing well. I know the kennels do their best but it kept our minds at ease that our dog was in a nice home while we were gone.”
“Monica took care of our 12 years old golden retriever. Unfortunately our dog had a seizure during the stay and Monica did great. She called me right away and because she couldn’t reach me she called our vet right away to receive instructions. Thank you so much Monica for taking care of Nara at least for a few hours.”
“I would just like to say that I absolutely love Erin I have used her as a sitter for a long time now and every time she follows instructions to a t. Both of my kitties need a specific diet and feeding times and she always updates and ensures that I know they’re being taken well care of! She sends tons of photos and videos that melt my heart. I have come to view her as a wonderful person over all and her whole household has been amazing with my kitties. She is loving warm and over all receptive when you speak to her about any concerns or questions you may have. She is super attentive to all animals and I appreciate her so much. She has made things super great for me and my kitties love going over to her place! They feel right at home and are treated as family.”
“Emma was always available, communicative, open to changes, and very sweet with my dog. She sent lots of photos and videos to keep me informed and to reassure me that my pet was happy and well treated, and got lots of attention!!”
“I only have great things to say about our experiences with Shawna! She's great at communicating - she was always quick to respond to qurstions and sent daily updates and pictures. She is also just a very nice person who immediately puts you at ease when leaving your pup in her care. She took great care of our guy and we will definitely use her again!”
Loving dog boarding sitters in your neighborhood
Search Results
Nicole S.Star Sitter
“Nicole is wonderful. Sent us pictures and updates on our boy everyday. I love the fact that she fosters cats and dogs (which means she’s able to deal with many different doggy personalities) she has a great fenced in backyard which I love. I would definitely leave our boy with Nicole again!”
Allison Nicole M.Star Sitter
“Allison was great! She sent us texts and pictures, and we could see how happy and comfortable our dogs were with her. Our dogs were welcomed like part of her family. We were very happy with her thoughtful and caring nature.”
Sandra C.Star Sitter
“My dog, Ollie, just spent a week with Sandy and I cannot say enough about how great she was. I hadn’t ever left him with anyone other than family and from the first minute I met Sandy during our meet and great, she put me right at ease. She was communicative and caring and he clearly had a great time. I would (and will!) rebook her in a heartbeat!”
Patti B.
Star Sitter
“Patti and her family took such great care of Luka while we were away. She got so much love and Luka was sad to leave when we came to pick her up. She will definitely miss the amazing yard! I know she will be very excited to go back when our family goes away again. Thank you Patti for loving our sweet girl and taking such good care of her.”
Jessica C.Star Sitter
“Jessica and Josie were wonderful with Miss Ruby. Even understanding her occasional accident in the house as coming from anxiety. Possibly due to construction noises which were expected to be gone before Miss Ruby’s visit. It changed my perspective from paying for Dogcare to paying to have Miss Ruby share her joy with Josie and Jessica and their family. ???”
Heather R.Star Sitter
“We boarded our dog, Guinness, with Heather and Norman for two days, and they were absolutely wonderful! Heather and Norman were sweet and took excellent care of Guinness. They took him for walks and even sent us photos. It was clear that Guinness and their dog, Zeus, got along so well and had a great time playing together. Now that he's home, Guinness seems sad and misses Zeus. We will definitely use Heather and Norman's services again. Highly recommended!”
Aishea A.Star Sitter
“This was William's second time staying at Aishea's and I'm glad to hear that he was more relaxed and interactive with her pets. She genuinely seems to care about my pet's wellbeing. She responds very quickly to requests and messages and easy to coordinate with. I will definitely book with Aishea again.”
megan b.
“Excellent care, as always! Megan is awesome - walkies, play time, potty break, nappies and bedtime - Jackson seems to love to stay with Megan and her other fur babies. I won’t trust my dog to anyone but Megan.”
John M.Star Sitter
“John did a great job with our Enzo dog. He is obviously a dog person! You can tell by the way he talks with and connects with dogs. Since this was the first time our dog boarded with someone, we wondered how he would do, but he was totally comfortable with John. By the way, John sent pictures to put us at ease, but also showed that our dog was happy and comfortable.”
Yvette T.
“Yvette was flexible , sent updates and my pups came back healthy and happy . She had a nice yard for the dogs and was very accommodating. Thank you Yvette.”
Kim M.Star Sitter
“Kim took great care of our two dogs for a long weekend. We would definitely board our dogs with her again! She kept in contact with us, sent pictures of the dogs, and drop off and pick up was incredibly smooth.”
Karl K.
“Karl was an amazing dog sitter! He was punctual with returning my messages, kind, caring, and provided great service for my two big Doodles! Doodles! Karl sent images which were so great to get since we love our babies like their are our dogs ❤️ I highly recommend Karl for all your dog care needs.”
Ali S.
“Ali provided our dog, Arthur, excellent care. His love of dogs is very apparent the moment he stooped to greet Arthur. His dog, Hasti, is a sweet friendly dog and also welcomed our dog. We feel very fortunate to have found Ali and highly recommend him.”
Heidi H.
“I had never done a Rover sitter before, so was naturally a little nervous. But the moment Heidi and Sandy (my puggle) met, I knew it was going to be a great experience. She immediately connected with Sandy and made me feel at ease right away that Sandy was in great hands. Heidi really made me feel I made the right choosing with choosing a sitter in the area. Communication was quick, and she updated me with photos of my happy pup. Thanks Heidi!”
Janice A.
“Our dog Charlie had a fun and loving care stay with Janice and her family over the Thanksgiving holiday with their big house and yard to run around. Highly recommend!”
Julia Z.Star Sitter
“Julia and her family were awesome. They took great care of our dog Layla. They took in our dog and let her make herself right at home on sofa. They sent us photos and were so gracious when we checked in to see how the pooch was doing. They also texted to let us know she was doing well. I know the kennels do their best but it kept our minds at ease that our dog was in a nice home while we were gone.”
Monica
“Monica took care of our 12 years old golden retriever. Unfortunately our dog had a seizure during the stay and Monica did great. She called me right away and because she couldn’t reach me she called our vet right away to receive instructions. Thank you so much Monica for taking care of Nara at least for a few hours.”
Erin B.
“I would just like to say that I absolutely love Erin I have used her as a sitter for a long time now and every time she follows instructions to a t. Both of my kitties need a specific diet and feeding times and she always updates and ensures that I know they’re being taken well care of! She sends tons of photos and videos that melt my heart. I have come to view her as a wonderful person over all and her whole household has been amazing with my kitties. She is loving warm and over all receptive when you speak to her about any concerns or questions you may have. She is super attentive to all animals and I appreciate her so much. She has made things super great for me and my kitties love going over to her place! They feel right at home and are treated as family.”
Emma G.Star Sitter
“Emma was always available, communicative, open to changes, and very sweet with my dog. She sent lots of photos and videos to keep me informed and to reassure me that my pet was happy and well treated, and got lots of attention!!”
Shawna B.
“I only have great things to say about our experiences with Shawna! She's great at communicating - she was always quick to respond to qurstions and sent daily updates and pictures. She is also just a very nice person who immediately puts you at ease when leaving your pup in her care. She took great care of our guy and we will definitely use her 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 dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. 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, the median cost of dog boarding in Williamsburg is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Williamsburg dog boarding rates can be found as low as $26 to as high as $26 per night.
As of Aug 2025, 213 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, 87% of Williamsburg dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Williamsburg have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 213 dog boarding sitters in Williamsburg on Rover, so you’re sure to find the perfect match for your dog! In Williamsburg, 93% of sitters offer daily exercise, 96% offer medication administration, and 96% 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.
Connect anywhere with the Rover app
