Dog Boarding in Williamsburg, MA

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Top rated Williamsburg dog boarders

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Karl K.
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Karl K.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
55 years of experience
West Hatfield, MA, 01088

“Karl did an amazing job with our Great Dane! Not a lot of people are up for caring for such a big dog, but Karl wasn’t intimidated. Our dog loved his stay and came home happy and healthy! Thank you, Karl!”

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heidi p.
Sitter Profile Image: Jessica C.
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Jessica C.
$33
total per night
5.0 out of 5 stars
• 51 reviews
18 repeat clients
35 years of experience
Sunderland, MA, 01375

“They we're great with Ranger! I received updates and pictures each day about how Ranger was doing and any antics he was up to. Lots of walks were taken and i really appreciated the help and flexibility to work with my schedule. Ranger came home happy and tired from all his excitement!”

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Kalia L.
Sitter Profile Image: Patti B.
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Patti B.
$39
total per night
5.0 out of 5 stars
• 105 reviews
47 repeat clients
25 years of experience
Easthampton, MA, 01027

“We are new to using Patti, but couldn't be happier with her care of our Josie. Patti was very good about letting me know how Josie was getting on and sending photos of the two of them together. I have already scheduled our next visit with Patti!”

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Karla C.
Sitter Profile Image: Heidi H.
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Heidi H.
$53
total per night
5.0 out of 5 stars
• 40 reviews
9 repeat clients
30 years of experience
Northampton, MA, 01060

“Heidi did a fantastic job taking care of our puppy, Kaju. She was great about sharing pictures and updates, which made us feel so at ease. Kaju came back happy and well-cared for. Highly recommend her!”

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Amir K.
Sitter Profile Image: Nicole S.
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Nicole S.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 68 reviews
20 repeat clients
25 years of experience
Greenfield, MA, 01301

“Suki had a blast with Nicole and her husband! Nicole sent daily photos, updates on activities, and I brought home a very happy —and tired—dog. Suki will no doubt miss all the activities and snuggles! Thanks!”

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Mieke B.
Sitter Profile Image: Dorjee D.
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Dorjee D.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 12 reviews
7 repeat clients
15 years of experience
Amherst, MA, 01002

“Astrid is great! She kept us updated during the stay. Really easy to work with. Really flexible on drop off/pick up time. Mooncake had a great time!”

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Cici X.
Sitter Profile Image: John M.
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John M.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 140 reviews
49 repeat clients
15 years of experience
Turners Falls, MA, 01376

“John was great! He sent me the cutest pictures of Benji while I was away. Benji was so happy and tired after staying with John and his doggo for the weekend!”

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Jordan S.
Sitter Profile Image: megan b.
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megan b.
$45
total per night
4.9 out of 5 stars
• 111 reviews
36 repeat clients
20 years of experience
South Hadley, MA, 01075

“Excellent overnight for 2 nights. Very accommodating. Great communication, provided updates and pictures. Bloom was very relaxed and adjusted quickly into a new environment.”

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Marla Q.
Sitter Profile Image: Sandra C.
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Sandra C.
Star Sitter
$44
total per night
5.0 out of 5 stars
• 35 reviews
13 repeat clients
30 years of experience
Indian Orchard, INDIAN ORCHARD, MA, 01151

“Sandra is great! Lottie clearly remembers her and is so excited to see her which says it all. She communicates well, loves dogs and has a nice fenced in yard. We will keep coming back for sure!”

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Kendall S.
Sitter Profile Image: Julia Z.
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Julia Z.
Star Sitter
$67
total per night
4.9 out of 5 stars
• 80 reviews
31 repeat clients
10 years of experience
Easthampton, MA, 01027

“Julia and her children were great to my dog, Charly. It was the first time I left him with anyone and I was nervous about leaving him. Julia was very pleasant and even met Charly and I before his stay so I could see how he interacted with her and if she thought she could handle him. Julia was sensitive to Charly's needs (he is a tripod). She and her children were very affectionate with him and made him feel at home. She sent me pictures and messages daily, upon request to let me know how Charly was doing. Unfortunately, he was a little homesick at first and didn't have his regular appetite so Julia gave him chicken and even went to the store and bought the brand of canned food that I told her I sometimes feed him at home. She was very flexible with my schedule when dropping him off and picking him up. I would definitely recommend Julia to anyone and I would also book with her again!”

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Melanie H.
Sitter Profile Image: Heather R.
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Heather R.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 35 reviews
18 repeat clients
22 years of experience
Feeding Hills, MA, 01030

“Heather’s house is a great place for dogs! My pups enjoyed meeting new friends and Heather was very accommodating on scheduling. The dogs are looking forward to their next visit.”

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Paul C.
Sitter Profile Image: Brooke B.
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Brooke B.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 126 reviews
33 repeat clients
25 years of experience
Pittsfield, MA, 01201

“Brooke and her family were great! I had to find boarding on a moments notice and Brooke was so good to me and Ryder. Ryder had a great time staying with Brooke and her family! Thanks so much for watching my baby!”

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Rebecca M.
Sitter Profile Image: Aishea A.
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Aishea A.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 54 reviews
20 repeat clients
25 years of experience
Liberty Heights, Springfield, MA, 01104

“Aishea was nice and welcoming to Charlie. He felt comfortable immediately with her. Charlie was very well taken care of. Kept me updated of how he was and sent picture and videos. Will definitely recommend. Thank you Aishea!”

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Luz R.
Sitter Profile Image: Angie E.
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Angie E.
$56
total per night
4.9 out of 5 stars
• 76 reviews
39 repeat clients
8 years of experience
McKnight, Springfield, MA, 01109

“Angie was great! She kept me updated, made my dog feel comfortable and adjusted well to any last minute modifications. Very appreciative of her understanding with things. ??”

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Carolyn R.
Sitter Profile Image: Ali S.
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Ali S.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
2 years of experience
Amherst, MA, 01002

“Ali and his wife are incredible caretakers for animals in their care. I got pictures every day of my dog. It made me feel secure in her care. I recommend them highly.”

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Blake M.
Sitter Profile Image: Kim M.
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Kim M.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 67 reviews
23 repeat clients
20 years of experience
Westfield, MA, 01085

“My dog loves Kim and her kids so much. She was so excited to see them on her last stay. I felt like the mom of a three year old being dropped off at preschool when the kid runs in and starts playing with their friends. I'm so glad our dog is so happy at Kim's place!!!”

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Michelle D.
Sitter Profile Image: Emily J.
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Emily J.
$34
total per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
7 years of experience
Amherst, MA, 01002

“Emily was absolutely incredible watching my dog this weekend. From the moment I dropped him off, she made everything feel easy and stress free. She was warm, attentive, and clearly has a natural way with animals. She kept me updated throughout the stay with photos and messages that showed how happy and comfortable he was. It meant so much knowing he was in such good hands. He came home relaxed, well cared for, and clearly loved his time with her. If you’re looking for someone truly trustworthy, caring, and reliable, Emily is the one. I’ll definitely be booking with her again. Couldn’t recommend her more!”

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Grace P.
Sitter Profile Image: Caitlin C.
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Caitlin C.
Star Sitter
$54
total per night
5.0 out of 5 stars
• 11 reviews
6 repeat clients
20 years of experience
West Springfield, MA, 01089

“Caitlin boarded our dog Frodo for a week, it was our first time leaving our dog with anyone. We couldn't be more pleased with the care Frodo receive from the family and the communication pictures and videos were great as well ! We highly recommend Caitlin and her family for pet care. We look forward to using them again.”

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Debra And William G.
Sitter Profile Image: Christian M.
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Christian M.
$56
total per night
5.0 out of 5 stars
• 11 reviews
6 repeat clients
10 years of experience
Greenfield, MA, 01301

“Christian is very thoughtful and kind with animals and people. I would definitely recommend him.”

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Farmer B.
Sitter Profile Image: Desire W.
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Desire W.
$45
total per night
10 years of experience
Holyoke, MA, 01040

About: Hello, we are Desire and Coco. I have 10 years of experience with dogs and other animals, and Coco has 1.5 years experience chasing balls through the park. Growing up on a farm, I had many different animals that I helped care for and love. We make sure to stick to a routine, I give her lots of attention, and I will make sure that every dog feels just as comfortable, safe, and loved while visiting with us. I offer cozy, in-home care just for dogs. With a playful 1.5 year old dog of my own, I’m experienced in keeping pups happy, active, and well supervised🐾 I'm currently working part time from home, so I will be available to play and take care of your dog. My schedule is flexible, just let me know if your dog has a specific routine and I will be more than happy to follow it. I have a fenced in yard and a friendly 1.5 year old dog to keep your fur baby company. Our yard is perfect for when the zoomies hit and free from chemicals and/or salt. There is also front row seating if your dog enjoys people watching.

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Over 7
pet parents in Williamsburg have booked dog boarding

How Rover works

  1. 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. 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. 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!

The median cost per night for dog boarding in Williamsburg is $50

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.

Sitters in Williamsburg average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Feb 2026, 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.

If you’re searching for a Williamsburg dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Feb 2026, 215 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, 91% of Williamsburg dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Williamsburg have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 215 dog boarding sitters in Williamsburg on Rover, so you’re sure to find the perfect match for your dog! In Williamsburg, 94% of sitters offer daily exercise, 97% offer medication administration, and 97% 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.