Dog Boarding Williamsburg

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Williamsburg, Find top rated dog boarding

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: Jessica C.
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Jessica C.
Star Sitter
$33
total per night
5.0 out of 5 stars
• 58 reviews
19 repeat clients
35 years of experience
Sunderland, MA, 01375

“Josie loves dogs and took great care of our Pip. The family made Pip feel good about spending the weekend with them and seemed to love her, even forgiving her for getting food off the counter. 😬 we feel fortunate to have found them.”

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Mary J.
Sitter Profile Image: Patti B.
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Patti B.
Star Sitter
$39
total per night
5.0 out of 5 stars
• 113 reviews
51 repeat clients
25 years of experience
Easthampton, MA, 01027

“I am a Rover host myself, but needed to find 1 night's accommodations for a long-term boarding. Patti and hubby were great. Kept me updates with pics and narrative, and gave willow plenty of exercise and fetch in their fenced in yard.”

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Ben N.
Sitter Profile Image: Karl K.
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Karl K.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 54 reviews
16 repeat clients
55 years of experience
West Hatfield, MA, 01088

“Karl and his dogs are very welcoming. Karl’s yard is well suited for the dogs with a large space and a fence. Karl communicates timely and goes out of his way to ensure all goes well. All the dogs got along well and our dogs adjusted well on both sends of their stay.”

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Sherri W.
Sitter Profile Image: Nicole S.
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Nicole S.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 83 reviews
23 repeat clients
25 years of experience
Greenfield, MA, 01301

“Ozzy had a wonderful time with Nicole and her family! Nicole was relaxed and welcoming, and encouraged Ozzy to feel at home. The weather was bitter cold but Ozzy got all his energy out tearing around their fenced backyard. Nicole was very communicative, sending frequent updates and photos, Highly recommended!”

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

“Sandra was very accommodating and welcoming. This was our first experience with having someone other than family care for Chase. He seemed at ease and well cared for. We will definitely rebook with Sandra and cannot thank her enough for making this process easy.”

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Lisette G.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$35
total per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
25 years of experience
Westfield, MA, 01085

“We couldn’t have asked for our doggie to be more loved and cared for. We just moved from California and were nervous about leaving our pup for the first time since the big move, but Katelyn and her family were absolutely wonderful. They sent photos to keep us posted and he looked perfectly comfy and at home in each. We are so grateful to have found Katelyn and would recommend her to others without hesitation. Our dog came back to us as though he had been on a retreat! Calm, happy, and himself.”

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Patrick D.
Sitter Profile Image: Rachel M.
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Rachel M.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
20 years of experience
South Hadley, MA, 01075

“I booked Rachel last minute fully expecting for her to not respond or say she was available and she responded within minutes for my last second request. She and her family took excellent care of Hank and sent me several pictures and updates through out. 10/10. Very happy to have found someone trust worthy i can leave my dog with and have no worries without feeling like i am burdening friends or family.”

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Phil B.
Sitter Profile Image: John M.
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John M.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 157 reviews
59 repeat clients
15 years of experience
Turners Falls, MA, 01376

“John took very good care of our pup and sent up plenty of pictures from their adventures. We will be going through him again in the future! 100% recommend him to everyone!”

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Jess G.
Sitter Profile Image: Dorjee D.
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Dorjee D.
$62
total per night
5.0 out of 5 stars
• 43 reviews
22 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: Brooke B.
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Brooke B.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 138 reviews
36 repeat clients
25 years of experience
Pittsfield, MA, 01201

“Brooke was an absolute lifesaver for our family when we got in a tough spot with a home move and we had absolutely no options for our large, elderly matriarch of a dog. I would enthusiasticaly recommend her to anyone. Our dog needed so much extra attention and we are really indebted Brooke and her family for helping us out.”

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Rich M.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
$69
total per night
5.0 out of 5 stars
• 56 reviews
13 repeat clients
15 years of experience
Northampton, MA, 01060

“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!!”

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Katherine M.
Sitter Profile Image: Carmela A.
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Carmela A.
$39
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
25 years of experience
Agawam, MA, 01030

“Carmela was super nice with my elder dog. My chihuahua suffered violence from a teenager and now his behavior is not the best. Carmela was so comprehensive and knew how to manage him to keep him feel safe in her home. I am so thankful that she received my baby in her home for the time I had to travel.”

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Virginia G.
Sitter Profile Image: Heather R.
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Heather R.
Star Sitter
$47
total per night
5.0 out of 5 stars
• 47 reviews
25 repeat clients
22 years of experience
Feeding Hills, MA, 01030

“Cannot thank them enough. It was my first time using Rover and on a short notice request- no problem. I got pictures of Alfie playing and cuddling throughout his stay which set me at ease. He also came back smelling nicer and was freshly brushed, he was so happy! I 100% recommend Heather and Norman”

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Nolan H.
Sitter Profile Image: Abigale & Eric F.
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Abigale & Eric F.
$45
total per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
10 years of experience
Chicopee, MA, 01013

“Jenna had a excellent stay she was very well taken care of Abigale snd Eric were very friendly and accepting of me being a over protective anxious dog mom they are well equipped to take care of her I will book with them again”

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Gale C.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
$59
total per night
5.0 out of 5 stars
• 35 reviews
12 repeat clients
10 years of experience
Greenfield, MA, 01301

“Christian responded quickly to our initial request & because we had a long drive he agreed to accommodate a 2 hour drop off window (we texted updates). He was friendly at drop off, happily engaged the dogs, asked good questions about their needs & sent photos as requested. At pick-up he offered details about their stay. Both dogs were happy to see us but seemed to have enjoyed their night with Christian. Would book again”

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Ac D.
Sitter Profile Image: Novelette C.
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Novelette C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 20 reviews
9 repeat clients
20 years of experience
Sixteen Acres, Springfield, MA, 01129

“I recommend Novelette highly. It seemed to take a bit for our dog to settle in, and Novelette was very patient & accommodating! She was a great communicator & sent plenty of pictures to keep me up-to-date on our dog. She was kind & flexible. Thank you again, Novelette!❤️”

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Laurie A.
Sitter Profile Image: Morgan S.
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Morgan S.
$56
total per night
5.0 out of 5 stars
• 18 reviews
5 repeat clients
7 years of experience
Enfield, CT, 06082

“Morgan was super helpful when I needed a sitter on my road trip! She was so good with Molly and helped out extra since Molly wasn’t feeling the best on my trip and eating irregularly”

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Elizabeth R.
Sitter Profile Image: megan b.
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megan b.
$50
total per night
4.9 out of 5 stars
• 140 reviews
40 repeat clients
20 years of experience
South Hadley, MA, 01075

“Once again, Jackson had a great time at Megan’s! He has become quite attached to her, thinking of her as another Momma. I’ll always trust his care to Megan.”

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Diane M.
Sitter Profile Image: Samantha & Brian S.
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Samantha & Brian S.
$56
total per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
18 years of experience
Wendell, MA, 01379

“Sam and her family took excellent care of my two dogs! Communication was top-notch, and I loved to see how happy and well cared for they were. They came home content and tired, which is the best review of all. It’s clear they had a great time in your beautiful spot in the forest. Thank you so much, Sam! 🤩”

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Margaret E.
Sitter Profile Image: Amira G.
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Amira G.
Star Sitter
$39
total per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Enfield, CT, 06082

“Amira was awesome. She handled our “troublemaker “ great.”

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

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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

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  3. 3. Book & Pay

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Popular requests for dog boarding - Williamsburg

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Williamsburg average 10
repeat dog boarding clients

FAQs for Dog Boarding - Williamsburg

Frequently asked questions about Rover

As of September 2026, there are 310 sitters on Rover offering Dog Boarding across Williamsburg. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

97% of Williamsburg sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Williamsburg landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Williamsburg 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 Williamsburg.

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.

You and your Williamsburg 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 MA 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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