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: Karl K.
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Karl K.
Star Sitter
$45
total per night
5.0 out of 5 stars
40 reviews
14 repeat clients
55 years of experience
West Hatfield, MA, 01088

Arrow had a wonderful time staying with Karl. We had a meet and greet which was very professional and welcoming, and Arrow got to meet Karl's (super sweet) dogs while I checked out the accommodations and shared details about Arrow's needs. Drop off and pick up or a breeze and while we were away we got plenty of pictures of our boy having fun. I recommend this sitter.

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James D.
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
48 repeat clients
25 years of experience
Easthampton, MA, 01027

Patti took such good care of our boy for a whole month. We wouldn’t leave him with anyone else for that long. She and her pack are the best! He was so loved and at home there and came back to us happy and healthy. Thanks, Patti!

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

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. ???

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Deliah R.
Sitter Profile Image: Heidi H.
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Heidi H.
Star Sitter
$53
total per night
5.0 out of 5 stars
52 reviews
13 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
83 reviews
23 repeat clients
25 years of experience
Greenfield, MA, 01301

Nicole took such wonderful care of Dobby! She's a busy girl and Nicole was wonderfully communicative and kept me updated. It made the boarding process for me so much easier and less stressful!

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Cody S.
Sitter Profile Image: Tricia G.
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Tricia G.
Star Sitter
$50
total per night
5.0 out of 5 stars
14 reviews
5 repeat clients
20 years of experience
Chicopee, MA, 01020

Tricia was very easy to communicate with & made the process very easy! I felt great leaving my pup with her over the weekend and I know Pippin had a great time. She came back to me a very happy and smiley puppy.

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Jessie S.
Sitter Profile Image: Abigale & Eric F.
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Abigale & Eric F.
$45
total per night
5.0 out of 5 stars
6 reviews
10 years of experience
Chicopee, MA, 01013

I highly recommend this sitter! They were incredibly responsive, transparent, and communicative from the start, which gave me immediate comfort and trust. It was obvious how much they genuinely cared for Tahoe, and I knew he was in great hands. Their home was clean, safe, and welcoming, and the updates throughout his stay were greatly appreciated. I wouldn't hesitate to book with them again!

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David W.
Sitter Profile Image: John M.
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John M.
Star Sitter
$73
total per night
5.0 out of 5 stars
148 reviews
53 repeat clients
15 years of experience
Turners Falls, MA, 01376

John did a great job taking care of our dog. He took time to meet with us and get to know our dog’s needs beforehand and was very attentive and interested. John was able to manage our dog’s demanding medication routine and kept him busy with lots of walks and attention. And on top of that, John took fabulous pictures during the whole visit.

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Edward W.
Sitter Profile Image: megan b.
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megan b.
$45
total per night
4.9 out of 5 stars
132 reviews
38 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: Alison D.
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Alison D.
$39
total per night
15 years of experience
Northampton, MA, 01053

About: I have been the go to dog sitter for family, friends and coworkers for the last 15 years. I was finally able to adopt my very own pup a little over a year ago and have been obsessed with him ever since. We have a small fenced in backyard and live extremely close to the bike path and park! Lots of walks and exploring. I am looking to make pet care my full time career. I am aiming to be available daily for all types of care. Walking, daycare as well as overnight sleepovers! I have a small fenced in back yard and a cozy ranch style home. No stairs, for those pups who have a hard time getting around. I take daily morning walks with my guy around the park and have many other spots we visit on the weekends. Couches, beds, chairs, none of those are off limits. Your pet can be comfortable! If you want your pup to be spoiled, loved, and entertained while you are busy, look no further!

Sitter Profile Image: Dorjee D.
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Dorjee D.
Star Sitter
$56
total per night
5.0 out of 5 stars
31 reviews
18 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: Katelyn S.
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Katelyn S.
Star Sitter
$35
total per night
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
Westfield, MA, 01085

Posy had a great time with Katie and the dogs! She loved getting to play in the yard and get some outside time. Sue came home happy and ready for a nap!

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Auri C.
Sitter Profile Image: Sandra C.
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Sandra C.
Star Sitter
$44
total per night
5.0 out of 5 stars
40 reviews
14 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: Heather R.
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Heather R.
Star Sitter
$47
total per night
5.0 out of 5 stars
43 reviews
23 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: Brooke B.
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Brooke B.
Star Sitter
$50
total per night
5.0 out of 5 stars
133 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: Lataya I.
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Lataya I.
$39
total per night
4.6 out of 5 stars
15 reviews
3 repeat clients
10 years of experience
holyoke, MA, 01040

Happy and satisfied with Lataya quick response time and positive attitude given my last minute schedule changes. She is the best doggie MOM to my puppy Charlie! We bothare happy! 😌

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Jay C.
Sitter Profile Image: Rachel M.
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Rachel M.
Star Sitter
$67
total per night
5.0 out of 5 stars
15 reviews
6 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: Manolita B.
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Manolita B.
$39
total per night
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Westfield, MA, 01085

My dog had a wonderful day with Manolita!! She’s so kind and caring and made us both feel comfortable! When I picked him up from his stay he was very comfortable and calm, which was a great sign! She also sent pictures and updates throughout the day, which I loved! I highly recommend her!

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Kantha M.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
$56
total per night
5.0 out of 5 stars
24 reviews
11 repeat clients
10 years of experience
Greenfield, MA, 01301

Christian is great! He is patient, chill, and very good with dogs! I loved that our dog wanted to go back inside with him when we had to leave; that is a great sign!

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Gregory A.
Sitter Profile Image: Samantha & Brian S.
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Samantha & Brian S.
$56
total per night
5.0 out of 5 stars
6 reviews
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.
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The median cost per night for dog boarding in Williamsburg is $50

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  • 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

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  • 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

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Popular requests for dog boarding - Williamsburg

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Williamsburg average 11
repeat dog boarding clients

FAQs for Boarding - Williamsburg

Frequently asked questions about Rover

As of July 2026, there are 328 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.

98% 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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