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
48 reviews
15 repeat clients
55 years of experience
West Hatfield, MA, 01088

Karl is excellent, and his care of my doggie pogo was unique in that pogo had a large secure fenced in yard to play in, and Karl has his own doggies who get along well with other doggies. And our puppy got to sleep on the bed just as he does at home with us. I trust Carl. This was a doggy vacation for Pogo rather than dog ‘boarding’

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Shelly B.
Sitter Profile Image: Jessica C.
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Jessica C.
$33
total per night
5.0 out of 5 stars
56 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: 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 is such a wonderful pet sitter. We were so fortunate she was able to take our wonderful senior rescue pup for a week. My dog is a love, but takes time to warm up to people and Heidi gave him so much grace and set him up for success. He was sick one day while in her care and I so appreciated her non alarmist, calm caring for him and frequent updates. Sometimes when we get our pup back from away stays he's notably stressed. I think he actually came home calmer than ever from his stay-cation with Heidi. We hope she never stops pet sitting.

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Jessica S.
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
49 repeat clients
25 years of experience
Easthampton, MA, 01027

I was very nervous about the prospect of leaving Naki with anyone but a relative, especially since I haven't used Rover for any of their services. However, once I got to know Patti, my anxiety instantly went away. Her calm and kind demeanor brought me comfort as I knew Naki would be in good hands. Naki was with Patti for a weekend, and she would send me updates every couple of hours with pictures of him doing various activities. I could tell Naki was completely relaxed and comfortable during his stay. Patti genuinely loves animals and I will definitely be a returning customer. Thank you for everything, Patti.

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Keyla C.
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

Laddie’s stay with Nicole could not have been a better first experience- for him, and for us. Nicole was incredibly flexible, understanding of our anxiety, and sent MANY fabulous photos and reassuring messages. She also put up with our neurotic requests! I suspect Laddie was reluctant to leave. He had a blast with her dog, AND her amazing cat😂. I

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Linda C.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$35
total per night
5.0 out of 5 stars
7 reviews
4 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: Abigale & Eric F.
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Abigale & Eric F.
$45
total per night
5.0 out of 5 stars
9 reviews
10 years of experience
Chicopee, MA, 01013

I booked sort of last minute and wasn't able to make a meet and greet happen (though Abigale kindly offered) and I felt totally comfortable dropping my Bernie off. I got plenty of updates while away and plan to use them again! Bernie was well cared for! And their home is lovely! Thank you!

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Amber N.
Sitter Profile Image: Sandra C.
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Sandra C.
Star Sitter
$44
total per night
5.0 out of 5 stars
41 reviews
14 repeat clients
30 years of experience
Indian Orchard, INDIAN ORCHARD, MA, 01151

I needed a last minute boarding for my dog Enzo, as my family and I were going out of town. I found sandra on rover and she was available. We met the morning we drop of our dog Enzo. Sandra’s pleasant personality and lovely home gave me a sense of comfort and that my dog Enzo was gonna be good taken care of. she took really good care of Enzo, sent me pictures and video and I knew Enzo was confortable and happy . I really recommend Sandra and will use her service again for future boarding. Thank you so much Sandra ,

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Cora M.
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: John M.
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John M.
Star Sitter
$78
total per night
5.0 out of 5 stars
150 reviews
55 repeat clients
15 years of experience
Turners Falls, MA, 01376

Out of the past 10 dogsitters we’ve used, John is the best. We got 5+ pictures of a day clearly showing our dogs were happy and having fun. John noticed and mentioned a half dozen things that showed us he was attentive to our dog’s needs and sensitive enough to help them when they were in need. Our dogs came back visibly less stressed than with other dogsitters, so we will be using John from now on!

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Kelley B.
Sitter Profile Image: Alison D.
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Alison D.
$39
total per night
5.0 out of 5 stars
2 reviews
15 years of experience
Northampton, MA, 01053

Awesome experience. My dog came home very happy. Highly recommend!!!

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Niki H.
Sitter Profile Image: Brooke B.
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Brooke B.
Star Sitter
$50
total per night
5.0 out of 5 stars
135 reviews
33 repeat clients
25 years of experience
Pittsfield, MA, 01201

So glad we found Brooke!!! We had deferred family vacations out of driving distance for the past two years because we no longer had family nearby who could watch our pups. That has all changed now. Rover.com was recommended by a friend and truthfully I was a bit hesitant until I met Brooke. She responded so quickly to my messages when I was exploring sitters and as soon as the pups met her I knew this would be a great match. She treated our girls like family, letting them nap on the furniture (just like at home), taking them for walks and playing fetch. She sent us pictures each day of the dogs and it made us feel so much more at ease seeing they were being loved on. I can not say enough kind things about Brooke and her family and I highly recommend her. She went exceedingly above what was necessary and we will certainly be calling on her again!

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Teena G.
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
25 repeat clients
22 years of experience
Feeding Hills, MA, 01030

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!

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

Carmela was great and took really good care of our dog.

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Tyson E.
Sitter Profile Image: Mindi S.
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Mindi S.
$45
total per night
5.0 out of 5 stars
5 reviews
4 repeat clients
15 years of experience
LUDLOW, MA, 01056

Hailey loved staying with Mindi and her family and is looking forward to her next sleepover.

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Jr G.
Sitter Profile Image: Novelette C.
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Novelette C.
Star Sitter
$54
total per night
5.0 out of 5 stars
15 reviews
8 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: Christian M.
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Christian M.
Star Sitter
$59
total per night
5.0 out of 5 stars
26 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: Emma G.
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Emma G.
Star Sitter
$69
total per night
5.0 out of 5 stars
53 reviews
13 repeat clients
15 years of experience
Northampton, MA, 01060

Emma was great for our big, goofy, energetic young dog. She sent us a lot of updates and he came home happy. We will definitely use Emma again!

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Josh B.
Sitter Profile Image: Chris S.
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Chris S.
$56
total per night
5.0 out of 5 stars
23 reviews
8 repeat clients
28 years of experience
Westfield, MA, 01085

Chris is the perfect dog sitting. She was caring and intuitive to Charlotte’s needs. Charlotte’s care was like a doggie vacation. She had walks, playtime and a new friend to play with. Charlotte was made to feel comfortable within Chris’ home. Also, I enjoyed glimpses of her visit via photos/ videos. It was a great experience. Thank you, Chris

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Deborah A.
Sitter Profile Image: Dorjee D.
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Dorjee D.
Star Sitter
$62
total per night
5.0 out of 5 stars
36 reviews
21 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.
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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?

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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.

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    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

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Sitters in Williamsburg average 10
repeat dog boarding clients

FAQs for Boarding - Williamsburg

Frequently asked questions about Rover

As of August 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.

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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