Dog Boarding Williamsburg

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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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
• 59 reviews
19 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: Nicole S.
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Nicole S.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 85 reviews
23 repeat clients
25 years of experience
Greenfield, MA, 01301

“When I picked up Rocky at the end of our visit, he was calm and happy and not particularly excited to see me. This is the highest possible praise for Nicole. Normally my dog is an anxious mess after not seeing me for even a few hours, so he must have felt safe and been extremely well cared-for. Pick up and drop off were seamless, Nicole sent just enough pictures and updates. I highly recommend her.”

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Viveca B.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$35
total per night
5.0 out of 5 stars
• 14 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: Brooke B.
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Brooke B.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 139 reviews
36 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: 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: Taylor A.
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Taylor A.
Star Sitter
$47
total per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
10 years of experience
Ludlow, MA, 01056

“Taylor and his wife were absolutely wonderful with my 2 girls! He updated me on how they did and their behavior and you can tell they really love dogs. Their 2 dogs are also well behaved and very sweet. I really like how open there home is so there’s lots of space for the dogs to run around, plus a nice backyard. Thank you guys!”

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Rebecca F.
Sitter Profile Image: Allison M.
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Allison M.
$45
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
30 years of experience
Granby, MA, 01033

About: I have 30 years experience with puppies through seniors - healthy through special needs. Training for puppies on leash walks through walking seniors in a stroller. My dogs have ranged from disabled chihuahuas, big German shepherds, and lively beagle mixes. I excel at bonding and building trust with pets and look to have a unique connection with each one. For doggy daycare and boarding: Right now, I dont own any dogs. Your dogs would be the only dogs in my home. When there are dogs in my home, my cats are safely locked away in the basement with their food, toys, water, and playhouses. There will be no interaction. I am currently working part time (remotely) and fully available to care for your pets, play with them, give them all the attention, care, and love they deserve! Morning, afternoon, evening, late night care is well within my timeframe. Caring for your dog: I will only walk on leash - no unleashed care unless within a fully fenced backyard. If you are training your dog, I will be able to continue with training. I am able to administer medication if needed. If your dog has any allergies or requires special food, please be sure to let me know. Happy to perform brushing or baths if needed. Pets, hugs, playtime, or lounging and relaxing - whatever their preference and makes them feel safe, relaxed, and comfortable. As for caring for your cats, I request a full schedule of their feeding times, and recommendations as to what they enjoy playing with. If they like to be brushed, please note. If they are skittish or love attention from people, please let me know so I can provide them with a level of care that will allow them to feel safe.

Sitter Profile Image: Forough & Amir N.
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Forough & Amir N.
Star Sitter
$54
total per night
5.0 out of 5 stars
• 38 reviews
27 repeat clients
8 years of experience
Belchertown, MA, 01007

“Forough and Amir were awesome! Baloo got a playmate in Ruby and he lioked so happy. We got daily updates and that helped know he is doing fine. We will definitely work with Forough and Amir again! Definitely recommend!”

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Aesha B.
Sitter Profile Image: Caitlin C.
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Caitlin C.
Star Sitter
$54
total per night
5.0 out of 5 stars
• 16 reviews
9 repeat clients
20 years of experience
West Springfield, MA, 01089

“Caitlin was an amazing sitter for our dog Steve! During our pup’s 10-day stay, Caitlin provided picture and video updates to help us know he was safe and happy. When we picked him up, Steve was so relaxed and happy (way more so than when we used to keep him at the kennel). It was clear that Caitlin truly cared about making sure Steve's stay was comfortable and close to his normal routine. Her young kids were so gentle and kind with the dog, and we never had any concerns. I definitely recommend Caitlin!”

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Lauren B.
Sitter Profile Image: Wendy A.
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Wendy A.
$39
total per night
4.9 out of 5 stars
• 8 reviews
3 repeat clients
30 years of experience
Westfield, MA, 01085

“Wendy was great! I needed a dog sitter at the last minute and came across her profile. I loved that she was so close to my home, and she made the entire experience stress-free. During my dog's stay, I received nightly text updates along with photos and videos, which I really appreciated. This was the first time I'd traveled over 13 hours away from my sweet girl, so I was super nervous. After the first day went so well, all my worries disappeared, and I was able to fully enjoy my trip knowing she was in great hands. I will definitely book with Wendy again and maybe next time she'll even get to meet my kitty too!”

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Sarah H.
Sitter Profile Image: Lataya I.
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Lataya I.
$39
total per night
4.6 out of 5 stars
• 16 reviews
3 repeat clients
10 years of experience
holyoke, MA, 01040

“Lataya is so compassionate and kind to my Charlie 😊 Quality attention and loads of fun is what you will receive with Lataya. Thank you for always being flexible and kind to us.”

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Jay C.
Sitter Profile Image: Summer P.
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Summer P.
$56
total per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
8 years of experience
Wilbraham, MA, 01095

“Summer was lovely to communicate with and sent a lot of photos of Raven, which I loved ! Raven was super pooped when I picked her up so I know she had a lot of exercise too.”

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Julie C.
Sitter Profile Image: megan b.
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megan b.
$50
total per night
4.9 out of 5 stars
• 142 reviews
41 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: Ali S.
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Ali S.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 30 reviews
7 repeat clients
5 years of experience
Belchertown, MA, 01007

“Ali was very nice and was good about communicating. Minnie seemed to be in very good spirits when I picked her up. He shared photos of her daily during her stay. Minnie will be looking forward to going there again, I’m sure.”

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

“Kim watched our elderly Yorkie while we were away for a week. She was always quick to reply to any questions or concerns we had leading up to his stay. During our time away, she stayed in touch and sent pictures. She informed us that our dog was comfortable and already into a routine which we were so happy to hear since we know how anxious he can be when he is away from home. We felt at peace while away. We will DEFINITELY book her again!!!”

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Cheryl G.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 24 reviews
8 repeat clients
20 years of experience
Pittsfield, MA, 01201

“Irene is the best! She is very responsive and caring with our slightly neurotic dog. 🐶 He always comes home happy and calm. Irene has a great setup for playtime (fenced yard, screened porch).”

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rochelle d.
Sitter Profile Image: Sarah A.
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Sarah A.
$45
total per night
5.0 out of 5 stars
• 8 reviews
20 years of experience
Enfield, CT, 06082

“Sarah was amazing! From the beginning, she was very responsive to all of our questions about the booking. Our dog tends to be shy and can sometimes be aggressive with other dogs, but Sarah made it work, and our dog got along with hers right away. She sent us daily updates with photos and videos, which gave us great peace of mind. Our dog was very happy during her stay! We will definitely book with Sarah again and highly recommend her as a dog sitter.”

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Ada D.
Sitter Profile Image: Karen T.
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Karen T.
Star Sitter
$55
total per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
10 years of experience
East Forest Park, Springfield, MA, 01118

“Karen is fantastic! My dog Jackson loves staying at her house with her two little dogs. She sends lots of photos and Jackson always looks happy. She is a great sitter!”

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Erin P.
Sitter Profile Image: Mahayla G.
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Mahayla G.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 54 reviews
25 repeat clients
15 years of experience
Adams, MA, 01220

“Molly loved hanging out with Hailey. Molly went everywhere with Hailey. Molly thrives in a home setting. So glad we have Hailey to watch Molly.”

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Jean M.
Sitter Profile Image: Russ & Janet W.
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Russ & Janet W.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 65 reviews
31 repeat clients
11 years of experience
Longmeadow, MA, 01106

“Belle had a great experience with Russ and Janet once again. They took great care of her with lots of walks and pets. It's so reassuring that we can leave Belle with caring sitters. Thank you!”

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Carol F.
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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.

How to book dog boarding

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

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 Dog Boarding - Williamsburg

Frequently asked questions about Rover

As of October 2026, there are 316 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

98% of sitters in Williamsburg can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

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

<b>Tip:</b> 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 , 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 .

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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