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

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

“My dog loves it at Nicole’s house! She is happily entertained with toys and bones each time and loves playing with Nicole’s daughter. It’s a great environment with a fenced yard, and Nicole is amazing at sending updates. Always a 10/10 experience!”

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Laura R.
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: Alexio S.
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Alexio S.
$50
total per night
5.0 out of 5 stars
• 59 reviews
26 repeat clients
30 years of experience
Northampton, MA, 01060

“Good dog boarder especially since it was a last minute request. At end of booking, Alex gave some good advice and recommendations for my foster. Would book again next time”

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Christopher D.
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: Katelyn C.
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Katelyn C.
$67
total per night
12 years of experience
Amherst, MA, 01002

About: I have had cats and dogs my whole life growing up. I know how to care for them and love them correctly. I love being around pets. I currently work part time so I’m not too busy with work. I go to school 4 days a week but have plenty of time at night and sometimes during the day. I will always make sure to watch your pets. I have a yard for them to play in and have time to walk them. I have other teenage girls in my house who love pets just as much as I do.

Sitter Profile Image: Elissa L.
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Elissa L.
$67
total per night
5.0 out of 5 stars
• 49 reviews
13 repeat clients
25 years of experience
Florence, MA, 01062

“Elissa was great! We were in town for a festival and just needed our two dogs boarded for the night. Elissa took our dogs' quirks and my husband's many questions in stride, and sent great updates. Our girls ended up both sleeping with her son, a sure sign they were comfortable and felt safe. Much appreciation for Elissa and would definitely book with her again!”

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

“We appreciated Amira so much for taking care of our two rabble-rousers. She provided a comforting presence and I could see they felt completely at home, which isn’t an easy task. In addition, we reached out midway through their stay and she responded immediately- this gave us peace of mind as well. Thank you!”

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Sarah T.
Sitter Profile Image: Aishea A.
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Aishea A.
$45
total per night
5.0 out of 5 stars
• 59 reviews
24 repeat clients
25 years of experience
Liberty Heights, Springfield, MA, 01104

“Aishea sent us updates about our dog daily along with videos and pictures. I could tell my dog and her's got along. She took him on a hike at the park by her house. I would definitely book with her again if I need to be in the area.”

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Nallely K.
Sitter Profile Image: Mindi S.
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Mindi S.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
15 years of experience
LUDLOW, MA, 01056

“Mindi was great. We definitely recommend her. Thank you for taking care of rambo”

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Marlene P.
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: Jillian M.
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Jillian M.
$56
total per night
4 years of experience
Amherst, MA, 01002

About: I’m an active, outdoorsy person who loves getting outside and enjoying some fresh air with a dog by my side. I especially enjoy walks, exploring new trails, and giving dogs plenty of time to play and get their energy out. I’m comfortable caring for dogs with different personalities and energy levels, and I’m happy to follow their normal routines for meals, walks, playtime, and downtime. I want every dog in my care to feel comfortable, safe, and well cared for while their people are away. I’ll also keep you updated with photos and messages along the way! I work remotely 5 days a week and have plenty of time to hang with your pup! Working from home gives me the flexibility to let your dog out for potty breaks as frequently as needed. I live close to a network of trails that your dog will love! My friendly Bernedoodle is always looking for friends and will keep us company!

Sitter Profile Image: Glorymar O.
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Glorymar O.
$50
total per night
5.0 out of 5 stars
• 47 reviews
17 repeat clients
6 years of experience
Memorial Square, SPRINGFIELD, MA, 01107

“My boys were well taken care of! We got home and they’ve been tuckered out since from all the playing they got to do. Glorymar is great about responding quickly to any messages and she sent lots of pictures. Will be using her again in the future!”

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Jennifer P.
Sitter Profile Image: megan b.
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megan b.
$50
total per night
4.9 out of 5 stars
• 142 reviews
42 repeat clients
20 years of experience
South Hadley, MA, 01075

“Megan did a great job of taking care of Max. She would send us pictures. Max loved sharing with her dogs. We thank her for the good care for our dog.”

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Sandra W.
Sitter Profile Image: Elizabeth H.
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Elizabeth H.
$50
total per night
5.0 out of 5 stars
• 3 reviews
6 years of experience
Enfield, CT, 06082

“Elizabeth watched my two dogs for the first time for two nights. My two seven year old boys are higher energy requiring more attention than many other dogs. I couldn't have asked for a better experience. She is incredibly sweet, attentive, and deeply responsible. Both my dog felt right at home from early on and absolutely enjoyed the walks and playtime. She sent me regular updates with pictures allowing total peace of mind. Perhaps more importantly, my two knuckleheads found a new best friend and I found a sitter that will definitely be used again for future needs.”

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William W.
Sitter Profile Image: Victoria S.
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Victoria S.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Maple High-Six Corners, Springfield, MA, 01105

About: Feeding, entertaining, and walking pets. Friends and family have trusted me in caring for their pets like my own when needed. I have had pets of all kinds growing up and have a passion for caring for dogs, cats and small animals such as guinea pigs. I currently work full remote and have flexibility to add in drop ins during the work day. I also have availability during weekends if you’re taking a trip, for multiple drop ins a day as needed. I currently have two cats who are my best friends. I have grown up around dogs and have dog sat for many years for friends and family. Walking and pop ins are the best part of my day.

Sitter Profile Image: Adam B.
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Adam B.
$56
total per night
5.0 out of 5 stars
• 3 reviews
40 years of experience
Chicopee, MA, 01020

“Adam was fantastic! Quick and clear communication from the initial message all the way to pick up. Adam was very friendly and has an immaculate house, so I felt very comfortable leaving my dog for the long weekend. His dog Rocky was friendly as well and was a great playmate for my dog Max. I will definitely be booking with Adam again!”

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Alexander M.
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

“Thank you Karen for taking care of my Noah you were so good to me and Noah I will recommend you 100% to anyone with your care very responsible you keep me calm on my vacation letting me know the whole time the Noah was ok taking care my pet as it was yours giving so much love thanks again..”

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Brendaydeleez M.
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

“Our dog had a fabulous stay with Mahayla! Since it was our first time, Mahayla offered to come to our home to get to know our pup before caring for her the next day. They hit it off immediately and Mahayla explained her background in animal/dog behavior studies and reassured us that all would go well... and it did! Our pup had a blast trail hiking and also just relaxing at Mahayla's home. Mahayla clearly understands and loves dogs, and it was clear that she was focused on our dog's enjoyment, comfort level and care. She was also focused on our needs as the owners. Leading up to care day she was extremely responsive. On care day she sent photos and updates. A perfect stay...thanks, Mahayla!”

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Deb G.
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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.

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

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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 Dog Boarding - Williamsburg

Frequently asked questions about Rover

As of October 2026, there are 312 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.

97% 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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