Dog Boarding in Woodstock

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Top rated Woodstock dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ihar S.
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Ihar S.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
4 years of experience
Southbridge, MA, 01550

Julia took excellent care of my little Leo. She was very caring, attentive, responsible and super sweet. Would highly recommend to others. A++++

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Jennifer M.
Sitter Profile Image: Amber S.
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Amber S.
from
$45
per night
5.0 out of 5 stars
6 reviews
3 years of experience
Sturbridge, MA, 01566

Phenomenal care! Amber is a wonderful sitter, very caring, kind, empathetic and truly loves dogs. My Dante got a lot of love and attention. Amber communicated well, plenty of updates, pictures and videos. Best care for your furry kiddo! Highly recommend Amber as your sitter.

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Alena A.
Sitter Profile Image: James & Mallory N.
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James & Mallory N.
Star Sitter
from
$65
per night
5.0 out of 5 stars
230 reviews
61 repeat clients
30 years of experience
Southbridge, MA, 01550

Mallory and James provide a loving home environment for any pup they take in. The dogs are made to feel as a part of their own family. I know that Miss Kisses is safe, calm, and loved with Mallory and James.

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Terry S.
Sitter Profile Image: Chelsea K.
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Chelsea K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
23 reviews
13 repeat clients
17 years of experience
Dudley, MA, 01571

I can’t say enough good things about Chelsea K! She took amazing care of my dog, Dexter, and went above and beyond in every way. Her home was spotless and provided such a clean, comfortable environment that immediately put me at ease. Chelsea’s attention to detail was incredible—she followed all of Dexter’s routines perfectly and made sure he felt right at home. What really stood out to me was her patience and genuine care. Dexter can be a little shy at first, but Chelsea took the time to help him feel comfortable and safe, which I truly appreciated. She kept me updated with pictures and messages, which gave me total peace of mind while I was away. If you’re looking for someone who will treat your dog like their own in a clean, welcoming space, Chelsea is the one to book!

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Ryan R.
Sitter Profile Image: Colette B.
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Colette B.
from
$55
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Southbridge, MA, 01550

Colette was great with our two dogs, she has a lovely backyard where they got plenty of exercise and made themselves at home in her living room lounging on the couch and playing with their toys! I’d definitely recommend her for your pups care!

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Nicole S.
Sitter Profile Image: Amanda L.
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Amanda L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
40 years of experience
Plainfield, CT, 06374

Amanda did a great job! Highly recommended!

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Pedro T.
Sitter Profile Image: Samantha B.
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Samantha B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
75 reviews
18 repeat clients
40 years of experience
Chepachet, RI, 02814

This was our first time using Rover for our 9 month old puppy Bo. Samantha is amazing!!! She took such great care of Bo! He arrived to her with a fear of stairs from slipping on a couple of steps recently. Samantha worked on his fear while he was with her. He is a little timid still, but since getting home yesterday from Samantha’s, he went up and down with no problem. She even gave us tips and tricks to use if he was reluctant. He enjoyed walks with Samantha and has a new friend, her dog Mac and got to enjoy playing with him. We were updated daily and I had no worries @ all while we were away. We will definitely use her again!

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Jo-Anne R.
Sitter Profile Image: Thomas P.
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Thomas P.
from
$50
per night
5.0 out of 5 stars
2 reviews
6 years of experience
Putnam, CT, 06260

Helpful dog sitter.

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Maureen M.
Sitter Profile Image: Paola M.
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Paola M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
509 reviews
143 repeat clients
10 years of experience
Worcester, MA, 01607

We boarded our dog Lucas with Paola for a week, and we couldn’t be happier with the experience! Paola kept us updated throughout the stay by sending us regular pictures and messages, which gave us so much peace of mind. Lucas looked like he was having a blast—playing with the other dogs and enjoying his time. It’s clear that Paola truly cares for the dogs she watches. Highly recommend her to anyone looking for a reliable, loving dog sitter!

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Suleyca R.
Sitter Profile Image: Kristin T.
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Kristin T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
132 reviews
46 repeat clients
30 years of experience
Coventry, CT, 06238

We have a 10 month old rescue and were looking for a family with multiple dogs to keep our pup entertained and engaged for our first time leaving him for over a week. Kristin is the perfect fit! She is patient and accommodating and very communicative. Our dog thrived in her care and yours will too. We hope she is available next time we go out of town.

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Shandra C.
Sitter Profile Image: Lindsay F.
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Lindsay F.
from
$45
per night
5.0 out of 5 stars
21 reviews
3 repeat clients
12 years of experience
Dayville, CT, 06241

Lindsay and her husband took great care of our dog for the long weekend. They were so sweet to her, very communicative and I knew she was in good hands with Lindsay’s previous vet tech experience. We’ll be using them again next time we need a pet sitter ☺️

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Laura P.
Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
141 reviews
56 repeat clients
6 years of experience
Hampton, CT, 06247

Our dog had a wonderful time. Throughout our trip having pictures and videos sent to us of him having fun with other dogs put our minds at ease. When we left him we were worried because he had hurt his leg a day before our trip, so he needed attention and they wrapped it and put antibiotics cream on it for him. Jessica went above and beyond for our dog.

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Justin H.
Sitter Profile Image: Layla C.
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Layla C.
from
$60
per night
5.0 out of 5 stars
9 reviews
1 repeat client
30 years of experience
Dudley, MA, 01571

Layla is the most incredible person you could find to take care of your dog. She is so warm and loving and it was obvious from our boys demeanor, in photos and when we picked them up, what a good time they had had

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Tanya G.
Sitter Profile Image: Michael B.
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Michael B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
558 reviews
117 repeat clients
15 years of experience
Rutland, MA, 01543

This was my first time booking w Michael. I had a business trip & my usual boarder was out of state for the week. I was a little nervous about leaving Milo with someone new, but after visiting the home with its large fenced in play area, meeting Michael, getting the low down on the daily routine & seeing how attuned he is to each dogs individual needs, I knew Milo would be in good hands. Michael sent lots of pics & kept me informed of how Milo was doing throughout the stay. Milo didn’t eat much the first day and a half, so Michael made him some boiled chicken to top off & encourage him to finish his food. I so appreciate the extra TLC he provided while Milo adjusted to his new environment. Milo had lots of socialization & activity during his stay. I will definitely use Michael as back-up in the future.

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Lori R.
Sitter Profile Image: Melissa O.
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Melissa O.
from
$60
per night
5.0 out of 5 stars
238 reviews
80 repeat clients
8 years of experience
Worcester, MA, 01602

Another positive boarding experience with Melissa. Received regular updates and pics and was confident that Milo had plenty of outdoor time and socialization. Melissa and her fiance treat Milo like their own and he is becoming very comfortable in their care.

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Lori R.
Sitter Profile Image: Katie V.
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Katie V.
from
$45
per night
5.0 out of 5 stars
28 reviews
10 repeat clients
20 years of experience
Ellington, CT, 06029

Katie and her family were wonderful sitters, giving updates and pictures daily as well as quick responses when messaged. They gave our dog lots of attention and cuddles, even bringing her with to their family Christmas! They also helped fill her stocking with toys and goodies, which our dog is still happily playing with. I would recommend Katie to anyone!

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Autumn S.
Sitter Profile Image: Sue D.
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Sue D.
from
$30
per night
5.0 out of 5 stars
27 reviews
9 repeat clients
30 years of experience
Rochdale, MA, 01542

Sue has watched my two pups twice now and I cannot express enough at how grateful and lucky I feel to have found her! She truly loves dogs and I know when they are there that they are being cared and loved for exactly as if they were home. My dogs are attached at my hip, but when we get to Sue’s house, they are clearly so happy to be with her that it makes leaving them a LOT easier. Sue has been able to set my mind at ease (which is not a simple task!) and is very trustworthy. I highly recommend her services, she is now definitely my go-to sitter!

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Kristo P.
Sitter Profile Image: Meli J.
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Meli J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
20 years of experience
Northborough, MA, 01532

Melissa did a great job taking care of yummy! We had a two-week extended stay. She shared photo updates regularly and flags issues proactively. Would recommend to anyone.

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Richard M.
Sitter Profile Image: Dani P.
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Dani P.
from
$48
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Windham, CT, 06256

Dani is great with dogs. Our dog Hart spent the week there while we were on vacation. We got pictures and updates every day and he enjoyed his time there. Dani is conveniently located for us and very kind. Your dog will be in great hands!

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Mary A.
Sitter Profile Image: Monique K.
Verified Background Check
Monique K.
from
$50
per night
30 years of experience
Sturbridge, MA, 01518

About: My children and I absolutely love dogs, especially my 8 year old son. I work in the school system so we have the whole summer off to enjoy taking care of your pets! I live seconds from a walking trail so your pup can get plenty of exercise, love, and snuggles! I am available all summer long while school is out. July 1 through the end of August. I spend a few weeks teaching summer school- on those days I am home by 1 pm. Your pet will be safely cared for in my two bedroom apartment- with lots of snuggles, nature walks, and toys. I understand different dogs have different needs and I will cater to each pup as needed.

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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Woodstock dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Woodstock.

Rover makes it easy to find Woodstock dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.