Dog Boarding Woodstock

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Woodstock, Find top rated dog boarding

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
$50
per night
5.0 out of 5 stars
• 14 reviews
5 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: James & Mallory N.
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James & Mallory N.
from
$65
per night
5.0 out of 5 stars
• 238 reviews
63 repeat clients
30 years of experience
Southbridge, MA, 01550

“Loki says he had the best time ever! Thank you for having him and taking such great care of him as well. I’m sure he was a handful at times especially with him missing us and we appreciate all you do!”

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Dawn E.
Sitter Profile Image: Anna & Austin B.
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Anna & Austin B.
from
$40
per night
1 repeat client
11 years of experience
Sturbridge, MA, 01566

About: I have grown up with dogs, and have taken care of them since I was 8 years old. At age 22, I became a dog mom to a Rat Terrier- mix with a huge personality named Harley. We have grown together through many phases of life (I am 33 and married now). Over the past decade we have watched many friends’ dogs for extended periods of time. I have experience with many breeds as well as dogs with behavioral challenges, though I do require that they be able to get along with other dogs. I work from home full-time, so I can always be there to keep your pet company! For dog walking, Harley and I go on daily walks to a beautiful park down the street at Westville Lake. We typically do a ~1.5 mile loop on the gravel path around the lake, but can adjust to your pup’s needs! I work from home full time, so can be pretty flexible in terms of scheduling and availability. I take my dog on daily walks, and would do so for yours as well. Because I work from home, I can keep your dog company, and let them out for potty breaks in our fenced in back yard as frequently as they need! I have a fenced in yard and walk dogs daily at our local park. I have one ~25lb dog-friendly dog in the home. I can easily crate either your or my dog, but do ask that your dog is dog- friendly as well!

Sitter Profile Image: Amanda L.
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Amanda L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
40 years of experience
Plainfield, CT, 06374

“Amanda was wonderful! Consistent updates and Teddy got lots and lots of love. Would absolutely book with her and her wonderful family again!”

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Jennifer D.
Sitter Profile Image: Adrian L.
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Adrian L.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Leicester, MA, 01524

“Adrian was great with our dog. He kept us updated on how she was doing and sent pictures she was very comfortable in his home. Highly recommend we will be using his services again.”

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Jennifer K.
Sitter Profile Image: Kexin & Carlos W.
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Kexin & Carlos W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
10 years of experience
Blackstone, MA, 01504

“Excellent experience! We needed last minute overnight care for our two dogs and Kexin and Carlos were great. Very communicative and sent pictures/videos throughout, but also sent us home with a couple printed photos of our dogs enjoying their time. Their dog and cats were friendly with our dogs as well. Would recommend to anyone! Thank you!”

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Emily M.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 24 reviews
10 repeat clients
3 years of experience
Brimfield, MA, 01010

“Amber was an awesome pet sitter, she had both girls for two weeks and took amazing care of them. She was super responsive, sent lots of pictures, and really loved on them which is all you can ask for.”

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Sophie L.
Sitter Profile Image: Austyn D.
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Austyn D.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
12 years of experience
Bolton, CT, 06043

“Joy had a great time with Austyn & her puppy Sophie. She took good care of her and sent regular updates and pictures. Will consider her again for future boarding.”

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Rumi D.
Sitter Profile Image: elizette m.
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elizette m.
from
$35
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
20 years of experience
Manchester, CT, 06042

“Elizette provided the best care for Winston! He had an amazing time with her 2 dogs running around in the enclosed yard. She did a great job with his feeding and going out schedule. Thank you!!”

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Beshoy A.
Sitter Profile Image: Caylin R.
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Caylin R.
from
$45
per night
4.8 out of 5 stars
• 8 reviews
10 years of experience
Woonsocket, RI, 02895

“Caylin and her husband were very nice and accommodating and gave daily updates and pictures. Kept contact and answered quickly. I would recommend highly. I would definitely use their services again.”

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Abdulrahman A.
Sitter Profile Image: Laura L.
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Laura L.
from
$50
per night
18 years of experience
Killingly, CT, 06239

About: Hi! My name is Laura and I’m an experienced dog mom of nearly two decades. I know how to keep dogs feeling safe, clean, fed, and cared for when their owners need some help. I can offer special care and also give medications if needed. Note: I can only accommodate small dog breeds. My dog named “Tallulah” is a 9Ib female (spayed) Maltese. She is very dog friendly, though, we can discuss whether you’d like your dog to spend time with Tallulah or be in a separate area of my home. I can accommodate any specific requests you may have! 💞 🐾 I currently work remotely from home so dog boarding is available Monday-Sunday! I am present for the entirety of your dogs stay. My goal is to provide the care your dog is accustomed to at home so the experience is not only safe but enjoyable 🏠 🐾 ❤️ All dogs in my care will be tending to just like they’re at a special dog hotel and on a schedule of your choosing. My home is very quiet, private, and safe. I can accommodate any specific requests you may have! 💞 🐾

Sitter Profile Image: Meli J.
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Meli J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 reviews
5 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: Erica P.
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Erica P.
from
$60
per night
5.0 out of 5 stars
• 315 reviews
124 repeat clients
12 years of experience
Worcester, MA, 01606

“Waldo had a great time and made some new friends . Thank you Erica for the best pic updates and truly giving our pet a loving home<3 Highly recommend <3”

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Isamar M.
Sitter Profile Image: Keasha B.
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Keasha B.
from
$52
per night
5.0 out of 5 stars
• 104 reviews
33 repeat clients
10 years of experience
Cranston, RI, 02910

“Lily adores Keasha and runs to the house when we arrive, eager to spend time with her. I might be jealous if it didn’t give me such peace of mind.”

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Stacy G.
Sitter Profile Image: Dina B.
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Dina B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 10 reviews
5 repeat clients
10 years of experience
Hopkinton, MA, 01748

“Our 10 month old golden retriever had a great time staying with Dina. She was able to accommodate us last minute. She was wonderful with him! Her communication was much appreciated during our time away. We will 100% be using Dina in the near future.”

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Kathryn S.
Sitter Profile Image: Kate A.
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Kate A.
from
$60
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
5 years of experience
Charlton, MA, 01507

“Kate was incredible. Flexible, dependable, great and communication, friendly and very caring. We couldn’t have asked for a better place for our pooch to spend the weekend. She sent us lots of photos and was super easy to coordinate with. We’re so grateful for our time with her and her family. HIGHLY RECOMMEND!”

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Paria S.
Sitter Profile Image: Paola M.
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Paola M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 562 reviews
161 repeat clients
10 years of experience
Worcester, MA, 01607

“1st time long term boarding and everything went perfectly. Paola and Margav kept us updated daily (including with photos and videos) on how things were going. Cody had a terrific time, was well cared for, lots of personal interaction with Paola and Margav and got to play every day with his regular daycare dog friends and other boarders which greatly helped him make an easy adjustment. This experience was far far better (for him and us) than boarding at a commercial pet care facility and we will absolutely go this was on all future boarding requirements. I can’t thank Paola and Margav enough for making this so easy and stress free.”

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Jack S.
Sitter Profile Image: Devorat S.
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Devorat S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 37 reviews
11 repeat clients
10 years of experience
Cranston, RI, 02920

“Devorat is an absolute dream. She is truly the pet-parent that you want if you have to be away from your own pet. My dog Mookie stayed with Devorat for 5 days and nights on very short notice. She messaged frequently in the first 24 hours to keep us updated on how Mookie was settling in, and sent plenty of photos during the entire stay. We could tell from the photos that he was clearly comfortable in his home-away-from-home. He and Toby were great playmates in the fenced-in backyard, and he Devorat were fast friends, with plenty of couch cuddle-time. Knowing Mookie was well cared for really helped us enjoy our family trip. In addition to her care and attention to Mookie, Devorat also offered accommodation and flexibility in the drop-off and pick-up scheduling to make things as easy as possible for us as we nailed down our travel plans at the last minute. I really appreciated her communication throughout the visit, and I could tell from her updates that she was really taking time to get to know our dog, and that he was in the best possible hands. We already plan to book with Devorat again soon!”

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Julia V.
Sitter Profile Image: Ashton L.
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Ashton L.
from
$37
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
18 years of experience
Worcester, MA, 01610

“Michael loved his stay with Ashton and Seph!! They sent plenty of photos of his adventures and cuddles. They were very accommodating and quick to respond as well.”

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Sam P.
Sitter Profile Image: Andrea G.
Verified Background Check
Andrea G.
from
$44
per night
5.0 out of 5 stars
• 49 reviews
19 repeat clients
24 years of experience
Coventry, CT, 06238

“Lily loved her stay with Andrea and Kurt! We are so thankful to have such peace of mind, knowing she is well taken care of and happy to be there. The fenced in yard is fantastic, Andreas dogs Hazel and Penny are now Lily’s pet friends! My husband Dave and I are retired and looking forward to being able to travel. It’s such a wonderful feeling knowing we have a family with a loving home to care for Lily. Andrea is exceptional at sending photos through out the stay, it is very reassuring to see”

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Nadine L.
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The median cost per night for dog boarding in Woodstock is $55

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 - Woodstock

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Woodstock average 11
repeat dog boarding clients

FAQs for Dog Boarding - Woodstock

Frequently asked questions about Rover

As of November 2026, there are 956 sitters on Rover offering Dog Boarding across Woodstock. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

95% of sitters in Woodstock 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 Woodstock 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 Woodstock.

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.

Yes, you can find sitters who have experience with handling special pet needs in Woodstock. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Woodstock 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 CT 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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