Dog Boarding Chester

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Chester, 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: Ashley M.
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Ashley M.
Star Sitter
from
$65
per night
4.9 out of 5 stars
• 56 reviews
16 repeat clients
20 years of experience
Claremont, NH, 03743

“Ashley and her family were a wonderful mini-vacation for our girl Lily!!! Lily absolutely loved their huge, securely fenced yard and got along great with their sociable dog and kids. Thank you so much for taking such great care of her, we would absolutely be back!”

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Leigh S.
Sitter Profile Image: Joseph & Corbin B.
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Joseph & Corbin B.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 257 reviews
130 repeat clients
20 years of experience
Meriden, NH, 03770

“Denali is always happy at Joe’s house. She loves playing with his dogs, and gets great care from Joe and his partner. They treat her like family.”

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Ida B.
Sitter Profile Image: Tessa H.
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Tessa H.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
8 years of experience
Springfield, VT, 05156

“Tessa was fantastic with our Riley girl! 10/10 recommend her services. Riley had the best time and her communication was phenomenal the entire stay. Thanks Tessa!”

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Victoria C.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Cornish, NH, 03745

“Jeter was soo happy!!! The frequent updates were so helpful, especially when he hasn't been away from me much before. 10 for 10!! Will do it again.”

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SamiJo
Sitter Profile Image: Letícia B.
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Letícia B.
from
$75
per night
5.0 out of 5 stars
• 21 reviews
4 repeat clients
10 years of experience
Brattleboro, VT, 05301

“My dog had a great time with Leticia! She sent us pictures during the day which were much appreciated! We look forward to booking with her again soon!”

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Ken B.
Sitter Profile Image: Madelyn B.
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Madelyn B.
from
$28
per night
6 years of experience
Winhall, VT, 05340

About: I've loved caring for dogs of all shapes and sizes. I love that every dog has its own unique personality. I would love to meet yours! Very flexible at the moment. I can maintain a consistent week-to-week schedule with your pup. I am also free for one-time drop-ins! Happy to help wherever is needed. I can walk, feed, play with, or take your dog on adventures. I am also happy to socialize your dog if they are friendly! Any service you may need for your pup!

Sitter Profile Image: Nancy H.
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Nancy H.
from
$70
per night
4.9 out of 5 stars
• 29 reviews
9 repeat clients
3 years of experience
Wells, VT, 05774

“Thank you for taking care of Fritz, he returned happy, healthy and well taken care of! He made new friends with Adrian's Husky and had lots of play time. Thank you!”

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Marsha H.
Sitter Profile Image: Alicia W.
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Alicia W.
from
$49
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
10 years of experience
Keene, NH, 03431

“Alicia and her sweet family welcomed Ollie into their home for a 10 day stay. This was Ollie's first stay away from home and Alicia did her best to make him feel safe and comfortable during his stay. Upon pickup he was healthy and happy - would not hesitate to book again!”

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karin a.
Sitter Profile Image: Grace M.
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Grace M.
from
$125
per night
5.0 out of 5 stars
• 7 reviews
15 years of experience
Athens, VT, 05143

“Grace and her sweet pup Luddy made it SO comfortable and easy for us to leave our girl for the weekend. She obviously cares a great deal, is very kind and responsive, and clearly enjoys the time with her guests. Her home and property are safe/comfy with lots of space in nature to play and explore. I highly recommend her and will be asking for her help sitting again for sure!”

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Diana P.
Sitter Profile Image: Mike & Laura O.
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Mike & Laura O.
from
$125
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
25 years of experience
Putney, VT, 05346

“Mike and Laura are wonderful. You can immediately tell just how much they love animals and they treated our pup like he was their own. They kept us up to date the whole visit with lots of pictures and videos and made sure our dog had a great time. He got tons of exercise and play and they made sure he had a nice soft spot to snuggle down. Their property is also a great location with wide open fields and plenty of places to take a dog for good walks and sniffs. I'd highly recommend Mike and Laura and I know our dog will be looking forward to another visit with them in the future!”

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Andy & Allison H.
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  • 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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    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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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 - Chester

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FAQs for Dog Boarding - Chester

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Chester 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 Chester.

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 Chester 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 VT 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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