Dog Boarding Chester

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Over 47
pet parents in Chester have booked dog boarding

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: Carla C.
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Carla C.
from
$50
per night
4.9 out of 5 stars
• 142 reviews
39 repeat clients
15 years of experience
Highland Lakes, NJ, 07422

“Carla was very accommodating to both me and my dog. She took great care of him and was able to work around my schedule for pick up and drop off.”

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Liam A.
Sitter Profile Image: Amy D.
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Amy D.
from
$65
per night
4.8 out of 5 stars
• 39 reviews
11 repeat clients
20 years of experience
Goshen, NY, 10924

“Amy was amazing with Ruba. She sent plenty of pictures and videos of Ruba having a wonderful time romping around with the other dogs! Will definitely be choosing Amy for our future dogsitting needs in this area.”

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Robert W.
Sitter Profile Image: Sandra E.
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Sandra E.
from
$55
per night
5.0 out of 5 stars
• 151 reviews
62 repeat clients
10 years of experience
Middletown, NY, 10940

“Sandra is wonderful with our dog. He is always happy to see her and spend time with her. She is very accommodating and caring. Highly recommended!”

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Irene M.
Sitter Profile Image: Tina T.
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Tina T.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
20 years of experience
Monroe, NY, 10950

“Buddy stayed at Dina for a few days and came back perfectly fine! In the photos and videos Tina sent me, it seemed that Buddy had a wonderful time and even had fun! Thank you, Tina!”

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Rivky A.
Sitter Profile Image: Daniel R.
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Daniel R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 53 reviews
18 repeat clients
25 years of experience
Middletown, NY, 10940

“Daniel took very good care of my boy. He was not used to being away from me, but I feel like he felt like home. Daniel sent me photos and daily updates. I do not live in the area, but I definitely recommend Daniel.”

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Alexandra M.
Sitter Profile Image: Morgan F.
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Morgan F.
Star Sitter
from
$64
per night
4.9 out of 5 stars
• 199 reviews
115 repeat clients
17 years of experience
West Milford, NJ, 07480

“We are first time dog owners and we brought our 11 month old German Shepherd to Morgan after seeing her rave reviews. We can verify she deserves all five stars - she was able to quickly interpret our puppy’s behavior and gave us tips for after the boarding experience. We were nervous as well since this was the first time our dog would be away from us for an extended amount of time but Morgan made us feel at ease with her professional veterinary experience and ability to help along our puppy’s socialization. We boarded our dog for 6 days and Morgan was very communicative during the stay, with quick response to our messages. We highly recommend her and plan to use her again.”

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Sabrina A.
Sitter Profile Image: Alexis A.
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Alexis A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 48 reviews
14 repeat clients
25 years of experience
Middletown, NY, 10940

“First time using Rover and super apprehensive… but Alexis made the experience of leaving my puppy behind super comforting. I was kept updated on Khloe and what she was doing. Comments throughout the day which I appreciated. I definitely recommend Alexis and will use her again and again.”

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Krishna M.
Sitter Profile Image: Chris C.
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Chris C.
from
$55
per night
4.9 out of 5 stars
• 43 reviews
13 repeat clients
35 years of experience
Monroe, NY, 10950

“So, where do I begin?! My family and I were going on vacation for 2 weeks and were in desperate need of a sitter for our 2yr old Amstaff Roxy. We set up a meet-n-greet with Christina and it was like love at first sight! Roxy absolutely looovvveedddd her and that was extremely comforting for us. We felt good leaving her for 2 weeks because we knew she'd be in excellent hands. Christina genuinely loves dogs, is super duper friendly and was so great about sending us updates and pictures while we were gone. We could tell Roxy had a fabulous time with her! If you're looking for a doggy sitter, I would most definitely recommend Christina - you won't regret it! We're looking forward to our next getaway! Thanks again Christina! :)”

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Alex & Ruthie R.
Sitter Profile Image: Julia R.
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Julia R.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 43 reviews
10 repeat clients
30 years of experience
Warwick, NY, 10990

“Julia did a wonderful job taking excellent care of Sunny while we went out of town! Knowing he was with her allowed us to really enjoy our vacation. She sent us pictures and videos each day, which we greatly appreciated! I highly recommend her! Thank you, Julia!”

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Kate V.
Sitter Profile Image: Cindy S.
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Cindy S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
32 years of experience
Warwick, NY, 10990

“Cindy was wonderful! She happily accepted our 5 year old Lab for a 4 day stay with only 4 day’s notice. Just when we were feeling guilty about not bringing Sybil on our trip a pic of her looking comfy and happy would show up to make us smile and know she was being taken good care of. Sybil enjoyed her stay at Cindy’s beautiful property and enjoyed her walks in the country too! Absolutely top notch stay in every regard.”

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Craig H.
Sitter Profile Image: Lyanne S.
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Lyanne S.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 98 reviews
30 repeat clients
12 years of experience
Newburgh, NY, 12550

“Lyanne and Eddie did a wonderful job watching my pup and I couldn't recommend them more! A few days before I had to drop my dog off, he needed to take antibiotics twice a day and when i asked them to do this, they said no problem and took care of it. Will definitely use them again. Thank you!”

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David G.
Sitter Profile Image: Jane H.
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Jane H.
from
$70
per night
5.0 out of 5 stars
• 39 reviews
23 repeat clients
20 years of experience
Chester, NY, 10918

“This was our first time using Rover.com for our dog Macy. Jane was very sensitive to Macy's needs and the message updates and photos were reassuring. Jane said Macy was welcome back anytime and I look forward to booking future stays with Jane.”

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Maureen L.
Sitter Profile Image: David G.
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David G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 92 reviews
23 repeat clients
8 years of experience
New Windsor, NY, 12553

“David was THE BEST!! I left my dog in David's care for two weeks and I never had a single moment of worry or doubt. He was a thoughtful, dedicated sitter who went above and beyond. My dog Charlie has trauma/aggression issues that make it hard for me to feel safe leaving him with a sitter, but David was extremely attentive and extremely careful. And when my dog got finicky with anxiety and didn't want to touch his meals, David went the extra mile with treats and enticements to keep him eating regularly. Charlie was in the best hands around. Highly recommended!!”

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Alejandro A.
Sitter Profile Image: Lieb B.
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Lieb B.
from
$70
per night
5.0 out of 5 stars
• 84 reviews
45 repeat clients
5 years of experience
Suffern, NY, 10901

“I can’t say wonderful things about Lieb! Truly a remarkable and dedicated pet caregiver. From the very first day, it was clear how deeply he cares for animals and the well being of the pets in his care. Also the very first day, receiving a picture of my pup became the highlight of my time away. Waking up to that familiar, happy face and another warm photo before bedtime gave me such comfort. And honestly, it made me smile way more than I expected. Lieb is the best!!!”

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Shoshana T.
Sitter Profile Image: Jill S.
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Jill S.
from
$60
per night
5.0 out of 5 stars
• 181 reviews
48 repeat clients
57 years of experience
Washingtonville, NY, 10992

“Jill was great to work with! She is very attentive and loving towards our dog, Rufus! Jill sent lots of photos and updates. Rufus had a great time during our meet and greet and during his stay with Jill! We highly recommend!”

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Mary Ellen H.
Sitter Profile Image: Arsenii S.
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Arsenii S.
Star Sitter
from
$72
per night
5.0 out of 5 stars
• 19 reviews
3 repeat clients
4 years of experience
Montrose, NY, 10548

“Arsenii takes great care of Bubba like always! We can rest assured that Bubba would have a great time when we are in vacation if he’s with Arsenii. He’s simply Bubba’s favorite :)”

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Mingjie L.
Sitter Profile Image: Vicky A.
Verified Background Check
Vicky A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
15 years of experience
Middletown, NY, 10940

“Very professional and loving I would leave my pet with Vicky anytime as well as recommend. Will see you soon Vicky. Thanks again”

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Rosalind C.
Sitter Profile Image: Sonia G.
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Sonia G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 57 reviews
16 repeat clients
10 years of experience
Peekskill, NY, 10566

“Sonia is an amazing dog sitter! Very kind, caring and responsible. Treated my dog like her own. Lives in a beautiful neighborhood to walk dogs. Very easy to talk to and arrange dates and times. Sent pictures every day. My dog made new friends and had a nice vacation with Sonia and her family.”

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Jill S.
Sitter Profile Image: Melissa C.
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Melissa C.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 42 reviews
10 repeat clients
35 years of experience
Chestnut Ridge, NY, 10977

“Another amazing experience for Watson with Melissa! She provides so many updates and photos/videos of him. Watson is clearly so comfortable and taken care of while staying with Melissa and her family. He goes on so many walks and is truly with a family who loves animals. So grateful for the help!”

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Allison B.
Sitter Profile Image: Jessica S.
Verified Enhanced Background Check
Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 45 reviews
19 repeat clients
25 years of experience
Ossining, NY, 10562

“Jessica and her husband were clearly so patient and understanding about sitting for a senior dog. Salto came back happy and excited! They sent regular photos and updates. I would absolutely have Salto stay with them again if we are in the area.”

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Michelle T.
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The median cost per night for dog boarding in Chester is $65

Dog parents share their Rover experiences - Chester

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5.0 out of 5 stars

The BEST pugsitter in the universe. We have used them many times over the years and they always make sure our sweet Pancake is safe and warm. The only family that we trust enough to leave our precious pup with.

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Kristy M.
Boarding
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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
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Meet local sitters who will treat your dogs like family

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Popular requests for dog boarding - Chester

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Sitters in Chester average 10
repeat dog boarding clients

FAQs for Dog Boarding - Chester

Frequently asked questions about Rover

The average cost for Dog Boarding in Chester on Rover is $64.2 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 1,077 sitters on Rover offering Dog Boarding across Chester. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

96% of Chester sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Chester landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chester 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 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 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 NY 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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