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

Another great stay Piper had with Alexis. First sleepover and did great. Alexis is amazing with my dog in all aspects. Thank you , we appreciate you 🙏🏻

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Jenine T.
Sitter Profile Image: Jadyn G.
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Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
54 reviews
13 repeat clients
5 years of experience
Highland Mills, NY, 10930

Jadyn was so so great with my girls! this was a last-minute request and she helped us out. No problem and I got two very happy very tired puppies when I picked them up, could not recommend her more for any of your doggy daycare needs.

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Scott R.
Sitter Profile Image: Carla C.
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Carla C.
from
$50
per night
4.9 out of 5 stars
126 reviews
34 repeat clients
15 years of experience
Highland Lakes, NJ, 07422

Carla is a very nice young woman who had my old dog for 5 days. I think had a good time. Carla is very quick to respond to questions I asked via text. Ill be re booking in a couple of months again. Highly recommended. A+

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John O.
Sitter Profile Image: Fiona R.
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Fiona R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
9 years of experience
Highland Lakes, NJ, 07422

Fiona is amazing. My goldendoodle was immediately at ease, ran right to Fiona, tail wagging! My husband and I were comforted knowing he would have a great experience, and he did! I received wonderful pics and updates. We will be using Fiona for all future trips!!!

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Michele N.
Sitter Profile Image: Sandra E.
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Sandra E.
from
$55
per night
5.0 out of 5 stars
145 reviews
57 repeat clients
10 years of experience
Middletown, NY, 10940

Our Buddy seemed to be well taken care of for the couple days we were away. Pictures were sent to keep us posted and a nice little goody bag was sent home with him. Thank you for your care of our little guy!

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Steven V.
Sitter Profile Image: Tina T.
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Tina T.
from
$45
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Monroe, NY, 10950

We are SO thankful that Tina was available to watch our Ranger. She was so patient with his needs and gave us updates all the time while he was there. She is truly loving and we were able to enjoy our vacation time because of her. It’s very obvious how much she loves animals. We know our Ranger had a good time because he was very relaxed during pick up and Tina was able to provide him with a safe and relaxing environment. I would absolutely recommend her to anyone!

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Cassandra D.
Sitter Profile Image: Arsenii S.
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Arsenii S.
from
$72
per night
5.0 out of 5 stars
12 reviews
2 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: Lisa L.
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Lisa L.
Star Sitter
from
$100
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Waldwick, NJ, 07463

Lisa was very kind and caring with my Junie. She sent me texts and pictures and I was put at ease immediately. I would definitely recommend her and look forward to using her services again.

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Elizabeth B.
Sitter Profile Image: Lauren K.
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Lauren K.
from
$45
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
20 years of experience
Hewitt, NJ, 07421

Lauren is amazing. We left our pet with her for more than 2 weeks. She sent daily updates - and took great care of our pet. I highly recommend :-)

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

Amy not only came through on very short notice, she was kind, professional and accommodating. Tango - who had only been sat by family members prior to this - immediately felt comfortable and welcome. He had a ball, was well cared for and even got a bath and nail trim for an extremely reasonable additional charge. Amy is close to the retreat we were on, which was part of the reason why we chose her, but I would seriously consider making the 2-hour trip to her if Tango needed sitting again, regardless of her proximity to where I was going.

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LisaRoxanne W.
Sitter Profile Image: Michael C.
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Michael C.
from
$35
per night
4.9 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Florida, NY, 10921

About: Hello all! I’m Michael, and I looking forward to caring for your pup. I’m experienced with all ages and I treat every pup like part of the family. (Due to my current living situation, I am ONLY allowed to dog board/house-sit hypoallergenic dogs or dogs that shed minimally.) Let’s connect! My availability varies throughout the week but I can be more than flexible to accommodate your pets needs. Whether it’s taking your dog for a quick walk or boarding for a weekend, I’m your guy. I care for pets by trying to keep a clean environment at all times. Cleanliness is very important to me as I find it very important for general health.

Sitter Profile Image: David G.
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David G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
80 reviews
22 repeat clients
5 years of experience
New Windsor, NY, 12553

David was awesome and took excellent care of my pup while we were traveling. She had loads of play time, yummy healthy snacks and plenty of cuddles. I would highly recommend David to anyone looking for above and beyond care, loads of knowledge on dogs and a very proactive and professional approach to providing excellent care.

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Nancy H.
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 leaving our little Pug, Pancake, with Jane & Michaela. The meet and greet was fantastic-perfect way for everyone to meet each other and see if we were a good fit. Pancake has a quirky personality-she needs to sleep with a person, under the covers, every night:)-and that was totally okay with them. We knew then that these were going to be Pancake's new best friends:) Our trip was out of the country and the daily updates, pictures and videos were so appreciated and adorable. Our boys looked forward to the "Pancake Update" every night. It was such a relief to know she was being well taken care of and she was happy. They kept her active all week and she came home to us happy and healthy. We truly felt she was a member of their family for the week. Will always use these ladies in the future. Perfect pug sitters:) Do not hesitate to book with them!

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Kristy M.
Sitter Profile Image: Sonia G.
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Sonia G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
54 reviews
15 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: Dawn R.
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Dawn R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
33 reviews
16 repeat clients
20 years of experience
middletown, NY, 10940

Dawn has been amazing with taking care of my goldendoodle, Asha. She is very accommodating and sends updates everyday. I highly recommend her.

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Vishal P.
Sitter Profile Image: Elizabeth & Oleg I.
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Elizabeth & Oleg I.
Star Sitter
from
$70
per night
5.0 out of 5 stars
96 reviews
25 repeat clients
10 years of experience
Glen rock, NJ, 07452

Elizabeth & Oleg were great! I was preoccupied with moving during Milo's stay, so I was glad that he was in great hands and I didn't have to check on him. I got tons of pictures of Milo. He was able to play in their big fenced in yard, play with the kids and even made friends with their hamster. it's nice to know I have an awesome sitter for my German Shepherd Dog. Milo enjoyed his stay. I would recommend Elizabeth and Oleg to anyone looking for nice family and home with fenced in yard. BTW BONUS house is right next to Glen Rock park/ Saddle River park

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Mark R.
Sitter Profile Image: Jonathon M.
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Jonathon M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
20 years of experience
Walden, NY, 12586

Highly recommend. Johnathon has a lovely space where my pups had a blast. Loved the pictures he sent of them while I was away at my wedding. My Luna is an anxious dog and yet she did great. Definitely would rebook from here on out.

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Pavela S.
Sitter Profile Image: Patricia R.
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Patricia R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
126 reviews
39 repeat clients
12 years of experience
New Windsor, NY, 12553

Patricia took wonderful care of my dog and was very communicative throughout. She sent lots of pictures and my pup was clearly very well cared for. Will definitely be booking again, highly recommended!

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Sophy T.
Sitter Profile Image: Melissa C.
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Melissa C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
38 reviews
9 repeat clients
35 years of experience
Chestnut Ridge, NY, 10977

I cannot recommend Melissa and her family enough. From the moment we had a meet and greet with her, I knew Watson would be in amazing hands! After dropping him off, I was updated multiple times a day with pictures, videos, and updates of him living his absolute best life. There was also so much care taken to accommodate him since he had a recent injury that he’s just out of recovery for. They took care of him as if he was their own, even going for walks in the rain! I’m so grateful to have found people so truly caring and who love animals to take care of my little guy! He is currently sound asleep after an adventure filled few nights! I’ll absolutely be booking again in the future! Thank you all again for being incredible ☺️

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Allison B.
Sitter Profile Image: Maria V.
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Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
63 reviews
25 repeat clients
20 years of experience
Milton, NY, 12547

Maria was awesome!! Thank you so much! It’s the first time we have every left Bubby and we went away with peace of mind he was well being taking care of! She would send updates and pictures randomly to show us bubby was having a good time! Thank you again!

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Lenny W.
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The median cost per night for dog boarding in Chester is $60

Dog parents share their Rover experiences - Chester

1 / 1
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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Popular requests for dog boarding - Chester

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Sitters in Chester average 10
repeat dog boarding clients

FAQs for Boarding - Chester

Frequently asked questions about Rover

The average cost for Dog Boarding in Chester on Rover is $64.2 per night (as of July 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 July 2026, there are 1,088 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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