Dog Boarding Chester

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Over 46
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: Jadyn G.
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Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 59 reviews
15 repeat clients
5 years of experience
Highland Mills, NY, 10930

“Jadyn was excellent with Max. He was so happy with her. She is awesome and loving with Max. She took pictures and kept us updated. She takes great care of our dog. She is a definitely someone that you can trust with your pets. We will definitely be use her services for the future. I was thrilled with the care she provided for Max.”

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

“Alexis was great! She watched our dog Bentley for us while we were getting married. The house was clean and had a nice backyard area for Bentley to play. She kept in constant communication sharing photos every day and she even went above and beyond by dropping Bentley at the wedding so he could be a part of the ceremony and then picked him up after. We couldn’t be happier!”

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

“Daniel watched our one and a half year old cockapoo for a long weekend. Our pup had a great time. Daniel sent daily updates and took him for walks. There is a fenced in yard which was great too! We will definitely book again for future trips.”

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

“Sonia is amazing!! She LOVES dogs and took great care of Moonie. She shares photos and videos for everyday updates. our dog had wonderful time with Misty (Sonia’s dog) and other dogs for day care and boarding. Will certainly back to Sonia for day care or boarding again in the future.”

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Teng Y.
Sitter Profile Image: Alarie S.
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Alarie S.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Upper Saddle River, NJ, 07458

“Alarie and her family were absolutely wonderful with our dog. From the moment we met them, we felt completely at ease leaving him in their care. They created such a warm, loving environment for him, and it was clear throughout his stay that he was well cared for. Alarie was highly responsive and shared frequent updates and beautiful photos throughout his stay, which we really appreciated. We’re so grateful to Alarie and her family for treating our pup like one of their own. We would absolutely recommend them and would be very happy to have our pup stay with them again!”

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Bella G.
Sitter Profile Image: Maria V.
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Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 72 reviews
30 repeat clients
20 years of experience
Milton, NY, 12547

“I have always been very happy with Maria watching our dogs. I have used her any time we go on vacation and my daughter is a regular customer now too. The thing I like best ( and my dogs like too) is this is not a kennel- it’s a home that they become part of the family. My dogs never liked kennels and became very upset whenever I brought them to one. At Maria’s they jumped out of the car and were happy to be there - like visiting a relative home. I’m very glad I found Maria and most of all my dogs are very glad too!”

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Gary S.
Sitter Profile Image: Monica & Kelvin G.
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Monica & Kelvin G.
from
$69
per night
5.0 out of 5 stars
• 315 reviews
111 repeat clients
6 years of experience
Upper Saddle River, NJ, 07458

“What can I say these guys saved the day. We were going to get married at another country and I was nervous about leaving my furbabies. They were so great! Kept me informed! My fur babies were happy. I couldn’t have been more happier with who I chose to take care of my babies. Thank you so much for relieving some of my anxiety. Will def. Book again.”

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Alquiolarys P.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$50
per night
5.0 out of 5 stars
• 1 review
10 years of experience
New Windsor, NY, 12553

About: I recently had a German shepherd that lived to 14 years old. I know how to care for senior dogs, I know what it entails. I have no problem administering medicine. He also wasn't friendly with other dogs and I know it's hard to find sitters who also don't have animals. I do not have any animals in my home which will allow me and my family to give all the time, love and attention to your fur baby. I am a stay-at-home mom so I can give your pet plenty of attention. I have a fenced-in backyard that your dog can roam and I like to go on walks. Your dog is allowed to freely roam around my home. I can also crate if needed if you provide the crate. I have a fenced backyard that the dog can access at any time and I have 3 children who would absolutely LOVE to play with and spoil your dog once home from school. If I am at a client's home, I can do whatever the client would like me to do. Feed, fill up the water bowl, administer medicine, let the dog outside and play with him/her in the backyard for a while. I just want the animal to feel comfortable, loved and taken care of.

Sitter Profile Image: Dawn R.
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Dawn R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 35 reviews
16 repeat clients
20 years of experience
middletown, NY, 10940

“This was the first time using Rover. I will absolutely trust Dawn to watch my Lily again. Dawn was understanding with me and my fears of leaving my pup. Her family was very welcoming as well. She went above and beyond on making her home pet friendly. I received many photos and videos to set my mind at ease. If 6 stars was option I would give it to her!”

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

“So thankful to have found someone for our Keira. Morgan responded quickly for a short notice weekend trip and was quick to respond to my inquiries while we were gone as to how Keira was doing. We usually use a local kennel but have found that she comes home sad. She needs a lot of human interaction. Without her pack, she gets lonely. She came home much happier this time. Morgan and her family obviously made Keira feel very at home.”

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Heather V.
Sitter Profile Image: Nina M.
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Nina M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 26 reviews
9 repeat clients
12 years of experience
Vernon, NJ, 07462

“Great sitter!! Very good with my two dogs!! Nina sent photos and videos throughout the day so I could see what they were up to!! Would book again and recommend!”

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Molly S.
Sitter Profile Image: Kelly L.
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Kelly L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 67 reviews
26 repeat clients
5 years of experience
Franklin lakes, NJ, 07417

“Kelly was wonderful with Watson. Sent me pics and videos every day. She also helped me out by accommodating him very last minute. Thank you Kelly. I”

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Cheryl C.
Sitter Profile Image: Alisa L.
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Alisa L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 9 reviews
9 repeat clients
20 years of experience
Mahwah, NJ, 07430

“My girls had a great 2 weeks here! They will miss Latte💋💜”

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Judy K.
Sitter Profile Image: Beata L.
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Beata L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
16 years of experience
Tuxedo Park, NY, 10987

“Beata was wonderful!! I genuinely felt that she really cared for my dog while she was staying with Beata for 2 days. I got so many updates with pictures and videos ant it made me feel at ease. Thanks Beata!!”

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Jill P.
Sitter Profile Image: Michelangelo K.
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Michelangelo K.
from
$58
per night
5.0 out of 5 stars
• 21 reviews
3 repeat clients
21 years of experience
Westwood, NJ, 07675

“Mike was absolutely wonderful\! He picked up Judge right on time and delivered him safely and on schedule\. He was incredibly caring and attentive, taking Judge for walks and making sure he was comfortable and well cared for throughout the entire trip\. Judge is a big boy—about five times the size of most dogs—and he slobbers quite a bit\! Despite that, Mike made him feel completely comfortable, safe, and loved\. I truly appreciate the exceptional care Mike gave Judge\. I highly recommend him to any dog owner looking for someone trustworthy, caring, and dependable\. Thank you, Mike\!”

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Judi T.
Sitter Profile Image: Beckie M.
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Beckie M.
from
$45
per night
4.6 out of 5 stars
• 12 reviews
4 repeat clients
15 years of experience
Walden, NY, 12586

“Beckie and her family were the perfect home away from home for our high-energy 2yo German Shepherd. She has a beautiful and massive back yard and provided photo updates throughout the stay. We’ll happily trust Beckie with Echo on future trips and highly recommend her!”

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Chelsea M.
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: Ann J.
Verified Background Check
Ann J.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 142 reviews
70 repeat clients
7 years of experience
Hillsdale, NJ, 07642

“Leo is a a rescue and sensitive. He was able to eventually open up and even mingle with other dogs! Felt like that I was able to enjoy my vacation without much worry.”

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Louisa K.
Sitter Profile Image: Debra W.
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Debra W.
from
$85
per night
5.0 out of 5 stars
• 291 reviews
125 repeat clients
42 years of experience
WANTAGE, NJ, 07461

“Our Havanese, George, stayed with Debra last week. He had a blast! We got daily pictures and videos and he was a very happy and well-exercised dog when we picked him up! The dogs get a lot of love and Debra's house and property are wonderfully set up for their stay. She was very thorough in getting to know George ahead of his visit, making sure she knew his medical history/needs, his habits, his diet, personality etc before he stayed with her. George will definitely be coming back in the future. Would highly recommend!”

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Marie H.
Sitter Profile Image: Maureen G.
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Maureen G.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 34 reviews
8 repeat clients
19 years of experience
Nyack, NY, 10960

“We are very happy to ask Maureen for our Chamonix. Maureen was waiting for us in front of her house to do a first meeting before sitting. She’s very reliable and responsible. She kindly updated how Chamonix’s doing through her stay. We will definitely return to her if we needs someone next time.”

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Natsuko N.
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The median cost per night for dog boarding in Chester is $65

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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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 - Chester

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Chester average 11
repeat dog boarding clients

FAQs for Dog Boarding - Chester

Frequently asked questions about Rover

The average cost of Dog Boarding in Chester is $64 per night as of November 2026. Most bookings cost between $54 and $70 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 1,089 sitters on Rover offering Dog Boarding across Chester. 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.

96% of sitters in Chester 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 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.

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

  • 88% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% 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 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.

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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