Pet Boarding Chester

Find a loving Chester pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 48
pet parents in Chester have booked pet boarding

Chester, Find top rated pet 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: Crystal B.
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Crystal B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 73 reviews
14 repeat clients
10 years of experience
Fort Montgomery, NY, 10922

“My dog didn’t want to come home after staying with Crystal and has pouted since I brought him home. He clearly had a blast. I read the positive reviews when booking, and I’m glad I listened to everyone. Highlights- great communication, loved my dog as her own, gave me complete peace of mind while I traveled. I couldn’t have asked for a better person to trust to watch my best friend.”

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Way2go I.
Sitter Profile Image: Emily G.
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Emily G.
from
$38
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
New Windsor, NY, 12553

“She is amazing and a blessing! I definitely recommend her to take care of your pet. She’s very attentive and a pleasure to have watch out pet. Will definitely come back again.”

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Daisy A.
Sitter Profile Image: Priscilla M.
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Priscilla M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 58 reviews
11 repeat clients
12 years of experience
Park Ridge, NJ, 07656

“We couldn’t be happier leaving Piper with Priscilla. She treats Piper as her own dog. I get lots of pictures and Piper lives her best life there!”

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Danielle S.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$50
per night
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: Meghann F.
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Meghann F.
from
$35
per night
10 years of experience
Fishkill, NY, 12524

About: I have grown up with animals my entire life. Starting with dogs, cats, pigs, cows, goats and fish. Caring for a pet builds patience, empathy, and unconditional love. In addition to caring for my personal pets I also help take care of dogs with our neighbors before and at work with one dog and two cats. I’m currently working part time after school hours Monday to Thursday so basically free during the day and can work all day Friday plus weekend if needed but it really depends on the time or day you need I will accommodate. I have a small backyard and extra room which we normally call sunroom for now with one of my dogs that can accompany your dog. I can easily crate your dog as well if needed. I have one in my house that my dog stopped using for a while.

Sitter Profile Image: Molly G.
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Molly G.
from
$68
per night
5.0 out of 5 stars
• 44 reviews
14 repeat clients
15 years of experience
Spring Valley, NY, 10977

“Molly watched Harley several times over the past 4 months with flexibility and understanding. We had a family situation that required short notice changes to the pet sitting duration and additional reservations. I'm especially thankful that when we were able to pick Harley up a couple of days earlier, Molly gave us a refund for the days Harley did not stay with them, without us asking about it. We received photos regularly, and Molly's comments about Harley made us feel comfortable she gets to know her pet sits as individuals. We can see that her whole family takes good care of her. Harley many times had the benefit of playing with other dogs, and always got outdoor time, and coming back a happy dog each time. We are very fortunate to have such an honest, reliable, and kind pet sitter so close by.”

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Kenichiro & Iris Y.
Sitter Profile Image: Cierra M.
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Cierra M.
from
$55
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
10 years of experience
New Windsor, NY, 12553

“Cierra was great with Winnie. She was great at communicating and providing updates.”

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Matt H.
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
• 102 reviews
28 repeat clients
10 years of experience
Glen rock, NJ, 07452

“Third time leaving our Coco with Elizabeth. She was wonderful. Coco came home calm and exhausted. Would definitely recommend this family. We felt so at ease leaving her.”

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Phyllis D.
Sitter Profile Image: Maxine B.
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Maxine B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 16 reviews
8 repeat clients
13 years of experience
Yorktown Heights, NY, 10598

“Absolutely Incredible Dog Sitter! We couldn’t be happier with the care our Lia received while we were away. Maxine kept us updated which only confirmed that she was having a great time and was so well taking care off. We can’t thank her enough for providing such loving care. We’ll definitely be booking again in the future!”

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Marisa L.
Sitter Profile Image: Noelanie W.
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Noelanie W.
from
$70
per night
15 years of experience
New Hampton, NY, 10958

About: I have 15+ years of experience boarding and caring for dogs of all sizes, breeds, ages, and personalities, providing a safe and loving environment for dogs has been a part of my life for many years. My family has a long history of boarding and breeding hunting dogs through established bloodlines in Scotland, giving me experience with dogs and their individual personalities from an early age. I intentionally board no more than three guest dogs at a time. Keeping our guest list small allows me to provide personalized attention and gives each dog the opportunity to settle into our home and become part of the family during their stay. 🏡 A true home-away-from-home: I don't routinely use cages or kennels. Our guests are welcome to freely roam and enjoy the home just like our own resident dog, Benji does. If your dog is crate-trained and you prefer that their normal crate routine be maintained, we're happy to accommodate that as well. 🐾Room to explore: My home sits on two acres with a beautiful pond, and walking trails offering plenty of interesting sights and smells for supervised outdoor adventures and potty breaks. 🌳Right on the Heritage Trail: I am fortunate to be located directly along the Heritage Trail, making it easy to incorporate leashed walks, fresh air, exercise, and plenty of sniffing into our guests' stays. 🐶 All shapes, sizes & personalities welcome: From little pups to gentle giants, energetic personalities to professional couch loungers, we understand that every dog is different. I do take the time to learn your dog's routine, personality, preferences, and comfort level. 📸 You'll receive photos and updates throughout your dog's stay, so you can see how they're doing and enjoy your time away with peace of mind. 🚗 Transportation is also available for an additional fee, depending on location, and I am happy to accommodate extended stays of 7+ nights. My goal is simple: provide a warm, comfortable place where your dog can enjoy their own little vacation while you're enjoying yours. Rest assured, during your pups stay they will be only with a familiar face, Benji the house resident and myself :)❤️🐾 Pet care is a natural part of our everyday routine. Because I welcome a maximum of only three guest dogs at a time, I'm able to give each pup plenty of individual attention throughout the day. Our guests enjoy regular leashed walks and potty breaks, including walks along the beautiful Heritage Trail located right by our home. There is plenty of time for play, exploring, naps, cuddles, and simply relaxing with us around the house. I do my best to maintain each dog's normal feeding, sleeping, walking, and medication schedule so their stay feels as comfortable and familiar as possible. I also welcome extended stays of 7+ nights and offer transportation for an additional fee when needed. My home is located on two beautiful acres with a pond and direct access to the Heritage Trail, giving your dog plenty of opportunities for supervised outdoor time, adventurous sniffs, and leashed walks. Inside, I provide a cage-free, home-style environment. Guest dogs have free roam of my home and are treated like part of the family rather than being kept in kennels. I will use a crate if an owner requests it because that is what their dog is accustomed to at home. I accept dogs of all sizes and personalities and take time to learn about each dog’s temperament, routine, habits, and individual needs before their stay. I limit boarding to a maximum of three guest dogs at a time so I can provide close supervision and personalized attention. With more than 15 years of dog-boarding and care experience, creating a safe, loving, and comfortable environment is always my priority. Owners also receive regular photos and updates while they’re away. I encourage clients parents to check in whenever they would like - even a facetime here and there would be nice!

Sitter Profile Image: Megan D.
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Megan D.
from
$38
per night
5.0 out of 5 stars
• 2 reviews
5 years of experience
Wappingers Falls, NY, 12590

“Morgan was great! I had a last minute trip and she accepted the booking even with short notice. My dog also seemed very happy in her care! She sent pictures and videos and was overall communicative. I would definitely recommend!”

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Francesca R.
Sitter Profile Image: Jessica D.
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Jessica D.
from
$59
per night
5.0 out of 5 stars
• 20 reviews
11 repeat clients
20 years of experience
Croton-on-Hudson, NY, 10520

“Jessica and her family were the perfect hosts for our dog. We felt comfortable that our pup was with a nice family who treated her as one of their own. We received regular updates and communication was excellent.”

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Chris C.
Sitter Profile Image: Peiyi & Gregory W.
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Peiyi & Gregory W.
from
$65
per night
5.0 out of 5 stars
• 61 reviews
16 repeat clients
30 years of experience
Ridgewood, NJ, 07450

“Peiyi is responsive and very flexible at drop-off and pick-up time, she took care of Ginger really well and Ginger enjoyed his boarding time very much, will definitely get back to Peiyi next time for boarding!”

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Ruida T.
Sitter Profile Image: Brittany L.
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Brittany L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 47 reviews
15 repeat clients
37 years of experience
Wappingers Falls, NY, 12590

“Brittany was reliable and timely in communicating. Our fur babies had a good time with her and they came home feeling good. She was polite to interact with. We will be using her again if we need a sitter!”

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Christine S.
Sitter Profile Image: Debbie L.
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Debbie L.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
50 years of experience
Putnam Valley, NY, 10579

“Amazing people and so kind! The back yard is a perfect playground as well! My babies had an incedibly fun and safe time with Debbie. Super duper!!”

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Katherine K.
Sitter Profile Image: Kia S.
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Kia S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 93 reviews
37 repeat clients
15 years of experience
Hawthorne, NJ, 07506

“Kia took great care of our pup Winston. He was calm and behaved normally when we picked him up, indicating he was happy with the stay! Kia was kind and sent updates making us feel more comfortable as well.”

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Jeanne K.
Sitter Profile Image: Sridevi M.
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Sridevi M.
from
$53
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
5 years of experience
Nanuet, NY, 10954

“Sridevi and her husband were great! Took great care of our lab, including providing cooked meal as per his schedule. Very easy communication and timely updates, with lots of pictures and videos that kept us up to date on his whereabouts. I would gladly refer her and use services again as needed.”

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Kundal S.
Sitter Profile Image: Pia G.
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Pia G.
from
$50
per night
20 years of experience
Bloomingdale, NJ, 07403

About: We care for pups of all ages and are experienced with administering medications and training. Your pup will enjoy wandering our fenced-in yard on lakefront property. On weekends, we’re mostly home, and when we go out, we look for dog-friendly adventures. During the week, we work, but are up early in the morning and home by 4:30 pm. Your pup will have the company of our two frenchies Bruno and Gigi. We have a large fenced-in yard that your pup can enjoy running around in with our two frenchies. Evening walks and nightly playtime will cap off a perfect day. If needed, we have the ability to crate your pup.

Sitter Profile Image: Raymond S.
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Raymond S.
from
$55
per night
5.0 out of 5 stars
• 77 reviews
13 repeat clients
50 years of experience
Hawthorne, NJ, 07506

“Raymond was wonderful to work with! He was extremely responsive, flexible and sent daily pictures. Would 100% recommend and would love to use him again in the future!”

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Bo Estelle C.
Sitter Profile Image: Christopher D.
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Christopher D.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
10 years of experience
Stockholm, NJ, 07460

“Thanks Christopher, you did a great job having Kaya, she is healthy and happy after staying with you! Will recommend you to my friends and next time when I have to go on vacation, I'll ask you to have Kaya with you once more, if you don't mind!”

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Yury K.
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The median cost per night for pet boarding in Chester is $64

Pet 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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How to book pet boarding

  1. 1. Search

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Sitters in Chester average 10
repeat pet boarding clients

FAQs for Pet Boarding - Chester

Frequently asked questions about Rover

The average cost of Pet Boarding in Chester is $64 per night as of October 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.

There are 1,105 sitters on Rover for Pet Boarding in Chester. About 89% of Chester sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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 NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, means our team will work with you to find a suitable replacement as quickly as possible.

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