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: 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: Carla C.
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Carla C.
from
$50
per night
4.9 out of 5 stars
• 146 reviews
42 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: 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 was able to accommodate a very late booking before spring break for our large Retriever. She was extremely communicative and kept us updated throughout our dogs stay. She is extremely nice, and very reliable. We were very pleased with Lyanne and would highly recommend her.”

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Sean M.
Sitter Profile Image: Jillian B.
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Jillian B.
from
$68
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Goshen, NY, 10924

“Jillian was great with our dog Rufus! He loved the freedom of the large fenced in backyard that he could freely roam and run around in with Jillian's two dogs! Rufus made new friends! We highly recommend Jillian and will definitely book with Jillan again soon!”

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Mary Ellen H.
Sitter Profile Image: Lieb & Rosanny B.
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Lieb & Rosanny B.
from
$69
per night
5.0 out of 5 stars
• 85 reviews
45 repeat clients
5 years of experience
Suffern, NY, 10901

“I will never let anyone else watch my Stormy Girl as long as Lieb & his wife are around. The care they have given my dog along with all the updates made me feel comfortable & now she practically has a second home 😂 Lieb was also super accommodating for me as well in regards to unexpectedly extending our stay multiple times last minute. We have an American Bully and they were knowledgeable about big dogs which was very important to us especially with a bully breed. They are amazing and if you want to relax while your dog is in someone’s care Lieb is who you should go with!”

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

“Monica took excellent care of Lucy and was very kind about sending us fun pictures of Lucy to let us know what Lucy was doing each day and to see how contented and happy she was. We highly recommend Monica!!”

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Frederic L.
Sitter Profile Image: Isabell S.
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Isabell S.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
15 years of experience
Monroe, NY, 10950

“Isabell was amazing with our two dogs. She made sure to send us pictures and videos of the dogs everyday. Seemed like they were having too much fun in the yard. One of our dog is a bit of challenge and she made sure to take care of him. We will be definitely using her services again.”

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Tyler H.
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

“We couldn’t have asked for a better experience working with Chris to take care of our mini Aussie. She was very responsive, shared photos and updated us regularly. We hadn’t used Rover before so we were a bit nervous leaving our little guy but he didn’t miss us at all! Chris was extraordinarily sensitive to Tucker’s needs and took great care of him. I look forward to working with Chris again (and so does Tucker)!”

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Jeff M.
Sitter Profile Image: Arsenii S.
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Arsenii S.
Star Sitter
from
$72
per night
5.0 out of 5 stars
• 20 reviews
4 repeat clients
4 years of experience
Montrose, NY, 10548

“Arsenii was wonderful with my dog Genevieve while we had to be away for a family’s memorial. He was always kind, understanding, and sent me updates with pictures everyday without me having to ask. He also brought all her things (bed, food, toys, etc) back to my car when I picked her up, which was so generous. Genevieve also had the best time with them, and was very happy and relaxed. I’ll definitely be asking Arsenii to help out again in the future. Fully recommend him!!”

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

“Melissa and her entire family were great. Our highly energetic Australian Shepherd had a wonderful stay. Melissa sent us updates including pictures and videos. Bailey was walked and had play time with several other dogs. We had great confidence in leaving our dog with Melissa and we would highly recommend her to anyone looking for care.”

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Alistair L.
Sitter Profile Image: Alexis B.
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Alexis B.
from
$70
per night
5.0 out of 5 stars
• 72 reviews
32 repeat clients
15 years of experience
Slate Hill, NY, 10973

“Our dog spent the weekend with Alexis while we were away for our wedding. Her backyard is spacious and well-fenced, and she is very knowledgeable about dog behaviors. Mia had a great time.”

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Catherine K.
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: Cristina C.
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Cristina C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 71 reviews
35 repeat clients
20 years of experience
Middletown, NY, 10940

“I am very happy with the care that my Dallas received while staying with Christina. Dallas is a timid dog and I was concern that she would have problems being away from home. But she was fine, Christina took good care of her and that means a lot to me. I like to travel twice a year and I will be using Christina for all of my future travels!”

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Sylvia J.
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

“This was our first time using this app and we had an amazing experience with Maureen. She was the perfect caretaker for our Puma. She gave us perfect peace of mind during our trip that Puma was well taken care of.”

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Gustavo D.
Sitter Profile Image: Brittny R.
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Brittny R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 39 reviews
8 repeat clients
20 years of experience
Mahwah, NJ, 07430

“Brittny was super flexible time wise, responsive, and sent updates. She was wonderful and I hope she is available the next time I need to board my pup.”

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Aliya E.
Sitter Profile Image: Annie R.
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Annie R.
Star Sitter
from
$75
per night
4.8 out of 5 stars
• 167 reviews
60 repeat clients
7 years of experience
Cornwall, NY, 12518

“Annie is great. I had to do a quick trip and leave my dog with her for a week. I have a stubborn Shiba Inu and she was great with her. She took her time to understand her. She was always updating me throughout her stay. Definitely recommend her.”

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Ana A.
Sitter Profile Image: Natasha & Hamir D.
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Natasha & Hamir D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
14 years of experience
Cortlandt Manor, NY, 10567

“Natasha and Hamir were wonderful sitters for Lino. They took the time and care to listen to our requests and instructions, and updated us daily on how he was doing, including photos. We could tell he was being cared for and he was really happy. Lino can be human-selective and indifferent to other dogs, and Natasha and Hamir respected that and live in an area where there is a lot of space from both possible triggers. We wouldn’t hesitate to reach out to them again for boarding!”

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Becca L.
Sitter Profile Image: Cathy B.
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Cathy B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 417 reviews
83 repeat clients
7 years of experience
Hillsdale, NJ, 07642

“I have a Yorkie so I liked that Cathy had two Yorkies. She was very amenable to arranging a meet and greet as soon as I arrived from out of state. We spent enough time with her her dogs and two others she was boarding to see how they would all get along. My girl is young, a bit timid but learning to socialize. Cathy assured me of how she would handle the dogs and I felt confident in leaving my pup with her the following weekend. Cathy had different areas of her house gated off to keep animals separate if needed, secure plus a large secure, fenced yard. Cathy sent a daily report and photo of my pup. My girl was well loved by Cathy and her family!”

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Diana J.
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

“Wow! Our ‘boys’ had an awesome time with Debra, Vic and Hersh. They played all day and are knocked out tired. Thank you so much for taking such great care of them. We were able to go about our day worry free knowing our boys were in such wonderful hands. It’s early and they are in bed snoring! Your ‘kids’ will be in great hands. They are absolutely fabulous and the playground, it’s doggie heaven!!!”

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Nicole & Jacqueline N.
Sitter Profile Image: Beata L.
Verified Enhanced Background Check
Beata L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 3 reviews
2 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.
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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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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.
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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 of Dog Boarding in Chester on Rover is $64 per night as of October 2026. Most bookings cost between $53 and $70 per night. 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 October 2026, there are 1,078 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 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, 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.

<b>Tip:</b> 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 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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