Dog Boarding in Chester

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
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Sitter Profile Image: Nicole S.
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Sitter Profile Image: Nicole S.
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1. Nicole S.

Love for your furbaby
Chester, NY, 10918
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
1 repeat client
from
$45
per night

Nicole is an amazing person, with a huge heart and love for animals. Her passion when it comes to animals is sensational. If you hire her to take care of your pet you won’t be disappointed.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Heather H.
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Sitter Profile Image: Heather H.
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2. Heather H.

Looking for pet snuggles!
Chester, NY, 10918
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$30
per night

Heather and her family are wonderful! I was concerned because I had to babysit my granddaughter 4.5 hours away and Ellie is only a 6.5 month old pup. I am thankful to have found her and that she was available! Ellie looked happy and well taken care of when I picked her up. I really appreciated the updates and pics Heather sent each day. Gave me peace of mind. I highly recommend her and I hope she will be available next time!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Pamela R.
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Sitter Profile Image: Pamela R.
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3. Pamela R.

Home Away from Home Pet Care
Scotchtown, NY, 10941
8.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
34 reviews
16 repeat clients
from
$45
per night

Pam was GREAT with my old man! Awesome communication. Pictures, videos and updates everyday. She even asked about his little noises and grumbles he makes to make sure everything was normal with his behavior! Highly recommended!

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Sitter Profile Image: Daniel R.
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Sitter Profile Image: Daniel R.
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4. Daniel R.

Dog lover
Middletown, NY, 10940
9.2 mi. away
Boarding
5.0 out of 5 stars
29 reviews
10 repeat clients
from
$50
per night

This is the second time we leave our pup with Daniel and he's officially our go-to sitter. He and his wife give and show much care and the communication/business side of things always runs smooth. Thanks again Daniel! Till the next time 👋

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sandra E.
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Sitter Profile Image: Sandra E.
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5. Sandra E.

Your baby will be spoiled 24/7
Middletown, NY, 10940
9.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
54 reviews
22 repeat clients
from
$50
per night

Sandra is amazing! She took such good care of our two dogs. She was very communicative, sent a lot of update pictures and was fast to respond to any questions or updates. When our flight got canceled, she kept our dogs for an extra night on short notice. Thank you for taking such good care of our dogs!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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6. Jackie C.

Rover 101
Nail Trims, Baths and Brush Outs
monroe, NY, 10950
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
37 reviews
18 repeat clients
from
$55
per night

Jackie was the best with my Arthur. He had lots of fun with his new friends and I always got an update and pic. Will be booking again soon.

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Sitter Profile Image: Kira & Brian M.
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Sitter Profile Image: Kira & Brian M.
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7. Kira & Brian M.

Dog lovers with a fenced in yard!
Middletown, NY, 10940
9.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
8 repeat clients
from
$65
per night

Kira and Brian were amazing!! Treated Bella as if she was theirs. We got pictures daily for 7 days - Bella looked so happy. They were sweet enough to take her to Thanksgiving dinner!!! When Bella got home she was exhausted from having so much fun. We hope to have them care for her again in the future. Thank you!!!!!

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Sitter Profile Image: Jenna C.
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Sitter Profile Image: Jenna C.
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8. Jenna C.

At-home experience for your fur-fam
Chester, NY, 10918
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.5 out of 5 stars
14 reviews
3 repeat clients
from
$60
per night

Jenna was a pleasure to work with!! Efficient and timely!! Shyla loved being at her home and had sooo much fun!! She was sad when she returned . She kept going to where her leash is kept and smelling it lol !! Jenna sent fun pics of her stay there. Will definitely be asking her to sit for us in the future!!

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Sitter Profile Image: Jadyn G.
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Sitter Profile Image: Jadyn G.
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9. Jadyn G.

kind, passionate and animal lover
Highland Mills, NY, 10930
8.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
2 reviews
1 repeat client
from
$50
per night

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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Sitter Profile Image: Ann-Marie R.
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Sitter Profile Image: Ann-Marie R.
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10. Ann-Marie R.

A safe stay for your friendly dog
Washingtonville, NY, 10992
8.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$65
per night

My pup had a great time during his stay :) Ann-Marie set up a time to meet my dog prior to his stay just to make sure everything would run smoothly, and was super accommodating to his multiple medical/feeding needs. She also sent regular updates on how my pup’s stay was going. It was so nice being able to go away on vacation knowing he was in good hands. Thank you so much Ann-Marie!!

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Sitter Profile Image: Pam V.
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Sitter Profile Image: Pam V.
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11. Pam V.

🐾🦴Happy tail care
Montgomery, NY, 12549
13.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$55
per night

So glad we chose them! Big fenced-in backyard, sent me pictures of Kenny (my dog) while I was gone, overall great people and great environment. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lyanne S.
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Sitter Profile Image: Lyanne S.
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12. Lyanne S.

Dog-loving sitter, work from home
Newburgh, NY, 12550
14.9 mi. away
Boarding
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$50
per night

Lyanne was amazing! We met with her and her husband Eddy a few days before our dog Rusty was booked for three nights. Rusty was happy and comfortable from the moment he met them. Lyanne gave us updates with beautiful photos and fun videos. We are so happy with our experience and will definitely book with her again. Rusty loved Lyanne and Eddy so much that seemed sad the next day missing his new pals.

Sitter Profile Image: Charlene C.
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Sitter Profile Image: Charlene C.
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13. Charlene C.

Your pets are treated as my own :)
Monroe, NY, 10950
7.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
30 years of experience
from
$45
per night

About: I own 2 dogs. A Hungarian vizla and a tea cup yorkie, very friendly and do awesome with other dogs :) I have owned dogs all my life. Our space is huge and we have acres of land for the dogs to play :) Dogs are like children to me, to be treated like family and nothing less. I am home most of the time. I have 2 kids, a tween and a teenager; who are hardly ever home. I work from home so your dogs will hardly ever be left alone. I have a huge yard. Plenty of space for your pets to run and play :) Indoor space is just as huge! If needed dogs can be separated from my own.

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Sitter Profile Image: Michael C.
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Sitter Profile Image: Michael C.
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14. Michael C.

Graduate College Student
Florida, NY, 10921
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
6 years of experience
from
$20
per night

About: I am a 22 year old graduate college student. I have a shih-tzu named Wonka and he’s 9 years. I have an experience with mainly dog-walking and dog-sitting. I like to be on the move and stay active. I enjoy the company of dogs because I believe they are the best pets to have. I am currently working part time so I am more than available to handle your pets needs and ensure they are well taken care of! 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.

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Sitter Profile Image: Jerika H.
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Sitter Profile Image: Jerika H.
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15. Jerika H.

Avid Animal Lover
Middletown, NY, 10940
9.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$55
per night

Jerika has watched my Aussie-doodle, Shadow, several times from hour long stays to week long stays. Shadow is very high energy and it has never been an issue keeping him entertained, safe, and happy with Jerika. Lots of clean space both indoors and outdoors for him to run around without worry of him getting into something he shouldn’t. I’ve had other pet sitters and I can see the difference of his time with them vs his time with jerika based on how excited he gets when he sees her. Definitely recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cristina C.
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Sitter Profile Image: Cristina C.
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16. Cristina C.

Caring Family for your pet
Middletown, NY, 10940
9.2 mi. away
Boarding
5.0 out of 5 stars
48 reviews
24 repeat clients
from
$45
per night

Max had a great time at Cristina as we picked up a very happy dog. Max is living in Cristina's family as a part of the family with the other two dogs. During the visit she is sending pictures of Max which gives you a very comfortable feeling that he has a good time. We highly recommend Cristina.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dawn R.
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Sitter Profile Image: Dawn R.
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17. Dawn R.

Here for your pet sitting needs
middletown, NY, 10940
9.8 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
10 repeat clients
from
$65
per night

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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Sitter Profile Image: Nicole S.
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Sitter Profile Image: Nicole S.
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18. Nicole S.

Work from Home pet sitter
MONROE, NY, 10950
5.8 mi. away
Boarding
from
$45
per night

Nicole is responsible, trustworthy, and loving. Pets are always a top priority while in her care... Nicole has watched our 2 dogs on more than one occasion and each time we pick them up they appear happy and content. Nicole will make sure to tend to our dogs' needs and send frequent updates with pictures and little messages throughout their stay. I would highly recommend Nicole as a sitter... top notch service!!!

Sitter Profile Image: Mike D.
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Sitter Profile Image: Mike D.
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19. Mike D.

4+ Acres of Dog Paradise
Rock Tavern, NY, 12575
7.8 mi. away
Boarding
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$60
per night

Our dog loved hanging out with Mike and his dogs! Mike sent regular updates with photos and assured us that our normally anxious dog was feeling right at home there. He even very kindly replaced our dog’s sweater when it was accidentally ripped during the stay. Will be using Mike again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Angie R.
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Sitter Profile Image: Angie R.
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20. Angie R.

Hi my name is angie
Highland mills, NY, 10930
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$38
per night

Amazing! Angie is so kind, responsible and caring. My pup had so much fun! We’ll definitely be back again. Her pups are so friendly and playful! Teddy had a blast!

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Chester Dog Boarding ratings

Overall Rating:
4.9 out of 5 stars

Dog boarders in Chester are rated on average 4.9 out of 5 stars based on 47 reviews.

Rover also offers Dog Boarding in:

Rover also offers other services in Chester:


Never beg a friend to watch your dog again, and no more dog kennels. With Rover, you can find your the perfect Chester dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Chester, NY who can provide the care your dog needs, when they need it.

The cost of dog boarding in Chester may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

In short, when you use Rover to find a dog sitter in Chester, NY, you can rest easy knowing that your dog is having a great time.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?

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