Dog Boarding in Chester

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Sitter Profile Image: Heather H.
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Sitter Profile Image: Heather H.
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1. 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
6 reviews
2 repeat clients
from
$27
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: Easter Weekend
Sitter Profile Image: Pamela R.
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Sitter Profile Image: Pamela R.
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2. 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
29 reviews
16 repeat clients
from
$45
per night

Pamela, was great and accommodating. My dog loved her immediately, he was well taken care of. Would recommend and use her services in the future.

Confirmed availability: Easter Weekend
Sitter Profile Image: Daniel R.
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Sitter Profile Image: Daniel R.
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3. Daniel R.

Dog lover
Middletown, NY, 10940
9.2 mi. away
Boarding
5.0 out of 5 stars
26 reviews
10 repeat clients
from
$45
per night

5-Star excellence. Daniel & his lovely wife are so pleasant and welcoming. As soon as we brought our fur baby into their home, they welcomed us warmly and greeted Mocha with a lot of love. They were very easy to communicate with during our trip and made sure to send us cute photos of her and updates. I highly recommend them! I'm so glad to have found them...What a relief to go on vacation and KNOW that my beloved pet is in good care.

Confirmed availability: Easter Weekend
Sitter Profile Image: Sandra E.
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Sitter Profile Image: Sandra E.
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4. 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
51 reviews
20 repeat clients
from
$50
per night

Sandra was extremely nice and Nala seemed to lovely her time there. I would definitely use Sandra again in the future, she sent a picture of Nala while in her care. Thank you again

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Sitter Profile Image: Ann-Marie R.
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Sitter Profile Image: Ann-Marie R.
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5. 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

Luna had a great time. Ann - Marie was very informative and updated me on her days. Will definitely return for a day care and overnight stay.

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Sitter Profile Image: Kira & Brian M.
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Sitter Profile Image: Kira & Brian M.
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6. 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

Exceptional Dog Care Every Time! I cannot speak highly enough about Kira and Brian as dog sitters for my furry baby Blue. This marks the 4th or 5th time Blue has stayed with them, and their level of care and love is truly incredible. Kira and Brian consistently go above and beyond to ensure Blue feels right at home. Their attention to detail and genuine affection for animals create a warm and welcoming environment for our pets. I always have peace of mind knowing that Blue is in their capable hands. I highly recommend Kira and Brian to anyone in need of reliable and caring dog sitters. Blue always comes back happy and well-loved. It's clear that they treat him as part of their family. Thank you for providing such an outstanding pet-sitting experience!

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Sitter Profile Image: Pam V.
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Sitter Profile Image: Pam V.
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7. 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

I tried Pam for the first time this weekend and I was impressed with how great she was with my two pups. She made sure that they were comfortable and that they ate their meals. She was also gracious enough to send multiple pics throughout the day as well as updates. I will definitely leave my pups again with Pam, her hubby and their two little pups again.

Confirmed availability: Easter Weekend
Sitter Profile Image: Dawn R.
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Sitter Profile Image: Dawn R.
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8. 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

We planned a very last minute camping trip and Dawn accepted my booking a day before our trip!!! She send us pictures throughout the stay, our pups had a great time as she had another dog with her as well! They were so tired by the time we got back they slept the rest of the afternoon?. She is friendly & kind! Our pups really enjoyed their stay. Thank you Dawn for taking such great care of our fur babies!! Would def book with her again!

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Sitter Profile Image: Jenna C.
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Sitter Profile Image: Jenna C.
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9. 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
12 reviews
2 repeat clients
from
$60
per night

Jenna was great! Upon arriving Oreo seemed comfortable with Jenna and her family. That made leave Oreo so much easier. Jenna was very flexible, accommodating, and understanding. She sent us pictures and gave us updates. Oreo also seemed happy about getting 3 nee furry friends. We made a great decision choosing Jenna. Will definitely recommend and book again.

Confirmed availability: Easter Weekend
Sitter Profile Image: Mike D.
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Sitter Profile Image: Mike D.
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10. 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!

Sitter Profile Image: Stephen K.
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Sitter Profile Image: Stephen K.
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11. Stephen K.

Loving Family Home Available
chester, NY, 10918
0.5 mi. away
Boarding, Drop-In Visits, Dog Walking
20 years of experience
from
$80
per night

About: We have 2 dogs, 1 Cat and a Bearded Dragon. Our Yellow Lab and Golden Retriever are very friendly and love to play. We are previous owners of an American Bulldog and Chocolate Lab. We understand the needs of large breed dogs and have plenty of space for them to go in and out of the house as they please with a large fenced in backyard. We are not available to stay over night for "house sitting" but can drop in as needed throughout day. My wife and I work Fulltime but we both work close by and stop by the house frequently. Our kids come home from school about 330pm so the most we wouldn't be home is just a few hours. We have Large Crates for when we are away, can accommodate if they are not crate trained. We have plenty of space, plenty of room for exercise and 2 other dogs that would love to play. Willing to do in home visits as well.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jadyn G.
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Sitter Profile Image: Jadyn G.
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12. Jadyn G.

kind, passionate and animal lover
Highland Mills, NY, 10930
8.3 mi. away
Boarding, Doggy Day Care, Dog Walking
1 repeat client
from
$40
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.

Confirmed availability: Easter Weekend
Sitter Profile Image: Lyanne S.
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Sitter Profile Image: Lyanne S.
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13. Lyanne S.

Dog-loving sitter, work from home
Newburgh, NY, 12550
14.9 mi. away
Boarding
5.0 out of 5 stars
31 reviews
7 repeat clients
from
$45
per night

Amazing! Care and details of our beloved Max were paramount by Lyanne! Can not give a better recommendation to the attention Lyanne provided Max. We never left our Schnauzer to a sitter and we were worried Max would not adjust well. We were surprised that Max adapted and was treated with the upmost affection. Videos and pictures were provided on a daily basis. We will use Lyanne as much as hopefully she will allow! Thank you, Lyanne! You’re the best.

Confirmed availability: Easter Weekend
Sitter Profile Image: Steven P.
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Sitter Profile Image: Steven P.
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14. Steven P.

I have raised 5 children & 10 pets!
New Hampton, NY, 10958
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$75
per night

Steve was wonderful. He went above and beyond. When Kona didn't eat her kibble, Steve cooked her a little treat which she loved. I think Kona misses Steve. :)

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Sitter Profile Image: Dawn R.
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Sitter Profile Image: Dawn R.
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15. Dawn R.

A Pawsome time for your dog!! ❤️🐶
Monroe, NY, 10950
4.1 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
12 reviews
1 repeat client
from
$65
per night

Dawn did a great job keeping us updated with photos on our little Homer while we were away! It felt good to know he was being cared for by a pro! Dawn came out in the pouring rain to meet us as we pulled into her driveway, making the drop off process very easy! Pickup was a breeze too as she was able to bring Homer out to us as we pulled up in the rain. We were happy that Homer was able to play with her 2 pups as well! We will definitely request Dawn’s services again soon as we travel to NYC and NJ often! Thank you!

Confirmed availability: Easter Weekend
Sitter Profile Image: valeria j.
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Sitter Profile Image: valeria j.
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16. valeria j.

I love animals of all kind!
Monroe, NY, 10950
7.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
2 years of experience
from
$39
per night

About: I’ve taking care of dogs 2 years ago. Some friends a family members have asked me to take care of their pets for walk, feeding and training. I have experience with small and large dogs. I’m currently in college as a full-time student. I am free from Saturday after 3 pm to Sunday to take care of your lovely pup! I have a fenced yard and two dogs that are friendly. One is a puppy and the other one is 4 years old, and there are a lot of toys to play with.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jiayu L.
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Sitter Profile Image: Jiayu L.
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17. Jiayu L.

Quiet and nice place for your pet
Middletown, NY, 10940
10.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$40
per night

Jiayu was great. She took great care of our dog and we will definitely be seeking to have her watch him again when we’re in the area.

Confirmed availability: Easter Weekend
Sitter Profile Image: Cristina C.
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Sitter Profile Image: Cristina C.
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18. Cristina C.

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

Cristina was wonderful in looking after our Labrador puppy. She was responsive, very clear and easy to deal with, and her lovely family helped give him a great night at her home, and gave us the reassurance that he was well looked after. Cristina sent us a video and photos, and we couldn’t have been happier. We recommend her highly.

Confirmed availability: Easter Weekend
Sitter Profile Image: Amy D.
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Sitter Profile Image: Amy D.
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19. Amy D.

PUPPY LOVE
Campbell hall, NY, 10916
7.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$65
per night

Pepper had a good time with Amy and her family. Amy is very easy to communicate with and she sent updates with pictures/video. We will definitely schedule a play date with Amy in the next couple of weeks.

Confirmed availability: Easter Weekend
Sitter Profile Image: David G.
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Sitter Profile Image: David G.
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20. David G.

Time and Attention
New Windsor, NY, 12553
14.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
10 repeat clients
from
$50
per night

David is THE BEST. He took amazing care of my fur baby. He sent pictures and updates throughout the day. I could tell my dog was very comfortable with him. He’s very kind and loving, and professional. 10 stars…would DEFINITELY recommend.

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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.


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.

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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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