Dog Boarding in Chester

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Top rated Chester dog boarders

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Sitter Profile Image: dana m.
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dana m.
Star Sitter
from
$57
per night
5 out of 5.0 stars
21 reviews
5 repeat clients
30 years of experience
Ramsey, NJ, 07446

Roscoe loved his stay with Dana and family - I think he was sad to actually go home! They took great care of him with long walks and provided frequent updates. Highly recommend!

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Mary Kate C.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
from
$49
per night
5 out of 5.0 stars
18 reviews
2 repeat clients
10 years of experience
Newfoundland, NJ, 07435

Jennifer was a great sitter and Dakotah took to her Right away. I didn't know that Jennifer has a baby and this was Dakotah '1st exposure with a baby and they also formed a nice connection. I would highly recommend Jennifer and will be booking with her in the future. The Rover service fee's are pricey. That's one huge drawback, but i had a positive experience with my sitter Have a great day and thank you again kindly Jennifer.

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Jennifer C.
Sitter Profile Image: Carla C.
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Carla C.
Star Sitter
from
$45
per night
5 out of 5.0 stars
72 reviews
15 repeat clients
15 years of experience
Highland Lakes, NJ, 07422

Carla was super pleasant to deal with and took excellent care of our fur babies. Would highly recommend and hope to do business again in the future.

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Kyle A.
Sitter Profile Image: Lyanne S.
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Lyanne S.
Star Sitter
from
$50
per night
5 out of 4.9 stars
76 reviews
24 repeat clients
11 years of experience
Newburgh, NY, 12550

She was great was able to take care of my baby. Communicated and sent pictures.. let me know how his poop was when I asked. When I picked him up he was great no issues. Extremely great would highly recommend and would use again.

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Laura G.
Sitter Profile Image: Lieb B.
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Lieb B.
Star Sitter
from
$60
per night
5 out of 4.9 stars
30 reviews
10 repeat clients
5 years of experience
Suffern, NY, 10901

Lieb’s son took personal care of our Blondie. She came back tired and exhausted from all the fun fetch and swim play she had. If your dog loves playing in the pool this is definitely a great option. The owner’s dog Jaguar is well trained and has such calm temperament that even surprised me. Lieb took us in a last minute situation which was great all around.

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Ko S.
Sitter Profile Image: Terrance R.
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Terrance R.
Star Sitter
from
$45
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
12 years of experience
Newburgh, NY, 12550

Was able to enjoy my time away knowing she was in great care. Got updates and pictures. Will reach out again to Terrence anytime I'm going anywhere!

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Nicole G.
Sitter Profile Image: Jadyn G.
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Jadyn G.
Star Sitter
from
$55
per night
5 out of 5.0 stars
37 reviews
6 repeat clients
2 years of experience
Highland Mills, NY, 10930

Jadyn does it again🫶🏽! Our #1 sitter to contact whenever we need a loving, caring, knowledgeable place for our fur baby Beau. Thank you Jadyn for being such a wonderful, accessible, loving, and understanding person. To see Beau, get so excited from the time we turn onto your block, shows the Love he has for you. Our family appreciates you and your time.♥️

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Kenneth G.
Sitter Profile Image: Sandra E.
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Sandra E.
Star Sitter
from
$50
per night
5 out of 5.0 stars
114 reviews
46 repeat clients
10 years of experience
Middletown, NY, 10940

Sandra was perfect. My dog is a little particular and needs one on one Care and Sandra delivered her and her husband treated didi like family. Thank you.

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Anthony B.
Sitter Profile Image: Jonathon M.
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Jonathon M.
from
$45
per night
5 out of 5.0 stars
8 reviews
1 repeat client
20 years of experience
Walden, NY, 12586

Jonathan was a pleasure to have watch our pup, Mochi. We had a last minute need for doggy care over the Fourth of July and Jonathan was willing to welcome Mochi into his family for the whole weekend, and help him feel at home. Mochi loved playing in the big yard and hanging out with Jonathan’s kids. We will definitely rebook with Jonathan the next time we are in town.

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Alice B.
Sitter Profile Image: Pam V.
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Pam V.
from
$55
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
15 years of experience
Montgomery, NY, 12549

Pam and her husband are exceptional caregivers. They made my little Milo feel at home when he stayed with them. The attention to details with his care and the updates on how he was made me feel very assured he was in great hands when I was away on vacation. Milo got along with their precious little dogs and was so happy to stay with them. Highly recommend Pam.

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Bri T.
Sitter Profile Image: Beckie M.
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Beckie M.
from
$45
per night
5 out of 5.0 stars
8 reviews
3 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: Daniel R.
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Daniel R.
Star Sitter
from
$50
per night
5 out of 5.0 stars
48 reviews
14 repeat clients
25 years of experience
Middletown, NY, 10940

Daniel took very good care of my boy. He was not used to being away from me, but I feel like he felt like home. Daniel sent me photos and daily updates. I do not live in the area, but I definitely recommend Daniel.

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Alexandra M.
Sitter Profile Image: Ilona P.
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Ilona P.
from
$50
per night
5 out of 4.9 stars
29 reviews
6 repeat clients
30 years of experience
Harriman, NY, 10926

Ilona was great. She accepted a very last minute request and made it easy to meet and get Athena dropped off. She immediately confirmed when she was settled and sent updates. Our pup came back tired and happy. We could tell she had a fun active weekend.

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Arlene S.
Sitter Profile Image: Alana M.
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Alana M.
from
$55
per night
5 out of 5.0 stars
14 reviews
4 repeat clients
20 years of experience
Rock Tavern, NY, 12575

My Dog Buttons had an awesome stay with Alana. He seemed happy to be there and was well taken care of. Thank you so much for taking care of Buttons.

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Gus J.
Sitter Profile Image: Isabell S.
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Isabell S.
from
$35
per night
15 years of experience
Monroe, NY, 10950

About: I have taken care of dogs for 15 years (my dogs and other family dogs), and of course, now my two kids play and love to be around the dogs. My name is Isabell, and I have two small dogs and two kids. I have taken care of dogs for 15 years (my dogs and other family dogs), and of course, now my two kids play and love to be around the dogs. I live in a fully fenced house, take the dogs outside 3 to 4 times daily, and work from home. If you have any further questions, do not hesitate to contact me. I’m happy to answer and provide any additional information if needed I live in a fully fenced house, take the dogs outside 3 to 4 times daily, and work from home. If you have any other questions, feel free to reach out to me.

Sitter Profile Image: Cristina C.
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Cristina C.
Star Sitter
from
$50
per night
5 out of 4.9 stars
61 reviews
30 repeat clients
20 years of experience
Middletown, NY, 10940

I was a little nervous leaving my puppy for the first time, but Cristina was great with our precious fur baby Milo. Constantly sending pictures and videos. She was quick to respond with any of my concerns. She gave me a peace of mind. I highly recommend her services.

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Millie Z.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$65
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
32 years of experience
Warwick, NY, 10990

Cindy was the best! Would highly recommend. We were in a tight because our son's surgery was rescheduled for earlier than expected and she agreed to watch our dog Remy very last minute. She was thorough in understanding his feeding/sleeping/bathroom needs and sent pics of him during his stay! She was easy to reach at all times and responded very quickly. She took him out for walks and played with him indoors when the weather got bad. We are grateful for such a caring thorough sitter and will definitely be reaching out to her to watch our Remy again. Thank you, Cindy!!!!!

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Rachel P.
Sitter Profile Image: Julia R.
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Julia R.
Star Sitter
from
$80
per night
5 out of 5.0 stars
27 reviews
7 repeat clients
20 years of experience
Warwick, NY, 10990

Julia is great! Maggie loved being there. She took great care of her. I was very comfortable leaving her. I knew she was in good hands!! She sent me updates and pictures. 100% satisfied!

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Maureen K.
Sitter Profile Image: Amy D.
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Amy D.
from
$65
per night
5 out of 4.8 stars
34 reviews
10 repeat clients
20 years of experience
Goshen, NY, 10924

Amy was amazing with Ruba. She sent plenty of pictures and videos of Ruba having a wonderful time romping around with the other dogs! Will definitely be choosing Amy for our future dogsitting needs in this area.

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Robert W.
Sitter Profile Image: Jane H.
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Jane H.
from
$70
per night
5 out of 5.0 stars
38 reviews
23 repeat clients
20 years of experience
Chester, NY, 10918

This was our first time using Rover.com for our dog Macy. Jane was very sensitive to Macy's needs and the message updates and photos were reassuring. Jane said Macy was welcome back anytime and I look forward to booking future stays with Jane.

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Maureen L.
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Sitter Profile Image: dana m.
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Sitter Profile Image: dana m.
Verified Enhanced Background Check

dana m.
Star Sitter

Doggy Love Hotel Is Here!
Ramsey, NJ, 07446
22.0 mi. away
Boarding, Doggy Day Care
from
$57
per night
5 out of 5.0 stars
21 reviews
5 repeat clients
Profile image

Roscoe loved his stay with Dana and family - I think he was sad to actually go home! They took great care of him with long walks and provided frequent updates. Highly recommend!

Availability updated yesterday
Sitter Profile Image: Jennifer C.
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Sitter Profile Image: Jennifer C.
Verified Enhanced Background Check

Jennifer C.
Star Sitter

A lifelong animal lover and passion
Newfoundland, NJ, 07435
22.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
5 out of 5.0 stars
18 reviews
2 repeat clients
Profile image

Jennifer was a great sitter and Dakotah took to her Right away. I didn't know that Jennifer has a baby and this was Dakotah '1st exposure with a baby and they also formed a nice connection. I would highly recommend Jennifer and will be booking with her in the future. The Rover service fee's are pricey. That's one huge drawback, but i had a positive experience with my sitter Have a great day and thank you again kindly Jennifer.

Availability updated 4 days ago
Sitter Profile Image: Carla C.
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Sitter Profile Image: Carla C.
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Carla C.
Star Sitter

Taking care of dogs for 15 yrs
Highland Lakes, NJ, 07422
13.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
72 reviews
15 repeat clients
Profile image

Carla was super pleasant to deal with and took excellent care of our fur babies. Would highly recommend and hope to do business again in the future.

Availability updated 12 days ago
Sitter Profile Image: Lyanne S.
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Sitter Profile Image: Lyanne S.
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Lyanne S.
Star Sitter

A loving home for your best friend
Newburgh, NY, 12550
14.9 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 4.9 stars
76 reviews
24 repeat clients
Profile image

She was great was able to take care of my baby. Communicated and sent pictures.. let me know how his poop was when I asked. When I picked him up he was great no issues. Extremely great would highly recommend and would use again.

Availability updated 10 days ago
Sitter Profile Image: Lieb B.
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Sitter Profile Image: Lieb B.
Verified Enhanced Background Check

Lieb B.
Star Sitter

NY Doggy Resort with fenced in yard
Suffern, NY, 10901
16.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$60
per night
5 out of 4.9 stars
30 reviews
10 repeat clients
Profile image

Lieb’s son took personal care of our Blondie. She came back tired and exhausted from all the fun fetch and swim play she had. If your dog loves playing in the pool this is definitely a great option. The owner’s dog Jaguar is well trained and has such calm temperament that even surprised me. Lieb took us in a last minute situation which was great all around.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Terrance R.
Verified Enhanced Background Check
Sitter Profile Image: Terrance R.
Verified Enhanced Background Check

Terrance R.
Star Sitter

Worry Free When Your Pup's With Me!
Newburgh, NY, 12550
15.4 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Was able to enjoy my time away knowing she was in great care. Got updates and pictures. Will reach out again to Terrence anytime I'm going anywhere!

Availability updated 47 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jadyn G.
Verified Enhanced Background Check
Sitter Profile Image: Jadyn G.
Verified Enhanced Background Check

Jadyn G.
Star Sitter

kind, passionate and animal lover
Highland Mills, NY, 10930
8.3 mi. away
Boarding, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
37 reviews
6 repeat clients
Profile image

Jadyn does it again🫶🏽! Our #1 sitter to contact whenever we need a loving, caring, knowledgeable place for our fur baby Beau. Thank you Jadyn for being such a wonderful, accessible, loving, and understanding person. To see Beau, get so excited from the time we turn onto your block, shows the Love he has for you. Our family appreciates you and your time.♥️

Availability updated yesterday
Sitter Profile Image: Sandra E.
Verified Background Check
Sitter Profile Image: Sandra E.
Verified Background Check

Sandra E.
Star Sitter

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

Sandra was perfect. My dog is a little particular and needs one on one Care and Sandra delivered her and her husband treated didi like family. Thank you.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jonathon M.
Verified Enhanced Background Check
Sitter Profile Image: Jonathon M.
Verified Enhanced Background Check

Jonathon M.

Fun and loving home for you pets.
Walden, NY, 12586
14.9 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Jonathan was a pleasure to have watch our pup, Mochi. We had a last minute need for doggy care over the Fourth of July and Jonathan was willing to welcome Mochi into his family for the whole weekend, and help him feel at home. Mochi loved playing in the big yard and hanging out with Jonathan’s kids. We will definitely rebook with Jonathan the next time we are in town.

Availability updated 7 days ago
Sitter Profile Image: Pam V.
Verified Enhanced Background Check
Sitter Profile Image: Pam V.
Verified Enhanced Background Check

Pam V.

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

Pam and her husband are exceptional caregivers. They made my little Milo feel at home when he stayed with them. The attention to details with his care and the updates on how he was made me feel very assured he was in great hands when I was away on vacation. Milo got along with their precious little dogs and was so happy to stay with them. Highly recommend Pam.

Availability updated 4 months ago
Sitter Profile Image: Beckie M.
Verified Enhanced Background Check
Sitter Profile Image: Beckie M.
Verified Enhanced Background Check

Beckie M.

We will make your dog feel at home!
Walden, NY, 12586
13.6 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
8 reviews
3 repeat clients
Profile image

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!

Availability updated 6 days ago
Sitter Profile Image: Daniel R.
Verified Enhanced Background Check
Sitter Profile Image: Daniel R.
Verified Enhanced Background Check

Daniel R.
Star Sitter

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

Daniel took very good care of my boy. He was not used to being away from me, but I feel like he felt like home. Daniel sent me photos and daily updates. I do not live in the area, but I definitely recommend Daniel.

Availability updated 15 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ilona P.
Verified Enhanced Background Check
Sitter Profile Image: Ilona P.
Verified Enhanced Background Check

Ilona P.

Caring animal lover and sitter
Harriman, NY, 10926
7.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 4.9 stars
29 reviews
6 repeat clients
Profile image

Ilona was great. She accepted a very last minute request and made it easy to meet and get Athena dropped off. She immediately confirmed when she was settled and sent updates. Our pup came back tired and happy. We could tell she had a fun active weekend.

Availability updated 24 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Alana M.
Verified Background Check
Sitter Profile Image: Alana M.
Verified Background Check

Alana M.

I own three dogs, pigs & chickens
Rock Tavern, NY, 12575
8.3 mi. away
Boarding, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
14 reviews
4 repeat clients
Profile image

My Dog Buttons had an awesome stay with Alana. He seemed happy to be there and was well taken care of. Thank you so much for taking care of Buttons.

Availability updated 11 months ago
Sitter Profile Image: Isabell S.
Verified Enhanced Background Check
Sitter Profile Image: Isabell S.
Verified Enhanced Background Check

Isabell S.

Doggy Safe Place
Monroe, NY, 10950
6.3 mi. away
Boarding, Doggy Day Care
from
$35
per night
3 reviews

I recommend Isabell 110%. She is such a loving, caring animal lover!!! She’s very friendly with them. She would treat your pet like if it was her own in the most loving way. If there is someone you can trust is her! Very responsible and careful too. Knowing that my pets in great hands is very important to me that’s why I would leave them with Isabell!! She is very trustworthy.

Availability updated 8 days ago
Sitter Profile Image: Cristina C.
Verified Background Check
Sitter Profile Image: Cristina C.
Verified Background Check

Cristina C.
Star Sitter

Caring Family for your pet
Middletown, NY, 10940
9.2 mi. away
Boarding
from
$50
per night
5 out of 4.9 stars
61 reviews
30 repeat clients
Profile image

I was a little nervous leaving my puppy for the first time, but Cristina was great with our precious fur baby Milo. Constantly sending pictures and videos. She was quick to respond with any of my concerns. She gave me a peace of mind. I highly recommend her services.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Cindy S.
Verified Enhanced Background Check
Sitter Profile Image: Cindy S.
Verified Enhanced Background Check

Cindy S.

Experienced & Loving Sitter
Warwick, NY, 10990
8.1 mi. away
Boarding, Doggy Day Care
from
$65
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Cindy was the best! Would highly recommend. We were in a tight because our son's surgery was rescheduled for earlier than expected and she agreed to watch our dog Remy very last minute. She was thorough in understanding his feeding/sleeping/bathroom needs and sent pics of him during his stay! She was easy to reach at all times and responded very quickly. She took him out for walks and played with him indoors when the weather got bad. We are grateful for such a caring thorough sitter and will definitely be reaching out to her to watch our Remy again. Thank you, Cindy!!!!!

Availability updated 16 days ago
Sitter Profile Image: Julia R.
Verified Enhanced Background Check
Sitter Profile Image: Julia R.
Verified Enhanced Background Check

Julia R.
Star Sitter

Professional & Loving Pet Care
Warwick, NY, 10990
6.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
27 reviews
7 repeat clients
Profile image

Julia is great! Maggie loved being there. She took great care of her. I was very comfortable leaving her. I knew she was in good hands!! She sent me updates and pictures. 100% satisfied!

Availability updated 31 days ago
Sitter Profile Image: Amy D.
Verified Enhanced Background Check
Sitter Profile Image: Amy D.
Verified Enhanced Background Check

Amy D.

PUPPY LOVE
Goshen, NY, 10924
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 4.8 stars
34 reviews
10 repeat clients
Profile image

Amy was amazing with Ruba. She sent plenty of pictures and videos of Ruba having a wonderful time romping around with the other dogs! Will definitely be choosing Amy for our future dogsitting needs in this area.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jane H.
Verified Background Check
Sitter Profile Image: Jane H.
Verified Background Check

Jane H.
Rover 101

Waggles Home Away from Home
Chester, NY, 10918
0.2 mi. away
Boarding
from
$70
per night
5 out of 5.0 stars
38 reviews
23 repeat clients
Profile image

This was our first time using Rover.com for our dog Macy. Jane was very sensitive to Macy's needs and the message updates and photos were reassuring. Jane said Macy was welcome back anytime and I look forward to booking future stays with Jane.

Availability updated 4 months ago

Over 147 pet parents in Chester have booked dog boarding

Chester dog parents share their Rover experiences

1 / 1
5 out of 5.0 stars

This was the first time leaving my dogs with "strangers". My dogs were taken care of like family and seeing all the photos/updates it was definitely a dog vacation. I would highly recommend this great family. 🙂

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Chris M.
Dog Boarding
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The median cost per night for dog boarding in Chester is $60

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Sitters in Chester average 9 repeat dog boarding clients

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