Dog Boarding in Chester

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Sitter Profile Image: Pamela R.
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Sitter Profile Image: Pamela R.
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1. Pamela R.

Home Away from Home Pet Care
Scotchtown, NY, 10941
8.4 mi. away
Boarding, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
80 reviews
28 repeat clients
Profile image

Found a wonderful sitter for my boy, Teddy. Pamela and her family took wonderful care of him. The photos, videos and updates said it all. He had a great time. Pamela is definitely my go to sitter from now on. Thanks again, Pamela!

Availability updated 2 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Ilona P.
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Sitter Profile Image: Ilona P.
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2. Ilona P.

Star Sitter
Caring animal lover and sitter
Harriman, NY, 10926
7.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
18 reviews
4 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 6 days ago
Sitter Profile Image: Jadyn G.
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Sitter Profile Image: Jadyn G.
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3. 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
5.0 out of 5 stars
22 reviews
4 repeat clients
Profile image

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.

Availability updated yesterday
Sitter Profile Image: Sandra E.
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Sitter Profile Image: Sandra E.
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4. 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
5.0 out of 5 stars
76 reviews
31 repeat clients
Profile image

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

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Lyanne S.
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Sitter Profile Image: Lyanne S.
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5. Lyanne S.

Star Sitter
Dog-loving sitter, work from home
Newburgh, NY, 12550
14.9 mi. away
Boarding, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
58 reviews
16 repeat clients
Profile image

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.

Availability updated today
Sitter Profile Image: Gilbert H.
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Sitter Profile Image: Gilbert H.
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6. Gilbert H.

Rover 101
Star Sitter
House of Paws
Nanuet, NY, 10954
21.2 mi. away
Boarding, Doggy Day Care
from
$47
per night
5.0 out of 5 stars
360 reviews
216 repeat clients
Profile image

At first we were nervous because it was our first time leaving Max to go on vacation. Gilbert is very knowledgeable and shows he really cares. He send us lots of pictures & Max had a good time playing with the other dogs. We will definitely leave Max with Gilbert again.

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Daniel R.
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Sitter Profile Image: Daniel R.
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7. Daniel R.

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

We had a fabulous time with Daniel and Victoria! They are wonderful hosts, We were treated extra special ! ALL the time ! We got to play in the yard, go for walks on the trail, sleep in their very comfy bed and have delicious meals and snacks while we all hung out on the couch and watched TV- We loved how calm, clean, and quiet their home is, especially Mabel, because she’s a bit shy and doesn’t like it when it too loud. Daniel and Victoria let us come over for a visit before our stay, just to make sure we all felt comfortable- We can’t wait to come back for another visit ! Thanks again Daniel and Victoria ! Love Bosco and Mabel - ( Sara too)

Availability updated 2 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Rachel K.
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Sitter Profile Image: Rachel K.
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8. Rachel K.

Will care as my own!
New Windsor, NY, 12553
10.0 mi. away
Boarding, Doggy Day Care
from
$60
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
Profile image

She took such excellent care of my goober! Daily photos and updates! He was happy the whole time.

Availability updated today
Sitter Profile Image: Carla C.
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Sitter Profile Image: Carla C.
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9. Carla C.

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

Carla seemed great with my pup! I was nervous about leaving her for a whole week so I asked Carla to send pictures and updates, and she kindly obliged. My dog seemed to get along well with her Corgi and other dogs that were around. I was happy to see my pup got to spend a lot of time outside and with the other dogs. Thanks again Carla!

Availability updated 6 days ago
Sitter Profile Image: Allison C.
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Sitter Profile Image: Allison C.
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10. Allison C.

Star Sitter
Expirenced dog lover
Warwick, NY, 10990
9.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
77 reviews
24 repeat clients
Profile image

Allie was fantastic with my dog! She went above and beyond to give him exercise and keep him comfortable with being away from the house. I highly recommend booking with her

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Nicole S.
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Sitter Profile Image: Nicole S.
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11. Nicole S.

Love for your furbaby
Chester, NY, 10918
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5.0 out of 5 stars
36 reviews
2 repeat clients
Profile image

First time dog mom leaving her phone for the first time , but she put us both at ease. I got pics and video with updates. It made me feel so comfortable leaving with her . I would definitely recommend and use her again.

Availability updated 4 days ago
Sitter Profile Image: Meaghan C.
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Sitter Profile Image: Meaghan C.
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12. Meaghan C.

Rover 101
Dog Paradise in Middletown!
Middletown, NY, 10940
10.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
314 reviews
162 repeat clients
Profile image

Meaghan and Mike are always so attentive to our needs and always available when we need them, even last minute. We always get uptades and pictures. And a very happy and tired pup when he gets home! ?

Availability updated 9 days ago
Sitter Profile Image: Kira & Brian M.
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Sitter Profile Image: Kira & Brian M.
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13. 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
from
$65
per night
5.0 out of 5 stars
37 reviews
11 repeat clients
Profile image

Kira and Brian did a great job watching our dog! They allowed us to come over to see their place and meet them before we made a decision. While we were gone, they stayed in contact with us and sent pictures and videos. Our dog seemed very happy and comfortable at their home. We would definitely have (them watch Blue again.

Availability updated today
Sitter Profile Image: Heather H.
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Sitter Profile Image: Heather H.
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14. Heather H.

Star Sitter
I will treat your pets like my own!
Chester, NY, 10918
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
Profile image

Heather was wonderful! She did an amazing job watching our little old guy Melo for the 3 days that we were away. She sent constant updates everyday and lots of pictures, which were very much appreciated. She is such a lovely woman and dog sitter, I highly recommend booking her!

Availability updated today
Sitter Profile Image: Anthony C.
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Sitter Profile Image: Anthony C.
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15. Anthony C.

Rover 101
Star Sitter
Dog dads of Hudson Valley
Beacon, NY, 12508
19.8 mi. away
Boarding, Doggy Day Care
from
$65
per night
5.0 out of 5 stars
99 reviews
38 repeat clients
Profile image

Anthony is an amazing dog sitter, his love, patience, dedication and care is superb! We are very happy and blessed that our Coconut 🐩was welcomed to their home with such care and love💕 He was always keeping us posted with Coconut’s day’s adventures 😜🐾 amazing pictures 🐶🐩🐾🥰💕 we definitely 💯 🫶👍🏼recommend Anthony 👏🏻❤️

Availability updated 2 days ago
Sitter Profile Image: Alana M.
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Sitter Profile Image: Alana M.
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16. Alana M.

I own three dogs, pigs & chickens
Rock Tavern, NY, 12575
8.3 mi. away
Boarding, Doggy Day Care
from
$55
per night
5.0 out of 5 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 87 days ago
Sitter Profile Image: Dina S.
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Sitter Profile Image: Dina S.
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17. Dina S.

They are all my kiddos
Monroe, NY, 10950
5.8 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
4 reviews
1 repeat client
Profile image

Dina was great. And my pup Kobe loved her. She sent me pictures daily to re assure me that Kobe was ok. Dina was also quick to respond. I would highly recommend.

Availability updated 16 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Pam V.
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Sitter Profile Image: Pam V.
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18. Pam V.

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

Pam and her husband Jason were amazing. They took great care of our pup Teddy and even sent us pictures of him each day he was with them. They communicated with us

Availability updated today
Sitter Profile Image: Maria V.
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Sitter Profile Image: Maria V.
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19. Maria V.

Star Sitter
Visit the Animal Kingdom!
Milton, NY, 12547
23.7 mi. away
Boarding
from
$45
per night
5.0 out of 5 stars
49 reviews
19 repeat clients
Profile image

Had a great experience with Maria. This is the 2nd time I'm using her and I already have a 3rd booked. I always get photo updates and takes care of Loki as her own. Will definitely continue to book her.

Availability updated 82 days ago
Sitter Profile Image: David G.
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Sitter Profile Image: David G.
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20. David G.

Star Sitter
Time and Attention
New Windsor, NY, 12553
14.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
56 reviews
17 repeat clients
Profile image

David and his family were incredible with my Moosey. This was the longest I’ve ever been away from her and I am extremely grateful to have found care that is so considerate and joyful. Moose has a ton of energy and personality, and David and his family ensured that she was loved, exercised, and understood like the puppy baby she thinks she is. He communicated thoroughly about her day-to-day and checked in about any deviations to their or her regular schedule. He is also very flexible and understanding, which I truly appreciated before and after a long trip abroad. Though they are moving, I truly hope (and know Moose does as well) to rebook their services in the future. Amazing, loving, knowledgable family with amazing snacks! Definitely recommend.

Availability updated 2 days ago

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