Pet Sitting in Chester

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Alison B.
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Sitter Profile Image: Alison B.
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1.

Alison B.

Reliable & Trustworthy Pet Care
Warwick, NY, 10990
Drop-In Visits, Dog Walking
5.0
11 reviews
5 repeat clients
from
$20
per visit

Thanks for taking such good care of my pups!

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Sitter Profile Image: Joseph G.
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Sitter Profile Image: Joseph G.
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2.

Joseph G.

The dog sitting + dog walking dude
Chester, NY, 10918
House Sitting, Drop-In Visits, Dog Walking
5.0
31 reviews
10 repeat clients
from
$14
per visit

Joseph is fabulous. Excellent communication and very punctual. My dogs loved him! Highly recommend!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amy D.
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Sitter Profile Image: Amy D.
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3.

Amy D.

PUPPY LOVE
Campbell hall, NY, 10916
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
6 repeat clients
from
$25
per visit

Amy is responsible, reliable, and caring! I trust her fully and am at peace knowing that my pets will be well cared for and happy with her while I’m away!

Sitter Profile Image: Jennifer G.
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Sitter Profile Image: Jennifer G.
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4.

Jennifer G.

Lover of animals ❤️
Middletown, NY, 10940
Drop-In Visits, Dog Walking
5.0
22 reviews
13 repeat clients
from
$18
per visit

If in doubt for a sitter do not hesitate to contact Jennifer. She is responsible for what is requested as well as reliable for any additional considerations. I would not doubt her willfulness to be there for your fur babies.

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Sitter Profile Image: Eryn K.
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Sitter Profile Image: Eryn K.
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5.

Eryn K.

Flexible schedule for your needs!
Florida, NY, 10921
House Sitting, Drop-In Visits, Dog Walking
5.0
60 reviews
21 repeat clients
from
$25
per visit

Having Eryn booked let us enjoy our honeymoon! We both hate to leave our dog but the daily updates and the detailed messages really gave us peace of mind. We’ll be using Eryn for all of our trips fur-ever!

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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
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
24 reviews
6 repeat clients
from
$25
per visit

Kira would be a perfect new pal for your four-legged friends! She is so amazing with my 60lb shepherd/husky mix - he didn’t want to come home after staying with her for a few days! We got updates and pictures during his stay, which put us at ease. He was fed appropriately (he has food allergies) and given his nutritional supplements. He was taken on long daily walks and was even allowed to sleep in her bed! We will always recommend Kira and have her pet sit for us when needed!🥰

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jill S.
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Sitter Profile Image: Jill S.
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7.

Jill S.

Rover 101
I'm all about the animals
Washingtonville, NY, 10992
House Sitting, Drop-In Visits, Dog Walking
5.0
105 reviews
35 repeat clients
from
$25
per visit

Jill went above and beyond in caring for our cat! She gave an insulin shot and followed all our special directions. He looked so happy and calm in her care!

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Sitter Profile Image: Mallory K.
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Sitter Profile Image: Mallory K.
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8.

Mallory K.

Rover 101
Not just a dog walker, A dog lover
Goshen, NY, 10924
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
11 reviews
3 repeat clients
from
$19
per visit

Mallory did a wonderful job taking care of the differing needs of both my pups. They were very comfortable around her and she handled their energetic personalities easily :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Manuel M.
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Sitter Profile Image: Manuel M.
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9.

Manuel M.

Calm, experienced caretaker
Middletown, NY, 10940
Drop-In Visits, Dog Walking
8 reviews
from
$25
per visit

Manuel has a way with the big dogs - my pittie Ghost, who generally doesn't like men but adores him, and GSD Cady are both stronger than oxen when they set their mind to something, and he handles them like a champ! They're always excited to see him and knows it means fun is about to be had. Manuel has been flexible and responds quickly when I've needed to reach out on short notice, highly recommended!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amberly T.
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Sitter Profile Image: Amberly T.
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10.

Amberly T.

Flexible Schedule, Cats & Dogs!
Maybrook, NY, 12543
Boarding, Drop-In Visits, Dog Walking
5.0
10 reviews
4 repeat clients
from
$15
per visit

Amberly was a fantastic pet watcher! She responded promptly to my inquiry and came for a meet and greet with my pup, Bear, before we left town. She checked in at every visit, notified me if she would be a little late, sent pictures of my dog and even vacuumed my house because he brought a lot of dirt in. She was great. I'd definitely recommend her and plan on using her again in the future!

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Sitter Profile Image: Jann F.
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Sitter Profile Image: Jann F.
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11.

Jann F.

Lover of animals, great and small
Chester, NY, 10918
Boarding, Drop-In Visits, Dog Walking
5.0
7 reviews
2 repeat clients
from
$30
per visit

Jann is always on time and has dropped in for my puppy many times. She takes him out for a decent amount of time and gives him all the love and attention he asks for. She is always very prompt when answering requests or messages. I love that she always gives me a run down on whether he’s peed or pooped and what they did each time she stops by. I would highly recommend !!

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Sitter Profile Image: Amber C.
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Sitter Profile Image: Amber C.
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12.

Amber C.

All fur, feathers & scales welcome!
Chester, NY, 10918
House Sitting, Drop-In Visits
5.0
7 reviews
from
$26
per visit

Amber has been an animal lover since she was little. She has been helping me save animals for many years and helps foster for my rescue. You have to have a special place in your heart for animals to help save them, so this is what makes Amber the perfect pet sitter! She has pet sit for my animals and I would recommend her for yours.

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Sitter Profile Image: Pete S.
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Sitter Profile Image: Pete S.
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13.

Pete S.

Veterinary Professional
Goshen, NY, 10924
Drop-In Visits, Dog Walking
5.0
20 reviews
10 repeat clients
from
$30
per visit

Pete went above and beyond to care for our dog and cat on our wedding day! He did not hesitate to help us with our very special request to bring our pets to our wedding venue for photos. He also left us a beautiful card to congratulate us on our wedding day. Thanks again for all your help!

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Sitter Profile Image: Anna H.
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Sitter Profile Image: Anna H.
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14.

Anna H.

An animal lover hoping to help☺️
Warwick, NY, 10990
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
3 repeat clients
from
$25
per visit

Anna did such a great job checking in on our fur babies. Couldn’t be happier with how it went and look forward to working with her again in the future!

Sitter Profile Image: Nicole S.
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Sitter Profile Image: Nicole S.
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15.

Nicole S.

Love for your furbaby
Chester, NY, 10918
Drop-In Visits, Dog Walking
5.0
17 reviews
1 repeat client
from
$25
per visit

So amazing! Came and met us before the day of and notified me when she was there. Chip was a sleepy happy puppy when we got home! Definitely will use again ❤️

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amanda Z.
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Sitter Profile Image: Amanda Z.
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16.

Amanda Z.

A paws-itive pet experience! 🐶🐱
Monroe, NY, 10950
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
15 reviews
3 repeat clients
from
$25
per visit

Amanda is a great sitter! She took the time to meet our pets before her scheduled drop ins. Our pets warmed up to her instantly. Her drop ins came and went without a single problem. Amanda followed care instructions perfectly. We will definitely rebook without a thought.

Sitter Profile Image: Erika S.
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Sitter Profile Image: Erika S.
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17.

Erika S.

Loved and Secured = Happy Pets!
Monroe, NY, 10950
Drop-In Visits, Dog Walking
5.0
25 reviews
6 repeat clients
from
$22
per visit

Erika was always nice in our interactions, very prompt in our conversations, and flexible and accommodating when our schedule had to change last minute. Thank you!

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Sitter Profile Image: Alysha T.
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Sitter Profile Image: Alysha T.
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18.

Alysha T.

Hi my name is Alysha and I’m 23
Chester, NY, 10918
Drop-In Visits, Dog Walking
1 review
from
$30
per visit

When I had my husky Stacy and was working long hours Alysha volunteered to take car of her. She was very loving towards my dog and took excellent care of her. I’ve never seen my dog so excited to spend time with someone as she tends to be independent. Would highly recommend Alysha for dog sitting and walking.

Sitter Profile Image: Sydney N.
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Sitter Profile Image: Sydney N.
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19.

Sydney N.

Your pets are my passion!
Chester, NY, 10918
Drop-In Visits, Dog Walking
5.0
7 reviews
1 repeat client
from
$28
per visit

Sydney was awesome! She was prompt for our meet and greet and was fabulous with our dogs. She sent photos and kept us up to date! Would highly recommend!

Sitter Profile Image: Dominick M.
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Sitter Profile Image: Dominick M.
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20.

Dominick M.

Animals welcome. Humans tolerated.
Goshen, NY, 10924
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$24
per visit

Dominick is responsible, compassionate, friendly, and trustworthy. He has watched our two cats on a few occasions and I always know they will be looked after with care. Additionally, Dominick respects our home when he stops by to feed the cats, refresh their water bowls, clean the litter, and play with them. It's so nice to be able to go on vacation and relax knowing that they're in good hands!

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Chester Pet Sitting & Drop Ins ratings

Overall Rating:

Pet sitters in Chester are rated on average 4.8 out of 5 stars based on 14 reviews.


Rover.com is the simple, savvy way to find and book Chester drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Chester. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits