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
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What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Carmen M.
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Sitter Profile Image: Carmen M.
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1. Carmen M.

My love for dogs is pure❤
Middletown, NY, 10941
9.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
6 repeat clients
from
$25
per visit

Carmen is great with my nervous lab who has separation anxiety.

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
10 reviews
4 repeat clients
from
$17
per visit

Heather has watched my pets twice now and I will definitely be keeping her! She takes great care of the furries, leaves me detailed notes and asks questions. Love having her!

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Sitter Profile Image: Nicole S.
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Sitter Profile Image: Nicole S.
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3. 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
$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 ❤️

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Sitter Profile Image: Eryn K.
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Sitter Profile Image: Eryn K.
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4. Eryn K.

Flexible schedule for your needs!
Florida, NY, 10921
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
71 reviews
28 repeat clients
from
$25
per visit

We love love love Eryn! Our doggo is skittish at best but she has taken to Eryn (even when it’s been a while!). We cannot express the comfort we feel knowing our baby is safe with her!

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Sitter Profile Image: Joseph G.
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Sitter Profile Image: Joseph G.
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5. Joseph G.

The dog sitting + dog walking dude
Chester, NY, 10918
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
10 repeat clients
from
$14
per visit

Joseph was great. Very accommodating and responsive. Would book again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer G.
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Sitter Profile Image: Jennifer G.
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6. Jennifer G.

Lover of animals ❤️
Middletown, NY, 10940
9.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
15 repeat clients
from
$18
per visit

Jennifer is great with animals! She took great care of my cats and dog while I was away. I was worried about how she’d handle my big rowdy dog, but she was so reassuring and has a lot of experience handling big dogs! She’s also very nice in general! I will definitely recommend and use her services again! ?

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mallory K.
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Sitter Profile Image: Mallory K.
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7. Mallory K.

Rover 101
Not just a dog walker, A dog lover
Goshen, NY, 10924
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
10 repeat clients
from
$20
per visit

Such a doll! She offered to come meet me and my dog beforehand for free just to put my mind at ease and make sure it was a good fit! Very kind, polite and I was pleasantly surprised about how knowledgeable she was about dogs and their behaviors in general. My pup is very anxious and he can have a bit of separation anxiety but she was able to suggest some helpful tips and he seemed to be very comfortable with her almost immediately. She sent me pictures throughout and was very patient with all of my nervous texts as this was the first time I’ve left Landon with anyone ever! I can be over bearing but she was great! Very happy, thank you so much!

Sitter Profile Image: Alison B.
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Sitter Profile Image: Alison B.
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8. Alison B.

Reliable & Trustworthy Pet Care
Warwick, NY, 10990
8.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
11 repeat clients
from
$20
per visit

If there was a 10 star Alison would get it. We were called out of town unexpectedly and Alison stepped up and took care or our two labs. She not only gave them more attention than would be expected but she also sent us daily updates about their eating and biological habits. Along with that we got several photos of our kids. In closing I would highly recommend Alison when considering a pet sitter.

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Sitter Profile Image: Lisa V.
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Sitter Profile Image: Lisa V.
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9. Lisa V.

Insured full time Pet Sitter!
Monroe, NY, 10950
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
239 reviews
47 repeat clients
from
$29
per visit

Amazing!! Lisa's caretaking, kindness, and professionalism is unparalleled. I trust her completely with my 2 cats and dog with special needs. She regularly provides updates, stays on top of their needs, and administers multiple meds. Lisa is the most responsible sitter you'll ever find and I give her the highest recommendation.

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Sitter Profile Image: Jill S.
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Sitter Profile Image: Jill S.
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10. Jill S.

Rover 101
I'm all about the animals
Washingtonville, NY, 10992
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
121 reviews
38 repeat clients
from
$25
per visit

Jill did an awesome job taking care of my two cats while I was away on a work trip. I highly recommend her and will definitely be using her again!

Confirmed availability: Memorial Day Weekend
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
1.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$33
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 !!

Sitter Profile Image: Michelle M.
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Sitter Profile Image: Michelle M.
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12. Michelle M.

Animal Lover
Goshen, NY, 10924
5.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$30
per visit

Michelle was excellent with our dog. She spent time with her, gave her nice walks, and always made sure she was fed and happy. We felt at ease when we were away. I would recommend Michelle to anyone for their pet. She is caring and responsible. I also got a ton of photos of my dog while I was away. This made me very happy. Thank you Michelle!

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Sitter Profile Image: Jenna C.
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Sitter Profile Image: Jenna C.
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13. 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
$25
per visit

About: I am a dog lover with 2 dogs of my own, perfect for keeping your dog socialized and playing during their stay. I love to hike with my furry family members and yours will enjoy the same perks! I provide lots of cuddles, lots of excercise, and a perfect scheduled environment to make sure that your dog will feel at home while you’re at work or enjoying a vacation. Feel at peace knowing that your dog is treated just like one of the family here. I also offer dog walking services. During the week, I can provide afternoon/evening walking and drop in services in addition to dog boarding. On the weekends, there is a much wider range of options in my schedule. Since I am a teacher, I have the summers off and can provide many more services over the summer and during my school holidays. I look forward to spoiling your fur-baby! During a work week, I don’t leave home until 7:45, so I have plenty of time to let out both our dogs and yours! I get home quite early in the afternoon since I am a teacher and give tons of love and attention to the pups. We can go for daily evening walks if requested, or just play outside in my yard! During my holiday breaks and the summer, I am home all day and night to give your family member tons of love and attention. My yard is fenced and I have two friendly dogs for your dogs to play with. I’m very familiar with dogs and their behavior, so I know how to approach your dog and make them feel comfortable and happy. Tons of love, attention, and treats offered! Your friend will come home super spoiled and happy, or you’ll arrive back to your home with a happy fur baby to greet you!

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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
$13
per visit

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: Amber C.
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Sitter Profile Image: Amber C.
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15. Amber C.

All fur, feathers & scales welcome!
Chester, NY, 10918
3.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
9 reviews
1 repeat client
from
$40
per visit

Thanks Amber for being so great to Oliver! He was so happy. You made our Christmas even better not having to worry about him!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Madison K.
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Sitter Profile Image: Madison K.
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16. Madison K.

I speak dog and cat :)
Goshen, NY, 10924
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit

Madison‘s love of animals is unquestioned . 4 fur babies all rescues, three cats and one dog. With a heart of gold she as rescued numerous animals bringing them to be fixed or sheltered. Madison has volunteered at pet shelters, giving her time and resources to help animals. If you’re looking for a dog walker pretty much anyone will do but if you’re looking for someone who will love your dog while you’re away, Madison is truly the person for you.

Confirmed availability: Memorial Day Weekend
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
4.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
6 repeat clients
from
$22
per visit

Erika and her son took the best care of our fur children while we were out of town. She showed up on time and spent more than the required time making sure they didn’t feel alone!! Will most certainly use again!!

Sitter Profile Image: Sydney N.
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Sitter Profile Image: Sydney N.
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18. Sydney N.

Your pets are my passion!
Chester, NY, 10918
0.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
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: Pete S.
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Sitter Profile Image: Pete S.
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19. Pete S.

Veterinary Professional
Goshen, NY, 10924
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
10 repeat clients
from
$30
per visit

Pete was super helpful with our last minute need for drop in visits for our cats. His responses were prompt and we came home to happy cats. We appreciated the help!

Sitter Profile Image: Sade P.
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Sitter Profile Image: Sade P.
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20. Sade P.

Non-Trad. Pets • Certified Vet Asst
Chester, NY, 10918
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5 years of experience
from
$20
per visit

About: Hi! While I’ve had A LOT of pets growing up, a grand portion of my animal experience comes from a professional setting. I took animal science courses specializing in veterinary assistance for two years which gave me the technical skills of administering medicine, reading animal behavior, and basic care for various pet species. During holidays I’d volunteer to bring animals home so I’m also comfortable with caring for animals outside of dogs and cats (ie. rodents, snakes, lizards ranging from iguanas to beardies, even chinchillas and sugar gliders!). I also worked at a local doggy daycare during breaks which taught me about grooming and how to deal with 10+ dogs of different personalities and ages who constantly wanted attention at the same time XD I work part-time (fri-mon) so if you’re looking for help during the middle of the week, I’m your sitter! On days I work, I get home around 8:15PM so if you’re doing late night shifts or doubles, I’d still be able to pop in to give your paw-babies some company before you’re home I have a SUPER friendly Puggle named Nutmeg (7yrs old, neutered) that would keep your paw-babies company. I don’t have a fenced yard, but I live in a community with trails, ponds, and fenced areas that can easily turn a walk into an hour+

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Chester Pet Sitting & Drop Ins ratings

Overall Rating:
4.8 out of 5 stars

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

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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.

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