House Sitting in Chester

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Top rated Chester house sitters

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Sitter Profile Image: Eryn K.
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Eryn K.
Star Sitter
from
$65
per night
5 out of 5.0 stars
119 reviews
51 repeat clients
5 years of experience
Florida, NY, 10921

Eryn is amazing. Our boys gravitated to her upon meeting her & her energy is fantastic. She took great care of them while we were away & followed our care instructions to a tee. We received daily updates and pics which made our vacation even easier and more enjoyable. We will be using her from now on to care for our boys, as she is second to none! Thanks for the incredible service & attention. We couldn’t be happier.

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Angel M.
Sitter Profile Image: Joseph G.
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Joseph G.
Star Sitter
from
$65
per night
5 out of 5.0 stars
50 reviews
17 repeat clients
2 years of experience
Chester, NY, 10918

Joseph was spectacular while staying at our home and taking care of our dog. He was very nice and conscientious and he took great care of the house and Luna. I definitely recommend him!

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Benny H.
Sitter Profile Image: Lisa V.
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Lisa V.
Star Sitter
from
$120
per night
5 out of 5.0 stars
289 reviews
65 repeat clients
6 years of experience
Monroe, NY, 10950

Lisa’s kindness and care for my cat Cecelia was above and beyond anything I could have hoped for. She was communicative and reliable from our first meeting together and was constantly in touch with me throughout her stay, sending pictures and updates several times a day. Cecelia takes oral medication which Lisa had no problem administering. I plan to use Lisa for all my future stays and would highly recommend her, any pet would be very fortunate to be taken care of by her.

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Loren B.
Sitter Profile Image: Vicky A.
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Vicky A.
from
$60
per night
5 out of 5.0 stars
2 reviews
15 years of experience
Middletown, NY, 10940

Vicky watch my dog Prince for a week while I was away in that time Print became sick with a cough. Vicky kindly stayed in communication with me as I scheduled a vet visit. Photos were sent daily and Prince had a good time. Her price was slightly lower than other Rover’s which I liked! She did a great job and I would choose her again in the future

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Alexis C.
Sitter Profile Image: Donte M.
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Donte M.
from
$40
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
9 years of experience
Middletown, NY, 10941

Dante did a great job watching our two dogs for the weekend! He was easy to reach and the dogs were very happy and well taken care of. I would recommend.

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Meghan S.
Sitter Profile Image: Anastasia A.
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Anastasia A.
from
$35
per night
5 out of 4.6 stars
23 reviews
5 repeat clients
30 years of experience
Middletown, NY, 10940

I HIGHLY recommend Anastasia to be your fur-child sitter! I will definitely rebook her in the future! I had to go out of the country and had no care for my beloved dog and cats. Frantic, my colleague recommended Rover. I was skeptical because I never used a pet sitter before. But I took the chance and was pleased. Anastasia was very prompt, kind and professional. She listened to what the needs of my pets were and catered to their individual personalities. She sent me frequent pictures and videos of the day and really tended to them. Anastasia was so involved, playful and loving with my them that once I returned, I can tell her presence was missed. She was playful, caring, attentive and energetic with my fur-children. Without hesitation, I HIGHLY recommend Anastasia to take care of your fur-child and I will definitely rebook her in the future!

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Robin A.
Sitter Profile Image: Amber C.
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Amber C.
from
$72
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
25 years of experience
Chester, NY, 10918

Amber did a great job petsitting for our 2 dogs and 2 cats! She took care of all their needs and they were so happy to spend time with her.

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Corinne Z.
Sitter Profile Image: Nicole S.
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Nicole S.
from
$85
per night
5 out of 5.0 stars
41 reviews
3 repeat clients
15 years of experience
Tuxedo Park, NY, 10987

Nicole watched our cats for our wedding and because of it we had nothing to worry about on our special day. Five stars does not cut it when it comes to how incredible Nicole is!

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Kevin M.
Sitter Profile Image: Kristina G.
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Kristina G.
from
$50
per night
5 out of 4.8 stars
9 reviews
2 repeat clients
24 years of experience
Mechanicstown, NY, 10940

Kristina is absolutely wonderful. We booked her kind of last minute as our previous sitter fell through. She was accommodating and made our anxious dog comfortable while she stayed in our home with him. I highly recommend Kristina & will absolutely book her again in the future if she is available.

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Taylor B.
Sitter Profile Image: Teadie Marie F.
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Teadie Marie F.
from
$95
per night
5 out of 5.0 stars
22 reviews
4 repeat clients
15 years of experience
Harriman, NY, 10926

Teadie cared wonderfully for our 3 dogs as if they were her own, and even took our Rambo to an emergency vet appointment. She went above and beyond and we will definitely use her again in the future and recommend her to anyone who needs a great dog sitter.

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Bryan D.
Sitter Profile Image: Mallory K.
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Mallory K.
from
$60
per night
5 out of 5.0 stars
39 reviews
20 repeat clients
20 years of experience
Goshen, NY, 10924

About: Hi I’m Mallory! I genuinely love caring & spending time with animals & I get paid too? AMAZING!! Sign me up!! :) This is my full time job! My schedule is completely open for you! I can accept last minute bookings, late night bookings , whatever you need!! I am energetic & fun but also patient and responsible I have owned & cared for dogs & cats my entire life. I’ve always considered myself a dog person until I got my own cat & fell in love. I love all animals, not only pets but also wildlife, I once had a pet Raccoon named Patches, don’t worry he stayed outside but he was still my buddy & came for his cat food dinner every night! I feel love & compassion for every single animal & I believe there is no such thing as a bad animal. Being an animal lover is a huge part of my identity. I have volunteered at shelters on & off for 10+ years. Through my experience volunteering I have also received dog training by a professional dog trainer. Rescuing stray cats from the streets and finding them loving homes is also a passion of mine! To this date I am very proud to say I have helped so many stray cats and kittens find their forever home! I have fed, walked & cared for every size & every breed of dog/cat you can think of, no matter how sweet or how difficult, I truly believe I have never met a “bad” one. I also have experience adopting & loving senior dogs until their last days. Through adopting & caring for senior dogs/cats I have gained experience in administering medicines, changing diapers & recognizing & providing specialty care catered toward each individual dog. I walk around with my purse filled with cat treats & food to feed the strays around my neighborhood:) They say dogs/cats are amazing judges of character so why not set up a meet and greet with me & let your pet decide :) I am so fortunate to be able to do Dog walking/sitting as my full time job, I have my regular customers that I walk/drop in on through out the day, However I am always accepting new clients! My availability is very open, any day , any time, as early or as late as you need, I am able to arrange my other jobs in a way that I can always fit you in! If my availability says open than the appointment is all yours! I am also able to take appointments at the very last moment most of the time so for all you last minute planners please do message me! I live in Goshen, NY so my arrival time would be based on how far your home is located from this point. I AM NOW ACCEPTING clients in my home! If you would like more information please ask. Meet & greets are always free & you are always welcome to come check out my place beforehand! Same goes for dog walking, drop ins & house sitting at your place , we can schedule a meet & greet before hand just so you can meet me & I can’t meet you & your dog! Making sure you are comfortable is my #1 priority , if you are leaving your dog in my care , I want you to feel at ease and totally comfortable. I know how nerve wracking it can be to leave your pet alone with a stranger so anything I can do to ease your mind and make you feel more comfortable, I will happily do! :) I am currently not providing services out of my home but I do provide house sitting services in your home. House sitting in your pets environment is a great alternative to boarding. Pets are way more comfortable in their home & receive so much more one on one time and attention.

Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$50
per night
5 out of 5.0 stars
17 reviews
1 repeat client
15 years of experience
Highland Mills, NY, 10930

Stephanie was so great with my dog and home! I will definitely be asking her to watch him again.

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Kevin C.
Sitter Profile Image: Anastasia G.
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Anastasia G.
from
$65
per night
5 out of 5.0 stars
24 reviews
7 repeat clients
1 year of experience
Monroe, NY, 10950

Love the care & was very pleased to have Anastasia back for our new puppy! Anastasia took care of our last dog many times and we were always very happy with the care she provided!

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Sharon B.
Sitter Profile Image: Jade Marie C.
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Jade Marie C.
from
$58
per night
5 out of 5.0 stars
14 reviews
3 repeat clients
4 years of experience
Middletown, NY, 10940

We could not be happier with Jade! She came to our rescue when a kennel reservation fell through and stayed in our home for four nights with our eight month old Samoyed puppy and three year old bengal cat while we traveled out of state to a family wedding. Jade exudes an immense amount of compassion and sensitivity, as well as the utmost professionalism. Her communication is awesome, and her experience/knowledge as a petsitter and caretaker of animals really shows. She took remarkable care of our beloved cat and dog, and just as importantly she cared beautifully for our house while we were away. This was our first time working with a pet sitter, and actually opening our home to someone while we weren’t there, which was totally nerve-wracking! We are so grateful that Jade was the person we connected with.

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Teddy R.
Sitter Profile Image: Jill S.
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Jill S.
Star Sitter
from
$75
per night
5 out of 5.0 stars
161 reviews
44 repeat clients
55 years of experience
Washingtonville, NY, 10992

Jill loves what she does, and it shows. My pups absolutely loved her, and after moving cross country and having no support it was so incredible to have someone I knew would look after my 3 dogs!

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Kelsie M.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$40
per night
6 years of experience
Florida, NY, 10921

About: I have a college degree in Animal Science with a concentration in canine care and training. I currently work for a boarding/daycare facility where I care for many different dogs, from puppies to senior dogs. I also have experience in training dogs basic commands and leash handling. Dogs are my passion and I will love your pet like it is my own. I want to branch off from my current job and do my own thing. I would like to be be available as much as I can. Whether it be a quick check in, 2 hour run, or 1 week stay. I will treat every signal pet as my own. I will love and care for your animal as much as you do!

Sitter Profile Image: Shannon & Justin M.
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Shannon & Justin M.
Star Sitter
from
$75
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
20 years of experience
Warwick, NY, 10990

My two Jack Russell’s had a great time with Shannon while she did a 5 day house sit with them. Shannon regularly kept us up to date on their wellbeing with pictures and texts. She also was able to help us out for an extra day when our flight was delayed returning home and ensured the dogs were still taken care of while we were delayed getting home. The house looked great when we got back and we had two happy pups. Thanks again Shannon!

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Stephanie O.
Sitter Profile Image: Michael D.
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Michael D.
from
$100
per night
8 years of experience
Warwick, NY, 10990

Michael watched my two terriers for a week. He gave regular updates, shared beautiful photos and the dogs seemed to be crazy about him. I would definitely recommend Michael for any pet sitting and house sitting needs.

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Mary Kate D.
Sitter Profile Image: Robbie O.
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Robbie O.
from
$60
per night
30 years of experience
Campbell Hall, NY, 10916

About: I grew up on a dairy farm with all sorts of animals around. I have had many dogs, cats, parrots, chickens, rabbits, rats, and horses over the years. I have a degree in Equestrian Science and have taken care of animals my entire adult life. I have always been an avid hiker as well and love to take the pups on walks around the area. I currently own 3 dogs, a parrot, and 2 chickens and will give your animals the same love and attention that I give my own! I'm currently working part time and so have plenty of time to play with your fur babies. I am currently available for house sitting, drop in visits and dog walking. If your dogs get along with mine I might be able to do boarding as well. I have a dog door at my house with a fenced in yard along with 5 acres of fields to walk in. When coming to your home, I use my deep knowlege of dogs, cats, and other animals to keep your animals happy in their own home where your pets are MOST comfortable. They have the comfort of knowing they are safe in a place where they can learn to trust me and we can develop a bond so I can give your pets the same level of love and care as I would give my own pets.

Sitter Profile Image: Michael C.
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Michael C.
from
$30
per night
5 out of 4.9 stars
7 reviews
1 repeat client
8 years of experience
Florida, NY, 10921

Michael is a wonderful dog sitter! He stayed at our home for 3 nights, and took great care of our 3 pups. We received multiple updates with photos daily. We will absolutely ask Michael to dog sit for us again.

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Michelle S.
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Sitter Profile Image: Eryn K.
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Sitter Profile Image: Eryn K.
Verified Background Check

Eryn K.
Star Sitter

Flexible schedule for your needs!
Florida, NY, 10921
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
119 reviews
51 repeat clients
Profile image

Eryn is amazing. Our boys gravitated to her upon meeting her & her energy is fantastic. She took great care of them while we were away & followed our care instructions to a tee. We received daily updates and pics which made our vacation even easier and more enjoyable. We will be using her from now on to care for our boys, as she is second to none! Thanks for the incredible service & attention. We couldn’t be happier.

Availability updated yesterday
Sitter Profile Image: Joseph G.
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Sitter Profile Image: Joseph G.
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Joseph G.
Star Sitter

The dog sitting + dog walking dude
Chester, NY, 10918
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
50 reviews
17 repeat clients
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Joseph was spectacular while staying at our home and taking care of our dog. He was very nice and conscientious and he took great care of the house and Luna. I definitely recommend him!

Availability updated 13 days ago
Sitter Profile Image: Lisa V.
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Sitter Profile Image: Lisa V.
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Lisa V.
Star Sitter

Fully insured pet sitter dog walker
Monroe, NY, 10950
6.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$120
per night
5 out of 5.0 stars
289 reviews
65 repeat clients
Profile image

Lisa’s kindness and care for my cat Cecelia was above and beyond anything I could have hoped for. She was communicative and reliable from our first meeting together and was constantly in touch with me throughout her stay, sending pictures and updates several times a day. Cecelia takes oral medication which Lisa had no problem administering. I plan to use Lisa for all my future stays and would highly recommend her, any pet would be very fortunate to be taken care of by her.

Availability updated 2 days ago
Sitter Profile Image: Vicky A.
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Sitter Profile Image: Vicky A.
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Vicky A.
Rover 101

Let's go on an adventure!
Middletown, NY, 10940
9.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
2 reviews
Profile image

Vicky watch my dog Prince for a week while I was away in that time Print became sick with a cough. Vicky kindly stayed in communication with me as I scheduled a vet visit. Photos were sent daily and Prince had a good time. Her price was slightly lower than other Rover’s which I liked! She did a great job and I would choose her again in the future

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Donte M.
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Sitter Profile Image: Donte M.
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Donte M.

Donte’s super awesome fun services
Middletown, NY, 10941
9.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
Profile image

Dante did a great job watching our two dogs for the weekend! He was easy to reach and the dogs were very happy and well taken care of. I would recommend.

Availability updated 64 days ago
Sitter Profile Image: Anastasia A.
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Sitter Profile Image: Anastasia A.
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Anastasia A.

Pawsitively Purrfect Pet Care!
Middletown, NY, 10940
10.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 4.6 stars
23 reviews
5 repeat clients
Profile image

I HIGHLY recommend Anastasia to be your fur-child sitter! I will definitely rebook her in the future! I had to go out of the country and had no care for my beloved dog and cats. Frantic, my colleague recommended Rover. I was skeptical because I never used a pet sitter before. But I took the chance and was pleased. Anastasia was very prompt, kind and professional. She listened to what the needs of my pets were and catered to their individual personalities. She sent me frequent pictures and videos of the day and really tended to them. Anastasia was so involved, playful and loving with my them that once I returned, I can tell her presence was missed. She was playful, caring, attentive and energetic with my fur-children. Without hesitation, I HIGHLY recommend Anastasia to take care of your fur-child and I will definitely rebook her in the future!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Amber C.
Verified Enhanced Background Check
Sitter Profile Image: Amber C.
Verified Enhanced Background Check

Amber C.

Fur, feathers & scales welcome!
Chester, NY, 10918
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$72
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
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Amber did a great job petsitting for our 2 dogs and 2 cats! She took care of all their needs and they were so happy to spend time with her.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Nicole S.
Verified Enhanced Background Check
Sitter Profile Image: Nicole S.
Verified Enhanced Background Check

Nicole S.

Love for your furbaby
Tuxedo Park, NY, 10987
10.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
41 reviews
3 repeat clients
Profile image

Nicole watched our cats for our wedding and because of it we had nothing to worry about on our special day. Five stars does not cut it when it comes to how incredible Nicole is!

Availability updated 17 days ago
Sitter Profile Image: Kristina G.
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Sitter Profile Image: Kristina G.
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Kristina G.

I can’t wait to meet your furbabies
Mechanicstown, NY, 10940
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.8 stars
9 reviews
2 repeat clients
Profile image

Kristina is absolutely wonderful. We booked her kind of last minute as our previous sitter fell through. She was accommodating and made our anxious dog comfortable while she stayed in our home with him. I highly recommend Kristina & will absolutely book her again in the future if she is available.

Availability updated 7 days ago
Sitter Profile Image: Teadie Marie F.
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Sitter Profile Image: Teadie Marie F.
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Teadie Marie F.

Peace of mind. One pet at a time.
Harriman, NY, 10926
7.4 mi. away
House Sitting, Dog Walking
from
$95
per night
5 out of 5.0 stars
22 reviews
4 repeat clients
Profile image

Teadie cared wonderfully for our 3 dogs as if they were her own, and even took our Rambo to an emergency vet appointment. She went above and beyond and we will definitely use her again in the future and recommend her to anyone who needs a great dog sitter.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mallory K.
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Sitter Profile Image: Mallory K.
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Mallory K.
Rover 101

Not just a dog walker, A dog lover
Goshen, NY, 10924
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
39 reviews
20 repeat clients

I can’t say enough nice things about Mallory she’s worked with my dogs Ernie & Chip! Ernie can be a little spicy at times! Mallory was so patient at the first meet & greet & stayed as long as we needed to try & get Ernie to warm up to her. Despite her best efforts I was still really scared about how Ernie would do when we weren’t there. She showed up as we were leaving that morning & not even 15 mins later I got the most adorable text of a photo of Mallory & Ernie cuddled on the couch! This was our first meeting & we have used her quite a few other times since then & she’s always been just as great as the first time! She’s always available when we need her, always punctual & always a pleasure with us & the dogs absolutely love her !!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Stephanie B.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie B.
Verified Enhanced Background Check

Stephanie B.

Trusted, Reliable Pet Sitter
Highland Mills, NY, 10930
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
17 reviews
1 repeat client
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Stephanie was so great with my dog and home! I will definitely be asking her to watch him again.

Availability updated 5 days ago
Sitter Profile Image: Anastasia G.
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Sitter Profile Image: Anastasia G.
Verified Enhanced Background Check

Anastasia G.

Flexible Schedule, Cats & Dogs.
Monroe, NY, 10950
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
24 reviews
7 repeat clients
Profile image

Love the care & was very pleased to have Anastasia back for our new puppy! Anastasia took care of our last dog many times and we were always very happy with the care she provided!

Availability updated 14 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jade Marie C.
Verified Enhanced Background Check
Sitter Profile Image: Jade Marie C.
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Jade Marie C.

I absolutely love animals ❤️
Middletown, NY, 10940
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$58
per night
5 out of 5.0 stars
14 reviews
3 repeat clients
Profile image

We could not be happier with Jade! She came to our rescue when a kennel reservation fell through and stayed in our home for four nights with our eight month old Samoyed puppy and three year old bengal cat while we traveled out of state to a family wedding. Jade exudes an immense amount of compassion and sensitivity, as well as the utmost professionalism. Her communication is awesome, and her experience/knowledge as a petsitter and caretaker of animals really shows. She took remarkable care of our beloved cat and dog, and just as importantly she cared beautifully for our house while we were away. This was our first time working with a pet sitter, and actually opening our home to someone while we weren’t there, which was totally nerve-wracking! We are so grateful that Jade was the person we connected with.

Availability updated 17 days ago
Sitter Profile Image: Jill S.
Verified Enhanced Background Check
Sitter Profile Image: Jill S.
Verified Enhanced Background Check

Jill S.
Rover 101
Star Sitter

I'm all about the animals
Washingtonville, NY, 10992
6.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
161 reviews
44 repeat clients
Profile image

Jill loves what she does, and it shows. My pups absolutely loved her, and after moving cross country and having no support it was so incredible to have someone I knew would look after my 3 dogs!

Availability updated 2 days ago
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check

Sarah K.

I will love all furry friends
Florida, NY, 10921
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
6 years of experience

About: I have a college degree in Animal Science with a concentration in canine care and training. I currently work for a boarding/daycare facility where I care for many different dogs, from puppies to senior dogs. I also have experience in training dogs basic commands and leash handling. Dogs are my passion and I will love your pet like it is my own. I want to branch off from my current job and do my own thing. I would like to be be available as much as I can. Whether it be a quick check in, 2 hour run, or 1 week stay. I will treat every signal pet as my own. I will love and care for your animal as much as you do!

Availability updated 22 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Shannon & Justin M.
Verified Enhanced Background Check
Sitter Profile Image: Shannon & Justin M.
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Shannon & Justin M.
Star Sitter

Hi, I’m Shannon! Nice to meet you
Warwick, NY, 10990
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

My two Jack Russell’s had a great time with Shannon while she did a 5 day house sit with them. Shannon regularly kept us up to date on their wellbeing with pictures and texts. She also was able to help us out for an extra day when our flight was delayed returning home and ensured the dogs were still taken care of while we were delayed getting home. The house looked great when we got back and we had two happy pups. Thanks again Shannon!

Availability updated today
Sitter Profile Image: Michael D.
Verified Enhanced Background Check
Sitter Profile Image: Michael D.
Verified Enhanced Background Check

Michael D.

Your Pets New Best Friend
Warwick, NY, 10990
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
4 reviews
Profile image

Michael watched my two terriers for a week. He gave regular updates, shared beautiful photos and the dogs seemed to be crazy about him. I would definitely recommend Michael for any pet sitting and house sitting needs.

Availability updated 19 days ago
Sitter Profile Image: Robbie O.
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Sitter Profile Image: Robbie O.
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Robbie O.

Life long animal lover and owner
Campbell Hall, NY, 10916
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
1 review

Robbie has taken excellent care of my American Eskimo dog when I had to leave for vacation and go out of town for visits with family. I dropped my dog off and she did overnight stays. I was confident and in Robbie and knew she was in good hands. Robbie gave her daily walks in which my dog loved walking . I highly recommend Robbie to take good care of your pets. She is a long term dog owner and lover of animals and will take good care of your pets.

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Michael C.
Verified Enhanced Background Check
Sitter Profile Image: Michael C.
Verified Enhanced Background Check

Michael C.

Your Dog’s Favorite Sitter
Florida, NY, 10921
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 4.9 stars
7 reviews
1 repeat client
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Michael is a wonderful dog sitter! He stayed at our home for 3 nights, and took great care of our 3 pups. We received multiple updates with photos daily. We will absolutely ask Michael to dog sit for us again.

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend

Over 24 pet parents in Chester have booked house sitting

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Chester is $60

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Chester average 3 repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover