House Sitting in Chester

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Joseph G.
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Sitter Profile Image: Joseph G.
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1. Joseph G.

Star Sitter
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
$55
per night
Profile image

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!

Sitter Profile Image: Darlene H.
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Sitter Profile Image: Darlene H.
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2. Darlene H.

Star Sitter
Hi I would Love to Love your pets
New Hampton, NY, 10958
7.0 mi. away
House Sitting
5.0 out of 5 stars
39 reviews
17 repeat clients
from
$45
per night
Profile image

Darlene is absolutely wonderful!! She house sat for our 4 dogs (2 puppies and 2 seniors) and they were all loved and well cared for! She sent numerous pics and videos and they were all happy babies when we returned. Completely took the stress of leaving them away! ?

Sitter Profile Image: Eryn K.
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Sitter Profile Image: Eryn K.
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3. Eryn K.

Star Sitter
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
74 reviews
33 repeat clients
from
$65
per night
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Eryn stayed in our home with our visually impaired dog and 6 month old puppy, and made us feel so comfortable to leave them behind with her while we went on our trip. She sent us daily updates about their day along with photos all throughout the week. Our dogs seemed so relaxed and happy when we got home that we know they were well taken care of. As a bonus, she respected our home and left it exactly as it was. I hope to get to lean on Eryn again in the future when we need a dog sitter!

Sitter Profile Image: Amber C.
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Sitter Profile Image: Amber C.
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4. 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
$70
per night
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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.

Sitter Profile Image: Jill S.
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Sitter Profile Image: Jill S.
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5. 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
40 repeat clients
from
$75
per night
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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!

Sitter Profile Image: Maytte B.
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Sitter Profile Image: Maytte B.
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6. Maytte B.

Let's raise the woof!
West Milford, NJ, 07421
12.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$35
per night
Profile image

Amazing job! This was my first time having a dog sitter and I was a bit nervous and unsure. The meet and greet was smooth, and kind of an information dump on the sitter. Durning the stay, plenty of updates and pictures. Upon return, my dog (who is high energy) was tired, calm and ready for bed. Which is perfect for me since I was too!

Sitter Profile Image: Tessa D.
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Sitter Profile Image: Tessa D.
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7. Tessa D.

I cant wait to help your furry fam!
Warwick, NY, 10990
9.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$75
per night

She's a responsible young lady who is someone who can be trusted and has a few pets herself so I can certainly see her as a pet sitter or dog walker.

Sitter Profile Image: Madison K.
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Sitter Profile Image: Madison K.
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8. Madison K.

I speak dog and cat :)
Goshen, NY, 10924
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$60
per night

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.

Sitter Profile Image: Mallory K.
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Sitter Profile Image: Mallory K.
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9. Mallory K.

Rover 101
Star Sitter
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
25 reviews
11 repeat clients
from
$60
per night

My husband and I were looking for last minute care for our pitty-mix, and Mallory came in clutch! She was available last minute and SUPER flexible! Our girl has a very hard exterior, but on the inside is a moosh and people tend to be afraid of her, or have a hard time handling her. She can be seen as aggressive, honestly. And for this reason we never seek care outside of CLOSE friends and family that our girl knows well. Its very anxiety provoking for us. Mallory came to our house 1x to meet both us and our girl, who gave her a run around, but that didnt scare her away. She also agreed to take the time to come to our house for a trial-run, and enter our home while we were not home but were nearby. She went the extra mile to make sure that both my husband and I, and our dog were comfortable. She provided detailed updates on her visits and sent pictures of our baby to us while we were gone. She set the intention to follow any instruction we gave, asked any and all questions (esp ones that proved to us that she is a safe dog handler), and we honestly couldn't have asked for any more love and care for our girl from a stranger (pretty much). We will definitely being using her again, and are looking forward to developing a long term relationship. Thank you Mallory!!

Sitter Profile Image: Allysen V.
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Sitter Profile Image: Allysen V.
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10. Allysen V.

Me and your pet will best friends!
Woodbury, NY
9.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 years of experience
from
$35
per night

About: I’ve been taking care on animals since I was 10. If it was walking dogs, cleaning kitty litter, brushing out, washing, taking care of rabbits, I can handle it all! I do work full time Monday- Friday 8-5 and occasionally on weekends. Although that may sounds like a lot I have a good amount of free time still on my hands to take care of your fur baby I will always be reachable at anytime when i’m with your fur baby and will make sure to provide as many pictures and videos as you may want. I have a huge heart for all animals so I can guarantee i’ll love and care for your fur baby as if they were my own.

Sitter Profile Image: Gavin O.
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Sitter Profile Image: Gavin O.
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11. Gavin O.

I love and know dogs and cats
Chester, NY, 10918
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$35
per night

Gavin is a very smart, caring, and responsible young man. He has always cared for his dogs, and would like to have a cat as well. He has taken care of neighbors pets multiple times, and enjoys the time spent with the animals. He can be counted on for excellent care of all fur babies!

Sitter Profile Image: Wanii G.
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Sitter Profile Image: Wanii G.
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12. Wanii G.

Your dog been waiting for me 😃
Middletown, NY, 10940
9.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$15
per night
Profile image

Signed up for a housesitting And Wanii was a great help watching my dog zero he sent me a picture of him napping, which was super adorable and cute and very very happy to know that my dog was doing well. He also came in handy when my family members could not watch my dog wanii was able to be booked at the very last minute and I was able to book an additional day which I was on my trip ,which really helped me out since I was out of the country. Thanks again. Would definitely book with Wanii again .

Sitter Profile Image: Dianna & Shea G.
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Sitter Profile Image: Dianna & Shea G.
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13. Dianna & Shea G.

Veterinary Professional Pet-Lover
Greenwood Lake, NY, 10925
9.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$63
per night

Dianna is a pleasure to work with always, she's extremely professional and has a high attention to detail. She's skilled in pet safety and care, allowing me to trust her with my cat during travels. Pets adore her, she meets shy animals where they want to, and knows how to interact with a variety of pet personalities and health needs. Dianna also respects any space she visits, and is very careful to take detailed information for any special care needed. She engages with owners to work effectively, providing updates, answering questions, and prioritizes the safety and comfort of any animal in her care. A wonderful person to work with overall!

Sitter Profile Image: Lizbet N.
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Sitter Profile Image: Lizbet N.
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14. Lizbet N.

Animal lover, great listener
Middletown, NY, 10940
9.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$50
per night

I have known Lizbet Navarro for over seven years and I cannot say enough good things about this incredible woman. Any pet put her care, you will not have to worry about, she is absolutely responsible and caring with all types of animals. I have seen it both with her family’s dog, as well as how she interacts with my dog and cat. Furthermore, I know Lizbet to be disciplined and responsible with being on time for her engagements, being organized, and constantly going above and beyond for her family and friends. If you are looking for a pet sitter or pet caregiver you could not possibly do better, mark my words!

Sitter Profile Image: Rebecca L.
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Sitter Profile Image: Rebecca L.
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15. Rebecca L.

Rover 101
Long time Community Member Petlover
Warwick, NY, 10990
7.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$65
per night

About: I have experience with puppy care and training as well as senior and medical care for pets. We are able to go to the local dog park as well for extra energetic pets! I currently work freelance from home so I have a very flexible schedule and availability. I can provide one time or reoccurring care in my home or yours. I have a large private backyard as well as a dog free home if your pet isn't used to being around other pets. I am able to crate train as well.

Sitter Profile Image: Teadie Marie F.
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Sitter Profile Image: Teadie Marie F.
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16. Teadie Marie F.

Peace of mind. One pet at a time.
Harriman, NY, 10926
7.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
4 repeat clients
from
$95
per night
Profile image

Teadie did a great job with my two - she was communicative, reachable, and professional. Her 6 day stay with my two went really great! I really appreciated her and will re-book again!

Sitter Profile Image: Amanda Z.
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Sitter Profile Image: Amanda Z.
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17. Amanda Z.

A paws-itive pet experience! 🐶🐱
Monroe, NY, 10950
5.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$75
per night
Profile image

Amanda is amazing! We’ve been lucky enough to have her watch our pup over multiple extended stays, and has given us such peace of mind knowing our dog and our home are in great hands.

Sitter Profile Image: Deisi P.
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Sitter Profile Image: Deisi P.
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18. Deisi P.

I’ll care for your pet as my own.
Goshen, NY, 10924
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$57
per night

As long as I have known Deisi she had shown a intense love and care for all fluffy wonderful pets, small or big! She shows so much love for her own doggy and that represents how qualified she is with all other pets she comes across with. She is highly responsible with not only her doggy but all. She has taken care of my puppy and showed a high respect for her. I think she would be a awesome dog caregiver for you!

Sitter Profile Image: Dominick M.
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Sitter Profile Image: Dominick M.
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19. Dominick M.

Animals welcome. Humans tolerated.
Goshen, NY, 10924
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$80
per night

Dominick has done both drop in visits and house sitting visits for my two pups! These two are picky and have specific eating routines as well as special diets. He was able to manage those specifications for our two dogs. They normally do not like to eat when we go away, but he was able to keep them happy, calm and relaxed so that they felt comfortable around him. He sent us photos and videos each time he came to visit so that we could stay updated on what the pups were up to. We felt really safe leaving them in his care. He was respectful, responsible and attentive to all needs of our pups. We will continue to use him whenever we are out of town!

Sitter Profile Image: Alyssa F.
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Sitter Profile Image: Alyssa F.
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20. Alyssa F.

Dogs leave paw prints on my heart
Chester, NY, 10918
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$50
per night

Alyssa is the sweetest person i know. She has a huge heart and a great listener so anything special your pets need she can handle. I have two cats who absolutely adore her. As soon as she walks in the door they look for her. I do realize cats are very low maintence but ive also seen how she cares for our friends dogs. Shes definitelt someone you can trust to show up for all your pet needs.

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Chester House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Chester are rated on average 5 out of 5 stars based on 9 reviews.

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Never beg a friend to watch your dog again. With Rover, you can find your the perfect Chester house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Chester who can provide the care your dog needs, when they need it.

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