House Sitting in Chester

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

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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.

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

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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Sitter Profile Image: Eryn K.
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Sitter Profile Image: Eryn K.
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2. 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
$65
per night

Eryn did a wonderful job caring for our 3 fur babies. She was very communicative making she we were up to date with everything going on at our house while we were away. She was patient with our pups when they acted out and made sure to let us know they were misbehaving. Not only that but when we got back from our trip the house was spotless and she even washed the bedding. 10/10 would recommend for your sits.

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Sitter Profile Image: Amber C.
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Sitter Profile Image: Amber C.
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3. 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
$66
per night

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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Sitter Profile Image: Lisa V.
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Sitter Profile Image: Lisa V.
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4. 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
$120
per night

We couldn’t have been happier with Lisa. She was very professional and detail-oriented and provided outstanding care for our pets. She also sent us many updates and pictures while we were away, which we greatly appreciated! We would definitely hire her again without hesitation.

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Sitter Profile Image: Kayla L.
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Sitter Profile Image: Kayla L.
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5. Kayla L.

Pets are family
Cornwall, NY, 12518
12.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night

Kayla is a wonderful caregiver ! She takes care of my cats when i go on vacation which is often. She follows directions and gives medication to my oldest cat. She kind, attentive, and loving. I wouldn’t recommend her if i didn’t trust her with my pets.

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

I speak dog and cat :)
Goshen, NY, 10924
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
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: Mariluz S.
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Sitter Profile Image: Mariluz S.
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7. Mariluz S.

Experienced with several breeds.
Middletown, NY, 10941
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
9 repeat clients
from
$120
per night

We Loved Mariluz! Not only did she care for our dogs but she watered the plants, fed my fish, brought in packages/mail and even took out the trash. My dogs absolutely loved her. We will definitely be using her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rhylee R.
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Sitter Profile Image: Rhylee R.
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8. Rhylee R.

Pets are my best friends :)
Montgomery, NY, 12549
11.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$45
per night

Rhylee did a fabulous job with our dogs! One of our dogs is a rescue and requires time and patience to earn her trust. Rhylee provided both perfectly and was able to administer her medications as well.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Teadie Marie F.
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Sitter Profile Image: Teadie Marie F.
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9. 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
3 repeat clients
from
$95
per night

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.

Sitter Profile Image: Jedediah K.
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Sitter Profile Image: Jedediah K.
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10. Jedediah K.

No dog too big, small, or excitable
Warwick, NY, 10990
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night

Jed and I were long-term pet sitters together when our mutual friend would have to leave the states on deployment. He was amazing with that dog, she liked him more than her original owner to be honest. He would always go on great hikes with her and play with her so she could let out all her crazy (she was half blue heeler). I'm not exaggerating when I say that this dog was certifiably insane, but at the end of our long bouts of pet sitting she somehow turned out more well-behaved than when she arrived, and that's entirely to the credit of Jed.

Sitter Profile Image: Carmen M.
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Sitter Profile Image: Carmen M.
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11. 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
$60
per night

Carmen is a joy to be around and our fur baby, Thor absolutely loves her. She is truly a doggie mom; she doesn't even mind his wet kisses! lol For the past five years, whenever our family goes on vacation, Carmen is who we trust to care for our puppies. She is caring, responsible, professional and trustworthy. We'd never leave our babies with anyone else!

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Sitter Profile Image: Michael C.
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Sitter Profile Image: Michael C.
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12. 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
$28
per night

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.

Sitter Profile Image: Rebecca L.
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Sitter Profile Image: Rebecca L.
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13. 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
9 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: Jasmine P.
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Sitter Profile Image: Jasmine P.
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14. Jasmine P.

Patient , Caring , and Attentive
Monroe, NY, 10950
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$35
per night

About: I’ve taken care of dogs for friends and family for several years . I’ve done everything from walk feed and bathed their pets . I’m extremely caring and aware of specific needs of pets . I’m currently working from home and finish at 2pm so there is lots of flexibility and time to meet the needs of your pets. I’m also available on the weekends . I will meet whatever needs to care for your pets the way they need to be cared for to ensure your trust with me safely caring for your pets .

Sitter Profile Image: Sade P.
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Sitter Profile Image: Sade P.
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15. 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
$35
per night

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+

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mallory K.
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Sitter Profile Image: Mallory K.
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16. 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
$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: Gavin O.
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Sitter Profile Image: Gavin O.
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17. Gavin O.

I love and know dogs and cats
Chester, NY, 10918
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
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: Dominick M.
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Sitter Profile Image: Dominick M.
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18. 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 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!

Sitter Profile Image: Alyssa F.
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Sitter Profile Image: Alyssa F.
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19. Alyssa F.

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

Alyssa is the quintessential pet lover, especially dogs. She has her own little baby at home (she’s always talking about him) and she takes our friends dogs on hikes with us. She has always treated animals the same way she would treat any children that she babysits (regarding safety, well being) and I think it’s extremely wholesome. You won’t regret hiring her as a caregiver :)

Sitter Profile Image: Deisi P.
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Sitter Profile Image: Deisi P.
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20. 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
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!

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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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