Pet Sitting & Drop In Visits in Chester, NY

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

1. Vera

I am loving, caring, compassionate,

Washingtonville, NY, 10992

Drop-In Visits, Dog Walking

3 repeat clients

"Vera took great care of our pup. She came by three times each day to exercise and feed him. She spent good quality and quantity time with him. Daily she sent... (more)"

2. James

Runs, snuggles, royal treatment

Washingtonville, NY, 10992

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"VERY highly recommended. James watched my lab/Shepard puppy for 2 days while I was away. He took amazing care and went above and beyond what was asked. Fed h... (more)"

3. Alisha

Alisha's dog boarding & fun house

Middletown, NY, 10941

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

26 repeat clients

About: Your dog will love coming here for what will be more like a doggy vacation for him or her! I love all animals and can help with any other pets you ... (more)

4. Jessica

Home away from home!

Monroe, NY, 10950

Drop-In Visits, Doggy Day Care, Dog Walking

"Jessica is an experienced dog owner. She not only takes excellent care of her dog, but she also helps with an animal rescue organization by fostering and tra... (more)"

5. Adam

A tired dog is a good dog.

Campbell Hall, NY, 10916

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I believe in positive reinforcement traning and lots of exercise. Patience is the key to taking care of any animal. There is no dog out there that ... (more)

6. Julia

Will meet the needs of your pets!

Chester, NY, 10918

Dog Boarding, Drop-In Visits, Dog Walking

"I have used Julia for almost a year now, and she is extremely flexible and, more importantly, very reliable. My three dogs adore her! I couldn't ask for a ... (more)"

7. Sal

Canine's best friend!

Warwick, NY, 10990

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi my name is Sal! My family has owned dogs for as long as I have been alive and I have learned that they are like our children. Therefore, while t... (more)

8. Jackie

Currently available full time

monroe, NY, 10950

House Sitting, Drop-In Visits, Dog Walking

"Jackie has an amazing way with animals. She has always had a very special bond with all of our dogs. I would highly recommend Jackie to take care of your pets. (more)"

9. Jane

Waggles Home Away from Home

Chester, NY, 10918

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

10 repeat clients

About: We can't wait to take care of your dog! We are an active couple with flexible schedules and one of us will be around most of the time to keep your... (more)

10. Elizabeth

Dazzling Dog Walker!

Monroe, NY, 10950

House Sitting, Drop-In Visits, Dog Walking

About: I've been dog-walking a beautiful yellow Lab named Gracie for a year. Would love to meet your precious pooch for walks and dog-sitting. I do evenin... (more)

11. Abiana

I give my all, animals are my life.

Chester, NY, 10918

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

15 repeat clients

"Abiana is, and always has been, someone who loves and cares for all animals as though they are her own. When Abiana is not loving and attending her own anima... (more)"

12. Matthew

Home full time from college

Chester, NY, 10918

House Sitting, Drop-In Visits, Dog Walking

About: I am a college kid home from school for winter break, I have had, and been around dogs since I could crawl. Have never had a problem with any dogs ... (more)

13. Liz

Loving Care when you're not there

Chester, NY, 10918

Drop-In Visits, Dog Walking

2 repeat clients

"Liz is a great sitter. She is great with Bella, very punctual and sent me text updates with pictures each visit. Definitely recommend her! (more)"

14. Kelsey

Every dog is the best dog

Florida , NY, 10921

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kelsey has always had a love of animals . She never hesitates to give them plenty of attention . I highly recommend her as a qualified dog sitter. (more)"

15. Kelly

Dog lover since birth! :-)

Goshen, NY, 10924

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

1 repeat client

"Kelly grew up with having dogs as pets and each one is always treated with love and care. Some of her dogs were rescues and Kelly was able to nurture them an... (more)"

16. Marilyn

Professional & Loving Care

monroe, NY, 10950

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"There are so many wonderful things to say about Marilyn....she is loving, compassionate, responsible, caring, friendly and extremely helpful. She has a smile... (more)"

17. Tom

I've always been a dog-person! :)

Monroe, NY, 10950

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Tom is such an amazing and responsible caregiver. Our husky, Jack, really took to him right away. He is very loving and hands-on. He played with Jack and was... (more)"

18. Alexi

Home full time! Love to run!

Monroe, NY, 10950

Drop-In Visits, Dog Walking

1 repeat client

About: Hi! My name is alexi and I have been caring for dogs for over 15 years. I have worked with many breeds of all different sizes and currently have 2 ... (more)

19. Kelly

Your dog nose best. (:

Goshen, NY, 10924

House Sitting, Drop-In Visits, Dog Walking

"Kelly has taken care of my two big fluffy Samoyeds for years. She had the most bubbly, warm personality and does everything she can to take care of absolutel... (more)"

20. Randi

Dog buddy right here :)

Goshen, NY, 10924

House Sitting, Drop-In Visits, Dog Walking

About: I have been the owner of 2 great dogs since May 2015, a lab hound and a chihuahua mix. Love going outside and playing, walking, enjoying the fresh... (more)


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.