Pet Sitting & Drop In Visits in Chester, MA

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

1. Alexandria

Four legged lover

Harwinton, CT, 06791

House Sitting, Drop-In Visits, Dog Walking

About: I've loved animals my entire life! Since I can remember I have grown up around dogs and all sorts of animals. I've always been the go to gal when f... (more)

Confirmed Thanksgiving Availability
2. Melissa

Melissa's lives at end ofa dirt rd.

Russell, MA, 01071

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

"It is my pleasure to recommend Melissa as a caregiver for your furry family member/s. Her care and consideration for an animals individuality and needs is ex... (more)"

3. Maria

Experience and fun!!

Granville, MA, 01034

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

2 repeat clients

"Maria is amazing with all dogs. From small to large they all love her. She is wonderful at training and obedience and takes the best care of all animals. (more)"

Confirmed Thanksgiving Availability
4. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, Drop-In Visits, Dog Walking

"Taylor is a very smart and caring woman who loves caring for all types of pets. She has a sweet disposition and has a lot of experience that allows her to ca... (more)"

5. Kayla

I would love to help!!

Huntington, MA, 01050

House Sitting, Drop-In Visits, Dog Walking

About: I've grown up around dogs my whole life and have always had a love for them. They have taught me love and responsibility. I also have a horse of my... (more)

6. Victoria

I go above and beyond, every time.

Westfield, MA, 01085

House Sitting, Drop-In Visits, Dog Walking

About: For over 8 years, I have cared for all ages, sizes, breeds, and temperaments of dogs. Keeping your pet happy, healthy, comfortable, exercised, fed,... (more)

7. Molly

Responsible and caring

Granby , CT, 06035

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I am so happy to write a testimonial for Molly H. We have a 14 year old Italian Greyhound who is as dear to us as our 2 legged children. Denali has never b... (more)"

8. Erika

social worker and dog lover

Westfield, MA, 01085

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

About: I particularly do not have any history taking care of dogs, but I have grown up with puppies and older dogs as a child through my adulthood. I have... (more)

9. Collins

Walker and Sitter for all dogs!

South Hadley, MA, 01075

House Sitting, Drop-In Visits, Dog Walking

About: I'm a student at a local college looking for part-time work taking care of your animals! I've been pet sitting (mostly dogs of various breeds and... (more)

10. Emma

Animal-Loving College Student

Longmeadow, MA, 01106

House Sitting, Drop-In Visits, Dog Walking

About: I am a responsible, energetic first-year student at Vassar College with an enthusiasm for all animals, and particularly dogs. My past work experien... (more)

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Learn About Premier

The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Chester pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Chester, MA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Chester pet sitters and avoid the kennel.