Pet Sitting & Drop In Visits in West Chesterfield, MA

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

Tip: Contact sitters now to confirm availability.
1. Brooke

Happy to run with your pup!

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"Brooke did a great job, despite Max being in a grumpy mood. She was very sweet with Max and kept me updated on the walk. (more)"

2. Kara

Dog lover and hiking enthusiast

Easthampton, MA, 01027

House Sitting, Drop-In Visits, Dog Walking

"We are extremely pleased with Kara. She went above and beyond our expectations. She was extremely attentive to all of our animals and made our time away fu... (more)"

3. Katie

Need a Furry Friend

Williamsburg, MA, 01096

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

"I highly recommend Katie as a dog sitter for she is one of the most mature, responsible, hardworking individuals I know, with a commitment and drive for exce... (more)"

Confirmed 4th of July Availability
4. Erin

Pet owners make friends furrrever

Southampton, MA, 01073

House Sitting, Drop-In Visits, Dog Walking

"Erin is just wonderful with our dog!! She is attentive, sweet and knowledgeable! She works hard to make our dog feel loved, important and fit. She gives grea... (more)"

5. Ted

Reliable/Flexible Dog Lover

Northampton, MA, 01063

House Sitting, Drop-In Visits, Dog Walking

"Ted has a very warm demeanor toward all animals, which I have always seen in their love and care for Sufjan, their cat. I would wholeheartedly trust Ted to w... (more)"

6. Zoe

Caring and Patient Animal Lover

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"When looking for a pet sitter essentially you want to find someone who will comfort and care for your animal while you are away. You want someone who will gi... (more)"

7. Lisa

Avid walker and pet- lover

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"Lisa was great! She looked after my cat while I was out of town for a few days. Very professional, would highly recommend for your pet sitting needs! (more)"

8. Ashley

Comes with love

Montgomery, MA, 01085

House Sitting, Drop-In Visits, Dog Walking

"Ashley came back for another drop-in visit while we were out of town for the day. She came right on schedule and even sent us a selfie of her with our dog. T... (more)"

Confirmed 4th of July Availability
9. Lucie-Ann

Affordable and reliable pet lover!

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"Lucie-Ann was great. Very responsive and easy to work with. She took great care of my cats while I was out of town for a week and sent me better pictures of ... (more)"

Confirmed 4th of July Availability
10. Megan

Must Love Dogs

Northampton, MA, 01060

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

"Megan would be an ideal choice for your pet sitting needs. She has two dogs of her own and her care and attentiveness for them and every other animal that sh... (more)"

11. Rosa

Enjoys long walks through the woods

Northampton, MA, 01060

Drop-In Visits, Dog Walking

About: Hi there! My name is Rosa. I am an artist, so I try to balance expenses with many part time jobs. I have a flexible schedule and love being out... (more)

12. Michael

Friendly guy, to both people & dogs

Florence, MA, 01062

House Sitting, Drop-In Visits, Dog Walking

"Such is Michael's love for pups that that is what I call him - Pup! Pup speaks often and lovingly of the pup of his youth, Kasha, a handsome Samoyed with reg... (more)"

13. Sara

Dogs think I'm one of them.

Florence, MA, 01062

House Sitting, Drop-In Visits, Dog Walking

"I have known Sara for 35 years. She is an extremely reliable and compassionate caregiver to animals. Recently she met my dog, and Garnet (who is usually shy ... (more)"

14. Kayla

Animal loving teacher on break!

northampton, MA, 01062

House Sitting, Drop-In Visits, Dog Walking

"Kayla shows an unwavering love for animals and its it evident when ever she is around them. Kayla is also responsible and will put your pet first when tasked... (more)"

15. Stefan

You pup can count on me.

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"Stefan was employed by me at my dog grooming salon in Newburyport. Not only was Stefan an excellent groomer, he was dependable, responsible, hard working and... (more)"

16. Alyssa

Hiking & Running

Northampton, MA, 01062

House Sitting, Drop-In Visits, Dog Walking

About: I am a dog lover who loves to bake, hike, and adventure. I started walking dogs about a year ago and have found they help me as much as I help them... (more)

17. Ava

Home full time - Parks nearby!

Williamsburg, MA, 01096

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

About: My name is Ava and I am a college student home for the summer. I’m hoping to buy a car soon and am looking to save up some money. Once I graduate I... (more)

18. Dave

Experienced / flexible. Fun 4 dogs

Hatfield, MA, 01088

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

"I’ve never met a dog who didn’t love Dave. Dave is fluent in dog, and seems instantly able to calm even the most agitated pup. He’s also a clear communicator... (more)"

19. Emily

Willing to love on your dog 24/7

Cummington, MA, 01026

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

About: I love dogs and cats and the unconditional love they give back in return. I want to show your pet that love when you unfortunately can’t be home to... (more)

Confirmed 4th of July Availability
20. Sam

Available for home sitting!

Worthington, MA, 01098

House Sitting, Drop-In Visits, Dog Walking

"Sam goes above and beyond what is expected of a care-giver of any kind. In addition to taking amazing care of animals (including chickens, dogs, humans), she... (more)"


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 West Chesterfield 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 West Chesterfield, 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 West Chesterfield pet sitters and avoid the kennel.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.