Pet Sitting & Drop In Visits in 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.

1. Lisa

Avid walker and pet- lover

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

2. Katie

Need a Furry Friend

Williamsburg, MA, 01096

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

3 repeat clients

"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)"

3. Kara

Dog lover and hiking enthusiast

Easthampton, MA, 01027

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"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)"

4. Brooke

Happy to run with your pup!

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"Brooke is amazing! I leave my 6 month old goldendoodle with her and I know that she is safe, loved, and well-cared for. Brooke just loves dogs; I know my dog... (more)"

5. Ashley

Comes with love

Montgomery, MA, 01085

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Available this weekend
6. Zoe

Caring and Patient Animal Lover

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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. 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)"

8. 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)

9. Brittany

Always here for you & your kiddo!

Florence, MA, 01060

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Brittany asked questions to understand exactly what I needed and followed the directions I had left, she came in on time and did as she was asked, with clear... (more)"

10. Samantha

Part time Nurse-Full time Dog Lover

Easthampton, MA, 01027

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Samantha is one of the warmest and kindest people I know. She is great with dogs and always stops when we are walking by them to say hello. She is a wonderfu... (more)"

Available this weekend
11. Lyndah

Love spending time with animals

Florence, MA, 01062

Drop-In Visits, Dog Walking

1 repeat client

"Lyndah took care of my two cats and blue macaw for five days while I was away. She administered daily medication to my girl cat, fed two types of food to bot... (more)"

12. 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)

13. Megan

Animals are my life!

Florence, MA, 01062

Drop-In Visits, Dog Walking

About: My name is Megan and since a young child animals have been my passion. I've been around cats and dogs since I was 5. Now many years later I work as... (more)

14. Katie

Wags to Whiskers- all furry friends

Florence, MA, 01040

Dog Boarding, Drop-In Visits, Dog Walking

"I have a total of three dogs who love Katie very much. My mini Aussie appreciates that Katie never gets tired of throwing the Frisbee for her. My Border Col... (more)"

15. Ted

Reliable/Flexible Dog Lover

Northampton, MA, 01063

House Sitting, Drop-In Visits, Dog Walking

"Ted is an incredibly sweet and kind person who loves animals. He cares for all pets with care and love. He is trustworthy, considerate, and always punctual. (more)"

Available this weekend
16. Madeleine

Love dogs and they love me

Northampton, MA, 01063

House Sitting, Drop-In Visits, Dog Walking

About: I took care of a cat for at least 8 years and have taken care of my friends dogs before. This summer I have been helping my friend pet sit and almo... (more)

17. 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)"

18. Genna

Always available,hiker & dog lover!

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

About: I work from home, have a flexible schedule, and am always around for your dog! I studied biology and reptile/insect rearing, and now work at hom... (more)

19. 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)"

20. 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)"


Rover.com is the simple, savvy way to find and book Chesterfield 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 Chesterfield. 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.