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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Kourtney

LOVE is a four legged word

Chicopee, MA, 01020

House Sitting, Drop-In Visits, Dog Walking

"Kourtney is a wonderful person and has taken care of my 2 labs for several years now, from dog sitting to dog walking. Her skills are fantastic and I recomme... (more)"

2. Mikayla

(experienced) dog lover!

Northampton, MA, 01063

House Sitting, Drop-In Visits, Dog Walking

"One of the hardest things about having pets is finding accommodations for them when you need to go out of town and don't want to put them in a kennel facilit... (more)"

3. Teri

One on One Dog Care

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Teri was easy to communicate with, sent pictures, and took great care of our kitty while we were away! We would absolutely book her again! (more)"

4. Ashley

Dog obsession is an understatement

Southampton , MA, 01073

House Sitting, Drop-In Visits, Dog Walking

About: I love love love dogs, life is incomplete without them! I've had dogs my whole life. My current dogs are both sick so I have experience with giving... (more)

Confirmed Holiday Availability
5. 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)"

6. Sandra

looking to love some little doggies

Chicopee, MA, 01020

Dog Boarding, Drop-In Visits, Doggy Day Care

"I am Sandra’s mother and growing up we always had dogs. Sandra was always great with our dogs and even when she moved out on her own she often took care of o... (more)"

7. Keyona

Dogs are my spirit animals!

Sunderland, MA, 01375

Dog Boarding, House Sitting, Drop-In Visits

3 repeat clients

"We always love Keyona and this time we hired her to take our dog Lucy for three weeks while we were away. She was so flexible and accommodating, and she's th... (more)"

8. 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)"

9. 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)

10. Olivia

Historian needs interaction w/ dogs

Northampton, MA, 01060

Drop-In Visits, Dog Walking

"Although responsible in many areas of her life, I have to say that Olivia's compassion for animals (specifically dogs) makes her an exceptionally responsible... (more)"

11. 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)

12. 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)

13. Lauren

I Treat You & Your Pets Like Family

Wilbraham, MA, 01095

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

1 repeat client

"Lauren was my dog walker for 2+ years until she moved away. She treats all the dogs in her care as if they were her own and they love her right back. My dog ... (more)"

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Learn About Premier

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 free 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.