Pet Sitting & Drop In Visits in Middlefield, 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. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

5 repeat clients

"Kelsey was so sweet to our pets and she was very responsive. Would definitely hire again! (more)"

2. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

1 repeat client

"Very professional and saved me in the last minute! (more)"

Confirmed President's Day Availability
3. Amanda

Fun, Trustworthy,Animal Lover,

Westfield, MA, 01085

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

1 repeat client

"Amanda is wonderful! She connected with our dogs immediately, even one who is a little stand offish. She is trustworthy and we will continue to employ her wh... (more)"

4. Briana

Got a big one? Experienced XL breed

Russell, MA, 01071

Drop-In Visits, Dog Walking

"Hello I'm Michael one of Bri's closest friends and I want to assure you why Bri is perfect for the job as a dog handler. She is a dog lover in specific and a... (more)"

5. Melissa

Melissa lives at end of a dirt rd.

Russell, MA, 01071

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

"Great dog sitter! Melissa cared for our dog in her home for nearly two weeks and we were very pleased with the attention and care that she provided. She has ... (more)"

6. Ashley

Dog obsession is an understatement

Southampton , MA, 01073

House Sitting, Drop-In Visits, Dog Walking

"Ashley has watched our dog, Lucy and she was the best. She took her on walks, sent us pictures and made sure she was well taken care of. She is an obvious ... (more)"

7. Taylor

Dog lover with big heart!

Hinsdale, MA, 01235

Drop-In Visits, Dog Walking

"Taylor is a fun and hardworking ray of sunshine. Who better to help you with your family pet than someone who would do anything to make her puppers smile ? R... (more)"

8. 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)"

9. Lisa

Avid walker and pet- lover

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"I have known Lisa for 12 years, and through different hair styles and music preference, one thing has stayed constant: her passion for animals. Her face ligh... (more)"

10. 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)"

11. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"My dogs love Charlie-Marie. She has been dogsitting them for 2 years now. I feel bad leaving them during the day while I am at work or when I go on vacation... (more)"

12. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

2 repeat clients

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also... (more)

13. Madeleine

Love dogs and they love me

Northampton, MA, 01063

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)

14. 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)"

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. 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)

17. Shane

I'm the guy to help with your dog

dalton, MA, 01226

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs my whole life: large, medium and currently two small dogs, who I love a lot. I enjoy spending time with dogs: playing, relaxing...... (more)

Confirmed President's Day Availability
18. Taylor

The animals always come first.

Granville, MA, 01034

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)"

Confirmed President's Day Availability
19. Katie

Wags to Whiskers- all furry friends

Florence, MA, 01040

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)"

20. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

Drop-In Visits, Dog Walking

"I have known Meredith for several years as she finished college and began working in the Greenville area. She is pleasant and dependable. So when I needed ... (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 Middlefield 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 Middlefield, 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 Middlefield pet sitters and avoid the kennel.