Pet Sitting & Drop In Visits in Sheffield, MA

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

Available this weekend
1. Isaiah

The loving playtime they need <3

Poughkeepsie, NY, 12603

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Isaiah and Nina were wonderful hosts to our puppy. Clearly animal lovers and excellent care givers, I'd recommend Isaiah to any pet owner looker for every h... (more)"

2. Marcea

48 years Loving Other People's Pets

West Hartford, CT, 06110

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Marcea is a warm, wonderful person; great with both our senior dog and spunky pup! Highly recommend! (more)"

3. Kathryn

Mature, loving, compassionate care

Canaan , CT, 06018

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kathryn Fisher has grown up in a dog loving household. She has had a dog at home every year of her life, most years 2 at a time. Kathryn has shown responsibi... (more)"

4. Heidi

Fur baby Lover ❤️

Port Ewen, NY, 12466

House Sitting, Drop-In Visits, Dog Walking

"We are so thankful that we found Heidi. As someone who treats their dogs like their children we were so relaxed and at ease from the moment we met Heidi. W... (more)"

5. Michael

I will put your pets needs first

Wethersfield, CT, 06109

House Sitting, Drop-In Visits, Dog Walking

About: Hey there, I am a photographer and an uber driver so I make my own schedule, total availability, have my own car, and can take good update photos o... (more)

6. Madilyn

Dog treats and pretty walks.

Great Barrington, MA, 01230

House Sitting, Drop-In Visits, Dog Walking

About: I love to take care of and spend time with animals. I've been around animals my entire life. I've taken care of my own dog for the past three years... (more)

7. Carley

Love to run!

Simsbury, CT, 06070

House Sitting, Drop-In Visits, Dog Walking

"Carley is an amazing dog watcher. She has watched my pup many times as well as spending a lot of time romping around the mountains with her. My pup goes craz... (more)"

8. Iris

I am a dog whisperer and magnet.

Norfolk, CT, 06058

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

2 repeat clients

"I have seen Iris's dogsitting skills in action. During this past year at the college we both go to, I got to meet two of the dogs she was dogsitting and see... (more)"

9. Sarah

Dog lover and Caretaker

Riverton, CT, 06065

House Sitting, Drop-In Visits, Dog Walking

"Sarah is an amazing pet lover and care taker when my husband and I went away she made sure our dogs were taken care of. (more)"

10. Isaiah

The loving playtime they need <3

Poughkeepsie, NY, 12603

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Isaiah is amazing! One of my dogs had a minor medical emergency while we were both here (absolutely no fault of his) and Isaiah helped me get my dog to the v... (more)"

11. Kathryn

Mature, loving, compassionate care

Canaan , CT, 06018

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kathryn Fisher has grown up in a dog loving household. She has had a dog at home every year of her life, most years 2 at a time. Kathryn has shown responsibi... (more)"

12. Erin

Dog Adventures in the Berkshires!

Southfield , MA, 01259

Dog Boarding, House Sitting, Dog Walking

About: I love animals, and I love being outside! I live in beautiful Southfeild, 15 minutes from great barrington, with a large backyard and lots of woods... (more)

13. Heidi

Fur baby Lover ❤️

Port Ewen, NY, 12466

House Sitting, Drop-In Visits, Dog Walking

"Heidi is incredible. She took fantastic care of our bear of a puppy. We cannot recommend her highly enough! Communication via photos of him having a wonderfu... (more)"

14. Carley

Love to run!

Simsbury, CT, 06070

House Sitting, Drop-In Visits, Dog Walking

"Carley is an amazing dog watcher. She has watched my pup many times as well as spending a lot of time romping around the mountains with her. My pup goes craz... (more)"

15. Madilyn

Dog treats and pretty walks.

Great Barrington, MA, 01230

House Sitting, Drop-In Visits, Dog Walking

About: I love to take care of and spend time with animals. I've been around animals my entire life. I've taken care of my own dog for the past three years... (more)

16. Michael

I will put your pets needs first

Wethersfield, CT, 06109

House Sitting, Drop-In Visits, Dog Walking

About: Hey there, I am a photographer and an uber driver so I make my own schedule, total availability, have my own car, and can take good update photos o... (more)

17. Marcea

48 years Loving Other People's Pets

West Hartford, CT, 06110

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"I have known Marcea for the past ten years, and am pleased to recommend her as a pet sitter. She is one of the most caring and kind people I know. She has wa... (more)"

18. Iris

I am a dog whisperer and magnet.

Norfolk, CT, 06058

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

2 repeat clients

"I have seen Iris's dogsitting skills in action. During this past year at the college we both go to, I got to meet two of the dogs she was dogsitting and see... (more)"

19. Sarah

Dog lover and Caretaker

Riverton, CT, 06065

House Sitting, Drop-In Visits, Dog Walking

"Sarah is an amazing pet lover and care taker when my husband and I went away she made sure our dogs were taken care of. (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 Sheffield 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 Sheffield, 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 Sheffield pet sitters and avoid the kennel.