Pet Sitting & Drop In Visits in Stockbridge, 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. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

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

2. 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)"

3. Luke

3/5 barn builder, 2/5 dog walker

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: Hey! I'm Luke! I've cared for dogs all my life. My dog now, Chai Chai, is a sassy princess but we all still love her. Honestly, I can't have enough... (more)

4. Darian

Should've been a dog myself!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a resort staff member at an awesome boarding facility. There, I have learned just how special each and every dog is. With personalit... (more)

5. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, Drop-In Visits, Dog Walking

"Taylor is dependable and quick to respond at any text or call. I feel fortunate to have found her and you can feel confident in hiring her. She came to my ho... (more)"

6. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"I whole-heartedly and unhesitatingly recommend Ava. She has babysat and done many other things for me off and on, including pet-sitting, for at least 8 years... (more)"

7. Charlotte

Experienced Dog Sitter

Lenox, MA, 01240

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

"Charlotte was great to work with and she was very accommodating. She checked in over the weekend to provide updates/pictures of Hurley. Additionally, she w... (more)"

8. Luke

3/5 barn builder, 2/5 dog walker

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: Hey! I'm Luke! I've cared for dogs all my life. My dog now, Chai Chai, is a sassy princess but we all still love her. Honestly, I can't have enough... (more)

9. Darian

Should've been a dog myself!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a resort staff member at an awesome boarding facility. There, I have learned just how special each and every dog is. With personalit... (more)

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Learn About Premier

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