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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Dismiss
Confirmed Holiday Availability
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)"

Confirmed Holiday Availability
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)"

Confirmed Holiday Availability
3. Olivia

Vet tech in the works, love animals

Hudson, NY, 12534

House Sitting, Drop-In Visits, Dog Walking

About: I have a deep love for all animals. I am currently going to both veterinary technician school and training to become a dog trainer. I may be only 1... (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)

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)"

Confirmed Holiday Availability
6. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"Ava is a dream with our boys! She made them so happy in our home and consistently kept in touch. Our pups were well cared for and so was our home. We are so ... (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)"

Confirmed Holiday Availability
8. Olivia

Vet tech in the works, love animals

Hudson, NY, 12534

House Sitting, Drop-In Visits, Dog Walking

About: I have a deep love for all animals. I am currently going to both veterinary technician school and training to become a dog trainer. I may be only 1... (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)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.