Pet Sitting & Drop In Visits in West 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.
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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)"

Available this weekend
2. Brooke

DOGS=FAMILY

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Dog Walking

About: I've had my older dog, Bianca since she was a pup. She's almost 10 now. We just adopted Suki this past February. They're both good dogs, house trai... (more)

Confirmed Holiday Availability
3. 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)"

4. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

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

1 repeat client

About: Hi, I'm Brittany! My home is safe and Dog friendly! Im a huge animal lover and I've had animals around my entire life. I'm very experienced with... (more)

Confirmed Holiday Availability
5. 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)

6. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Doggy Day Care, 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)"

7. 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
8. 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
9. 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)"

10. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

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

"Meredith was terrific. Making arrangements was easy and Meredith was great at getting back to us. She sat at our house for 2 weeks, and kept us informed dur... (more)"

11. Charlotte

Experienced Dog Sitter

Lenox, MA, 01240

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

"Charlotte did a great job with my giant puppy! Lexi seemed relaxed and well taken care when I got back from a long weekend. I could tell from texts and pi... (more)"

12. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

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

1 repeat client

About: Hi, I'm Brittany! My home is safe and Dog friendly! Im a huge animal lover and I've had animals around my entire life. I'm very experienced with... (more)

Confirmed Holiday Availability
13. 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)

14. 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

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 West Stockbridge 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 West Stockbridge, 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 West Stockbridge pet sitters and avoid the kennel.