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. Sara

I'll hike with your dog!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"Sara is an amazing dog sitter! She watched and help care for my special needs dog, Lexi. Lexi had severe stomach disease and had to stick to a strict diet & ... (more)"

Available this weekend
2. Danielle

Life's always better with a dog!

Valatie, NY, 12184

House Sitting, Drop-In Visits, Dog Walking

"Danielle took great care of my dog. We would definitely use her again. (more)"

3. Brittany

Loving, responsible & attentive!

Lee, MA, 01260

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

1 repeat client

"Brittany was absolutely wonderful and so very passionate for what she does! I'm so glad She happened across my path in my search for a pet sitter! Don't ev... (more)"

4. 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)"

5. Hannah

Dog enthusiast and active student

Lenox , MA, 01240

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Hannah is wonderful with our puppy! She takes the time to work on training her and giving her lots of love and attention! She's attentive to her schedule and... (more)"

6. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

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

7. Heidi

2 for 1 Fur baby Lovers ❤️

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)"

8. 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)"

9. 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)"

10. 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)

11. Amber

Veterinary Trained Dog Lover!

Delaware Avenue, Albany, NY, 12209

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with lots of animals. Before and during college, I worked as a veterinary assistant. After college, I volunteered at the humane society. ... (more)

12. Diane

Former veterinary assistant

Hillsdale, NY, 12529

Drop-In Visits, Dog Walking

"Diane has taken care of my pets many times. I have 3 dogs and 2 cats. She gives them attention above and beyond the call of duty. I know for a fact that she ... (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.