Pet Sitting & Drop In Visits in Great Barrington, MA

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

Confirmed Holiday Availability
1. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

5 repeat clients

"Kelsey was so sweet to our pets and she was very responsive. Would definitely hire again! (more)"

Confirmed Holiday Availability
2. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

1 repeat client

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

Confirmed New Years Availability
3. Stephanie

friendly, charismatic, and caring

waterbury, CT, 06704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ever since I met Stephanie I knew she was a dog walker and a Pet sitter for a few people. She did it on the side to make extra money to pay for school. She's... (more)"

4. Laura

I have a Dob myself

Mt. Tremper, NY, 12457

House Sitting, Drop-In Visits, Dog Walking

"Laura is one of the sweetest, kindest and most trustworthy people I know. She's great with animals and I'd trust her with my own anytime. In fact I have. She... (more)"

Confirmed Holiday Availability
5. Kelci

An experienced sitter for 11 years!

Pawling, NY, 12564

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Great dog walker! (more)"

6. Sarah

Dog lover and Caretaker

Riverton, CT, 06065

House Sitting, Drop-In Visits, Dog Walking

"Sarah house sat and took care of our dog and two cats while we were traveling out of the country for 14 days. Our pets seemed to enjoy being with Sarah. She... (more)"

7. Kelly

love spending time with dogs!

Great barrington, MA, 01230

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

1 repeat client

About: My history would be that I've grown up with dogs my whole life. There has never not been a dog in my household and if i could spend all of my time ... (more)

8. 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)"

Confirmed Holiday Availability
9. Danielle

Large Property- Loving Family

Hillsdale, NY, 12529

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

About: Over 20 years experience. From House sitting pet families, daily walks to at home care, I have done it all. Dogs warm up to me immediately. I can ... (more)

10. Romana

Responsible and loveable!

Pittsfield , MA, 01201

Dog Boarding, House Sitting, Drop-In Visits

"Romana is a wonderful person with a real love of animals and knowledge of how to care for them. She is completely committed to caring for your pets. I highl... (more)"

11. Jennifer

happy dogs need hugs

Valatie, NY, 12184

House Sitting, Drop-In Visits, Dog Walking

"Jennifer is a conscientious and loving caregiver. She has a calm and happy demeanor that your pets will pick up on and adore. I can't recommend her highly en... (more)"

12. Mattie

Fun and friendly dog lover

Lee, MA, 01238

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Mattie is amazing with animals! She can care for all sorts of different reptiles as well as dogs and cats. I would definitely recommend Mattie for pet sittin... (more)"

Confirmed Holiday Availability
13. Heidi

2 for 1 Fur baby Lovers ❤️

Port Ewen, NY, 12466

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

14. 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)

Confirmed Christmas Availability
15. Sarah

my dog <3's your dog

Downtown, Hartford, CT, 06103

Dog Boarding, Drop-In Visits, Dog Walking

"I have known Sarah since a young age. She has a big heart for animals but dogs especially. I have trusted her on more than one occasion to watch my dog Luna.... (more)"

Confirmed Holiday Availability
16. Brooke

Brooke's Dog Sitting

East Greenbush, NY, 12061

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

17 repeat clients

About: ****Send your pup on vacation while you travel :)*** I offer dog sitting in your home as well as mine and I have discounted doggie walks **** Hell... (more)

Confirmed Holiday Availability
17. Marcea

48 years Loving Other People's Pets

West Hartford, CT, 06110

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

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

Confirmed Holiday Availability
18. Taylor

The animals always come first.

Granville, MA, 01034

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)"


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 Great Barrington 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 Great Barrington, 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 Great Barrington pet sitters and avoid the kennel.