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.

1. Christi

Trustworthy, responsible dog lover.

Goshen, CT, 06756

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Outstanding. Treated the dog well and took great photos. Recorded everything on the web site and we got regular updates. Very responsive and responsible.... (more)"

2. Ashley

Comes with love

Montgomery, MA, 01085

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashley came over for a drop-in visit for our senior dog, Shane, while we were out of town for the day. We could not be more pleased and more relieved that we... (more)"

3. Kimberley

Licensed Veterinary Technician

Hudson, NY, 12534

House Sitting, Drop-In Visits, Dog Walking

About: I’m a licensed veterinary technician that currently works full time at a small animal clinic. I’m easy going and will care for your pet as my own. ... (more)

4. Brandyn

Need a dog sitter or walk? I'm here

Millerton, NY, 12546

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

"Brandyn was a great dog sitter, was great with my dogs and we use him frequently. If you are looking for a place for your dogs to feel at home then this is t... (more)"

5. Renee

Dogs are truely best friends!

Lee, MA, 01238

House Sitting, Drop-In Visits, Dog Walking

About: I love all animals , will treat your dog like I would my own .my animals are my kids, and bet yours are to you as well ! I respect and admire peopl... (more)

6. Elizabeth

Forever FURfriends Pet Sitting

Latham, NY, 12113

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

"Elizabeth worked for me when I managed an animal rescue. We no longer work together but she continues to pet sit for me and has for a couple of years. She’... (more)"

Confirmed Memorial day Availability
7. Cassidy

full time animal lover

Nassau, NY, 12110

House Sitting, Drop-In Visits, Dog Walking

About: Growing up i've always been surrounded by animals which really sparked my love for all animals. And since i was 12 i've pet sat for neighbors and f... (more)

8. Nathan

I'll take your dog to the park

Weststockbridge, MA, 01266

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

About: I love animals I'm kind and friendly I am respectful and responsible. I will keep your dog happy and we will become friends. I've had dogs througho... (more)

9. Brooke

Brooke's Dog Sitting

East Greenbush, NY, 12061

Dog Boarding, Drop-In Visits, Dog Walking

22 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)

10. Ashley

I will love your dog like my own!

Selkirk, NY, 12158

Dog Boarding, Drop-In Visits, Dog Walking

About: Hi my name's Ashley I'm 25 and I absolutely love all dogs! I worked in a pet grooming salon as a dog bather, I have a lot of experience dealing wit... (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. Kelly

love spending time with dogs!

Great barrington, MA, 01230

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

2 repeat clients

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)

13. Shelby

Dogs are my absolute passion

New Milford, CT, 06776

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

1 repeat client

"I've had the pleasure of working with Shelby as a server in a quaint family owned restaurant that serves fresh local food for the past 2 years. She is a hard... (more)"

14. Annemarie

Daragan's walks/expert dog care

Sixteen Acres, Springfield, MA, 01118

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

About: I am a dog breeder and have bread Gold Retrievers for five years. In addition, I have trained aggressive dogs with excerise, trust and by working ... (more)

15. 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)

16. Elena

hello I like dogs

Tivoli, NY, 12583

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

About: Worked at dog daycare center, experienced with rescue organizations such as Lost Dog & Cat Rescue, and regularly walked and cared for the neighbors... (more)

17. Heidi

2 for 1 Fur baby Lovers ❤️

New Paltz, NY, 12561

Dog Boarding, 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)"

18. 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)"

19. 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)"

20. 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)"


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.