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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 availability
4th of July
1. Rachel

Your dog’s future best friend

Valatie, NY, 12184

House Sitting, Drop-In Visits, Dog Walking

"Rachel was great! We will definitely use her again! (more)"

2. Christi

Trustworthy, responsible dog lover.

Goshen, CT, 06756

House Sitting, Drop-In Visits, Dog Walking

"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)"

Calendar Recently Updated
3. Ashley

Comes with love

Montgomery, MA, 01085

House Sitting, Drop-In Visits, Dog Walking

"Ashley came back for another drop-in visit while we were out of town for the day. She came right on schedule and even sent us a selfie of her with our dog. T... (more)"

4. 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)

Confirmed availability
This weekend
5. 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)

6. Lisa

Dog-lover looking to serve

Great Barrington, MA, 01230

House Sitting, Drop-In Visits

"I highly recommend Lisa for any pet care needs. Upon meeting her for the first time, I knew she would be kind, patient, and trustworthy. She has excellent c... (more)"

7. Kelly

love spending time with dogs!

Great barrington, MA, 01230

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

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)

Confirmed availability
This weekend
8. Madeline

Compassion and play!

New Hartford, CT, 06057

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

"Madeline was so kind and loving to my two dogs! She sent frequent updates and took them for very long walks! I would definitely book her again! (more)"

Calendar Recently Updated
9. Emma

Responsible, experienced dog lover!

Lee, MA, 01238

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

"I have known Emma for a couple years now and she has watched my dog Lola for me for up to a week at a time. There really is nobody I would trust with my pup ... (more)"

10. Sarah

Enthusiastic and patient dogsitter!

Litchfield, CT, 06759

House Sitting, Drop-In Visits, Dog Walking

About: I am a 19 year old Pre-Med college student who loves dogs. I have experience taking care of dogs of all sizes ranging from 2 months old - 11 years ... (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. 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)

13. 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)

14. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

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

15. Kelly

Family of dogs love them like mine

Stephentown, NY, 12168

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

About: Worked fostering dogs for over 20 years and my mom was a vet tech we have always loved our animals like family they bring so much joy to our lives.... (more)

16. Mattie

Fun and friendly dog lover

Lee, MA, 01238

Drop-In Visits, Doggy Day Care, Dog Walking

"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)"

17. Elizabeth

Forever FURfriends Pet Sitting

Hudson, NY, 12534

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

"I have known Elizabeth for over 5 years now, and I’m that time we have worked along side as animal caretakers at a shelter together where I have seen her ded... (more)"

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)"

Calendar Recently Updated
19. Liv

Your dog will be well cared for.

Winsted, CT, 06098

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Liv for dog sitting! My pup Pepper now can't walk by Liv's house without begging to go in. Liv is kind, considerate, and caring to all flu... (more)"

20. Brandon

Loving care for your pet

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs in my house for the last 15 Year’s. I currently take care of two of my own. I enjoy taking my dogs on hikes on various trails aroun... (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.