Pet Sitting & Drop In Visits in Housatonic, MA

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

Tip: Contact sitters now to confirm availability.
Confirmed 4th of July Availability
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. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

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

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)

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)"

Confirmed 4th of July Availability
7. Brooke

Brooke's Dog Sitting

East Greenbush, NY, 12061

Dog Boarding, Drop-In Visits, Dog Walking

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)

8. 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)

9. Emma

Responsible, experienced dog lover!

Lee, MA, 01238

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

"Emma watched my 10 year old cockapoo Darby. She did a great job taking care of him. She took him for walks and was very loving. Darby has to take quite a bit... (more)"

10. 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)

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. 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)

13. 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)

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. 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)"

16. 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)"

17. Emily

Willing to love on your dog 24/7

Cummington, MA, 01026

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

About: I love dogs and cats and the unconditional love they give back in return. I want to show your pet that love when you unfortunately can’t be home to... (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)"

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)


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Housatonic pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Housatonic, MA who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.