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Pet Sitting & Drop In Visits in West 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.

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)"

Available this weekend
3. Jeffrey

Love dogs, dog trainer, huge yard

Nassau, NY, 12123

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

About: We are very pet friendly couple. Wife is a dog trainer and very knowledgeable on all breeds. We have a big 2 acre yard (in the process of putting u... (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)

Available 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)"

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)

Confirmed 4th of July Availability
8. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

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

"We have known Sam for many years and she has taken care of our beagle Emmy for the past two years She's is extremely reliable, took the time to get to kno... (more)"

9. Jeanne

Country setting, lots of hiking

pittsfield, MA, 01201

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

"Jeanne has cared for my dog Millie many times. She loves going there and playing with Stella (Jeanne's dog). There's a lot of room to play inside and outsid... (more)"

10. Emma

Responsible, experienced dog lover!

Lee, MA, 01238

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

"Emma has recently taken care of my French bulldog, Beatriz, and was amazing! Beatriz always looks forward to her walks and play time with Emma. She provides ... (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. 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)

15. 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)"

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

"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)"

18. 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)

Confirmed 4th of July Availability
19. Tracy

Brisk walks with you dog

Nassau, NY, 12123

Drop-In Visits, Dog Walking

About: I’ve been caring for dogs for 13 years. Since I was a child I’ve loved dogs, and have had dogs most of my adult life. My own dog is a pit bull mi... (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 West Stockbridge 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 West Stockbridge, 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 West Stockbridge pet sitters and avoid the kennel.

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.