Pet Sitting & Drop In Visits in 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 Memorial day Availability
1. Rachel

Your dog’s future best friend

Valatie, NY, 12184

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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

2. Abby

The best care for your best friend

West Stockbridge, MA, 01266

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

"Put plainly, ABYY LOVES DOGS! Abby is a kind, friendly and responsible person. She has watched our dog, Benson, on many occasions and he is always happy to ... (more)"

Confirmed Memorial day Availability
3. 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)"

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 Memorial day Availability
5. 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)"

Confirmed Memorial day Availability
6. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

7 repeat clients

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

7. 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)"

Confirmed Memorial day Availability
8. Brooke

Brooke's Dog Sitting

East Greenbush, NY, 12061

Dog Boarding, Drop-In Visits, Dog Walking

23 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 Memorial day 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)

Available this weekend
10. 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)

11. 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)

12. 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)"

13. 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)

Available this weekend
14. 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)

15. Lisa

Dog-lover looking to serve

Great Barrington, MA, 01230

House Sitting, Drop-In Visits

4 repeat clients

"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 Memorial day Availability
16. Emma

Responsible, experienced dog lover!

Lee, MA, 01238

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

6 repeat clients

"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)"

17. 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 Memorial day Availability
18. 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)"

19. 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)"

20. 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)"


Rover.com is the simple, savvy way to find and book Stockbridge drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Stockbridge. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.