Pet Sitting & Drop In Visits in Lenox, 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. Sara

Dependable and Active!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits

"Sara came to our resort unit on Sunday before the sitting day we needed which was Thursday. There was some confusion as to the times she would be available.... (more)"

2. 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)"

3. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

5 repeat clients

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

4. 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)

5. Heather

Home Full-Time Flexible Hours

Pittsfield, MA, 01201

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

"I have had a wonderful experience with Heather watching my lovable and high energy golden retriever, Sadie. Heather really cares about animals and cares for ... (more)"

6. Jennifer

Dog lover willing to travel!

Rensselaer, NY, 12144

House Sitting, Drop-In Visits, Dog Walking

"Jennifer was wonderful! All of our animals were well taken care of and our house was in perfect condition when we got home from out 10 day vacation to Florid... (more)"

7. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"My dogs love Charlie-Marie. She has been dogsitting them for 2 years now. I feel bad leaving them during the day while I am at work or when I go on vacation... (more)"

8. 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)"

9. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

3 repeat clients

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also... (more)

10. Heidi

2 for 1 Fur baby Lovers ❤️

Port Ewen, NY, 12466

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)"

11. Millie

I will love yours like I love mine!

Altamont, NY, 12009

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

"Millie has cared for my three dogs and cat, flawlessly, several times now. She is diligent with their care, checks-in with me regularly and respects my home.... (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. Amber

Veterinary Trained Dog Lover!

Delaware Avenue, Albany, NY, 12209

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with lots of animals. Before and during college, I worked as a veterinary assistant. After college, I volunteered at the humane society. ... (more)

14. Emma

A dog depraved college student!

Williamstown, MA, 01267

House Sitting, Drop-In Visits, Dog Walking

"Emma is a very companionate and fun loving girl. She has a deep love for dogs and is a very great owner of her own dog. She constantly makes sure her dog has... (more)"

15. 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)"

16. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

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)"

17. Brooke

Brooke's Dog Sitting

East Greenbush, NY, 12061

Dog Boarding, Drop-In Visits, Dog Walking

21 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)

18. Bridget

Let me love 'em while you're away!

Vernon, VT, 05354

House Sitting, Drop-In Visits, Dog Walking

"Bridget would be an excellent dog walker. She has been our farm sitter now for many years - horses, cows, chickens, dogs and cat. She is responsible, confide... (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 Lenox 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 Lenox, 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.