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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

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

Available this weekend
2. Brooke

DOGS=FAMILY

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Dog Walking

About: I've had my older dog, Bianca since she was a pup. She's almost 10 now. We just adopted Suki this past February. They're both good dogs, house trai... (more)

Confirmed Holiday Availability
3. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, 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)"

4. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

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

1 repeat client

About: Hi, I'm Brittany! My home is safe and Dog friendly! Im a huge animal lover and I've had animals around my entire life. I'm very experienced with... (more)

Confirmed Holiday Availability
5. Samantha

In-home care by dog daycare manager

Lanesboro, MA, 01237

House Sitting, Drop-In Visits, Dog Walking

"I have found Samantha to be a very knowledgable and careing dog lover that is very conscious of my dogs needs and desires . Samantha has taken care of my... (more)"

6. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

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

"I have known Meredith for several years as she finished college and began working in the Greenville area. She is pleasant and dependable. So when I needed ... (more)"

7. Darian

Should've been a dog myself!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a resort staff member at an awesome boarding facility. There, I have learned just how special each and every dog is. With personalit... (more)

Confirmed Holiday Availability
8. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"Ava is a dream with our boys! She made them so happy in our home and consistently kept in touch. Our pups were well cared for and so was our home. We are so ... (more)"

Confirmed Holiday Availability
9. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, 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)"

10. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

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

"Meredith was terrific. Making arrangements was easy and Meredith was great at getting back to us. She sat at our house for 2 weeks, and kept us informed dur... (more)"

Confirmed Holiday Availability
11. Samantha

In-home care by dog daycare manager

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)"

12. Charlotte

Experienced Dog Sitter

Lenox, MA, 01240

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

"Charolette let our 2 big dogs out while we were on a lengthy day trip and did fine! No issues whatsoever. She was professional and prompt in communication. (more)"

13. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

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

1 repeat client

About: Hi, I'm Brittany! My home is safe and Dog friendly! Im a huge animal lover and I've had animals around my entire life. I'm very experienced with... (more)

14. Darian

Should've been a dog myself!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a resort staff member at an awesome boarding facility. There, I have learned just how special each and every dog is. With personalit... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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.