Pet Sitting in Lenox

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Heather H.
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Sitter Profile Image: Heather H.
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1. Heather H.

Retired, dog & cat loving mom
West Stockbridge, MA, 01266
4.7 mi. away
Drop-In Visits
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$20
per visit
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She loves our cat very much and takes care of our cat very well, she is a very reliable person, we will ask her to continue taking care of our cat in the future。

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Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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2. Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$25
per visit
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Took good care of our fog

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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3. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
5 repeat clients
from
$22
per visit
Profile image

Maeve is amazing with my pup - remembering all his little quirks and needs. She's easy to communicate with, so kind, and attentive. Buster is always happy to see her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tiffany A.
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Sitter Profile Image: Tiffany A.
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4. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
6.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$15
per visit

Tiffany is an excellent dog walker/boarder. She is professional, friendly, reliable, and organized. Your fur babies will be in great hands with her, I know mine love her! Working with Tiffany has always been a pleasant experience and I highly recommend booking her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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5. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
7.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
33 reviews
9 repeat clients
from
$32
per visit
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Very timely and took good care of Luna

Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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6. Andrea L.

I got you covered!
Great Barrington, MA, 01230
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$28
per visit
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Andrea was very warm and the cats liked her immediately. She also made us very comfortable with leaving out cats and home in her care. Will definitely book again.

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Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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7. Jennifer M.

I have a warm heart for cold noses.
Pittsfield, MA, 01201
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
7 repeat clients
from
$30
per visit
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Jennifer was great! She was easily accessible and pleasant and willing to do what was needed for my kitties. She was willing to other duties such as take out trash,

Sitter Profile Image: Logan A.
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Sitter Profile Image: Logan A.
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8. Logan A.

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
15 reviews
9 repeat clients
from
$25
per visit
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Logan was great with our two pups. Very attentive and professional. They loved him.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dana G.
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Sitter Profile Image: Dana G.
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9. Dana G.

Rover 101
Kind and loving leader
PITTSFIELD, MA, 01201
7.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
39 reviews
11 repeat clients
from
$30
per visit
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Dana was amazing. She really helped me out with a jam. I Would highly recommend her!

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Sitter Profile Image: Colleen W.
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Sitter Profile Image: Colleen W.
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10. Colleen W.

Pet loving retired Postmaster!
PITTSFIELD, MA, 01201
6.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per visit

Colleen was a wonderful sitter for my two elderly dachshunds. She was very attentive to their needs and made sure they got their medications daily. Overall, Colleen is very warm and compassionate and you can tell she really loves animals! She’s also very communicative and would send us updates and pictures several times a day which made us feel much more relaxed and at ease. Would have her watch our pups again anytime!

Sitter Profile Image: Kai C.
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Sitter Profile Image: Kai C.
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11. Kai C.

Rover 101
I'll run with + love your dog
Lee, MA, 01238
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$25
per visit
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My dog loves Ashley! I'm so glad that shes available to let my dog have a bathroom break, some lunch and belly scritches or play time. I highly recommend Ashley to anyone.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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12. Tetiana M.

I care for the dogs
Lenox, MA, 01240
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$20
per visit
Profile image

Tetiana was so sweet to our Bardo and very communicative. She took care of him while we were away and he was recovering from hip surgery. Reliable and very loved by our pup! Would highly recommend

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Sitter Profile Image: Robert W.
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Sitter Profile Image: Robert W.
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13. Robert W.

I am full of pawsitivity
Lee, MA, 01238
4.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$32
per visit
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Once again, Robert was Excellent ‼️

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Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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14. Becca S.

Lover of all animals big and small!
Pittsfield, MA, 01201
6.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$15
per visit
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Becca - so grateful for her care to our Emma! ❤️

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Sitter Profile Image: Natasha D.
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Sitter Profile Image: Natasha D.
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15. Natasha D.

Rover 101
I love walks as much as dogs do!
Pittsfield, MA, 01201
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$14
per visit

Natasha Dell is a thoughtful and attentive person who cares deeply for pets and their needs. She is detail oriented and intuitive. She is patient and kind with animals making sure that all of their needs are met while also following all rules left for the pet by the owner. She is honest and empathetic, wanting to make sure that any pet she cares for is comfortable and loved insomuch much as it is comfortable with receiving. So long as you are honest and transparent with her about your needs she will do everything in her ability to meet them.

Sitter Profile Image: Grace E.
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Sitter Profile Image: Grace E.
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16. Grace E.

Responsible, communicative
Lenox, MA, 01240
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$25
per visit

I could not ask for a better companion while I am away from my furry friends! Grace is the most reliable, caring, and thoughtful dog sitter one could ever imagine. She continuously goes above and beyond for our pets. Now that she has moved away from our area, I want to encourage others to utilize her skillsets! She is just that good. 100% incredible human AND dog sitter. Thanks, Grace!

Sitter Profile Image: Chloe O.
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Sitter Profile Image: Chloe O.
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17. Chloe O.

For the DOGaholics!
Lee, MA, 01238
5.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$25
per visit
Profile image

Stayed in contact and sent updates and pictures. Lovely human who clearly loves and cares for animals!

Sitter Profile Image: Shayla H.
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Sitter Profile Image: Shayla H.
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18. Shayla H.

PAWSOME opportunities for your dog!
Lenox, MA, 01240
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
from
$25
per visit

Shayla is amazing and our boys absolutely love their time with her. She is a natural! They have so much fun on their long hikes and come home so tired! We highly recommend her! You will not regret it!

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Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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19. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$30
per visit
Profile image

Shelby was great with our pups. The check-ins and photos after each visit were wonderful as well. We hope to work with her again!

Sitter Profile Image: Andrew C. S.
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Sitter Profile Image: Andrew C. S.
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20. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Lee, MA, 01238
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
9 repeat clients
from
$30
per visit
Profile image

We were very happy to meet Andrew ! Our dog adored him as Andrew went out of his way to make him feel comfortable during his first visit. Andrew was very interested in learning everything about our fur baby, he asked important questions and he actively listened our recommendations. We can tell that Andrew loves his job, he is passionate about connecting with both, dogs and humans, and he wants to make his clients feel that they are leaving their pet in safe, warm, and caring hands. We look forward to continue working together!

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Lenox Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Lenox are rated on average 5 out of 5 stars based on 15 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Lenox:


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.

Drop-In Visits