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

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。

Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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2. 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

Maeve was easy to schedule / plan with and took good care of our dog when we were away. Her check ins were prompt and left us at ease. Thanks again!

Sitter Profile Image: Logan A.
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Sitter Profile Image: Logan A.
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3. 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
$20
per visit

Logan was great with our two pups. Very attentive and professional. They loved him.

Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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4. 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
14 reviews
4 repeat clients
from
$28
per visit

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.

Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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5. 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

Took good care of our fog

Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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6. 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
32 reviews
6 repeat clients
from
$29
per visit

Very timely and took good care of Luna

Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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7. 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

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

Sitter Profile Image: Colleen W.
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Sitter Profile Image: Colleen W.
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8. 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: Tiffany A.
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Sitter Profile Image: Tiffany A.
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9. 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.

Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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10. 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

Jen, is a PHENOMENAL sitter! She has a natural ability to understand dogs and how much their owners love them. We have a very happy little Japanese Chin with a lot of energy and it was amazing to see how comfortable Jen was with him. While we were out of town my husband repeatedly told me he felt so at ease and comforted knowing that JEN was the person taking care of Wrangler (we met before she watched Wrangler for us). Jen made sure to leave the right lighting and music on because she didn’t want him to be in the dark or in silence between visits, made sure his eyes were cleaned every day and left the rooms she spent time in in spotless condition. Jen is pleasant to talk with and responds quickly when texted or called. When we got home we were surprised to see that although our little guy was happy to see us, he was so calm and seemed okay that we had been away for a couple days, as he typically gets very upset when we leave him alone for even an hour - we know this was because of Jen and how well she cared for him. The only thing we worry about now is the possibility of Jen being unavailable to care for Wrangler the next time we’re out of town!

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

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.

Sitter Profile Image: Emily P.
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Sitter Profile Image: Emily P.
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12. Emily P.

I’m here for pets, kisses and wags!
Pittsfield, MA, 01201
6.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per visit

Emily was great! I scheduled last minute and she came over for a meet and greet the day before I went away. She totally understood the sometimes tricky dynamic of my pups and went above and beyond when she came over. Communication was great, and got a full report with pics after her drop-in. I would definitely hire her again…. And plan on it!

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

Once again, Robert was Excellent ‼️

Sitter Profile Image: Grace E.
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Sitter Profile Image: Grace E.
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14. 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

Grace is very responsible and on task in every aspect of her life and especially so in caring for dogs. She is active and fun and will bring the same care and attention to pets that she does to everyone she meets.

Sitter Profile Image: Dana G.
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Sitter Profile Image: Dana G.
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15. 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

Dana was amazing. She really helped me out with a jam. I Would highly recommend her!

Sitter Profile Image: Chloe O.
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Sitter Profile Image: Chloe O.
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16. 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

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

Sitter Profile Image: Kacey H.
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Sitter Profile Image: Kacey H.
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17. Kacey H.

Trusted care for your fur babies!
Pittsfield, MA, 01201
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$20
per visit

So appreciate your care and kindness to our Emma!

Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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18. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$25
per visit

Bella is my daughter so, of course, I am biased. But she has taken care of my dogs since she was little. I absolutely trust her with my animals' well-being. Also--again, I'm biased--but most people find her really fun to deal with and be around. I totally recommend her to take care of your dog.

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

Thank you for your help today. So grateful! ☺️

Sitter Profile Image: Shayla H.
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Sitter Profile Image: Shayla H.
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20. 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 took care of our 4 year old GSD, doing some drop in visits and took her for a long hike and swim. She was really wonderful! She was very communicative, kept us up to date and sent lots of cute pictures. I will definitely be coming back to Shayla for doggie care in the future and highly recommend her.

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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