House Sitting in Lenox

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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What size are your dogs (lbs)?

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Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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1. 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
14 reviews
2 repeat clients
from
$50
per night
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Caitlin was amazing! It was obvious that Ollie and Daisy loved her. She was very accommodating and took care of our pups with love and kindness. I would ask Caitlin to watch Ollie and Daisy again in a heartbeat! Thank you Caitlin!!

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Sitter Profile Image: Karla C.
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Sitter Profile Image: Karla C.
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2. Karla C.

Fun sitter and caring dog walker
Lenox, MA, 01240
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$25
per night
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Karla was so awesome in helping me out last minute - she loved moe so much and made me feel so much better about leaving Moe while going out. Thank you again

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Sitter Profile Image: Amy B.
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Sitter Profile Image: Amy B.
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3. Amy B.

Love dogs more than humans!
Red Rock, NY, 12060
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$95
per night
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Any was amazing with my dog!

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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
5 reviews
1 repeat client
from
$38
per night

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.

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Sitter Profile Image: Lindsey M.
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Sitter Profile Image: Lindsey M.
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5. Lindsey M.

Cats, dogs, and smalls in your home
Great Barrington, MA, 01230
11.7 mi. away
House Sitting
5.0 out of 5 stars
8 reviews
1 repeat client
from
$60
per night
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Lindsey was wonderful with our dog. Not only does she take good care of Spuds, but she understands her. Spuds can be a bit over-excited when we come home after a trip, but after being with Lindsey she was calmer -- she had clearly received kind, gentle care. It's great for us to know that Lindsey is in charge!

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Sitter Profile Image: Kai C.
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Sitter Profile Image: Kai C.
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6. 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
$70
per night
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Kai was outstanding to work with and took great care of our bullmastiff. Kai was a great communicator, sent lots of photos and videos and the house was in perfect shape. Great job!

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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
Pittsfield, MA, 01201
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$60
per night

About: I love dogs and cats since I remember myself, gentle and good behavior to any animal in the world. Safety, happiness and great care are my number one priority, always treat pets like my own pet. I am new in the rover and I have been care for the dogs during 1 year. I am available all the time, can drive to your home to take care about dog. walk with them, feed them. I am a student. I have a fenced yard, I can walk dogs, I can take care about dogs at your home, I know how to make dogs playful and enjoy.

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Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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8. 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
6 reviews
5 repeat clients
from
$50
per night
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Our Parker had a wonderful time with Maeve. We felt totally comfortable being a way knowing she was in such capable hands!

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Sitter Profile Image: Lori M.
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Sitter Profile Image: Lori M.
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9. Lori M.

My pup is my best pal!
Hinsdale, MA, 01235
12.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
50 years of experience
from
$55
per night

About: I am an animal lover at heart. I will care for your fur family like they are my own. I am able to provide medications if required, and plenty of love. I currently am a full time care provider to my parents, which allows my schedule to be flexible to fit your needs. Let’s talk about how I can help you and your fur family. I am happy to come to your home and care for your animals while you are away. I can also be available for one hour walks or drop in visits to your home. I believe staying in the environment that they are familiar with and feel comfortable and safe in is what’s important.

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

Rover 101
Dog lover who enjoys the outdoors
Great Barrington, MA, 01230
10.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
10 repeat clients
from
$85
per night
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Andrew is a great sitter. He took care of our three pups for an entire day. Feeding. Going outside playing time etc. we have two seniors who you have to be extra gentle with and one very active very large puppy. He is extremely professional and attentive to the very specific needs of our dogs Sent pictures throughout and checked in with us. We told him he could leave because we were running a bit late but he insisted on staying with the dogs until we arrived home which was super thoughtful of him. Highly recommended.

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Sitter Profile Image: Cavan B.
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Sitter Profile Image: Cavan B.
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11. Cavan B.

All dogs welcome!! 🐾
Monterey, MA, 01257
9.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$50
per night

Cavan is a very responsible dog lover. He has watched our dogs and calmly handled it when one of them got a stomach illness while we were away. He has lots of energy to walk and play with pups. I highly recommend Cavan as a dog sitter.

Sitter Profile Image: Trinity L.
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Sitter Profile Image: Trinity L.
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12. Trinity L.

Flexible schedule. Cats and dogs!
Dalton, MA, 01226
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$55
per night

About: I’ve taken care of dogs my whole life. I am an experienced sitter who you can trust to take amazing care of your pup. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. I am currently working full time. But I have a flexible schedule to where I’m able to work it around you and your pets needs. I can take your dogs for walks, or hikes. Spend over nights with them. Or even just drop by during the day to take em out or spend some time with them.

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Sitter Profile Image: Samantha S.
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Sitter Profile Image: Samantha S.
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13. Samantha S.

My life revolves around my dogs!
Pittsfield, MA, 01201
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$75
per night

Sam and I are best friends, I see her with her dogs all the time, as they are her life! I work in an office with Sam too, where she brings her dogs into work. Her dogs are well-behaved and sweet. She loves them and she is extremely responsible with them. I would trust her 100% with any pet of mine, and would highly recommend her services, as she is super knowledgeable about dogs and very dependable.

Sitter Profile Image: Steph F.
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Sitter Profile Image: Steph F.
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14. Steph F.

Animal lover who's happy to help!
Dalton, MA, 01226
10.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$75
per night
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Steph was available to house and pet sit for us at the last minute. She was friendly and professional and sent photos of our pups during her stay. We would definitely book with her again. Thanks Steph!

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Sitter Profile Image: Laura R.
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Sitter Profile Image: Laura R.
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15. Laura R.

Passion for Pet Sitting
Pittsfield, MA, 01201
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$119
per night
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Just wonderful. Laura kept by pup happy and entertained while we enjoyed an evening out with family.

Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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16. 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
$50
per night
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Shelby is a very caring and responsible pet sitter.

Sitter Profile Image: Colleen W.
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Sitter Profile Image: Colleen W.
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17. 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
$85
per night

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: Dana G.
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Sitter Profile Image: Dana G.
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18. 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
40 reviews
11 repeat clients
from
$125
per night
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Dana was wonderful! She communicated daily with us and sent such cute photos. The house was in great shape when we got home and the animals were happy. We would be thrilled to have her come watch our animals again!

Sitter Profile Image: Haylei C.
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Sitter Profile Image: Haylei C.
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19. Haylei C.

Trustworthy Animal Lover ♡
Pittsfield, MA, 01201
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$50
per night
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Great sitter...definitely recommend and will use again!

Sitter Profile Image: Joshua L.
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Sitter Profile Image: Joshua L.
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20. Joshua L.

Love dogs and pets!
Lenox, MA, 17842
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$100
per night

Josh is great with our dog. He spends active time with him, walking and playing in the backyard. We like that he is available in the evening if we want to go out and see a show or have a nice dinner. Josh will come by to take care of the dog and we don't have to worry. Our dog is a large, very active breed and Josh is able to handle him without problems. We don't hesitate to recommend Josh!

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Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Lenox house sitting needs. On Rover, it's easy to find a loving dog sitter in Lenox who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Lenox house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Lenox for your dog — people who'll treat him like family.

House Sitting