House Sitting in Lenox Dale

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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
7.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
Profile image

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!!

Availability updated 12 days ago
Sitter Profile Image: Catherine M.
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Sitter Profile Image: Catherine M.
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2. Catherine M.

Big or small, I love pets y'all!
East Schodack, NY, 12063
25.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
3 reviews
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Catherine is amazing!! She was punctual, provided frequent updates, and most importantly, loved my pup and cared for him like her own!!

Availability updated today
Sitter Profile Image: McKenna P.
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Sitter Profile Image: McKenna P.
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3. McKenna P.

Rover 101
Star Sitter
Avid Dog Lover and Sitter
Lenox, MA, 01240
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5.0 out of 5 stars
308 reviews
121 repeat clients
Profile image

McKenna is absolutely wonderful with my dog. She took great care of her, and I came home to a very relaxed pup. She treats your house respectfully. I got numerous pictures and updates....all appreciated! I would not hesitate to recommend her and will certainly book her again soon.

Availability updated 3 months ago
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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4. Amanda S.

Dogs, Cats and Chicks!
Pittsfield, MA, 01201
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
13 reviews
2 repeat clients

Amanda is an exceptional pet caregiver who genuinely loves and understands animals. She always goes above and beyond, ensuring my pets are happy, healthy, and well cared for. Her reliability, kindness, and attention to detail give me complete peace of mind.

Availability updated 2 days ago
Sitter Profile Image: Keri H.
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Sitter Profile Image: Keri H.
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5. Keri H.

Rover 101
Ready to jog w/dogs & cuddle cats!
Lenox, MA, 01240
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$95
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
Profile image

Keri was great! She was able to jump in at the last minute and stay at our house with our 2 dogs. She communicated regularly and sent lots of pictures of our pups. I think they liked her so much they didn't even realize we were gone!

Availability updated yesterday
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Kelly H.
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Sitter Profile Image: Kelly H.
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6. Kelly H.

At home with a kind-caring sitter
Otis, MA, 01253
12.3 mi. away
House Sitting, Drop-In Visits
from
$125
per night
5.0 out of 5 stars
62 reviews
30 repeat clients
Profile image

Kelly was organized and attentive to every detail about our three dogs with wide ranging needs. She visited in advance, took copious notes and followed up on everything to double check. We will use her again and are very appreciative of her services.

Availability updated today
Sitter Profile Image: Sally M.
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Sitter Profile Image: Sally M.
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7. Sally M.

Whisperer, Gentle Pet&Home Care 🥰
Richmond, MA, 01254
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$120
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
Profile image

This was our second time booking Sally to care for our one year old corgi and six hens. We were at ease our entire vacation because we knew how well they were all being cared for. Sally took our corgi on daily, multiple walks. Sally took excellent care of the hens and kept their coop nice and clean. All of our animals were well cared for, safe and attended to. We will be booking again and we so appreciate her!

Availability updated yesterday
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Chelsea N.
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Sitter Profile Image: Chelsea N.
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8. Chelsea N.

Expert pet-sitter in the Berkshires
Pittsfield, MA, 01201
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$95
per night
5.0 out of 5 stars
5 reviews
Profile image

Chelsea is our new favorite sitter. She also took excellent care of everything in our absence. She's communicative, compassionate, and very responsive to our quirky 5-year-old Woodle's needs. We hope to work with her again soon: she's a 10/10!

Availability updated 4 days ago
Sitter Profile Image: Andrew C. S.
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Sitter Profile Image: Andrew C. S.
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9. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Great Barrington, MA, 01230
10.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5.0 out of 5 stars
32 reviews
10 repeat clients
Profile image

Andrew was amazing!!! We have a 2 and a 1/2 year old golden and a 5 month old golden. He came over prior to our trip to meet the new puppy (as he had worked with the older one already). He asked many questions to be clear on our expectations. While away, we received daily pictures and updates on the puppies. He reached out with questions to make sure he was doing what we would if we were home with them. Andrew stayed in home and this was the first time we had done this. He was respectful of our space and treated it like his own. We would absolutely be using Andrew again and would strongly recommend that you consider him for your next trip!

Availability updated 12 days ago
Sitter Profile Image: Lori M.
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Sitter Profile Image: Lori M.
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10. Lori M.

My pup is my best pal!
Hinsdale, MA, 01235
11.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5.0 out of 5 stars
6 reviews
2 repeat clients

We had Lori watch our 2 hundred pound Chesapeake Bay Retrievers as well as my niece’s rescue dog for 2 days while we were in the Berkshires on a family vacation. Lori spoiled them all with cuddles, pets, pool and toy play. When we came home the pups were smiling and wagging there tails. I would highly recommend Lori. She is a punctual, professional and extremely caring person. 5 star review!! Thank you Lori

Availability updated 26 days ago
Sitter Profile Image: Bella G.
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Sitter Profile Image: Bella G.
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11. Bella G.

Rover 101
Huge animal lover
lanesborough, MA, 01237
12.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
6 reviews
Profile image

Bella is highly recommended. With a last minute change in my plans, Bella was right there to help out. There was never a doubt that Mac & Cheez weren’t being loved as she sent frequent updates and photos of my babies. I’m so grateful and will definitely reach out to her again.

Availability updated 43 days ago
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
Pittsfield, MA, 01201
7.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
19 reviews
4 repeat clients

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 currently working part-time, so I have planty of time to play and walk with dog, I live with my mom, she is at home for 24/7 , she usually give me a company to walk and play with dog. I usually take a pretty good distance walk with dog, it’s usually in the park, near lake or near my neighborhood, I know how to make dogs playful and happy.

Availability updated 22 days ago
Sitter Profile Image: Lindsay L.
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Sitter Profile Image: Lindsay L.
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13. Lindsay L.

Young professional who loves dogs!
Canaan, NY, 12029
10.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$90
per night
5.0 out of 5 stars
1 review
Profile image

Lindsay was great with Waldo. Would definitely have her again.

Availability updated 30 days ago
Sitter Profile Image: Kate B.
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Sitter Profile Image: Kate B.
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14. Kate B.

Animal lover ready to meet your pet
Pittsfield, MA, 01201
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
3 reviews

Kate is so lovely with my pets. Her attention to their personalities, preferences and awareness of subtle changes in their behavior is unique. When I return, I always feel as though they miss her when she goes. I value her insight into my pets unique needs and trust her completely to respect my preferences and especially my home.

Availability updated 6 days ago
Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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15. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
9 reviews
1 repeat client
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Shelby is a very caring and responsible pet sitter.

Availability updated 4 months ago
Sitter Profile Image: Dana G.
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Sitter Profile Image: Dana G.
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16. Dana G.

Rover 101
Kind and loving leader
PITTSFIELD, MA, 01201
8.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$125
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
Profile image

So glad to have found Dana. It’s clear she took good care of my gang while I was away, and even managed to keep her sense of humor after the power went out. I already have her booked for two more trips.

Availability updated 14 days ago
Sitter Profile Image: Aaron H.
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Sitter Profile Image: Aaron H.
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17. Aaron H.

Worldly Petcare Extraordinaire
Lenox, MA, 01240
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
1 review

Aaron is my husband, so I know first hand that he is a natural with dogs, cats, and farm animals! We have animal and farm sat all over the world, taking care of dogs, cats, chickens, ducks, sheep, goats, horses, pigs, and more! He's an active, outdoors guy who enjoys taking dogs on walks, jogs, bike rides and outdoor adventures. He's not afraid to get his hands dirty, nor is he shy when it comes to snuggles and cuddles. He has helped me with pet clients when I'm too busy, so I know he's reliable and trustworthy and takes pride in taking great care of every animal he interacts with :)

Availability updated 7 days ago
Confirmed availability for Christmas and New Year's
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
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
6 reviews
1 repeat client
Profile image

I am so pleased to have found Bella on this site. I have an older dog who needs some extra attention and Bella was absolutely amazing. I left Chilli (13.5 yr old Golden) with Bella for a couple of nights and everything went perfectly. She is caring, attentive, responsive and communicative. She understands the specific needs of my dog and I've already booked another (this time longer) stay.

Availability updated 30 days ago
Sitter Profile Image: Steve F.
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Sitter Profile Image: Steve F.
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19. Steve F.

Down to earth and fun loving
Lee, MA, 01108
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$125
per night
5.0 out of 5 stars
1 review
2 repeat clients

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

Availability updated 65 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Laura R.
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Sitter Profile Image: Laura R.
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20. Laura R.

Dog / Pet Sitting Services
Pittsfield, MA, 01201
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$200
per night
5.0 out of 5 stars
4 reviews
Profile image

Just wonderful. Laura kept by pup happy and entertained while we enjoyed an evening out with family.

Availability updated 62 days ago

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