House Sitting in Lee

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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
10.1 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 7 days ago
Sitter Profile Image: McKenna P.
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Sitter Profile Image: McKenna P.
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2. McKenna P.

Rover 101
Star Sitter
Avid Dog Lover and Sitter
Lenox, MA, 01240
6.4 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
120 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: Kelly H.
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Sitter Profile Image: Kelly H.
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3. Kelly H.

At home with a kind-caring sitter
Otis, MA, 01253
10.8 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 yesterday
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
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
13 reviews
1 repeat client

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 today
Sitter Profile Image: Chelsea N.
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Sitter Profile Image: Chelsea N.
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5. Chelsea N.

Expert pet-sitter in the Berkshires
Pittsfield, MA, 01201
9.7 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 today
Sitter Profile Image: Sally M.
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Sitter Profile Image: Sally M.
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6. Sally M.

Whisperer, Gentle Pet&Home Care 🥰
Richmond, MA, 01254
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$120
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
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Sally is the best! This is the second time that she has stayed with our dog, Sybil. Sybil was so excited when Sally arrived at our house, she adores Sally and Sally takes excellent care of her. They have so much fun together, going on walks and playing with Sybil's favorite toys. I highly recommend Sally! I know that Sybil will be thrilled to hang out with her again in the future!

Availability updated 2 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Andrew C. S.
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Sitter Profile Image: Andrew C. S.
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7. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Great Barrington, MA, 01230
8.3 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 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.

Availability updated 8 days ago
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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8. Tetiana M.

I care for the dogs
Pittsfield, MA, 01201
9.8 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 17 days ago
Sitter Profile Image: Keri H.
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Sitter Profile Image: Keri H.
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9. Keri H.

Rover 101
Ready to jog w/dogs & cuddle cats!
Lenox, MA, 01240
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$95
per night
5.0 out of 5 stars
32 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 today
Confirmed availability for Christmas and New Year's
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
13.1 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 22 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
15.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
6 reviews
Profile image

Highly Recommend - Bella first met our dogs and asked great questions so she could understand their temperaments and provide the best care. She was on-time and made it a super easy stay with the dogs!

Availability updated 38 days ago
Sitter Profile Image: Aaron H.
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Sitter Profile Image: Aaron H.
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12. Aaron H.

Worldly Petcare Extraordinaire
Lenox, MA, 01240
6.0 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 2 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Kate B.
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Sitter Profile Image: Kate B.
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13. Kate B.

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

Kate is a delightful, down-to-earth and trustworthy companion and caretaker for my cats. She has that "I love cats" energy that cats tend to gravitate toward. They are always excited to see her! When I travel, I can really relax and enjoy myself knowing Kate is taking good care of my fur babies. I highly recommend her!

Availability updated yesterday
Sitter Profile Image: Lindsay L.
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Sitter Profile Image: Lindsay L.
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14. Lindsay L.

Young professional who loves dogs!
Canaan, NY, 12029
11.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$90
per night
5.0 out of 5 stars
1 review
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Lindsay was great with Waldo. Would definitely have her again.

Availability updated 25 days ago
Sitter Profile Image: Kendra H.
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Sitter Profile Image: Kendra H.
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15. Kendra H.

In need of puppy/kitty love
Monterey, MA, 01245
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5.0 out of 5 stars
2 reviews

About: I am a responsible kind hearted animal lover with years of experience under my belt. With no pets of my own, I would love to get to spend some time with yours! I started volunteering at animal shelters when I was 12 so I’m used to caring for multiple pets at a time. I have dog sat for family friends since I was 15 and recently started cat sitting for friends while in college. I can be active or a couch potato, whatever your pet needs I can provide! I’m currently working night shifts (4-10 PM). I can provide daytime visits and after work visits as well as overnight stays. I will also be in town for most holidays. I have a reliable vehicle to get to and from your home. I am detail oriented and can follow directions well so it’s really up to you what kind of services you’re looking for. I’m flexible as well and can roll with the punches.

Availability updated 16 days ago
Sitter Profile Image: Makayla F.
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Sitter Profile Image: Makayla F.
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16. Makayla F.

Trustworthy and nurturing
South Egremont, MA, 01258
13.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5.0 out of 5 stars
13 reviews
1 repeat client

I am so happy to have found Makayla she is wonderful with our dogs. they adore her! she comes right to our home and lets them out for playtime, walks ,feeds what ever we ask while we're away. . I / we highly recommend her.

Availability updated 52 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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17. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
9 reviews
1 repeat client
Profile image

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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18. Dana G.

Rover 101
Kind and loving leader
PITTSFIELD, MA, 01201
10.8 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

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!

Availability updated 9 days ago
Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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19. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
3.9 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 26 days ago
Sitter Profile Image: Steve F.
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Sitter Profile Image: Steve F.
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20. Steve F.

Down to earth and fun loving
Lee, MA, 01108
0.4 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 60 days ago
Confirmed availability for Christmas and New Year's

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