House Sitting in Canaan

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Sitter Profile Image: Janice A.
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Sitter Profile Image: Janice A.
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1. Janice A.

Star Sitter
Safe, Loving and Happy farm
RHINEBECK, NY, 12572
25.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$155
per night
5 out of 5.0 stars
223 reviews
68 repeat clients
Profile image

Janice- you’re so lovely and kind. We haven’t worked with you yet but already know that our boy Buster will be in great hands under your care.

Availability updated 3 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Theresa C.
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Sitter Profile Image: Theresa C.
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2. Theresa C.

Star Sitter
Authentic loving care of your pets!
Torrington, CT, 06790
18.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$102
per night
5 out of 5.0 stars
64 reviews
19 repeat clients
Profile image

This a second review and want to acknowledge what lovely care Theresa took of my 2 dogs. They were extremely happy when we came home and I know they were well cared for in our absence.

Availability updated yesterday
Sitter Profile Image: Victoria V.
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Sitter Profile Image: Victoria V.
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3. Victoria V.

Rover 101
Safe, Experienced & Attentive Care
annandale-on-hudson, NY, 12401
29.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 5.0 stars
16 reviews
5 repeat clients
Profile image

Victoria was great and had no reservations looking after my pack! They all loved her. She was flexible, attentive, and happy to help me out with a dog that needed extra care with medications and special food. See you again for sure!

Availability updated yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Christine A.
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Sitter Profile Image: Christine A.
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4. Christine A.

Rover 101
Star Sitter
Home Full time...
Rhinebeck, NY, 12572
18.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$155
per night
5 out of 5.0 stars
81 reviews
27 repeat clients
Profile image

Christine bailed us out at the last minute and totally saved us. She was just great, and I think our cats even decided they like her better than they like us. Couldn't be happier that we have made this connection.

Availability updated 2 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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5. Ryan T.

Nurturing, Safe, & Quality Care
Elizaville, NY, 12523
22.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$120
per night
5 out of 5.0 stars
4 reviews
2 repeat clients

Ryan and his family always take the best care of our pups Jack and young guy, Bode. They always seem a little sad to come home to us since they had so much fun and exercise! I only could assume because they are always pooped after their wonderful visit! We have never had anyone else watch our dogs since we are very particular about who watches them! They are a perfect fit for our boys and we always look forward to our next visit. Thank you Ryan and family!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Angela W.
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Sitter Profile Image: Angela W.
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6. Angela W.

Certified Dog Trainer Big Pet Lover
Torrington, CT, 06790
18.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
108 reviews
43 repeat clients
Profile image

This was our second time trusting Angela with our Shelby and she was amazing. Her daily updates were to comforting and it was clear she totally "gets" Shelby and genuinely cares about her. She was able to stay at the house and not leave Shelby alone for long periods of time which is exactly what Shelby needed. When we got back, she had gone above and beyond and stripped the bed and washed a blanket. Finally, and most importantly, she's just a delight. Her upbeat manner is a joy and added to the fun of getting daily updates. We will definitely hire Angela again.

Availability updated 4 days ago
Sitter Profile Image: Erika V.
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Sitter Profile Image: Erika V.
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7. Erika V.

A furry friends best pal!
Amenia, NY, 12501
17.2 mi. away
Boarding, House Sitting, Drop-In Visits
from
$100
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Can’t say enough good things about Erika! She took excellent care of my two daschunds in my home for two weeks while was traveling and I can’t wait to hire her again when needed. It was a last minute emergency booking and it couldn’t have worked out better. I felt the dogs were safe and cared for and she communicated so well and so often. It was perfect. She was a life changing dream.

Availability updated 76 days ago
Sitter Profile Image: Lucy C.
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Sitter Profile Image: Lucy C.
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8. Lucy C.

Flexible Schedule, Cats and Dogs
Great Barrington, MA, 01230
11.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
2 reviews

I am delighted to have Lucy‘s help caring for my cat Angel. Lucy is reliable, respectful of my home, and is consistently gentle and loving with him. It is very apparent that every time Lucy visits Angel, when I return home, his calmness is the proof he’s been loved up. .

Availability updated yesterday
Sitter Profile Image: Arianna G.
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Sitter Profile Image: Arianna G.
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9. Arianna G.

Experienced and flexible! 🐶✨
Torrington, CT, 06790
18.7 mi. away
House Sitting, Drop-In Visits
from
$45
per night
4 reviews

My name is Christian R., and Arianna and I are friends from work. She's a very hard working individual with a very patient one as well. She has a heart of gold and absolutley loves animals. She's interacted with my cats and my dog many times and they love her. She'll treat your animals with care as well.

Availability updated 27 days ago
Sitter Profile Image: Kelly H.
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Sitter Profile Image: Kelly H.
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10. Kelly H.

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

We are so grateful to have found Kelly and Nabil! They are incredibly attentive, caring, and down to earth. We are already planning another trip knowing our dog will have such amazing care.

Availability updated 34 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Danyelle G.
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Sitter Profile Image: Danyelle G.
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11. Danyelle G.

Attentive, Active, Responsible
Norfolk, CT, 06058
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
9 reviews
Profile image

Danyelle was absolutely superb and loving with my dog Juno and my parents dog Nemo (and very patient with some changes that kept coming up on our end).

Availability updated yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Katherine C.
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Sitter Profile Image: Katherine C.
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12. Katherine C.

Let me take care of your fur baby!
Torrington, CT, 06790
19.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Katherine made us feel at ease leaving our dog for the weekend. She sent lots of pictures and check-ins which we really appreciated, and highly recommend her. After a long weekend we came back to a very happy boy.

Availability updated 5 months ago
Sitter Profile Image: Kendra H.
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Sitter Profile Image: Kendra H.
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13. Kendra H.

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

Kendra was wonderful! Responsive and reliable. And Pierogi loved her right away (and she is usually quite shy with strangers)! Kendra sent pics and updates which helped us enjoy our time away more! Will definitely book again!

Availability updated 18 days ago
Sitter Profile Image: Makayla F.
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Sitter Profile Image: Makayla F.
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14. Makayla F.

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

I met Makayla when she worked at the kennel that I brought my dog to. I knew right away that she was great with dogs. When my dog was getting too old to go the kennel which he loved so much, I hired Makayla to stay at my house with him while we were away. She was just terrific with him, I knew that he was in the best hands with her taking care of him. He is unfortunately no longer with us but if we ever get another dog, I wouldn’t hesitate to hire Makayla again.

Availability updated 5 months ago
Sitter Profile Image: Eileen B.
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Sitter Profile Image: Eileen B.
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15. Eileen B.

Trusted Pet Sitter and Caregiver
Amenia, NY, 12501
13.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$250
per night
5 out of 5.0 stars
5 reviews
1 repeat client

Eileen is an exceptional pet sitter and animal lover, who shows an extraordinary level of care and responsibility. Her ability to provide attentive and nurturing environments, especially for pets with illnesses or disabilities, is remarkable. Our pup Dingo lives with extreme arthritis. Eileen is super attentive on his routines and drug regimes. She also has experience in therapeutic pet massage, a skill she uses on Dingo to make his stays even more happy and comfortable. We have complete trust in Eileen’s ability to provide the highest quality love and care for our pup and highly recommend her.

Availability updated 23 days ago
Sitter Profile Image: Stacey G.
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Sitter Profile Image: Stacey G.
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16. Stacey G.

Love and care for all puppers
Winsted, CT, 06098
15.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
22 reviews
5 repeat clients
Profile image

Stacey was wonderful! She was so easy to communicate with ahead of watching our dog and was also super self sufficient around our house. There was a bad storm when she was scheduled to watch our dog and we live in a pretty remote area and she had zero complaints. She was fantastic all around!

Availability updated 21 days ago
Sitter Profile Image: Elise C.
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Sitter Profile Image: Elise C.
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17. Elise C.

Friendly and Experienced Pet Care
Sharon, CT, 06069
12.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
33 reviews
15 repeat clients
Profile image

She listened to all the details I needed for my babies and executed them perfectly. I know my pets can be tough, very tough, but she definitely handled them. I would without a doubt hire her again. Thank you so much for watching them!

Availability updated 45 days ago
Sitter Profile Image: Sean M.
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Sitter Profile Image: Sean M.
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18. Sean M.

Open space for boarding
West Cornwall, CT, 06796
14.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
20 years of experience

About: I am a longtime dog owner with very friendly 12 year old Weimaraner/ Ridgeback mix and 13 year old rescue Lab mix and grew up with dog with very active golden retrievers. I work from home and have flexible days—available for drop ins and day-time walks. I work from home, so am available throughout the day for walks, drop in or boarding. Plenty of care and attention paid to them throughout the day. Like on 15 acres with trails and lots of open space. I can provide social dog time with my dog, or solo walks, as you prefer. I can send pics and face-time you while away.

Availability updated 33 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Evelyn C.
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Sitter Profile Image: Evelyn C.
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19. Evelyn C.

Reliable, Energetic, Caring Sitter
Ashley Falls, MA, 01222
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
1 review

I highly recommend Evelyn to care for your pets. She has been caring for my three cats for a little over a year, and her reliability and attentiveness give me complete peace of mind whenever I’m away. As a cat owner herself, she goes above and beyond—checking in regularly, bringing in packages, sending adorable photo updates, and making sure my cats are happy, healthy, and well cared for. It’s clear she truly loves animals, and her considerate nature makes all the difference. If you’re looking for a trustworthy and caring pet sitter, Evelyn is the perfect choice!

Availability updated 46 days ago
Sitter Profile Image: Nicole P.
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Sitter Profile Image: Nicole P.
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20. Nicole P.

RoverGO
Featured in Forbes & Hamptons Pets
Sharon, CT, 06069
12.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$250
per night
5 out of 5.0 stars
16 reviews

Nicole’s really cool. She loves our baby Nala like her own. She’s stayed at our house twice now while we’ve been away. The first time she slept over and the second time she spent the day at our house then slept at her home. She also comes weekly to give Nala longer walks/hikes, we usually ask her to bring her dog gatsby as they get along really well.

Availability updated 5 days ago
Confirmed availability for Easter Weekend

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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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