Dog Boarding in Canaan, CT

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Sitter Profile Image: Teresa D.
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Sitter Profile Image: Teresa D.
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1. Teresa D.

Star Sitter
Dog Mom w/Rich Fostering Background
Ashley Falls, MA, 01222
2.4 mi. away
Boarding, Doggy Day Care
from
$60
per night
5.0 out of 5 stars
27 reviews
4 repeat clients
Profile image

From the moment we did the meet and greet I knew that I would feel comfortable having Teresa watch my little love Alfie. Teresa has her own rescue dog pack and they included Alfie immediately and he was so happy. Teresa kept me updated throughout his stay and sent daily pictures. I felt totally at ease and was able to relax and enjoy my vacation. I’m already planning to book with her again for my upcoming trips.

Availability updated yesterday
Sitter Profile Image: John S.
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Sitter Profile Image: John S.
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2. John S.

Star Sitter
Retired professional enjoys dogs!!!
Norfolk, CT, 06058
6.5 mi. away
Boarding
from
$68
per night
5.0 out of 5 stars
57 reviews
18 repeat clients
Profile image

John and Orie are amazing. They take such good care of our pups when we’re away, whether it’s for a weekend or an extended period of time. One thing we’re super grateful for is their flexibility around timing, and even taking on an additional dog, or adding a night when our plans unexpectedly change! Highly recommend 💚🐕!

Availability updated 7 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Janice A.
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Sitter Profile Image: Janice A.
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3. 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
$105
per night
5.0 out of 5 stars
194 reviews
59 repeat clients
Profile image

I couldn't be happier with Janice as Gus's dog sitter! She's incredibly accommodating when it comes to drop-off and pick-up times, which is a huge relief for me. Gus absolutely loves spending time with her. I can tell he feels safe and happy in her care. She makes sure he gets plenty of playtime and snuggles, and he always comes home tired and content. I highly recommend Janice if you're looking for a reliable and loving dog sitter

Availability updated today
Sitter Profile Image: Michal & John R.
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Sitter Profile Image: Michal & John R.
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4. Michal & John R.

Star Sitter
Family Style Boarding for your Dog
Torrington, CT, 06790
19.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$55
per night
5.0 out of 5 stars
152 reviews
89 repeat clients
Profile image

Michal&John have been an absolute god send. You can tell right away when you do the meet greet that they are very kind and also take what they do seriously. I recently adopted a puppy and they agreed to take care of her while I’m at work. I don’t know what I would do with out them. Now while I’m at work I don’t feel like I need to worry about my pup at all because she’s with great caring people. If you are considering a pet sitter look no further !

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Peter K.
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Sitter Profile Image: Peter K.
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5. Peter K.

Dogs speak to those who listen.
South Egremont, MA, 01258
10.0 mi. away
Boarding, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
23 reviews
7 repeat clients
Profile image

Peter and Monique were so attentive to our dog for a whole week. Peter was very thorough in asking all about Sooty’s needs and preferences. We really appreciated the updates and photos, our dog had a lovely time and was very well cared for. I booked Peter based on reading the reviews and would say exactly the same as others have. Definitely recommend and will be booking again in future.

Availability updated today
Sitter Profile Image: Alex M.
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Sitter Profile Image: Alex M.
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6. Alex M.

Star Sitter
Undivided & loving attention 24/7
Torrington, CT, 06790
14.9 mi. away
Boarding, Doggy Day Care
from
$60
per night
5.0 out of 5 stars
56 reviews
11 repeat clients
Profile image

Alex and Bethany did a fabulous job keeping Walter entertained and keeping me in the loop with frequent pictures/updates along the way! Will 100% be using them again!

Availability updated 2 days ago
Sitter Profile Image: Magnolia M.
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Sitter Profile Image: Magnolia M.
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7. Magnolia M.

Star Sitter
Ambitious Animal Lover
Hillsdale, NY, 12529
18.0 mi. away
Boarding, Drop-In Visits
from
$65
per night
5.0 out of 5 stars
88 reviews
47 repeat clients
Profile image

Magnolia was an amazing sitter for Gatsby! She sent us photo updates every day and was extremely flexible when we needed to leave Gatsby with her for longer than we originally anticipated. She let Gatsby hang out with her all day and he made himself comfortable on her couch. She took him on walks and her property has a great fence and enclosure. I will certainly be using her in the future. Gatsby seems happy as could be and was clearly well taken care of! Thanks again!

Availability updated 3 months ago
Sitter Profile Image: Christine A.
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Sitter Profile Image: Christine A.
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8. Christine A.

Rover 101
Star Sitter
Home Full time...
Stanfordville, NY, 12581
18.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$97
per night
5.0 out of 5 stars
77 reviews
26 repeat clients
Profile image

Christine is awesome!!! She’s a dog whisperer and a cat lover whose house is totally pet friendly. Our puppy was so happy with Christine and we will definitely book again whenever we need dogsitting. She’s so comfortable with animals and makes them feel loved. She took amazing care of our baby ❤️ Highly recommend!!!

Availability updated 8 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Angela & Tommy P.
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Sitter Profile Image: Angela & Tommy P.
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9. Angela & Tommy P.

Star Sitter
Pawsome Boarding: Love & Care
Avon, CT, 06001
28.9 mi. away
Boarding, Doggy Day Care
from
$47
per night
5.0 out of 5 stars
42 reviews
19 repeat clients
Profile image

Khanh and Tommy took wonderful care of my senior dog for several days while we were traveling. They sent multiple pictures a day of my dog being well cared for and enjoying himself with their own dogs. I was very relaxed knowing he was going to be in good hands with this very loving family. We will definitely consider having him stay with them again the next time we need a place for our dog. Thank you!

Availability updated yesterday
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Mary & Todd H.
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Sitter Profile Image: Mary & Todd H.
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10. Mary & Todd H.

Weekend getaway with active people
Chatham, NY, 12037
24.5 mi. away
Boarding, Doggy Day Care
from
$45
per night
5.0 out of 5 stars
36 reviews
10 repeat clients
Profile image

Colby had a great time! Mary was very responsive, sent lots of pictures, and did a great job entertaining her. Will definitely be using them again next time.

Availability updated 19 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Katie L.
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Sitter Profile Image: Katie L.
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11. Katie L.

Star Sitter
Mom to 3 cats, 1 dog...and 2 humans
Simsbury, CT, 06070
28.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
86 reviews
44 repeat clients
Profile image

Katie and Storm make it easy. It's a very warm and welcoming environment. My pup Blue enjoyed his stay and seems very happy when we arrive. So glad to have found Katie. Good communication and she's obviously very experienced and comfortable with dogs. My new go to sitter ! :)

Availability updated 15 days ago
Sitter Profile Image: Olivia V.
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Sitter Profile Image: Olivia V.
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12. Olivia V.

Reliable and Energetic Dog Lover!
Great Barrington, MA, 01230
10.8 mi. away
Boarding, House Sitting
from
$45
per night
5.0 out of 5 stars
6 reviews
Profile image

Olivia was very professional, accommodating & easy to work with. She accommodated with our flight schedule, kept us on status with our pet through videos & pictures, took him to dog park frequently, & more. I’m returning to Olivia for future out of town trips.

Availability updated yesterday
Sitter Profile Image: Lynette E.
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Sitter Profile Image: Lynette E.
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13. Lynette E.

Star Sitter
Must be family and big dog friendly
Red Hook, NY, 12571
28.4 mi. away
Boarding, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
50 reviews
16 repeat clients
Profile image

Lynette cared for our dog on our wedding weekend and was above and beyond accommodative in working around our wedding day schedule to help us have a the best experience we possibly could. At the end of our night and finally looking at our phones, we had a bunch of photos of our dog having an amazing time with her golden retriever. If we could give her ten stars, we would in a heartbeat!

Availability updated 14 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Nell S.
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Sitter Profile Image: Nell S.
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14. Nell S.

I’ll soothe even the savage beast
Harwinton, CT, 06791
19.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
38 reviews
16 repeat clients
Profile image

Nell was friendly, flexible about drop off/pick up, and so kind to our pup for her first stay away from us. Nell made our girl feel right at home and kept her happy in our absence.

Availability updated 3 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Franny A.
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Sitter Profile Image: Franny A.
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15. Franny A.

Compassionate dog lover
Copake, NY, 12516
12.8 mi. away
Boarding, House Sitting
from
$50
per night
5.0 out of 5 stars
4 reviews
Profile image

Franny took wonderful care of my 14 year old Charlie overnight. She’s a very kind person and Charlie felt completely comfortable with her. He also got along well with her dog. I will definitely be using her again.

Availability updated 88 days ago
Sitter Profile Image: Cindy K.
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Sitter Profile Image: Cindy K.
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16. Cindy K.

Rover 101
What makes a happy dog?
Pine Plains, NY, 12567
15.0 mi. away
Boarding, Doggy Day Care
from
$70
per night
5.0 out of 5 stars
164 reviews
61 repeat clients
Profile image

Fred has stayed with Cindy many times and she has been wonderful every time. She makes him feel like one of the family. Fred comes home very relaxed and happy. I do highly recommend Cindy.

Availability updated 4 months ago
Sitter Profile Image: MJ M.
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Sitter Profile Image: MJ M.
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17. MJ M.

Your pup’s new best friend
Simsbury, CT, 06070
28.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
87 reviews
48 repeat clients
Profile image

MJ was fantastic with my baby! She was a referral from a close friend so I felt really at ease dropping remi off for a long weekend. She took time to help remi warm up to a new environment (separation anxiety), sent lots of pics and stayed in communication every day. I picked up a happy and tired pup! We’re definitely booking again, see you soon!! 💝🐾🦴

Availability updated 26 days ago
Sitter Profile Image: Kristina F.
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Sitter Profile Image: Kristina F.
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18. Kristina F.

Loving and experienced dog owner
Torrington, CT, 06790
15.6 mi. away
Boarding
from
$50
per night
2 reviews

I wholeheartedly recommend Tina (Kristina) to anyone and everyone that is looking for an amazing and caring person to take care of/walk their dog. She is a very thoughtful and considerate human in all aspects of life but is even more so when it comes to dogs/pets. She is so caring, she will literally put your dogs safety above her own safety. I can't count the number of times I have seen or heard her stop everything she's doing to help an animal in need. She has a lot of experience with all types of dogs, including navigating dogs that don't get along with other dogs well. She's probably one of the only people on the planet that I would leave my pets with and know that I literally have no worries because if anything does happen she will literally do everything she possibly can to take care of them. And on top of all of that she'll give them SO much love. Overall she is highly recommended in every aspect, A+++++++++

Availability updated 65 days ago
Sitter Profile Image: Kian B.
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Sitter Profile Image: Kian B.
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19. Kian B.

Star Sitter
Animal lover
Hudson, NY, 12534
28.0 mi. away
Boarding, House Sitting, Drop-In Visits
from
$50
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
Profile image

Kian was a fantastic dog sitter. My 9# chihuahua Killer seemed to really love staying with Kian. Check out tge picture, he really seems to be smiling. Kian also was graciously accomodating with my shifting itinerary. I can’t recommend him highly enough. Great demeanor, patient and communicative. He was a great choice.

Availability updated 10 days ago
Sitter Profile Image: Mary Ann P.
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Sitter Profile Image: Mary Ann P.
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20. Mary Ann P.

Country, calm home with one adult
Cornwall, CT, 06753
12.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$68
per night
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Mary Ann watched Milo for me for a few hours. She took great care of him - tossing the ball with him immediately to get him settled. She also sent me photos & was communicative while I was gone. Thank you Mary Ann!

Availability updated yesterday
Confirmed availability for Christmas and New Year's

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