Dog Boarding in Canaan, CT

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Top rated Canaan dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: John S.
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John S.
Star Sitter
from
$77
per night
5.0 out of 5 stars
111 reviews
24 repeat clients
20 years of experience
Norfolk, CT, 06058

John was great with our two senior labs and they felt right at home. We were able to enjoy our time away knowing they were content. Also easy to coordinate the booking / drop offs and John was easy to communicate with as well. Would definitely hire him again for care.

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Kimberly S.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$65
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

Nicole was absolutely amazing!!! She was so responsive, sent lots of pics and I’ve never seen my dog so happy in someone else’s home! 10/10 experience!!! Thank you Nicole for taking such perfect care of Misha!!!

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Inna K.
Sitter Profile Image: Mary Ann P.
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Mary Ann P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
14 years of experience
Cornwall, CT, 06753

Mary Ann was absolutely wonderful to work with! She watched our elderly blind and diabetic dog for us during a weeklong trip, and the peace of mind we felt knowing that our dog was so well cared for was such a gift. Mary Ann took time to do a meet and greet before our trip so that our dog could get to know her and her property, and so that she could take detailed notes on our dog’s needs. We also received periodic updates while we were away. Mary Ann truly goes above and beyond, and we will gladly request her services again when the need arises! Thank you!!

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Becky R.
Sitter Profile Image: Peter K.
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Peter K.
from
$55
per night
5.0 out of 5 stars
29 reviews
7 repeat clients
8 years of experience
South Egremont, MA, 01258

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.

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Sarah T.
Sitter Profile Image: Franny A.
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Franny A.
from
$50
per night
5.0 out of 5 stars
6 reviews
30 years of experience
Great Barrington, MA, 01230

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.

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Terri L.
Sitter Profile Image: Kristina F.
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Kristina F.
Star Sitter
from
$80
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
15 years of experience
Torrington, CT, 06790

Tina and Jordan took incredible care of our dog, Rae. As a nervous pet parent, I was so grateful for the frequent photo and video updates—they truly gave me peace of mind while we were away. From our very first meeting, I knew Rae was in the right hands, and now that she’s stayed with them, I honestly can't recommend them enough. They listened to all of my concerns, eased my worries, and were wonderfully flexible when our travel plans changed a bit.

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Lisa B.
Sitter Profile Image: Karina & Jared S.
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Karina & Jared S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
124 reviews
55 repeat clients
23 years of experience
Barkhamsted, CT, 06063

Karina and her husband Jared are fantastic! This was our second time having them watch our dog, Nova, while we were away on vacation. Nova ends up getting her own vacation when staying at Karina & Jared's house! They always take such good care of Nova and Karina always gives us updates on Nova twice a day! We are so grateful that we found such amazing people to care for our pup when we are away! We (especially Nova) look forward to seeing Karina and Jared again soon! Thank you both so much for always being there and taking such amazing care of our Nova!! 10/10 recommendation!

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Rachel H.
Sitter Profile Image: Mary Kate M.
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Mary Kate M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
21 reviews
2 repeat clients
20 years of experience
Ashley Falls, MA, 01222

Very good!!! Would recommend her for all dogs. Thank her very mch

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Roger B.
Sitter Profile Image: Magnolia M.
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Magnolia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
101 reviews
50 repeat clients
15 years of experience
Hillsdale, NY, 12529

Maggie was great with our dogs. Her place is very comfy for them and you can tell that she just gets dogs. Lots of room, very accommodating, very responsive. Got a couple of great photos while we were away. Will definitely have Maggie watch our dogs again!

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Shira N.
Sitter Profile Image: Katie L.
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Katie L.
Star Sitter
from
$50
per night
4.9 out of 5 stars
148 reviews
68 repeat clients
35 years of experience
Simsbury, CT, 06070

Katie was great! She was very nice and outgoing. She arranged a meet and greet prior to scheduled date and she interacted with my puppy well and brought her dog Storm to play with my puppy. When dropping my puppy off, her house was clean and spacious for Gumby’s stay. She listened to any specific requests related to Gumby. I enjoyed Katie and trusted her with my puppy. I will continue to use Katie as a dog sitter in the future.

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Briana K.
Sitter Profile Image: Angela & Tommy P.
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Angela & Tommy P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
121 reviews
45 repeat clients
9 years of experience
Avon, CT, 06001

So communicative and easy to work with. She sends pictures and videos every day your pup is with her. My dog always comes back happy and clean!

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Kristi T.
Sitter Profile Image: James E.
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James E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
41 reviews
8 repeat clients
40 years of experience
Terryville, CT, 06786

James and family were wonderful with our dog, taking him in for a week while we went on a recent trip. His communication was thorough to assure us that things were going well, along with any questions about his care as needed. It was evident that our dog endeared himself to their family and had a great stay. We would definitely recommend James for any dog sitter needs and would rebook him as a dog sitter for future occasions

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Kristen C.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$97
per night
4.9 out of 5 stars
94 reviews
32 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

Sadie had a great stay with Christine! Sadie is a little anxious and Christine did a great job making her feel safe and comfortable. Christine was warm and quick to respond and answer questions. She seemed to really appreciate our girl. Would definitely go back!

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Katie T.
Sitter Profile Image: Amy H.
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Amy H.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Blandford, MA, 01008

Amy and her family were fabulous. They made Takoda feel right at home. Takoda enjoyed making new friends, the walks and sleeping on the couch. Amy was very responsive and provided updates so we knew it was all going well. It was a wonderful experience for us and Takoda. We will definitely board Takoda with Amy again.

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Alexcia A.
Sitter Profile Image: Candice S.
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Candice S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
53 reviews
18 repeat clients
10 years of experience
Stottville, NY, 12172

Candice watched our dog for the first time this weekend . It was a great experience for all of us ! Thank you for taking such good care of Nellie ! ❤️

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Darcy C.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$108
per night
5.0 out of 5 stars
274 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

Janice is incredible! She loves and cares for animals so naturally and openly that my puppy quickly became part of her family. It’s such a relief to know she is cared for and well looked after in a loving home on a safe and happy farm! Janice and her family really are the best!! 💕🐾

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Rachel R.
Sitter Profile Image: Estelle H.
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Estelle H.
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
17 years of experience
Bristol, CT, 06010

Estelle looked after our pug Henry for a weekend, and the entire time we were able to relax and feel confident that he was happy and in good hands. Her home is beautiful and set up really nicely for the dogs, with a large clean fenced-in yard to play in, and lots of toys and beds for them to occupy themselves. Her dogs are sweet and made Henry right at home. Estelle regularly sent photos and updates to let us know how he was doing. He was always treated like part of the family and I think for him it was just a fun weekend with friends. I will absolutely be boarding Henry with Estelle again and I couldn't recommend her highly enough.

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Tory L.
Sitter Profile Image: Mary & Todd H.
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Mary & Todd H.
from
$45
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
40 years of experience
Chatham, NY, 12037

Mary and Todd did an excellent job watching my Tobi. He has separation anxiety and they took good care of him, sending pictures and updates. I will definitely use there services again.

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Michael T.
Sitter Profile Image: Nell S.
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Nell S.
from
$56
per night
4.9 out of 5 stars
50 reviews
24 repeat clients
52 years of experience
Harwinton, CT, 06791

Nala had a fantastic stay and discovered her love of Bach ? We will definitely be using Nell again. She did everything to make sure that Nala was comfortable.

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Heather R.
Sitter Profile Image: Gail S.
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Gail S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Granby, CT, 06035

Gail was lovely! Very communicative and sent me photos of my dog enjoying her time with Gail and her dog, Ginger! Would absolutely book again!

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Caroline S.
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Canaan dog parents share their Rover experiences

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5.0 out of 5 stars

Parker had a wonderful time with Teresa (as evidenced by the many photos that Teresa graciously sent us over the course of the week!). Teresa's overall communication was excellent and we felt 100% confident that Parker was in good hands throughout her stay. We would highly recommend Teresa.

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Andrew B.
Boarding
5.0 out of 5 stars

Teresa took good care of our dog. She has a big yard for outdoor time and chance to socialize with other dogs.

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Emily M.
Boarding
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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Canaan is $60

Why Choose Rover?

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  • Reservation protection

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

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Sitters in Canaan average 13
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Canaan dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 273 sitters provided dog boarding in Canaan. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Canaan dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Canaan have an average of 20 years of experience. Dog boarding sitters with repeat customers have an average of 13 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Canaan.

Rover makes it easy to find Canaan dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 273 dog boarding sitters in Canaan on Rover, so you’re sure to find the perfect match for your dog! In Canaan, 100% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.