House Sitting in Canaan

Find a loving house sitter to watch over your pets and your home.

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Top rated Canaan house sitters

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: Caitlin H.
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Caitlin H.
from
$50
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

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!!

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Kyle W.
Sitter Profile Image: Tara D.
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Tara D.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
30 years of experience
Pittsfield, MA, 01201

Tara was so amazing with our dog and our cat. She sent us lots of updates while house sitting, took our dog for lots of walks, and gave them both lots of attention 😊 Great job with our pets and great communication. Would book her again in a heartbeat!

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Jen B.
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
382 reviews
146 repeat clients
8 years of experience
Lenox, MA, 01240

McKenna was able to help with our Aussie-doodle at short notice and we are so grateful! They had a fun day together and she helped him to be active and busy instead of in his kennel for a very long day. McKenna has a lot of experience and knowledge about what dogs need. She communicates regularly and sent some photos during the day as well. Thank you McKenna!!

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Teri T.
Sitter Profile Image: Keri H.
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Keri H.
Star Sitter
from
$95
per night
5.0 out of 5 stars
57 reviews
19 repeat clients
20 years of experience
Lenox, MA, 01240

Keri is THE BEST!! Our dog is a bit shy around humans and it was honestly stunning how quickly they became friends. Not only was Keri extremely responsive when we were setting up this last minute booking, but she kept us updated regularly throughout our entire trip. It was clear that she showed him so much love, taking him on adventures and cuddling with him. We could tell Keri really understood his unique personality and she made our trip completely worry-free. When we got back, our house was even better off than it was before. If I could give 100 stars, I would!!

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Brenna L.
Sitter Profile Image: Sally A.
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Sally A.
from
$150
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
50 years of experience
Richmond, MA, 01254

Sally did an amazing job house and pet sitting for my two dogs and two cats. She takes care of your house and your pets like they are her own. She was in frequent contact, sending pictures and messages which I very much appreciated. I already confirmed her to pet sit for me again in September. I highly recommend Sally for house and pet sitting. She did an outstanding job with my two dogs, two cats and house.

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Melodye E.
Sitter Profile Image: Trista S.
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Trista S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
30 years of experience
Pittsfield, MA, 01201

Trista took amazing care of our two girls during our long weekend in Pennsylvania - she sent photos regularly so we could see how they were getting along with her and that they were having fun while we were away. We will definitely be booking with her again!

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Jessica M.
Sitter Profile Image: Lindsay L.
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Lindsay L.
from
$120
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Canaan, NY, 12029

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

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Dianne F.
Sitter Profile Image: Brenna B.
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Brenna B.
from
$100
per night
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Pittsfield, MA, 01201

Brenna was an amazing pet sitter for us. We have two dogs, both seniors, and one with significant health issues. It is always hard to leave him but had our son's wedding in Canada to attend. Brenna sent constant updates and photos to ease our mind while away. They were very well cared for and loved. I would use Brenna again in a heart beat!

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Nadine S.
Sitter Profile Image: Alyssa M.
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Alyssa M.
from
$80
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Valatie, NY, 12184

Alyssa is great! My pets and home were well cared for. My dog gets pretty anxious when I go out of town but he seemed very calm and relaxed when I came back. He seemed like he had a great time with Alyssa!

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James W.
Sitter Profile Image: Valentina M.
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Valentina M.
from
$32
per night
6 years of experience
Stockbridge, MA, 01262

About: I grew up with 2 dogs and 2 cats. My family was part of helping a farm when i was little, I got to take care of ducks. They were so cute. I love animals and let me know if you had questions. I work at Marshall’s. I will be taking care of the animals during my days off. I will make sure they have everything they need I grew up with cats and dogs. I love all kinds of animals. I will take good care of them. I can bring them to my house as well.

Sitter Profile Image: Gabrielle H.
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Gabrielle H.
from
$32
per night
15 years of experience
Pittsfield, MA, 01201

About: I have been a volunteer at the Berkshire Humane Society for about 6 months now working within the kennel and have been trusted with friends and family's dogs throughout my life! I have personally trained both of my large breed pups and have experience with both puppies and senior dogs! <3 I currently work part-time from Fri-Sun so I have full availability throughout the week to play with your pup(s)! I will always find the best time and place to give your pets what they need. I am not able to bring pets to my apartment, but will gladly give them all the care and attention they need in their home, or out and about!

Sitter Profile Image: Anna C.
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Anna C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
12 years of experience
Troy, NY, 12180

Anna was so good with my puppy! She was patient (he’s a baby land shark!) and attentive and took great care of him while I was gone. I will absolutely rebook with her! :)

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Jasenia C.
Sitter Profile Image: Reymon B.
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Reymon B.
from
$80
per night
20 years of experience
Pittsfield, MA, 01201

About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.

Sitter Profile Image: Lauren B.
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Lauren B.
from
$60
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
4 years of experience
West Sand Lake, NY, 12196

Lauren is great with our pups! Very reliable and communicative.

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Marcy C.
Sitter Profile Image: Elishamaria R.
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Elishamaria R.
Star Sitter
from
$95
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Catskill, NY, 12414

Elisha was great. She wasn't intimidated by Arlo's epilepsy which was a huge relief to me. She seemed immediately at ease with the boys and they with her. When I got home my dogs were calm, happy and not anxious so I could tell that they were indeed comfortable with her. I will definitely book with Elisha again.

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Sharon P.
Sitter Profile Image: Abby W.
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Abby W.
from
$60
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
5 years of experience
Chatham, NY, 12037

About: I’ve had both professional and personal experience taking care of dogs for years! My number one concern when watching someone’s furry family member is safety/making sure needs are met and everything after that is playtime and adventuring! Pet care is already part of my daily routine because I have my own dog named Stella who is an extremely active 5 year old dog (who constantly needs to be exercised). I work part time and am home in the mornings and afternoon. Our dog goes out every few hours on a leash in our community or to the fenced in dog park we have here at the property. I have no problem going to the lake or hiking with your fur baby because it’s one of my dogs favorite activity. If your dog needs to be crated or walked alone that is something I can accommodate as well.

Sitter Profile Image: Cooper T.
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Cooper T.
from
$150
per night
20 years of experience
Slingerlands, NY, 12159

About: I have a lifelong love of all critters great and small! I've cared for dogs since I was knee high, even starting my own dog sitting service when I was a kid. I've had puppies, dogs, and seniors under my care. I approach all dogs as unique individuals with their own needs, wants, and boundaries. I'm looking for work and to get out of the house. My availability is wide open, I'm ready to work around your schedule or particulars. I'm a responsible and college educated person, and understand your pet is part of your family. I treat every home and pet as if they were my own.

Sitter Profile Image: Clara M.
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Clara M.
from
$55
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
11 years of experience
Tyringham, MA, 01238

Clara was amazing with our dogs. We were away for 5 nights and she took great care of our 3 dogs. She provided frequent updates and even managed to walk all 3 dogs together. She kept our house clean even with all the rain and muddy paws. I HIGHLY recommend Clara. We will be booking with her again

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Kim V.
Sitter Profile Image: Olivia A.
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Olivia A.
from
$35
per night
15 years of experience
Dalton, MA, 01226

About: I have cared for many pets my whole life. I love meeting new animals and learning about each and every personality. Had or cared for cats, dogs, and small animals, and willing to meet more! I am available most days and some nights. I can provide early morning care and mid day care, and night care but often after 10pm. I am always attentive to animal body language and keep an eye on how they are feeling in the environment or around me. I follow the guidlines closely that are given by owners on how to care for their pet.

Sitter Profile Image: Dana G.
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Dana G.
from
$125
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
20 years of experience
PITTSFIELD, MA, 01201

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.

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Tricia H.
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Over 12
pet parents in Canaan have booked house sitting

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  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  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 house sitting in Canaan is $60

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Canaan average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Canaan on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

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

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

As of Jun 2026, there are 306 house sitters in Canaan. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Canaan house sitters respond in under an hour.

House sitters in Canaan have an average of 14 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Canaan.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Canaan house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.