House Sitting in Canaan

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Kathleen M.
Berkshires #1 Trusted Pet Sitter ❤️Becket, MA, 01223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kathleen was great! She updated me the whole time before she got to the house and all throughout her stay. She sent pictures and took Jack on long walks— she … (more)

from
$75
per night
Confirmed availability: Memorial day
Lydia M.
2.
Engaging Dog LoverNew Milford, CT, 06776
House Sitting, Drop-In Visits, Dog Walking

Lydia was super awesome! Our pup Remi was super happy after Lydia stayed with him for the day. She was willing to step in on a moments notice and communicated w… (more)

from
$60
per night
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Sierra B.
3.
Vet tech student who loves animalsTorrington, CT, 06790
House Sitting, Drop-In Visits, Dog Walking

Sierra has served as a pet sitter and dog walker for me for the past 10+ years, taking care of two dogs for the majority of the time, one that struggled with be… (more)

from
$32
per night
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Mackenzie B.
Big dogs have my heart ❤Stanfordville, NY, 12581
House Sitting, Drop-In Visits, Dog Walking

Mackenzie was great. Would highly recommend her. Good communication and troubleshooting ability. Very responsible. She spent several nights house sitting an… (more)

from
$75
per night
Confirmed availability: Memorial day
Robin B.
5.
I love them and take great careWingdale, NY, 12594
House Sitting, Drop-In Visits, Dog Walking

Smart, friendly, and enthusiastic about spending time with my two senior dogs. She sent evening and morning photos of a happy and safe group. Everything was in… (more)

from
$31
per night
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6.
I AM AVAILABLE WEEKDAYS & WEEKENDSGlasco, NY, 12432
House Sitting, Drop-In Visits

Drew is a great sitter, the dogs loved him and it was all good. Left the house clean and nice. Will use again (more)

from
$45
per night
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7.
Love working with animals!Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking

Julia did a fantastic job sitting for our dogs at our house recently. Very professional, caring and communicative. Would rebook with pleasure! (more)

from
$29
per night
8.
Dogs are your best friendWeatogue, CT, 06089
House Sitting, Drop-In Visits, Dog Walking

Shadow loved Brad. He was his best bud. He would love his daily walks or swimming days. I could always leave town knowing Shadow was in the best hands, because … (more)

from
$40
per night
Calendar Recently Updated
9.
Let's Walk to Whites!LITCHFIELD/BANTAM, CT, 06759
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I can’t say enough great things about Donna. She took awesome care of my lab Rosie. She took Rosie for walks and a swim in a nearby lake. It was very stressful … (more)

from
$75
per night
10.
Vaccinated gal ready for all petsTorrington, CT, 06790
House Sitting, Drop-In Visits, Dog Walking

Lauren is a kind-heartedly energetic house/dog sitter. Keeps up with pictures and updates frequently. She has watched my dog for 5 years on a multiple occasions… (more)

from
$30
per night
Confirmed availability: Memorial day
11.
hello I like dogstivoli, NY, 12583
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Elana house sat for our two large dogs for a week and a half. The dogs seemed happy and well cared for when we got home. (more)

from
$45
per night
12.
Experienced and flexible! 🐶✨Torrington, CT, 06790
House Sitting, Drop-In Visits, Dog Walking

Hey my name is Renee I’ve known arianna for multiple years and I can say I trust her with all my heart. She’s very kind and patience and always will to try/ lea… (more)

from
$40
per night
Calendar Recently Updated
13.
I can’t wait to make new friends!Southwick, MA, 01077
House Sitting, Drop-In Visits, Dog Walking

Melanie has had an extreme love for animals for her entire life. She attended the course and received certification as a veterinarian assistant and has that kn… (more)

from
$30
per night
Calendar Recently Updated
14.
My ExpertiseTorrington, CT, 06790
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lynsey is a dream come true for folks who want to be sure they’ve left their favorite family member in good hands. She’s reliable and sent photos of Sadie throu… (more)

from
$25
per night
Calendar Recently Updated
There for them while you’re awaySalisbury, CT, 06068
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have watched animals of all shapes, sizes, and species. From dogs and cats to horses and pigs. I am very comfortable around animals and love to spe… (more)

from
$60
per night
16.
Our Home for Your Best FriendOtis, MA, 01253
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

It will be difficult to keep this brief! At the beginning of our relationship, Kelly took the time to invite us to her home, so that the people could meet each … (more)

from
$100
per night
Confirmed availability: Memorial day
17.
Dog lover with flexible schedule!Stockbridge, MA, 01262
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Hi! I’m a full time real estate agent with a flexible schedule, and I often work from home. My 1 year old Collie/Samoyed mix, Gus, loves other dogs a… (more)

from
$50
per night
18.
Fun, Friendly, Furry😁Winsted, CT, 06098
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: My name’s Lauren. Passion for animals have been active since i was a little girl. I’ve had dogs, cats, hamsters, and fish my whole life. I have two k… (more)

from
$45
per night
19.
Mature, loving, compassionate careCanaan , CT, 06018
House Sitting, Drop-In Visits, Dog Walking

Kathryn Fisher has grown up in a dog loving household. She has had a dog at home every year of her life, most years 2 at a time. Kathryn has shown responsibilit… (more)

from
$40
per night
20.
Berkshire dog-loving localSheffield, MA, 01257
House Sitting, Drop-In Visits, Dog Walking

John was so great and came to my house to take care of my two little dogs. Of course the first day there was a snow storm but it didn't stop John!! He came, sh… (more)

from
$33
per night

Rover also offers House Sitting in:


Rover.com is the simple, savvy way to find and book Canaan house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Canaan on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Canaan house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.