House Sitting in Canaan

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Brandi D.
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Sitter Profile Image: Brandi D.
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1.

Brandi D.

Run and Play While You’re Away!
Hillsdale, NY, 12529
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$100
per night

Brandi was FABULOUS with our pups. She instantly connected with them (at the meet and greet) and we all felt very comfortable with her. She stayed in touch during our time away from home, sending texts and pics/videos. Our pups and our home were well cared for and we can't wait to have her back for our future trips. If you are looking for someone to treat your dogs the way you do (or better!), she is the sitter for you! The only problem I foresee with someone like Brandi is that she's going to get too booked up and not be available if you don't book WELL in advance!

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Sitter Profile Image: Logan A.
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Sitter Profile Image: Logan A.
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2.

Logan A.

Dog Groomer & Pet Sitter.
Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking
4.5
15 reviews
7 repeat clients
from
$50
per night

Logan did a great job caring for our shih tzu while we were away. He was gentle and caring with her and sent regular updates and pictures! He stayed at our home with our dog and when we returned we found our home was spotless. We could tell how much our dog loved him by her run back and forth when he came over after we got home! I would highly recommend Logan.

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Sitter Profile Image: Siri C.
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Sitter Profile Image: Siri C.
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3.

Siri C.

Licensed Veterinary Technician
Kinderhook, NY, 12106
House Sitting, Drop-In Visits, Dog Walking
5.0
28 reviews
11 repeat clients
from
$100
per night

Siri was wonderful with Aiko - he’s a very timid rescue, still getting used to interacting with new people and places. Siri was very gentle, met with us first to meet Aiko and was very communicative before and throughout her stay with him, it was lovely to see him get comfortable and open up too. I highly recommend Siri and look forward to having Aiko spend time with her on our next visit!

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Sitter Profile Image: Lauren B.
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Sitter Profile Image: Lauren B.
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4.

Lauren B.

good day to be a dog🌞🦮
Poestenkill, NY, 12018
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$60
per night

Lauren was SO WONDERFUL with our pup!! Great communication, lots of happy puppy pics! She is so sweet— she left a card for us, and a new toy for Riley! I think she even put away the dishes I had left to dry before we went away! We’re so glad we found her and won’t hesitate to use her again for our girl!

Sitter Profile Image: Dana G.
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Sitter Profile Image: Dana G.
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5.

Dana G.

Rover 101
Kind and loving leader
PITTSFIELD, MA, 01201
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
39 reviews
11 repeat clients
from
$125
per night

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.

Sitter Profile Image: Andrew C. S.
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Sitter Profile Image: Andrew C. S.
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6.

Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Lee, MA, 01238
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
9 repeat clients
from
$85
per night

Andrew was very good with our nearly three-year-old Imhotep. "Imo" is a Basenji (a breed known for being challenging at times) who suffers from separation anxiety. Andrew stayed in contact with us from the beginning to the end of our time away and actively worked with us to resolve any minor issues that came up. He also sent much-appreciated photographs every day. We are grateful that he was able to make adjustments to accommodate Imo's special needs and we were pleased (and relieved) to return home to a happy and contented dog - a very, very different experience from our prior kennel boarding experiences. Thank you, Andrew!

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Sitter Profile Image: Mary H.
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Sitter Profile Image: Mary H.
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7.

Mary H.

Rover 101
Lots of snuggles and love!
Pittsfield, MA, 01201
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
75 reviews
38 repeat clients
from
$75
per night

This is the first time we have used the Rover app and the first time we have let someone come into our home to house sit other than family for our four dogs. I looked at many people and Mary had the most reviews that were all positive, and reoccurring clients! Mary had July 4th availability on short notice, she came over the day before for a meet and greet with the dogs. She is very friendly, and would let us know each time she dropped by. Would definitely use her again and would definitely recommend. Thank you again, Mary!

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Sitter Profile Image: Haille B.
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Sitter Profile Image: Haille B.
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8.

Haille B.

Loving and Trustworthy
Lanesborough, MA, 01237
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$45
per night

Haille does a great job with my dogs! She gives them exactly what they need and they are happy and tired when they arrive home. I trust her completely! She’s outgoing and easily accommodating!

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Sitter Profile Image: Victoria M.
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Sitter Profile Image: Victoria M.
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9.

Victoria M.

A loving homestay for your dog only
Coxsackie, NY, 12051
House Sitting, Dog Walking
5.0
33 reviews
4 repeat clients
from
$100
per night

Fantastic- trustworthy, nice to talk with. Great communicator. She was kind enough to send pictures of our dog to us while we were away. She also house sat. Both our dog and home were in great shape when we got home. Thank you!

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Sitter Profile Image: Cheyenne F.
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Sitter Profile Image: Cheyenne F.
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10.

Cheyenne F.

Animal Lover - Work from Home
Kinderhook, NY, 12106
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
4 reviews
from
$100
per night

About: Dogs have always been a huge part of my life. I often take care of my family and friends furbabies when they are away so I have a lot of experience with a large variety of breeds. I also have experience with administering insulin injections, giving oral medication and blind or deaf dogs, so you can rest assured that any senior or special needs dog will be well taken care of. I also have some experience with reptiles! I work from home and do not take calls or have meetings so your pet will get lots of attention even while I work! I have a large office space with dog beds and toys aplenty! I have a large unfenced yard surrounded by forest and set back about a quarter mile from the road. We have 3 other friendly fur babies to keep yours company, however, if your dog (s) doesn't like other dogs or you're not comfortable with them around other dogs, our house has more than enough space to keep them separated while still ensuring they all get the love and attention they deserve. I am very versatile so just let me know what your fur babies need to make them more comfortable and I'll make it happen!

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Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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11.

Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
1 repeat client
from
$25
per night

Caitlin was a wonderful sitter! Our animals were very comfortable with her and well taken care of.

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Sitter Profile Image: Connie R.
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Sitter Profile Image: Connie R.
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12.

Connie R.

Caring for a pet is a blessing! I
Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking
30 years of experience
from
$55
per night

About: I have been taking care of animals since I lived at home when I was younger with my parents I was very responsible I love talking to my animals I love taking time with them, making sure that they feel loved And that they felt like they were part of the family! I do work full-time, but during the day, I am able to have a flexible schedule and care to animals. I have more availability during the weekends. I care for pets in my home I make sure that my home is pet proof specially, since I have a dog of my own I make sure that everything that would be unsafe to my dog is put away if areas need to be gated off and make sure that they’re gated off and they make sure that she has all the food that she needs healthy foods and water to drink. If I was caring for a pet and someone else’s home, I would follow instructions that they leave for me and I would also make sure that their pet was comfortable and safe

Sitter Profile Image: Sophia S.
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Sitter Profile Image: Sophia S.
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13.

Sophia S.

Animals are my passion!!!
Averill Park, NY, 12018
House Sitting, Drop-In Visits, Dog Walking
4.0
6 reviews
from
$40
per night

We used Sophia to house and dog sit in February 2023. My dog took to her right away. She was conscientious about staying when our plane got in later than expected. Left the house neat and clean and our dog well cared for. I would use her again.

Sitter Profile Image: Steph F.
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Sitter Profile Image: Steph F.
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14.

Steph F.

Animal lover who's happy to help!
Dalton, MA, 01226
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$75
per night

Steph did a wonderful job taking care of my older handicapped Lab and my timid cat. She sent me pictures of them on the days I was away and I could see they were well and happy. I would definitely recommend her.

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Sitter Profile Image: Evelyn L.
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Sitter Profile Image: Evelyn L.
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15.

Evelyn L.

the best care for your baby!
Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$50
per night

Evelyn is one of the best people I know with dogs she loves her dogs she loves everybody else’s dogs she’s really good with dogs she’s very patient. She even allows them to lick her face. She loves dogs. She is the best dog walker in all of the world.

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Sitter Profile Image: Clara A.
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Sitter Profile Image: Clara A.
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16.

Clara A.

Friendly dog lover
Lenox, MA, 01240
Boarding, House Sitting, Doggy Day Care
5.0
15 reviews
2 repeat clients
from
$48
per night

Clara was great! Good communication, super nice, and when I returned home, I was greeted by my very happy shih tzu who was lounging on the sofa with Clara! I would book her again!

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Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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17.

Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
3 repeat clients
from
$65
per night

Jess is great with our dogs. She has watched the two of our dogs on multiple occasions and sometimes 3 or 4. She takes the time out of her day to make sure they get plenty of attention and time outside to play. She also stays at our house when she watches the dogs and the house is always in great shape afterwards too. I would highly recommend her to anyone who is looking for someone to stay with your dogs and make sure they get at the loving and attention they need while you are away.

Sitter Profile Image: Leah M.
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Sitter Profile Image: Leah M.
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18.

Leah M.

Strive to be the person my pup sees
Lee, MA, 01238
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$50
per night

Leah took wonderful care of our dog and our house. She was prompt, courteous, and left our house spotless and our dog happy and well cared for. I would highly recommend her and would not hesitate to use her again.

Sitter Profile Image: Jennifer E.
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Sitter Profile Image: Jennifer E.
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19.

Jennifer E.

Dog Lover that’s missing theirs
Chatham, NY, 12037
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
1 repeat client
from
$50
per night

About: I have taken care of my own dog for his whole life until he passed early this year. I have dog sat for friends, family, and coworkers a lot and have taken them for walks or stayed the night! I am in grad school currently and will be able to stay over on the weekends and play with the dogs anytime after 4 in the upcoming semester! I am used to crating dogs and taking them for sage walks, especially in the winter and summer months. I love to give a routine and will make sure to follow all guidelines provided!

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Sitter Profile Image: Stephanie G.
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Sitter Profile Image: Stephanie G.
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20.

Stephanie G.

I will love your dog like my own!
East Chatham, NY, 12060
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
9 reviews
2 repeat clients
from
$100
per night

Hi, I have known Stephanie all my life- she is my sister. I have witnessed her love3 and compassion with her own dog as well as mine and our friends dogs. She has always been the most caring dog/animal lover. She will lay down on the ground just to play with the smallest dog. She is a perfect fit for this job and would care and treat anyone's dog as her own.

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Canaan House Sitting ratings

Overall Rating:

House sitters in Canaan are rated on average 5 out of 5 stars based on 13 reviews.


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Canaan house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Canaan who can provide the care your dog needs, when they need it.

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