Pet Sitting in Canaan

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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1. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
10.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
5 repeat clients
from
$22
per visit

Maeve is amazing with my pup - remembering all his little quirks and needs. She's easy to communicate with, so kind, and attentive. Buster is always happy to see her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Vicki B.
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Sitter Profile Image: Vicki B.
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2. Vicki B.

Animal lover! Dedicated, reliable!
Castleton on Hudson, NY, 12033
15.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
157 reviews
45 repeat clients
from
$28
per visit

Vicki is great. Our cat Timmy is very picky with people and warmed up to Vicki faster then he has with prior people. Thank you for taking the very best care of my feline family member.

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Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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3. Andrea L.

I got you covered!
Great Barrington, MA, 01230
12.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$28
per visit

Andrea was very warm and the cats liked her immediately. She also made us very comfortable with leaving out cats and home in her care. Will definitely book again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Siri C.
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Sitter Profile Image: Siri C.
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4. Siri C.

Licensed Veterinary Technician
Kinderhook, NY, 12106
13.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
12 repeat clients
from
$30
per visit

Siri is great, she is very responsive and kept us updated on our babies. Our two terriers can be a handful but Siri did great with then. We will for sure be using Siri for future stays and drop in visits.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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5. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
10.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
6 repeat clients
from
$29
per visit

Very timely and took good care of Luna

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tiffany A.
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Sitter Profile Image: Tiffany A.
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6. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
10.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$15
per visit

Tiffany is an excellent dog walker/boarder. She is professional, friendly, reliable, and organized. Your fur babies will be in great hands with her, I know mine love her! Working with Tiffany has always been a pleasant experience and I highly recommend booking her.

Sitter Profile Image: Logan A.
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Sitter Profile Image: Logan A.
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7. Logan A.

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
10.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
15 reviews
9 repeat clients
from
$20
per visit

Logan was great with our two pups. Very attentive and professional. They loved him.

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Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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8. Jennifer M.

I have a warm heart for cold noses.
Pittsfield, MA, 01201
10.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
7 repeat clients
from
$30
per visit

Jennifer was great! She was easily accessible and pleasant and willing to do what was needed for my kitties. She was willing to other duties such as take out trash,

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Sitter Profile Image: Colleen W.
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Sitter Profile Image: Colleen W.
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9. Colleen W.

Pet loving retired Postmaster!
PITTSFIELD, MA, 01201
7.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per visit

Colleen was a wonderful sitter for my two elderly dachshunds. She was very attentive to their needs and made sure they got their medications daily. Overall, Colleen is very warm and compassionate and you can tell she really loves animals! She’s also very communicative and would send us updates and pictures several times a day which made us feel much more relaxed and at ease. Would have her watch our pups again anytime!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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10. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
9.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$25
per visit

Bella is my daughter so, of course, I am biased. But she has taken care of my dogs since she was little. I absolutely trust her with my animals' well-being. Also--again, I'm biased--but most people find her really fun to deal with and be around. I totally recommend her to take care of your dog.

Sitter Profile Image: Kacey H.
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Sitter Profile Image: Kacey H.
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11. Kacey H.

Trusted care for your fur babies!
Pittsfield, MA, 01201
10.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$20
per visit

So appreciate your care and kindness to our Emma!

Sitter Profile Image: Kate B.
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Sitter Profile Image: Kate B.
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12. Kate B.

Animal lover ready to meet your pet
Pittsfield, MA, 01201
10.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$25
per visit

Kate is so lovely with my pets. Her attention to their personalities, preferences and awareness of subtle changes in their behavior is unique. When I return, I always feel as though they miss her when she goes. I value her insight into my pets unique needs and trust her completely to respect my preferences and especially my home.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer E.
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Sitter Profile Image: Jennifer E.
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13. Jennifer E.

Dog Lover that’s missing theirs
Chatham, NY, 12037
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$18
per visit

We are always reluctant to leave our pup in the care of anyone other than family. We needn’t have worried. Jennifer is wonderful. Easy going, calm and very competent. Our precious 12 year old Papillon Jack was comfortable and well taken care of. We highly recommend Jennifer and wouldn’t hesitate to hire her in the future.

Sitter Profile Image: Laura R.
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Sitter Profile Image: Laura R.
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14. Laura R.

Passion for Pet Sitting
Pittsfield, MA, 01201
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$44
per visit

Laura has been taking care of animals all her life. She frequently watches my dog and cat when I go on vacation. She has many animals of her own, all lovingly cared for, dogs, cats, goats, chickens and turkeys. I wish she lived closer to me so I could use her as a pet sitter more often.

Sitter Profile Image: Stephanie G.
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Sitter Profile Image: Stephanie G.
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15. Stephanie G.

I will love your dog like my own!
East Chatham, NY, 12060
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$30
per visit

Stephanie was an excellent sitter! She was very thoughtful and thorough and I felt confident that Ghost was in good hands. I look forward to working with her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lucy B.
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Sitter Profile Image: Lucy B.
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16. Lucy B.

Flexible, energetic pet sitter
Canaan, NY, 12029
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 repeat client
from
$20
per visit

About: I offer dog walking, pet sitting and house sitting services! Very time flexible, responsive and willing to work with you to make your pet care experience as easy and stress free as possible! Let me take some of the stress and worries away from you as you look for someone to take care of your beloved pets! I have cared for cats, dogs and small animals from the youngest age of 10 to now, as a 21 year old in college! Having 10+ years of pet care experience, I understand the special care and dedication each pet requires. I believe a balanced day of play, exercise, feeding and petting makes for a happy pet. Let me, an experienced and loving pet owner and sitter, take care of your pets for you while you are busy and focusing on other things. That’s what I’m here for! I am an early riser so I get my daily tasks and personal business done early in the day to ensure time is left in the afternoon to take the dog(s) on longer walks around back roads or to local parks! I automatically put the dogs needs as a high priority in my daily routine. When letting your dog out or dropping in to say hi or feed a meal, your pet and their comfort in their (and your) domain is a priority! I deeply advocate for privacy and respect in the home for you, as a pet owner, and for your pets needs! I usually request instructions if needed since I like sticking to your book, but otherwise I like leaving notes or updates on how your pet was because I get it!

Sitter Profile Image: Lauren B.
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Sitter Profile Image: Lauren B.
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17. Lauren B.

Certified Animal Lover🥰
Canaan, NY, 12029
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$25
per visit

Lauren is amazing with my animals. She’s always on time, and I can always trust her alone in my home when I’m not there. Her schedule is very flexible so I really appreciate knowing I can call her last minute when my dogs need a potty walk.

Sitter Profile Image: Sandra W.
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Sitter Profile Image: Sandra W.
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18. Sandra W.

Dog Enthusiast
Pittsfield, MA, 01201
4.5 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$35
per visit

Sandra is the perfect person, friend, anyone would choose to care for their loving family member! She is parent to her beautiful Copa who is named after her children, "Co" for Cole and "Pa" for Payton. Sandra is a happy and kind person who will do anything for another. Over the many years of our friendship I have witnessed Sandra (really Sandi) give generously towards others with donations of any kind. It is her kindness that goes beyond humans and towards all animals. Knowing that your beloved pet (family member) is in her care would ease anyone's travel. Love, patience and kindness will take your place when you need to be away. Sandi should be added to the Team Rover! Everyone is a winner, especially the best family members . . . our pets!

Sitter Profile Image: Alison W.
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Sitter Profile Image: Alison W.
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19. Alison W.

Empath pet nanny, photographer!
Old Chatham, NY, 12136
6.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$30
per visit

Alison was great - communicative, cheerful even in the face of issues with the door key, and looked after our two boys exactly as we asked. She was very quick to respond throughout the process, and sent a bunch of photos every day. Thanks so much, Alison!

Sitter Profile Image: Amy B.
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Sitter Profile Image: Amy B.
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20. Amy B.

Love dogs more than humans!
Red Rock, NY, 12060
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per visit

I found Amy to be a very responsible person who truly enjoys caring for animals. She is very caring and loves playing with your pet. I would highly recommend her for pet sitting. She does a great job and your pets will love her too

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Canaan Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Canaan are rated on average 5 out of 5 stars based on 3 reviews.

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Rover.com is the simple, savvy way to find and book Canaan drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Canaan. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits