Pet Sitting & Drop In Visits in Canaan, NY

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Very professional and saved me in the last minute! (more)"

Available this weekend
2. Brooke

DOGS=FAMILY

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Dog Walking

About: I've had my older dog, Bianca since she was a pup. She's almost 10 now. We just adopted Suki this past February. They're both good dogs, house trai... (more)

Confirmed Holiday Availability
3. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, Drop-In Visits, Dog Walking

"Taylor is a very smart and caring woman who loves caring for all types of pets. She has a sweet disposition and has a lot of experience that allows her to ca... (more)"

Confirmed Holiday Availability
4. Olivia

Vet tech in the works, love animals

Hudson, NY, 12534

House Sitting, Drop-In Visits, Dog Walking

About: I have a deep love for all animals. I am currently going to both veterinary technician school and training to become a dog trainer. I may be only 1... (more)

Confirmed Holiday Availability
5. Samantha

In-home care by dog daycare manager

Lanesboro, MA, 01237

House Sitting, Drop-In Visits, Dog Walking

"I have found Samantha to be a very knowledgable and careing dog lover that is very conscious of my dogs needs and desires . Samantha has taken care of my... (more)"

6. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I have known Meredith for several years as she finished college and began working in the Greenville area. She is pleasant and dependable. So when I needed ... (more)"

7. Darian

Should've been a dog myself!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a resort staff member at an awesome boarding facility. There, I have learned just how special each and every dog is. With personalit... (more)

Confirmed Holiday Availability
8. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Ava is not just a good pet-sitter but an EXTRAORDINARY one. I've know her for 20+ years and when she was still in high school my husband and I entrusted her... (more)"

Confirmed Holiday Availability
9. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, Drop-In Visits, Dog Walking

"Taylor is a very smart and caring woman who loves caring for all types of pets. She has a sweet disposition and has a lot of experience that allows her to ca... (more)"

10. Savannah

I am a trustworthy and responsible

coxsackie, NY, 12051

House Sitting, Dog Walking

"Savannah is an awesome care taker and even better with canine's. I would whole heartedly recommend her as a dog sitter. Super attentive and playful with my S... (more)"

11. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Meredith was terrific. Making arrangements was easy and Meredith was great at getting back to us. She sat at our house for 2 weeks, and kept us informed dur... (more)"

Confirmed Holiday Availability
12. Samantha

In-home care by dog daycare manager

Lanesboro, MA, 01237

House Sitting, Drop-In Visits, Dog Walking

"We have known Sam for many years and she has taken care of our beagle Emmy for the past two years She's is extremely reliable, took the time to get to kno... (more)"

Confirmed Holiday Availability
13. Olivia

Vet tech in the works, love animals

Hudson, NY, 12534

House Sitting, Drop-In Visits, Dog Walking

About: I have a deep love for all animals. I am currently going to both veterinary technician school and training to become a dog trainer. I may be only 1... (more)

14. Darian

Should've been a dog myself!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a resort staff member at an awesome boarding facility. There, I have learned just how special each and every dog is. With personalit... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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 free 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.