Pet Sitting & Drop In Visits in Winchester, CT

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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1. Susan

World traveler and animal lover

Unionville, CT, 06085

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Susan took amazing care of Gary! She provided regular updates and really went above and beyond. I would book her services again in a heartbeat. Thanks Susan! (more)"

Confirmed Holiday Availability
2. Tony & Kerry

Burlington dog lovers!

Burlington , CT, 06013

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

3 repeat clients

"Tony and Kerry were able to watch my dogs on short notice over Thanksgiving. They are very friendly and competent and even came by an extra time just to chec... (more)"

Confirmed Holiday Availability
3. Kelci

An experienced sitter for 11 years!

Pawling, NY, 12564

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Welcome! My name is Kelci and I have been pet sitting since I was 12 years old. Located in Erie, PA this business has grown to establish a regula... (more)

Confirmed Holiday Availability
4. Ariana

I am a loving dog groomer

Bristol , CT, 06010

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

"Great visit, true dog lover. (more)"

5. NICOLE

Dog laughter is a wagging tail

unionville, CT, 06085

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

"She was my only dog sitter for my fur-child for the past 5 years. She treated him better than we do (public outings, special dinners, play dates). I am crush... (more)"

Confirmed Holiday Availability
6. 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)"

7. Melissa

Absolutely LOVES dogs!!

New Hartford, CT, 06057

House Sitting, Drop-In Visits, Dog Walking

"Melissa is a very caring and responsible dog caregiver who loves animals. She has played with my two year old German Shepherd Elsa many times. They love to p... (more)"

8. Ashley

loving person loving pets

Torrington, CT, 06790

Drop-In Visits, Dog Walking

About: I been a dog trainer for many years. I learned to groom dogs when I worked at Petco. I was a trainer there as well. I worked at a Doggy Daycare unt... (more)

9. Paul

Involve my dogs in everything I do

N-Granby, CT, 06060

Dog Boarding, Drop-In Visits, Dog Walking

"Paul is the most caring and kind animal lover I know. He is honest, reliable and loyal and your pet will be in excellent care. (more)"

10. Sarah

Active, flexible & fun beagle lover

Downtown, Hartford, CT, 06103

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"I have known Sarah since a young age. She has a big heart for animals but dogs especially. I have trusted her on more than one occasion to watch my dog Luna.... (more)"

Confirmed Holiday Availability
11. Marcea

47 years Loving Other People's Pets

West Hartford, CT, 06110

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I have known Marcea for the past ten years, and am pleased to recommend her as a pet sitter. She is one of the most caring and kind people I know. She has wa... (more)"

12. Molly

Responsible and caring

Granby , CT, 06035

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I am so happy to write a testimonial for Molly H. We have a 14 year old Italian Greyhound who is as dear to us as our 2 legged children. Denali has never b... (more)"

13. Calli

Dedicated Dog Walker/Sitter

Terryville , CT, 06786

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

1 repeat client

"Calli is a trustworthy person and it reflects her interaction with dogs. I trust her with my french bull dog Fenway when I go away on work trips. I am an adm... (more)"

14. Michelle

Experienced dog lover.

Thomaston , CT, 06787

Drop-In Visits, Dog Walking

"Just want to say Michelle is not only a an animal lover . She's also an owner of both dogs and cats . She treats them as if they are her kids . Spoils them .... (more)"

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Learn About Premier

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Winchester pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Winchester, CT who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.