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.

1. Rachel

Dogs are this girl's best friend!

Goshen, CT, 06756

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rachel was very conscientious and gave a high level of personal attention to each of our two dogs. She communicated very, very well with us! Highly recommend! (more)"

2. Tony & Kerry

Burlington dog lovers!

Burlington, CT, 06013

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

12 repeat clients

"I can't say enough about Tony & Kerry! We had another sitter back out last minute and Tony/Kerry stepped in and did such an amazing job! When booking, they... (more)"

3. Sarah

Dog lover and Caretaker

Riverton, CT, 06065

House Sitting, Drop-In Visits, Dog Walking

"Sarah is an amazing pet lover and care taker when my husband and I went away she made sure our dogs were taken care of. (more)"

4. Robin

I adore dogs.

Ltchfield, CT, 06759

House Sitting, Drop-In Visits, Dog Walking

"Robin is a great dog sitter and a true animal lover, and in turn, they love her back. She has experience with many different breeds, with varying types of be... (more)"

5. Heather

Dog lover here to help!

Burlington, CT, 06013

House Sitting, Drop-In Visits, Dog Walking

"I have known Heather for many years. She is a hard worker and likes to stay busy. Not only is she a mother to her two children, but she is also her dogs' mom... (more)"

6. Keyata

Patient, loving and fun pet sitter!

Torrington , CT, 06790

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Keyata has been pet sitting my little Bella for the past three months and she is amazing. She takes Bella to the groomers, feeds her while I am away and take... (more)"

7. Heather

Local Farmington Valley Pet Sitter!

West Simsbury , CT, 06092

House Sitting, Drop-In Visits, Dog Walking

"Heather was great. This was the first time we left our dog alone for a prolonged period of time and she gave us timely updates. (more)"

8. Noa

Intelligent and loving sitter

New Hartford, CT, 06057

Drop-In Visits, Dog Walking

About: I am and always have been a dog person. I've dog-sat for my neighbors, various family members, both with more than one dog, and for bosses and frie... (more)

9. Kristin

Large fenced in yard :)

Torrington, CT, 06790

Dog Boarding, Drop-In Visits, Dog Walking

About: We are a loving couple with two dogs in the home. We are only out of the home about 5 hrs a day and willing to take any dog of any size (if you ar... (more)

10. Alyssa

Motivated Dog Sitter

Barkhamsted, CT, 06063

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Alyssa and I would love to help you out with your pups! I do work at an ice cream shop a few days a week but my hours are not set in... (more)

11. Patrick

Experienced dog sitters

Torrington, CT, 06790

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I had Pat take care of my two cats over Thanksgiving. He responded promptly to my request on Rover, showed up on time to meet the cats and get my key and eve... (more)"

12. 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)

13. Paul

Involve my dogs in everything I do

N-Granby, CT, 06060

Dog Boarding, Drop-In Visits, Dog Walking

"Paul is a very responsible individual and would be a very good dog sitter. He would take care of any animal as well as he does his own. His animals are VER... (more)"

14. Kaitlin

Your dog will be tired of me!

New Hartford, CT, 06057

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

"Kaitlin is a tremendous lover of dogs and animals! Kaitlin has been a dog owner for the majority of her life, and has experience in loving and caring for a v... (more)"

15. Nanci

Happy dogs are exercised dogs!

Barkhamsted , CT, 06063

Drop-In Visits, Dog Walking

About: I have been a dog owner all my life. I now have a Rottweiler but have previously had giant breeds to a Jack Russell sharing my home. People have al... (more)

16. Sarah

Available anytime. dog lover.

burlington, CT, 06013

House Sitting, Drop-In Visits, Dog Walking

"Sarah is the most friendly and fun dog sitter I ever had! She clearly loves animals and was so good with my little Koda. He loved her right away and she was ... (more)"

17. Sarah

Enthusiastic and patient dogsitter!

Litchfield, CT, 06759

House Sitting, Drop-In Visits, Dog Walking

About: I am a 19 year old Pre-Med college student who loves dogs. I have experience taking care of dogs of all sizes ranging from 2 months old - 11 years ... (more)

18. Melissa

Absolutely LOVES dogs!!

New Hartford, CT, 06057

House Sitting, Drop-In Visits, Dog Walking

"Melissa is an amazing dog sitter and "Dog Aunt" as we call her to my puppy, Guille. She has been watching Guille for me while I was on vacation since he was ... (more)"

19. 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)"

20. Erik J. and Chris

Experienced Animal Enthusiasts!!!

Winsted, CT, 06098

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

About: Hi!!! We are Chris and Erik. We both are very excited about starting to pet sit and would love to take an opportunity to share why we would make an... (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.