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. Tony & Kerry

Burlington dog lovers!

Burlington, CT, 06013

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

13 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)"

2. Rachel

Dogs are this girl's best friend!

Goshen, CT, 06756

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rachel went above and beyond to spend time with my dogs while I was away. I really appreciated knowing they were not only getting their basic needs taken ca... (more)"

Confirmed President's Day Availability
3. Jenna

Dog trainer & vet assistant

Torrington, CT, 06790

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

About: If you choose me to care for your pets, I guarantee they will be treated well. I have a lot of experience. I'm certified in veterinary assisting an... (more)

4. Camila

Your pet will be part of our family

Torrington, CT, 06790

Dog Boarding, Drop-In Visits, Doggy Day Care

"I highly recommend Camila as an animal caretaker. Camila is not only a compassionate animal lover, but also a great person. Camila has personally owned many ... (more)"

5. 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)"

6. Sarah

Dog lover and Caretaker

Riverton, CT, 06065

House Sitting, Drop-In Visits, Dog Walking

"Sarah is very caring, my male cat loved her and she worked hard to get my shy female cat to open up to her. Unfortunately, my female kitty only just accepted... (more)"

7. 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)

8. 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)"

9. 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)"

10. 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)

11. 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)

12. 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)

13. Jessikah

We’re making “Fetch” happen!

torrington, CT, 06790

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

"Jessikah is an excellent dog walker. She doesn't just take the dog around the block. She often takes them to various parks and hikes where the dog can enjoy... (more)"

14. 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)"

15. 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)

16. Iris

I am a dog whisperer and magnet.

Norfolk, CT, 06058

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Iris always develops a personal relationships with the dogs she takes care of. She treats every dog as she would her own. She is responsible, trust worthy, a... (more)"

17. Lilly

Trail Runner + Master Dog Walker!

Litchfield, CT, 06756

House Sitting, Drop-In Visits, Dog Walking

About: Hi everyone! Thanks your inquiries. I'm extremely dependable when it comes to scheduling, even if it's last minute, luckily my regular work allows ... (more)

18. 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)

19. 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)"

Confirmed President's Day Availability
20. Taylor

The animals always come first.

Granville, MA, 01034

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)"

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.