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

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)"

2. Tony & Kerry

Burlington dog lovers!

Burlington, CT, 06013

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

12 repeat clients

"Tony and Kerry were very patient with my pups' lack of social graces both at the meet & greet and during their drop-in. Both dogs but especially my younger ... (more)"

Confirmed Thanksgiving Availability
3. Camila

Your pet will be part of our family

Torrington, CT, 06790

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ever since meeting and working with Camila she has proven to be a reliable professional. She works endlessly to provide the best service possible and deserve... (more)"

Confirmed Thanksgiving Availability
4. Robin

I adore dogs.

Litchfield, CT, 06759

House Sitting, Drop-In Visits, Dog Walking

"Robin is a wonderful, caring, dependable, loving animal caretaker. She knows animals in an intuitive way and she takes excellent care of them. I would trust ... (more)"

Confirmed Thanksgiving Availability
5. 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)"

6. 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)

7. 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)"

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. 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)"

Confirmed Thanksgiving Availability
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. 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)"

12. Sarah

Dog lover and Caretaker

Riverton, CT, 06065

House Sitting, Drop-In Visits, Dog Walking

"Sarah house sat and took care of our dog and two cats while we were traveling out of the country for 14 days. Our pets seemed to enjoy being with Sarah. She... (more)"

13. 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)"

Confirmed Thanksgiving Availability
14. 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)

Confirmed Thanksgiving Availability
15. 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)"

Confirmed Thanksgiving Availability
16. 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)

17. Iris

I am a dog whisperer and magnet.

Norfolk, CT, 06058

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I have seen Iris's dogsitting skills in action. During this past year at the college we both go to, I got to meet two of the dogs she was dogsitting and see... (more)"

Confirmed Thanksgiving Availability
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)

Confirmed Thanksgiving Availability
19. 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)

Confirmed Thanksgiving Availability
20. Jenna

Experienced dog trainer

Torrington, CT, 06790

Dog Boarding, 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)

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.