Pet Sitting & Drop In Visits in Winchester Center, 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. Gina

Love, Laughter & Canines

Harwinton, CT, 06791

House Sitting, Drop-In Visits, Dog Walking

"Gina is a lover of all animals. She grew up with three dogs and owns one herself. She understands them and what their needs are. Gina is very loving and foll... (more)"

Confirmed Holiday Availability
3. Robin

I adore dogs.

Litchfield, CT, 06759

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

4. 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 Holiday Availability
5. 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)

6. 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)

7. Camila

Your pet will be part of our family

Torrington, CT, 06790

Dog Boarding, Drop-In Visits, Doggy Day Care

"Camila is a sweet, responsible and commited person. I've already seen how dedicated she's to her pet, even climbing walls to take hers back to her safe home... (more)"

Confirmed Holiday Availability
8. Keyata

Patient, loving and fun pet sitter!

Torrington , CT, 06790

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Keyata was the absolute best! She even bought me some dog food when I ran out so my Jake wouldn't be hungry. She was polite, courteous and fun to talk to. He... (more)"

9. 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)"

10. 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)

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. 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)"

13. 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)

Confirmed Holiday Availability
14. 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)

15. 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)

16. 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)"

17. 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)"

18. 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)

Confirmed Holiday Availability
19. 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)"

Confirmed Holiday Availability
20. 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)


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Winchester Center pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Winchester Center, CT, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Winchester Center pet sitters and avoid the kennel.