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

10 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)"

2. NICOLE

Dog laughter is a wagging tail

unionville, CT, 06085

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

"We had Nicole care for our two lab mixes (who can at times be a handful) and they loved her! We could tell she had a lot of experience with dogs (she even br... (more)"

3. Stephanie

friendly, charismatic, and caring

waterbury, CT, 06704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ever since I met Stephanie I knew she was a dog walker and a Pet sitter for a few people. She did it on the side to make extra money to pay for school. She's... (more)"

4. Patrick

Experienced dog sitters

Torrington, CT, 06790

House Sitting, Drop-In Visits, Dog Walking

2 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)"

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. 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)"

7. 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)

8. Ali

A Dog's Best Friend!

Bethlehem, CT, 06751

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

"Ali was super friendly and reliable. I left Buster with her for a few hours and when I came back I could hardly get him into the car. He would have stayed ... (more)"

Available this weekend
9. 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)

10. Hadley

I'll hike and jog with your dog!

Litchfield, CT, 06759

House Sitting, Drop-In Visits, Dog Walking

About: I am 18, have just got back from college and am looking for a fun way to make a little money while being able to care for my favorite animal. I hav... (more)

11. Lilly

Yogi, amateur sled dog racer ?

Litchfield, CT, 06756

House Sitting, Drop-In Visits, Dog Walking

About: I've worked with all different breads and temperaments for the last 15 years. Most recently I looked after 6 greyhounds out in California, all with... (more)

12. Keyata

Patient, loving and fun pet sitter!

Torrington , CT, 06790

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Best pet sitter ever! I have 6 dogs and Keyata never once seemed uncomfortable or like she couldn't handle it. I have 2 Great Danes so her boyfriend Jack hel... (more)"

13. 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)

14. Rebecca

The best care for your best friend!

Farmington, CT, 06032

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

"Becky has been an incredible pet sitter for my springer spaniel and my kitten over the past 3 months. She is always on time, always available and sends text ... (more)"

15. Jen

Empathetic intelligent pet lover!

Bloomfield , CT, 06002

House Sitting, Drop-In Visits, Dog Walking

About: I'm a 38 year old graduate student earning my MSW degree in social work at the University of CT. I live in the Hartford area and have my own trans... (more)

16. 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)"

17. Alex

I'll make your pal my pal too!

winsted , CT, 06098

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

"Alex is great with dogs. He helped me train my puppy. She was a bit hyperactive and after a little while hiking with Alex and training while she was tired sh... (more)"

18. 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)"

19. Calli

Dedicated Dog Walker/Sitter

Terryville , CT, 06786

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

1 repeat client

"Calli is an animal lover, an equestrian for years, responsible, sweet, a college graduate that is doing Americorp for a stipen. hard worker and dependable! (more)"

20. 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)"

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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.