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. Gina

Love, Laughter & Canines

Winsted, CT, 06098

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Eloise and Gina M. are best friends forever! Gina is a dog whisperer and we love her! (more)"

Confirmed Memorial day Availability
2. Jenna

Dog trainer & vet assistant

Torrington, CT, 06790

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

2 repeat clients

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)

3. Rachel

Dogs are this girl's best friend!

Goshen, CT, 06756

House Sitting, Drop-In Visits, Dog Walking

4 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)"

4. Christi

Trustworthy, responsible dog lover.

Goshen, CT, 06756

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Outstanding. Treated the dog well and took great photos. Recorded everything on the web site and we got regular updates. Very responsive and responsible.... (more)"

5. Tori

I love to hike & walk with dogs!

Winsted, CT, 06098

Drop-In Visits, Dog Walking

"Tori is great with all dogs; big, small, one, many at a time. You name it she can do it. She grew up with dogs all her life. And would watch my own dog when ... (more)"

6. Kathryn

College student who LOVES DOGS!

New Hartford, CT, 06057

House Sitting, Drop-In Visits, Dog Walking

"Kathryn watched my chocolate lab from a puppy for weekends at a time. I have the utmost praise for her attention to care and great connections with pets of a... (more)"

7. Tony & Kerry

Burlington dog lovers!

Burlington, CT, 06013

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

15 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)"

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. Timothy

Know your dog is in good hands!

Harwinton, CT, 06791

House Sitting, Drop-In Visits, Dog Walking

"Tim is a very kind and responsible dog companion! He watched and walked my golden retriever Max while I was on vacation and remained in good communication th... (more)"

10. 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)"

11. 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)"

12. Donna

Large yard, quiet neighborhood

New Hartford, CT, 06057

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

About: Love dogs of all sizes! I’ve had many dogs over the years. Love to go for long walks, hang out in the yard/deck, play fetch or just sit and pet and... (more)

13. 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)"

14. Mary

Friends say I am a dog whisperer!

Torrington, CT, 06790

House Sitting, Drop-In Visits, Dog Walking

"Mary had been a dog lover all her life. She is compassionate, kind, and very disciplined when it comes to work. She is always on time and is not only a peopl... (more)"

15. 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)"

Confirmed Memorial day Availability
16. Kristin

Large fenced in yard :)

Torrington, CT, 06790

Dog Boarding, House Sitting, 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)

17. Kayla

I absolutely love all animals

Torrington, CT, 06790

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Kayla has pet sit for my two dogs, Cocoa and Bentley, and my two cats, Bandit and Smokey, for 2 years. She has spent the night, done drop ins, walked my dogs... (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)

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)"

20. 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)

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.