Pet Sitting & Drop In Visits in Chester, CT

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

Confirmed Holiday Availability
1. Yvonne

Come to "aunty" Yvonne's & play!

Old Saybrook, CT, 06475

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

55 repeat clients

"Yvonne was EXCELLENT! Loved having peace of mind that our babies were in her care during a last minute Thanksgiving request for her to come. Both dogs were v... (more)"

2. Amanda

Older dog & special needs friendly!

East Haddam, CT, 06423

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I've known Amanda for over a decade, nearly as long as I've had my dog! Amanda is incredibly trustworthy, prompt, caring, detail-oriented, and will take amaz... (more)"

3. Eliot

I enjoy exploration excursions!

Killingworth, CT, 06419

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

36 repeat clients

"Eliot recently took care of my cat Sophie while I was gone for 10 days. This was the longest amount of time I've ever left Sophie, so I was a little nervous ... (more)"

4. Amanda

Experienced and Loving Dog Walker!

Westbrook, CT, 06498

Drop-In Visits, Dog Walking

"Amanda is wonderful with our 2 year old lab. I think he had more fun while we were away than he has when we're home. I give Amanda my best recommendation! (more)"

Confirmed Christmas Availability
5. Allissa

Experienced, Professional, Caring

Higganum, CT, 06441

House Sitting, Drop-In Visits, Dog Walking

"Allissa has been an essential part of our dogs training and care since our lab-mix, Kai, was a puppy. She is a lover of all types of dogs and enjoys the chal... (more)"

6. Lisa

Flexible schedule, very active!

Ivoryton, CT, 06426

House Sitting, Drop-In Visits

"My dog adores Lisa. Highly recommended. (more)"

Confirmed New Years Availability
7. Caryn

Farm stay for good pups

Lyme, CT, 06371

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

9 repeat clients

About: Open fields, long walks, balls, sticks, tons of attention. We love dogs and are happy to have yours visit our family while you are away. This is a ... (more)

8. Vanessa

I love long walks!

Clinton, CT, 06413

Dog Boarding, Drop-In Visits, Doggy Day Care

"Vanessa is very good with dogs. She has always been around dogs and has always loved them. She would be very good with dogs or cats. (more)"

Confirmed Holiday Availability
9. Adriana

Reliable sitters w extra insurance!

Essex, CT, 06426

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Adriana provided a wonderful service visiting my 3 cats each day while I was gone to feed and care for them. I received daily status and summary of each visi... (more)"

10. Kelsey

700 acres of fun!

Deep River, CT, 06417

Dog Boarding, Drop-In Visits, Dog Walking

"Kelsey was wonderful! What she needed to do for my dogs sometimes changed and she was always great about being adaptable about it. A true dog lover, she take... (more)"

11. Chandler

Lifelong Dog Lover!

Clinton, CT, 06413

House Sitting, Drop-In Visits, Dog Walking

"Chandler has helped us out on numerous occasions and has been a great hit with both us and our dog. Her love of dogs is apparent from the moment you meet he... (more)"

12. Wendy

Happy Tails Happy Trails

East Haddam, CT, 06423

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

"Wendy walks our German shepherd several times a week and he absolutely loves her. She has a way with our GSD that few people do; consequently, I think he'd l... (more)"

13. Ariel

Extremely trustworthy pet sitter!

Old Saybrook, CT, 06475

House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Ariel and I am 22 years old. I live in Old Saybrook but stay at my boyfriends house sometimes in Wethersfield, so I am flexible i... (more)

14. Jessica

Keep calm & love animals!

Old Lyme, CT, 06371

House Sitting, Drop-In Visits, Dog Walking

About: I have cared for pets of all types for my entire life; dogs, cats and small fur babies alike! I've volunteered at shelters and will provide your pe... (more)

15. Avery

I'll run with your dog!

Old saybrook, CT, 06475

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

About: Hi! My name is Avery, and I am a big dog lover. If I could have more than 10 dogs, I would. I enjoy spending time with furry friends, and I can't w... (more)

Confirmed Holiday Availability
16. Maryann

Large fenced in yard for running!

Centerbrook, CT, 06409

Dog Boarding, Drop-In Visits, Dog Walking

"Maryann is great! Our dog loves visiting. She is very accommodating and treats him like her own. Extremely passionate about dogs! We’re so happy we found her. (more)"

17. Stephanie

Currently a veterinary assistant

OLD SAYBROOK, CT, 06475

House Sitting, Drop-In Visits, Dog Walking

About: Have worked as a veterinary technician for over 3 years, currently working as an assisitant working my way up the scale to be a tech! Worked in Ari... (more)

Confirmed Christmas Availability
18. Chaz M

Caring and Empathetic to the dogs.

Ivoryton, CT, 06442

House Sitting, Drop-In Visits, Dog Walking

About: I have been caring for dogs and cats since I was 8 years old. I am psychotherapist who finds dogs to provide the best therapy and love. Dogs are so... (more)

Confirmed Holiday Availability
19. Manny

Walks and hikes everyday

Killingworth, CT, 06419

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

"Mannys great! Love all animals big and small. He’s an outdoorsy person who loves taking his own dog for walks and hikes! If you want to make sure to your dog... (more)"

20. Meghan

Dependable care for your fluffies!

Chester, CT, 06412

House Sitting, Drop-In Visits, Dog Walking

"Meghan is an amazing pet sitter! Any time my family and I have to go out of town whether it be a weeks notice or months notice, she's always willing to commi... (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 Chester 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 Chester, 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.