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.

1. Wendy

Happy Tails Happy Trails

East Haddam, CT, 06423

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

"I have 2 border collie mix dogs. They are high energy boys who need a lot of exercise. They would go nuts in a kennel. Wendy's is perfect. There is lots ... (more)"

2. Yvonne

Come to "aunty" Yvonne's & play!

Old Saybrook, CT, 06475

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

41 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)"

3. Adriana

Trustworthy lifetime animal lover

Old Saybrook, CT, 06475

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"excellent!!!? (more)"

4. Arienne

Lifelong animal lover and pet owner

Westbrook, CT, 06498

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Arienne came to meet our Coco the week before we went on vacation. We could tell right away that she was a caring and attentive dog person! Our dog is 15 ... (more)"

5. Jodi

I like dogs better than people

Madison, CT, 06443

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I would love to take care of your fur babies while you're away! They will be in great hands with me - I have cared for my own dog (a sweet, high en... (more)

6. Jessica

Fido's Friend

Westbrook, CT, 06498

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jessica walked my Giant Schnauzer Rafael from the time he was an older puppy thru his difficult "teen" years. He's a powerful and excitable dog. It's reall... (more)"

7. Eliot

Enjoy local excursions to explore

Killingworth, CT, 06419

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

26 repeat clients

"Eliot was great! Very easy to get in contact with and flexible with my schedule. She sent me an update when on her visit as well as a few pictures which was ... (more)"

Available this weekend
8. Caryn

Farm stay for good pups

Lyme, CT, 06371

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

1 repeat client

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)

9. Meredith

Dog trainer - works the body/mind

Killingworth, CT, 06419

House Sitting, Drop-In Visits, Dog Walking

"Meredith has extensive experience caring for dogs in the home setting as well as in daycare and kennels. Because she is also trained and comfortable with med... (more)"

Available this weekend
10. Mary Jo

Stay at home kid and dog mom!

Old Lyme, CT, 06371

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

1 repeat client

" Mary Jo helped to watch my two dogs Tank and Ranger. Both are bigger dogs and need a lot of attention, she did great! Mary Jo also is involved in taking i... (more)"

11. Teri

I LOVE DOGS! :-)

Madison, CT, 06443

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

4 repeat clients

"Excellent caretaker. Attentive, communicates consistently and took very good care of our lab. He looks better than when we left! Thank you!! (more)"

12. Keri

Dog Lover wants to Care 4 Your Dog

Salem, CT, 06420

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

"My daughter Keri simply loves dogs. We had two dogs when she was growing up and she always insisted we take them for walks. She has had dogs as adult, includ... (more)"

13. Kelsey

700 acres of fun!

Ivoryton , CT, 06442

Dog Boarding, Drop-In Visits, Dog Walking

"Kelsey is a fantastic dog-sitter. I have two dogs that she has watched numerous times, along with her own pup. They all get along amazingly and she takes gre... (more)"

14. Katelyn

Former veterinary technician

Clinton, CT, 06413

Drop-In Visits, Dog Walking

1 repeat client

About: I worked as a veterinary technician for 7 years. I am currently a stay at home mom looking for some additional income to help out my family. I own ... (more)

15. Tristan

Compassionate, loving, & dedicated.

Moodus, CT, 06469

House Sitting, Drop-In Visits, Dog Walking

About: Hi there, I have had multiple of my own dogs throughout my life, as well as multiple other families pets. From small animals to the giants. Giving ... (more)

16. 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)

17. Damaris

Lover of dogs & cats!

Westbrook, CT, 06498

Drop-In Visits, Dog Walking

About: I have had either a dog, cat or both for over 25 years now. My (pets) are Not pets at all, they are my Babies and I treat them as such. I look at a... (more)

18. Sarah

Friendly & dependable dog-lover!

Old Saybrook, CT, 06475

House Sitting, Drop-In Visits, Dog Walking

"I've had Sarah take care of my two French bulldogs, Otto and Norman, and she did a fantastic job! Her love for doggos is genuine and she's the type of person... (more)"

19. Mary

Over 15 years Experiance With Pets.

Moodus, CT, 06469

Drop-In Visits, Dog Walking

About: I have worked for a Pet Groomer for over 15 years. I have spent many years training my dogs in Agility and basic obedience. I am looking for a more... (more)

20. Brendan

Work on a Farm & Love Dogs

Ivoryton, CT, 06442

Dog Boarding, Drop-In Visits, Dog Walking

"Brendan has watched my energetic young Golden Retriever pup, Parker, numerous times!! He takes him on long walks in the morning and evening (anywhere between... (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 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.