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. Yvonne

Come to "aunty" Yvonne's & play!

Old Saybrook, CT, 06475

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

59 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. Eliot

I enjoy exploration excursions!

Killingworth, CT, 06419

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

47 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)"

3. Adriana

RELIABLE & with extra insurance!

Essex, CT, 06426

House Sitting, Drop-In Visits, Dog Walking

24 repeat clients

"What great peace of mind. From the initial Meeting I felt very comfortable leaving our pups in Adriana’s hands. The two pups were home for a Few hours and ma... (more)"

Confirmed 4th of July Availability
4. Caryn

Farm stay for good pups

Lyme, CT, 06371

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

15 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)

5. Maryann

Large fenced in yard for running!

Centerbrook, CT, 06409

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"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)"

6. Nicole

I’ll take care of your fur babies!

Chester, CT, 06412

House Sitting, Drop-In Visits, Dog Walking

"We absolutely love Nicole! Our dog Micky and she bonded instantly! Nicole is very caring, loving, and treats animals as her own. We highly recommend her and ... (more)"

Confirmed 4th of July Availability
7. 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

5 repeat clients

"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 in... (more)"

8. Darcy

Home Away From Home

EAST HADDAM, CT, 06423

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

2 repeat clients

"Without hesitation I recommend Darcy to care for your furry family member. She has true compassion for dogs. But the glue that seals my recommendation for Da... (more)"

9. Wendy

Happy Tails Happy Trails

East Haddam, CT, 06423

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

"Our dog, Isla, begins to shake with excitement when we turn on to the road that leads to Wendy's road. She knows the weekend she has ahead of her, and she C... (more)"

10. Arthur

Huge Lawn, Private Road

Essex, CT, 06426

Drop-In Visits, Doggy Day Care, Dog Walking

"I know Arthur Tilley for many years and I can honestly say that he is a very responsible person, He has been a very reliable and trustworthy young man. (more)"

11. Lisa

Flexible schedule, very active!

Lyme, CT, 06371

House Sitting, Drop-In Visits

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

12. Chaz M

Caring and Empathetic to the dogs.

Ivoryton, CT, 06442

House Sitting, Drop-In Visits, Dog Walking

"Chaz is a great dog sitter! He is reliable and takes good care of our pets. He keeps us informed with any activities or issues and our pups are happy to se... (more)"

13. Mary

Over 15 years Experiance With Pets.

Moodus, CT, 06469

Drop-In Visits, Dog Walking

1 repeat client

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)

14. Leah

Run, hike, snuggle, fetch, etc.

Clinton, CT, 06413

Drop-In Visits, Dog Walking

"Leah is an exceptional dog owner and walker. She knows how the surroundings a dog is placed into can dictate their behavior. She will place the dogs safety a... (more)"

15. Jon

Pets are my life.

Higganum, CT, 06441

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

"Jon N. has been a dear friend for numerous years. Although only 39, I am chronically ill and Jon has been of great help to me around the house, and in additi... (more)"

16. Carie

Mount Archer Doggie Daycare

Lyme, CT, 06371

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

"Carie took excellent care of my Lola! She even sent me pics and small video clips of my dog having a blast staying with her. I was almost afraid my dog woul... (more)"

17. Melissa

Provider of exercise and affection!

Clinton, CT, 06413

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Melissa has watched our dogs many times over the years. With years of experience as a dog owner and lover, she is a reliable and caring person who we rely o... (more)"

18. Diane

Dee's Spoiled Pups

Westbrook, CT, 06498

Drop-In Visits, Dog Walking

About: I am an experienced dog/cat owner. My goal life was to become a veterinarian. I missed that train. I have been a responsible dog owner for over 25 ... (more)

19. Tabitha

Licensed Vet Tech at your service!

Westbrook, CT, 06498

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

About: I have been in the vet field for 8 years, been a technician for 6 years and licensed for 3 years. I have both ER & general practice experience. I... (more)

20. Rachel

Trustworthy in-home sitting

Westbrook, CT, 06498

House Sitting, Drop-In Visits, Dog Walking

About: I am a responsible, energetic young woman who has a passion for all pets! I have grown up taking care of dogs and cats since I was a little girl an... (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.