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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Yvonne

Come to "aunty" Yvonne's & play!

Old Saybrook, CT, 06475

Dog Boarding, Drop-In Visits, Doggy Day Care

25 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)"

Confirmed Holiday Availability
2. Christine

Experienced animal lover!

Madison, CT, 06443

Drop-In Visits, Dog Walking

1 repeat client

"She's the absolute best. Christine was booked on short notice, and had an emergency while watching my pups. She found a way to get to my dogs every day at th... (more)"

3. Anastasia

Kind, energetic, willing to travel!

Colchester, CT, 06415

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I've grown up with dogs all my life of every age, from puppies to seniors and every age in between. All of my experience comes from caring for my f... (more)

4. Teri

I LOVE DOGS! :-)

Madison, CT, 06443

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

1 repeat client

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

Confirmed Christmas Availability
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)

Available this weekend
6. April

100% dog person

Middletown , CT, 06457

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"April is great. I have a adult dog and a little puppy so they are at different levels of training and have different needs and she was very accommodating and... (more)"

Confirmed Holiday Availability
7. Amber

Poor college student who loves dogs

Waterford, CT, 06385

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

About: Hello Everyone! I'm an experienced dog lover who is very flexible and willing to help you and your pup out! I have 2 pups of my own so if your pup ... (more)

8. Jessica

Fido's Friend

Westbrook, CT, 06498

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I am honored to be able to write a testimonial for Jessica. She has been flexible and wonderful with our two dogs. I am most impressed by her background, but... (more)"

9. Laura

Animals love me and I love them. :)

Essex, CT, 06426

House Sitting, Drop-In Visits, Dog Walking

"Laura is a great sitter. My dogs Rusty and Clover loved her! She took them both to the path behind our house when she walked them and they loved it. I will d... (more)"

Confirmed Holiday Availability
10. Stephanie

Animal lover through and through!

Cromwell, CT, 06416

Drop-In Visits, Dog Walking

About: Growing up I was never without a dog or animals in my life. My family had three dogs that I enjoyed loving and taking care of. Although they were ... (more)

Confirmed Holiday Availability
11. Scott

Experienced dog lover happy to help

East Hampton, CT, 06424

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

About: My first dog was a mini dachshund named Tootsie when I was 8 years old, and I've been in love with them ever since. Since then I've owned or lived ... (more)

12. 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)"

13. 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)

14. Barbara

loving care for your pet!

Salem, CT, 06420

Drop-In Visits, Dog Walking

1 repeat client

"Absolutely Amazing! Barbara's great with our dog, Bunker, and treats him as if he's her own. He gets SO excited to see her and when she's with him, we know... (more)"

15. Eric

Responsible Firefighter/Veteran

Middletown, CT, 06457

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

About: I'm a New Britain Firefighter on a rotating schedule who is looking to take care of your dog on my off days. I've had dogs my entire life and I h... (more)

16. 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)

17. Maggie

Exotic animal trainer on a momclock

Colchester, CT, 06415

Drop-In Visits, Dog Walking

About: After graduating from UConn I moved to California to become an exotic animal trainer. While going to school, I was an emergency vet tech at a clini... (more)

18. Kelsie

Love Creating Strong Bonds w/ Dogs

Middletown, CT, 06457

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: My family has never had a dog because my mom is allergic to them but my dad grew up with dogs and I have always been around dogs throughout my life... (more)

Confirmed New Years Availability
19. Danielle

Professional Dog Sitter

Hebron, CT, 06248

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

"What a wonderful sitter! Danielle has watched our young St. Bernard, cat and guinea pigs many times over the summer. She's very flexible with last minute c... (more)"

Confirmed Holiday Availability
20. Tabitha

Licensed Vet Tech at your service!

clinton, CT, 06413

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)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.