House Sitting in Chester

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Charlotte Verified Background CheckRover 101

I love dogs more than anything!

Killingworth, CT, 06419

House Sitting, Drop-In Visits, Dog Walking

"Charlotte was great! She is personable and she took great care of our geriatric dog. (more)"

Confirmed availability
Thanksgiving
2. Stacy Verified Enhanced Background Check

I will love them like my own.

HIGGANUM, CT, 06441

House Sitting, Drop-In Visits, Dog Walking

"Thea did such a great job with our pups! She was super responsive, provided a ton of updates and pics (which we loved!) and was overall fabulous! I would hig... (more)"

3. Samantha Verified Background CheckRover 101

Excuse me, can I pet your dog?

Old Saybrook, CT, 06475

House Sitting, Drop-In Visits, Dog Walking

"Samantha arrived on time and provided excellent care for our three dogs while we were away at a concert. She was very friendly and the dogs were very comfort... (more)"

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4. Elizabeth Verified Background CheckRover 101

From paws to claws

Westbrook, CT, 06498

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

"Beth is amazing with my dog! He is 6 years old and gets beyond excited whenever she is watching him or is taking him out for a walk! She is super reliable an... (more)"

5. Katie Verified Background Check

My career is taking care of animals

Killingworth, CT, 06419

House Sitting, Drop-In Visits, Dog Walking

"Katie is a great dog sitter. We used Katie for several years with our Springer Spaniel. Katie is always easy to work with and very flexible. My dog loved ... (more)"

6. oleksandra Verified Background Check

You can leave your pet with me

Westbrook, CT, 06498

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

"I left my dog with Oleksandra for a couple of days. Everything went great. She sent me a lot of pictures and always responded to my texts in a timely manner.... (more)"

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7. Sara Verified Background Check

Dog lover from tiny to bully breeds

Moodus, CT, 06469

House Sitting, Drop-In Visits, Dog Walking

"Sara stayed at our house and watched our dog Silas, 10 chickens and 4 cats. Our dog is not able to be in a kennel, or around other dogs, so we were extremel... (more)"

8. Blair Verified Background Check

Veterinary technician, CVT

Higganum, CT, 06441

House Sitting, Drop-In Visits, Dog Walking

"This is the first time we used Blair to house sit for our two dogs. We arrived home after a ten day vacation and found the dogs happy and unstressed. The ho... (more)"

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9. Melissa Verified Enhanced Background Check

Provider of exercise and affection!

Clinton, CT, 06413

House Sitting, Drop-In Visits, Dog Walking

"Best dog sitter ever (more)"

Confirmed availability
Thanksgiving
10. Tracey Verified Background Check

Born & raised with dogs! Love them

deep river, CT, 06417

Dog Boarding, House Sitting, Doggy Day Care

"Tracey is: *an animal lover AND behaviorist (by profession) *extremely professional, mature, and dependable *trustworthy with your pet, home & belongings ... (more)"

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11. Maddie Verified Background Check

A purrfect fit for your pets!

Ivoryton, CT, 06442

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

"Maddie was great with our dog Chuck providing lots of love and attention for him. We feel VERY comfortable with Maddie as a house sitter/pet sitter and will... (more)"

12. Meredith Verified Background Check

Caring Lifelong animal lover

Old Saybrook, CT, 06475

House Sitting, Drop-In Visits, Dog Walking

"To whom it may concern, Meredith is a wonderful, caring woman who absolutely loves dogs. She is professional and reliable and would be the perfect person ... (more)"

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13. Carie Verified Background Check

Mount Archer Doggie Daycare

Lyme, CT, 06371

Dog Boarding, House Sitting, 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)"

Confirmed availability
Thanksgiving
14. Sarah Verified Enhanced Background Check

Perfect friend

Higganum, CT, 06441

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

"Sarah was great! She came to our house to meet us a couple times before we left our dogs with her. The dogs really liked her and the house was in great shape... (more)"

Confirmed availability
Thanksgiving
15. Adriana Verified Enhanced Background CheckRover 101

Certified Full-Time Pet Sitter!

Deep River, CT, 06417

House Sitting, Drop-In Visits, Dog Walking

"Adriana and Chris are always pleasant and quick to respond. They’ve been watching our Lily dog grow and I’m happy for them to housesit when we are out of town. (more)"

16. Sydney Verified Enhanced Background Check

Dogs are a passion of mine.

Chester, CT, 06412

House Sitting, Drop-In Visits, Dog Walking

"Sydney is a very loving and dedicated dog caregiver providing emotional support and proper care to dogs. She will provide as instructed meals and exercise to... (more)"

17. Anna Verified Enhanced Background Check

Professional care for your pet!

Chester, CT, 06412

House Sitting, Drop-In Visits, Dog Walking

"Annie always stays with my dog when I have to work till late. She is easy going and friendly person. Grey (my shepherd) is always happy to see her, they get... (more)"

18. Amanda Verified Background Check

College student who misses her dogs

Haddam, CT, 06438

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

"Amanda is great with dogs! She has always lived with animals - chickens - cats - birds - gerbils, and is especially fond of dogs. She is like a dog whisperer... (more)"

Confirmed availability
This weekend
19. Laura Verified Background Check

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)"

20. Caroline Verified Background Check

I’ll love your dog like my own

Killingworth, CT, 06419

House Sitting, Drop-In Visits, Dog Walking

About: I’ve owned dogs my entire life. I love to take them on hikes, play in the dirt (or elsewhere), cuddle, groom (brushing, petting etc), and be around... (more)


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Chester house sitting needs. On Rover, it's easy to find a loving dog sitter in Chester who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Chester house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Chester for your dog — people who'll treat him like family.