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.

Search Results

Confirmed availability: 4th of July
Julia H.
1.
Professional dog loverNew London, CT, 06320
Dog Boarding, House Sitting, Dog Walking

I have known Julia for several years and have personally seen her take care of numerous people's beloved pets, her own pets, and even my own furry friend. Julia… (more)

from
$65
per night
Calendar Recently Updated
Jayne P.
2.
Kirk the dog whisperereast haddam, CT, 06423
House Sitting

Jayne and Kirk did a great job watching Roscoe. We got daily updates with pictures. They even stayed later than scheduled on the last day of their stay because… (more)

from
$75
per night
Calendar Recently Updated
Xotchil R.
A sitter for all your pets!Madison, CT, 06443
House Sitting, Drop-In Visits, Dog Walking

Xotchil stayed with our two Olde English Bulldogges for a week while we went on a much needed vacation. One of our dogs, Noble Jones, has severe allergies and n… (more)

from
$32
per night
Confirmed availability: 4th of July
Christine V.
CHRISTINE'S DOG CARE, HOUSESITTINGMiddlefield, CT, 06455
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Christine was fantastic! We have five cats that she watched for us on short notice while we were out of town over the weekend - two of the cats are special-need… (more)

from
$45
per night
Confirmed availability: 4th of July
Veronica C.
Reliable weekly-walker & sitter 😍Black point Niantic, CT, 06357
House Sitting, Drop-In Visits, Dog Walking

Veronica was an outstanding pet/house sitter! My dog had such a good time and was in such great spirits when I came home, I felt like she'd been the one on vaca… (more)

from
$70
per night
Experienced with all breeds/sizesOld Saybrook, CT, 06475
House Sitting, Drop-In Visits, Dog Walking

Htet Htet was wonderful. My dog loved her and she went above and beyond what we expected. We would definitely have her pet sit again. (more)

from
$60
per night
Dogs are seritonine boostersWaterford, CT, 06385
House Sitting, Drop-In Visits, Dog Walking

Ziggy had a great time with Kellsey! She has a great energy with our pets and sent the cutest pics to let us know Ziggy was doing well. She's even planning to e… (more)

from
$70
per night
8.
Vaccined & ready to walk your pup!Essex, CT, 06426
House Sitting, Drop-In Visits, Dog Walking

Nadia is a pleasure to work with and our Bodie just loves her. Nadia stayed at our home recently to care for Bodie. She sent video's and pictures each day, wh… (more)

from
$60
per night
Confirmed availability: 4th of July
9.
College student who loves pets!Middletown, CT, 06457
House Sitting, Drop-In Visits, Dog Walking

Emma loves animals. She takes care of each pet she visits with love and enthusiasm. I would leave my pets in her care at any time. (more)

from
$50
per night
Calendar Recently Updated
Excuse me, can I pet your dog?Old Saybrook, CT, 06475
House Sitting, Drop-In Visits, Dog Walking

Samantha is just a supreme pro. We reached out to her because of an emergency with one hour notice--and she came right on time. More importantly, you could tell… (more)

from
$70
per night
Calendar Recently Updated
Loving Animals = Awakening Souls❤️Madison, CT, 06443
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Hands down, Mary-Ellen is the best dog sitter I have had the pleasure to work with. She is a very loving and caring pet sitter. My maltipoo, Spence, always thor… (more)

from
$110
per night
12.
Love tiny teacups to fluffy giants!Higganum, CT, 06441
House Sitting, Drop-In Visits, Dog Walking

Sabrina was the 1st pet sitter that we have ever used and she made the process very easy and comfortable. She was great at communication and sent pictures to us… (more)

from
$40
per night
13.
Frequent hiker!Colchester, CT, 06415
House Sitting, Drop-In Visits, Dog Walking

Jennifer was great! She met our clan a couple of days before we had to leave and they all liked her. My dog and cat warmed up to her pretty quickly, which says … (more)

from
$50
per night
14.
Will love all pets! But no snakes!Essex, CT, 06426
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I have watched Amanda handle both dogs and cats. She is sensitive with both, warm and caring, but can also be firm if(particularly a big dog) needs that. Cats… (more)

from
$35
per night
15.
Trustworthy, caring, enthusiastic!Deep River, CT, 06417
House Sitting, Drop-In Visits, Dog Walking

Morgan is the most caring, dedicated, and respectful person I have ever met. She is filled with so much love and I know will put your pets first. She has done a… (more)

from
$55
per night
Confirmed availability: 4th of July
16.
Because Pets are FAMILY TOOWestbrook, CT, 06498
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I Have taken care of pets all my life starting around age 11. I walked neighbors dogs and fed their cats when on vacation. I cared for my own cats an… (more)

from
$40
per night
Confirmed availability: 4th of July
17.
Experienced trustworthy animalloverClinton, CT, 06413
House Sitting, Drop-In Visits, Dog Walking
15 years of experience

About: I have 2 dogs which are my entire world for the past 10 years. I worked as a dog groomers assistant for a few years, working with every breed you cou… (more)

from
$85
per night
18.
Dogs are my life, in and out!Killingworth, CT, 06419
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mike watched our two dogs in our home for the first time recently for a long weekend. They instantly connected with him and we immediately felt they were in goo… (more)

from
$50
per night
Calendar Recently Updated
19.
Home full time - large fenced yardEast Haddam, CT, 06423
Dog Boarding, House Sitting, Doggy Day Care

I have known Peter for over 40 years. Peter is the most compassionate, loving, loyal person. Peter has a contagious fun loving spirit whom always sees the posi… (more)

from
$45
per night
Confirmed availability: 4th of July
20.
I am excited to meet your pet!Killingworth, CT, 06419
House Sitting, Drop-In Visits, Dog Walking

Kelsey has been dog sitting for me for a couple of weeks and will continue, I hope, for another month. She has been very responsive to my dogs and very attentiv… (more)

from
$35
per night

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.