House Sitting in Chester

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Terry S.
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Sitter Profile Image: Terry S.
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1.

Terry S.

Rover 101
Pet Mom- Animal and Nature Lover
Waterford, CT, 06385
18.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
77 reviews
32 repeat clients
from
$75
per night

Let me start by saying I have always love to travel, but haven’t done much of that in the past couple years. I haven’t traveled because I have been too nervous, leaving my dog in a kennel or with a sitter. A friend suggested I check out Rover to find an in home sitter. I was very skeptical. I picked Terry because she had so many great reviews and repeat customers. We had a meet and greet with the dog and I immediately felt comfortable with her. I decided she was a good fit but still was super nervous about leaving my baby with her. She calmed my nerves through the whole trip. Terry listened to my concerns and needs and took them seriously. Terry sent numerous pictures of my girl. She sent updates and pictures all day long and always let me know when she was leaving my home and when she would return. When I returned home from my trip I expected my dog to overly excited to see us and to my surprise it was just as if I had left her and went to work. That tells me that she felt loved, safe and cared for while I was gone. Which is exactly what I wanted. I am excited to be able to travel again now that I have a trustworthy reliable sitter. I will definitely be using Terry again.

Confirmed availability: Easter Weekend
Sitter Profile Image: Sara M.
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Sitter Profile Image: Sara M.
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2.

Sara M.

Experienced Dog Trainer & Owner
New London, CT, 06320
18.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$65
per night

Our pup responds so well to Sara. She is professional and communicative. I would recommend her and the services she provides!

Sitter Profile Image: Sherry B.
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Sitter Profile Image: Sherry B.
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3.

Sherry B.

Animals are therapeutic!
Cromwell, CT, 06416
16.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
81 reviews
24 repeat clients
from
$42
per night

Sherry was wonderful. She was very responsible and took the best care of Dolly and Wrigley. She was very good to Wrigley when it started to rain. He gets scared and she sat with him calming him down. Definitely hoping our schedules line up for my next trip.

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Sitter Profile Image: Stephen S.
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Sitter Profile Image: Stephen S.
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4.

Stephen S.

Rover 101
Caring & Passionate Pet Sitter
Hebron, CT, 06231
16.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$45
per night

Steve is very communicative and responsive! Our pups had a great time with him while we were out of town for NYE. Would definitely recommend him and would book again!

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Sitter Profile Image: Zoe B.
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Sitter Profile Image: Zoe B.
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5.

Zoe B.

Trustworthy college student
Waterford, CT, 06385
16.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
6 repeat clients
from
$75
per night

Zoe was an awesome sitter! She stayed the night at our house while my partner and I visited family out of state. We came back to very Happy dogs and a house just the way we left it. Managed a lot of instruction given we have two dogs to look after, and she handled it very well. Super friendly, would recommend!

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Sitter Profile Image: Mary O.
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Sitter Profile Image: Mary O.
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6.

Mary O.

The UltiMUTT Pet Service
Guilford, CT, 06437
14.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
11 repeat clients
from
$75
per night

We highly recommend Mary for house sitting. Our high pups and house were in great shape upon our return! She was in touch with photos regularly and we’re confident our “high maintenance” friends were happy!

Sitter Profile Image: Carolyn C.
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Sitter Profile Image: Carolyn C.
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7.

Carolyn C.

What’s life without pets?
NIANTIC, CT, 06357
13.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$60
per night

Carolyn was an excellent sitter for our dog Silvie and our kitty cat. I highly recommend her! Carolyn stayed at our home while we were away for one week. She was extremely attentive to our pets and sent us lot of photos and updates so we would not worry. She is excellent with cats as well as dogs and our Silvie just loved her!! Carolyn is an extremely thorough communicator as well. Thanks Carolyn for taking such good care of both of them. We will be in touch soon!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jenna P.
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Sitter Profile Image: Jenna P.
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8.

Jenna P.

Ready to be friends with your pup!
Middletown, CT, 06457
15.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$37
per night

Jenna was a great sitter - very friendly and responsive, came by for a meet and greet, sent multiple pics and a lovely thank you note. An all round fantastic sitter and will certainly book again when the time arises! High recommended.

Confirmed availability: Easter Weekend
Sitter Profile Image: Cayton M.
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Sitter Profile Image: Cayton M.
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9.

Cayton M.

Vet Asst, Canine Obedience, Therapy
East Lyme, CT, 06357
13.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
69 reviews
33 repeat clients
from
$88
per night

Cayton watched our Great Dane at our house for 4 days. I had every confidence that she teated our dog like she were her own. She went above and beyond the time I expected her to be with her- I know she got lots of play time and snuggles. Being the first time, I was reassured with her texting and sending pictures. I will definitely have her watch Daisy again.

Confirmed availability: Easter Weekend
Sitter Profile Image: Diane L.
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Sitter Profile Image: Diane L.
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10.

Diane L.

Worked for Ct Humane Society
Cobalt, CT, 06414
12.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$64
per night

Diane recently watched our very active 90 lb. German Shepherd and our home while we were away for 8 nights in August. Diane was a good communicator as we received daily updates and photos on her activities with our dog which included hikes to local state parks and beaches. She took good care of our dog, Bruno, and went above and beyond expectations. We would definitely use her services again.

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Sitter Profile Image: Greta N.
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Sitter Profile Image: Greta N.
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11.

Greta N.

I will care for your pet as my own!
Killingworth, CT, 06419
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$50
per night

Greta did well beyond my expectations. My dog is very active and attention seeking. It's a lot sometimes but Greta handled my dog "Hyper" with ease in grace. She sent pictures of them playing and regular updates. I returned to my house just as I left it.

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Sitter Profile Image: Sarah C.
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Sitter Profile Image: Sarah C.
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12.

Sarah C.

Your dog’s new (second)best friend!
Haddam, CT, 06438
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$60
per night

Sarah is by far my first choice when I need a dog sitter for Luna and Roxie. I have relied on her service on several occasions, sometimes even last-minute requests. She always stays in communication with me on a regular basis, which relieves the stress of having to leave my puppies at home whether it is for a day or a week. Above all, Sarah is trustworthy, and our dogs love her. I would be happy to provide personal references upon request.

Confirmed availability: Easter Weekend
Sitter Profile Image: Allison F.
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Sitter Profile Image: Allison F.
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13.

Allison F.

Everydoggy loves me!!
Madison, CT, 06443
9.9 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
16 reviews
6 repeat clients
from
$65
per night

Allison was great-- super communicative and took great care of my pups! Loved all the pictures and felt the dogs were well taken care of while I was traveling. Would absolutely recommend her and will book her again in the future.

Sitter Profile Image: Elizabeth C.
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Sitter Profile Image: Elizabeth C.
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14.

Elizabeth C.

Rover 101
Green Witch Gardening and Pet Care
Madison, CT, 06443
10.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
53 reviews
22 repeat clients
from
$75
per night

Elizabeth is a fantastic sitter! I am very particular about my 3 dogs and Elizabeth was amazing at making me feel comfortable and up to date with how they were doing! I recieved photos and texts throughout the weekend, which I appreciated so much! One if my puppies is very anxious, and he felt immediately at ease with her. We can now go on more vacations knowing the dogs are safe and comfortable!

Sitter Profile Image: JoAnne B.
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Sitter Profile Image: JoAnne B.
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15.

JoAnne B.

Animals ARE Family, not pets
Old Saybrook, CT
8.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$75
per night

JoAnne was fantastic!! She was super friendly and enthusiastic with my pups, and they really seemed to enjoy spending time with her. JoAnne was easy to communicate with, and left my house in tip top shape. I will definitely be asking her back, and highly recommend! :)

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Sitter Profile Image: Angelina M.
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Sitter Profile Image: Angelina M.
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16.

Angelina M.

Animals are my everything.
East Lyme, CT
10.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$38
per night

About: I have had 3 rescues of my own, all from different sectors of the US, different backgrounds, ages and breeds. I truly wouldnt be who I am today without my furbabies. I have raised my youngest from a few months old as well as provided senior care and sick care to my oldest. My goal is to give every dog the same amount of love I give my dogs. I am familiar with aggressive dogs , bigger dogs, dogs who don’t love leashes and dogs that need special attention. I'm very patient and would love to help care for your dog. This is because I understand the struggle to look for a sitter, especially when life and unexpected things happens. I want you to leave knowing that your dog is in safe hands and will get the love they always deserve! If your dog needs some fun activity, needs a friend on the couch, or just wants a lot of belly rubs and snuggles then you can count on me! I have recently made a career change for the time being. Which allows for my schedule to me far less hectic as I begin to follow my dreams of owning an animal rescue and adoption center. Even with my work schedule, I can adjust my schedule to match yours as close or exact as possible. Please don't hesitate to reach out. My babies have their own little home/crate they are in while we are not home. When we are they have our entire finished lower level to run around and play as well as our back yard. While caring at clients home I have similiar care protocols as well as having fenced in yards and/or runners they can play on.

Confirmed availability: Easter Weekend
Sitter Profile Image: Kelsey G.
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Sitter Profile Image: Kelsey G.
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17.

Kelsey G.

Caring, kindhearted pet sitter
Killingworth, CT, 06419
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$50
per night

Kelsey was an amazing sitter! My dog has a lot of health concerns and requires a lot of medications. Kelsey took great care of my dog and treated him like her own. I felt comfortable leaving my dog under her care.

Confirmed availability: Easter Weekend
Sitter Profile Image: Brooke D.
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Sitter Profile Image: Brooke D.
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18.

Brooke D.

Built-in Love For Your Pets!
Chester, CT, 06412
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$50
per night

Brooke has taken care of our chickens for many vacations. She has also taken care of our bunny in the past. She owns or has owned many pets herself, including dogs, a rat , chickens and cats.She is cheerful, responsible and follows instructions so that the animals are always well cared for. I definitely recommend her.

Sitter Profile Image: Nathaniel B.
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Sitter Profile Image: Nathaniel B.
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19.

Nathaniel B.

Farm raised, & an avid animal lover
Chester, CT, 06412
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$100
per night

He is wonderful with all animals. He has been around and cared for animals his whole life. He works hard and is reliable, can care for any animal.

Sitter Profile Image: Lauren P.
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Sitter Profile Image: Lauren P.
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20.

Lauren P.

Local animal lover
Chester, CT, 06412
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$85
per night

Lauren was very punctual and communicated well. We got updates and photos during the time she was with our pups. She took good care of our home and was very nice! Would definitely rebook.

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Chester House Sitting ratings

Overall Rating:
4.0 out of 5 stars

House sitters in Chester are rated on average 4 out of 5 stars based on 3 reviews.

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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.

House Sitting