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: Lauren R.
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Sitter Profile Image: Lauren R.
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1. Lauren R.

Every pet is unique🐾 Beach Vibes!
Old Saybrook, CT, 06475
9.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$33
per night

Lauren was amazing! She housed my Aussie for 4 days and was so great with keeping me update from day to day. My pup also has A LOT of energy and Lauren walked/ played with her everyday! Lauren was super responsive and great with my last minute changes. I would definitely recommend having Lauren watch your fur baby!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Terry S.
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Sitter Profile Image: Terry S.
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2. 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
84 reviews
33 repeat clients
from
$80
per night

Terri was beyond wonderful taking care of our home, and fur baby. Her updates are extremely thorough and consistent. We have used her before, and will be using her in the future for our sitting needs.

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Sitter Profile Image: Sarah H.
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Sitter Profile Image: Sarah H.
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3. Sarah H.

Student caring 4 animals 4 cheap!
Niantic, CT, 06357
14.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$55
per night

Sarah was awesome with my three animals! She kept me posted throughout her stay and hen I returned home they all seemed well cared for! i would surely rebook with Sarah

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Sitter Profile Image: Campbell Addison T.
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Sitter Profile Image: Campbell Addison T.
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4. Campbell Addison T.

Lover of all animals!
Deep River, CT, 06417
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night

Campbell grew up taking care of animals of all types. In the spirit of full transparency - I’m her mom. But you can ask anyone who knows her! Dogs, cats, hamsters, bunnies! She loves them all! And she is reliable, responsible, and will always put your pets’ care first. She’s very good with our dog who is a super finicky eater. Very patient and caring. She won’t let you or your fur babies down!

Sitter Profile Image: Annette M.
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Sitter Profile Image: Annette M.
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5. Annette M.

I will love your fur babies!
Waterford, CT, 06385
14.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$45
per night

Annette was amazing as an overnight pet sitter! She took great care of our pets, provided updates and we returned to a cleaner home than we left. Highly recommend!

Sitter Profile Image: Susan B.
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Sitter Profile Image: Susan B.
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6. Susan B.

Honest, trustworthy and love animal
Colchester, CT, 06415
14.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$50
per night

Susan is amazing! She came to our house to meet the animals twice before her stay and a 3rd time before we left just to ensure the animals knew her. She is thorough and loving. She took care of our two house puppies, two cats, 3 goats and four chickens. She kept us updated with how the animals were doing and sent pictures. We have security cameras around the house and could see she spend ample time walking the dogs and letting them play. We are so thankful to have someone like Susan to help with the animals while we were gone. We don’t have family in CT, so she is the closest we have to to that! We appreciate you!

Sitter Profile Image: Roger B.
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Sitter Profile Image: Roger B.
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7. Roger B.

Because Pets are FAMILY🐕🐾😁
Westbrook, CT, 06498
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
60 reviews
13 repeat clients
from
$75
per night

Roger has been great with a very nervous pit bull mix. I had tried other dog walkers and sitters that have not worked out. Roger is very caring and treats my dog Whiskey like his own. He is calm and patient with Whiskey. I am so happy to have found someone that can take care of him that I trust. He stayed at my house so I could get away and everything went really well.

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Sitter Profile Image: Diane L.
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Sitter Profile Image: Diane L.
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8. 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
10 reviews
4 repeat clients
from
$64
per night

Diane kept in touch during her stay, while we were away. Our return found the pets safe and sound, the house clean, and the dishes done. Many thanks for a job well done.

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Sitter Profile Image: Greta N.
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Sitter Profile Image: Greta N.
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9. 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
4 reviews
2 repeat clients
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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Carley T.
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Sitter Profile Image: Carley T.
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10. Carley T.

The best care for your best friend
Westbrook, CT, 06498
8.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$32
per night

Carley went out of her way to spend extra time with our dog, was very helpful and communicative!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrea M.
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Sitter Profile Image: Andrea M.
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11. Andrea M.

Nurturing enriching care for all
East Haddam, CT, 06423
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$60
per night

Andrea was very responsible and had great communication throughout the stay. She made us feel comfortable during the stay by sending us pictures of our two dogs and keeping us updated as needed. We would not hesitate to use Andrea again!

Sitter Profile Image: Amanda L.
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Sitter Profile Image: Amanda L.
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12. Amanda L.

Nature loving, athletic dog walker
Westbrook, CT, 06498
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$60
per night

We did a meet and greet and our dog Max immediately went to her and snuggled with her. Amanda was great showing up on time for that first meeting, and then later when she sat for him. Max really took to her, and she followed our instructions perfectly. We would happily book her again when we need sitter.

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Sitter Profile Image: Sarah C.
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Sitter Profile Image: Sarah C.
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13. 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 has been a lifesaver & the most trustworthy dog sitter for my little Shih tzu on various occasions (when I've had to travel w/ inability to bring my pup on a plane & hotel). She has made difficult situations become stress free as she handles my shy & occasionally anxious)pup so well & confidently keeping him calm & happy in all situations. In fact even during times when he was recovering from severe joint & muscle pain she has demonstrated her ability to maintain quality care for my pup (keeping him calm & at ease). Sarah is a true & professional pet sitter & one who I will always trust above & beyond w/ my dog (or any other pet I may have for that matter). Anyone finding Sarah is hands down a lucky pet parent who will no doubt appreciate her expertise & knowledge w/ animals & pet care.

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Sitter Profile Image: Heidi W.
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Sitter Profile Image: Heidi W.
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14. Heidi W.

Love to love your babies!!! 💕💕💕
Old Saybrook, CT, 06475
8.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night

Our little dog, (Dogo) is very shy, she's not comfortable going with just anyone. Heidi is her magic best friend who can always get her excited to come for a walk or a visit. Heidi is the only person we trust to take Dogo for the weekends when we are away, we know that she'll be happy, well cared for, and totally spoiled!

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Sitter Profile Image: Arielle B.
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Sitter Profile Image: Arielle B.
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15. Arielle B.

A walk a day keeps the vet away
East Haddam, CT, 06423
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
14 years of experience
from
$30
per night

About: I grew up taking care of animals including dogs, I had a black lab growing up till he passed of old age and after we got more dogs. I currently have 3 large dogs I love and adore. When my mom and aunt worked at a dog kennel I would go and help them with the feeding, cleaning, walking and playtime. I worked with all breeds and sizes of dogs and am comfortable with all dogs. My aunt used to train dogs and I learned quite a few things from her when it comes to training dogs and will teach you tips if needed and or wanted. I am currently working full time, but I have plenty of time on the weekends to care for your furr babies day or night! On the weekdays I am available after 4:30pm for walks/ feedings. I care for your pets as if they were mine, they will have lots of love, attention. If your dog makes a mess in your home I will make sure to clean it and leave the house just as you left it.

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Sitter Profile Image: Allison F.
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Sitter Profile Image: Allison F.
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16. 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

Allie was awesome! I was able to meet her before I went out of town to introduce her to my pet (who was very excited to see her) and show her some essentials my dog would need. She was a great communicator and very friendly. I could tell from the first few minutes that she’s very much a dog person and my buddy would be in good hands. Would not hesitate to use Allie’s services in the future!!

Sitter Profile Image: JoAnne B.
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Sitter Profile Image: JoAnne B.
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17. 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
12 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! :)

Confirmed availability: Memorial Day 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
$40
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: Blake S.
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Sitter Profile Image: Blake S.
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19. Blake S.

The caregiver you were looking for!
East Haddam, CT, 06423
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night

Blake was great with our dogs! He took care of a few little house tasks as well which was helpful while we were gone but most importantly I knew my dogs were well loved and cared for. We got daily videos and regular updates. We were very pleased! Thank you Blake!!

Sitter Profile Image: Nathaniel B.
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Sitter Profile Image: Nathaniel B.
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20. Nathaniel B.

Farm raised, & an avid animal lover
Chester, CT, 06412
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
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.

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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.

Rover also offers House Sitting in:

Rover also offers other services in Chester:


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.

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