Dog Boarding in Chester, CT

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Maryann D.
Large fenced in yard for running!Centerbrook, CT, 06409
Dog Boarding, Doggy Day Care

As far as he told us, Bailey had a good 10-day visit with Maryann. She sent occasional pictures and updates of Bailey and after a few days, looked happy to be … (more)

from
$40
per night
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Caryn E.
2.
Farm stay for good pupsLyme, CT, 06371
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Caryn loves dogs and takes great care of Jaymes. She let us know when he began to lick his paw, sent us pictures and soaked it to help it get better. Recommen… (more)

from
$50
per night
Barbara C.
Doggy GrammyClinton, CT, 06413
Dog Boarding

Barbara was a dream come true for us! Our dog Remy is a very shy dog and takes a while to warm up to new people and new situations. It is not uncommon for him t… (more)

from
$30
per night
Rachel S.
4.
Playful pop inMadison, CT, 06443
Dog Boarding, Drop-In Visits

Rachel and her family watched our golden retriever last weekend. Carli had a great time and came home a happy dog! Thank you for taking great care of our fur … (more)

from
$38
per night
Kaitlyn F.
Never a dull moment with me around!Clinton, CT, 06413
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Winslow had a wonderful time with Kaitlyn. He was very well taken care of—Kaitlyn kept me abreast of Winslow’s tummy issues (he has a sensitive stomach), his ac… (more)

from
$30
per night
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Family Love for your PetEast Lyme, CT, 06333
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Hope's stay with Erica and Thomas left her exhausted and happy. I have never seen my dog look sad when I picked her up from somewhere but she was definitely not… (more)

from
$30
per night
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Stay at home kid and dog mom!Old Lyme, CT, 06371
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mary Jo was wonderful!!! Very easy-going, a very nice place for our little dog Ella, was very accommodating when I was last minute almost. Great communication … (more)

from
$45
per night
8.
Born & raised with dogs! Love themdeep river, CT, 06417
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Tracey was absolutely amazing to my pup. She made her immediately feel comfortable and was so kind. Tracey sent so many pictures and messages updates throughout… (more)

from
$50
per night
Confirmed availabilityEaster weekend
9.
Responsible and Caring Pet BuddyIvoryton, CT, 06442
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Love love love Joell! Besides being a really cool person she’s an amazing caregiver. She’s loving and attentive, responsible and respectful. She cared for our d… (more)

from
$50
per night
10.
I’ll care for your dog like my own!East Haddam, CT, 06423
Dog Boarding, Drop-In Visits, Dog Walking

Laura was so wonderful! She made our family and our pup so comfortable and sent pictures and updates throughout our trip. We were so happy knowing that our dog … (more)

from
$38
per night
11.
Looking to care for your pets!Madison, CT, 06443
Dog Boarding

Melissa and her family were great and my dog had a wonderful time staying with them while we were away. Their dog is very friendly and well behaved and my dog h… (more)

from
$50
per night
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12.
Home Away From HomeEAST HADDAM, CT, 06423
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Darcy is fantastic! She took great care of our golden retriever two times this summer and my family couldn't be happier! We knew he was in great hands and we … (more)

from
$38
per night
Calendar Recently Updated
13.
Inspired dog mom ❤Salem, CT, 06420
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My dog, Daisy, very recently stayed with Michelle while we were traveling for almost two weeks over the holidays. Michelle was wonderful. She took great care of… (more)

from
$37
per night
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14.
Care for PetsSalem, CT, 06420
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Greta is absolutely amazing! She's very responsible, always making sure to follow the schedule I've left for her to take care of my dog, Lulu. I can always coun… (more)

from
$40
per night
Calendar Recently Updated
15.
Dogs are an important family friendMiddletown, CT, 06457
Dog Boarding, Drop-In Visits, Doggy Day Care

Kevin was very kind and considerate towards Bobby's needs. From all the photo updates, it looked like he had a ton of fun. And Bobby and his pup got along so we… (more)

from
$35
per night
16.
Lee 
Verified Background Check
Lots of love & attention available!Old Saybrook, CT, 06475
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Lee was the best pet parent ever for his dogs sunny and Hannah! He also frequently watched our beloved dog oliver, caring for him like he was his own. He woul… (more)

from
$40
per night
Madison’s Pampered Pet RetreatsMadison, CT, 06443
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mary-Ellen was amazing with our two English bulldogs. They stayed for two nights and we never had to worry about them. We received pictures of them relaxing and… (more)

from
$45
per night
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18.
Home full time ~ Retired Teacher ~Clinton, CT, 06413
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Bev was an absolutely great sitter for our dog, Sam. She stayed with her for 8 days and I know that Bev treated her like part of the family. She has a farm and … (more)

from
$53
per night
Confirmed availabilityEaster weekend
Home full-time - large fenced yardGuilford, CT, 06437
Dog Boarding

Richard and Sandra were delightful and reliable dog sitters. They took Bentley on walks and to the park and he had a great time playing with their lab too. I wo… (more)

from
$25
per night
Calendar Recently Updated
20.
Animals love me more than treats!Middletown, CT, 06457
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Diana managed to juggle my 3 dogs at the same time. That's a miracle all on it's own. She is a great young girl full of enthusiasm and humor. She took my last s… (more)

from
$55
per night

Check out the Dog Boarding in your neighborhood:

    Rover also offers Dog Boarding in:


    Rover.com is the simple, savvy way to find and book Chester pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Chester, CT has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

    Looking for an on-demand solution to your dog boarding needs when you're short on time? Then you'll love the Rover dog boarding app. The Rover app features hundreds of highly-rated, trustworthy dog sitters, and you can scroll through the options or simply re-hire your regular dog boarder in no time. Your dog sitter can share real-time photo updates via the Rover dog boarding app, and with the app's cashless payment feature you'll be able to compensate your dog sitter quickly and safely, with no need for cash, checks or tips.

    The cost of dog boarding in Chester may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

    Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?

    In short, when you book Chester dog boarding on Rover, your dog gets the loving care they deserve, and you get to relax, knowing that your pet is in good hands.