Dog Boarding in Cheshire

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Sitter Profile Image: Maria D.
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Sitter Profile Image: Maria D.
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1. Maria D.

I love animals, animals love me!!!
Meriden, CT, 06451
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
91 reviews
49 repeat clients
from
$30
per night

Maria is just fantastic! She is very professional, so very kind and sweet. We received daily updates, pics and videos of our dog Micky. She even groomed him and trimmed his claws for us. Our dog was part of her family and we highly recommend Maria and we will happily use her again. Maria deserves more then 5 stars. ???

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Sitter Profile Image: Karen M.
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Sitter Profile Image: Karen M.
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2. Karen M.

A house is not a home without a Dog
Cheshire, CT, 06410
0.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
28 reviews
8 repeat clients
from
$50
per night

Karen did a great job taking care of our dog. You can tell she treats your pet so well and really cares. We will definitely trust her with our dog again!!

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Sitter Profile Image: Nixida P.
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Sitter Profile Image: Nixida P.
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3. Nixida P.

Patient, experienced, & loving care
Cheshire, CT, 06410
0.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$42
per night

Nixi made our dog feel right at home and kept us connected by sending us photos and updates on how our dog was doing. We would definitely use Nixi as a pet sitter in the future and highly recommend her.

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Sitter Profile Image: Gerry B.
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Sitter Profile Image: Gerry B.
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4. Gerry B.

Dogs are the best
WALLINGFORD, CT, 06492
4.7 mi. away
Boarding
5.0 out of 5 stars
5 reviews
1 repeat client
from
$40
per night

We are so grateful to Gerry as he took really great care of Briggs for 3 days. He always send us pictures and videos of our dog for an update. We highly recommend him to take care of your pet. He is very pleasant to deal with, and we are definitely be doing business with him again.

Sitter Profile Image: Concetto D.
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Sitter Profile Image: Concetto D.
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5. Concetto D.

Animal lover with fenced yard!
Marion, CT, 06444
4.8 mi. away
Boarding
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$49
per night

Chet was great! He was very thorough when we dropped our girl off, making sure he had all specific instructions. He sent us pictures throughout her stay, and we felt completely at ease knowing that she was having fun and being taken care of so well. Will definitely book Chet again! :)

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Sitter Profile Image: Mark B.
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Sitter Profile Image: Mark B.
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6. Mark B.

Let your pup be part of our family!
Wallingford, CT, 06492
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
519 reviews
284 repeat clients
from
$40
per night

Amazing! Five stars all around. This was my first time using Rover's dog sitting services and Mark and his family was the best choice. They were kind and patient with my questions and sent daily updates/pictures while my dog stayed with their family. I will certainly use Mark in the future and would recommend his Rover services to anyone!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Vanessa F.
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Sitter Profile Image: Vanessa F.
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7. Vanessa F.

Home full time. Flexible w/schedule
North haven, CT, 06473
6.3 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
3 reviews
from
$49
per night

Vanessa exceeded all expectations. I'm very nervous leaving my dog with anyone because she's very old and blind so requires a delicate touch- Vanessa provided that and more. Thank you so much Vanessa for taking such good care of my baby.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Erika P.
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Sitter Profile Image: Erika P.
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8. Erika P.

Rover 101
Animal lover at your service ❤️🐕🐈
Naugatuck, CT, 06770
8.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
189 reviews
80 repeat clients
from
$45
per night

Erika was very accommodating and gracious with updates about Apollo’s stay with her and her family. I would definitely recommend her for dog sitting services!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bruce B.
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Sitter Profile Image: Bruce B.
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9. Bruce B.

Paw-sitiv I wz born 2care4 ur Pet💛
Woodbridge, CT, 06525
11.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
159 reviews
64 repeat clients
from
$46
per night

Bruce was was amazing. He kept me updated throughout Kole’s stay. He sent pics, videos, and update on how my Kole was doing as this was his first time away from me. It meant so much. I just picked up Kole and he seems so happy like he just got home from vacation, lol. Thank you so much Bruce. We will definitely be using you again and again.

Sitter Profile Image: Maria I.
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Sitter Profile Image: Maria I.
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10. Maria I.

Flexible, friendly, reliable
Wallingford, CT, 06492
5.5 mi. away
Boarding, Drop-In Visits
from
$30
per night

María has always been great at watching my pets when needed. She is willing to work around my schedule and is great with my dog. I highly recommend her!

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Sitter Profile Image: Adriana P.
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Sitter Profile Image: Adriana P.
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11. Adriana P.

Adriana: Dog Lover for 30+ Years!
Waterbury, CT, 06704
8.1 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per night

Adriana updated me everyday also sent pictures on how my puppy was doing. I am very pleased with how they took care of my puppy. I will be using their services again whenever I need someone to care for my dog.

Sitter Profile Image: Yajaira R.
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Sitter Profile Image: Yajaira R.
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12. Yajaira R.

A house with a lot of love for pets
Waterbury ct, CT, 06708
8.6 mi. away
Boarding
5.0 out of 5 stars
36 reviews
20 repeat clients
from
$38
per night

Yajaira was amazing with my 2 Huskys. They were too happy having so much fun and they well care with yajaira. She take care my dogs very well. When I picked them up they were so clean and smell so good. I recommend 200%. Thank yo you so much. NeXT trip I will count on yajaira.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jourdyn B.
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Sitter Profile Image: Jourdyn B.
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13. Jourdyn B.

Your Pet's Home Away from Home!
Naugatuck, CT, 06708
5.9 mi. away
Boarding
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$40
per night

Jourdyn was kind and nice with my dog (Bianca), they were together for 2 weeks, I am sure Bianca enjoyed her stay. Jourdyn sent me updates everyday. Bianca was in good mood after I picked her up. Definetly

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth N.
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Sitter Profile Image: Elizabeth N.
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14. Elizabeth N.

Rover 101
The Pawfect Stay!
Seymour, CT, 06483
10.8 mi. away
Boarding
5.0 out of 5 stars
85 reviews
28 repeat clients
from
$45
per night

Elizabeth sent multiple pictures and was very communicative while my pups were in her care. She and her family took wonderful care of my fur babies and I would definitely recommend her to anyone who wants their dogs to be in a loving home while they are out of town!

Sitter Profile Image: Krystal B.
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Sitter Profile Image: Krystal B.
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15. Krystal B.

Animals ARE part of the family!
Wallingford, CT, 06492
5.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$50
per night

Jackson had so much fun with Krystal and her kids! He loved her dog mocha who was super friendly as well. He didn’t want to leave! We will definitely be using Krystal again for future trips

Sitter Profile Image: Alaina & Jake C.
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Sitter Profile Image: Alaina & Jake C.
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16. Alaina & Jake C.

We are active, fun people!!
Cheshire, CT, 06410
2.0 mi. away
Boarding, Doggy Day Care
from
$63
per night

Alaina is the perfect person to watch your pup! Not only is she incredibly compassionate and loving towards animals, she’s also great with humans! She will communicate with you to understand your pets specific needs and provide you updates on your pets stay so you can rest assured that they are in good care. Alaina is thoughtful, responsible and attentive—they’re truly couldn’t be a better person to watch your pets!

Sitter Profile Image: Rob S.
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Sitter Profile Image: Rob S.
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17. Rob S.

Dog lover seeks fur babies
Cheshire, CT, 06410
1.7 mi. away
Boarding
8 years of experience
from
$40
per night

About: I’ve had a Goldendoodle for the past 8 years. I have also fostered a few dogs over the past year. I am very hands on and since I work from home, have plenty of time to devour to your fur baby I work from home so I have a lot of spare time to devote to your pet(s). I enjoy taking dogs for walks and sometimes hikes if the dog is allow to hike. I love having dogs in my home. I can use a crate for your dog if you choose. Dogs are always allowed on my furniture and my bed. I love to be close to the dog that I and sitting/fostering for.

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Sitter Profile Image: Michelle O.
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Sitter Profile Image: Michelle O.
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18. Michelle O.

Pet friendly, foster experience
North Haven, CT, 06473
7.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$40
per night

Michelle was wonderful and accommodating! She sent lots of pics and updates, and we feel totally comfortable entrusting her and her family with our dog again.

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Sitter Profile Image: Kelcie A.
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Sitter Profile Image: Kelcie A.
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19. Kelcie A.

Two fenced areas & indoor playroom
Higganum, CT, 06441
14.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
40 reviews
20 repeat clients
from
$37
per night

Kelcie was great. Big space for both my dogs to run and play. Literally a doggy heaven. Everything your dog needs is here with Kelcie. She is so friendly and gives you a daily update and pictures. My dogs came back so happy that they almost didn’t want to leave when we pick them up. The best, thank you Kelcie

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Sitter Profile Image: Victor A.
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Sitter Profile Image: Victor A.
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20. Victor A.

Love & Care of Your Pet At My Home
WATERBURY, CT, 06704
8.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
62 reviews
24 repeat clients
from
$35
per night

We highly recommend Victor. He's pleasant, very professional & easily reachable. He understands how dogs behaves in an unfamiliar setting. We left our dog for 3 nights and he made sure we get updates & pictures regularly. He also has a fenced backyard big enough for dogs to run around and has adorable dogs on his own. We'll definitely contact him again, if we need someone to take care of our dog.

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  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

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Cheshire Dog Boarding ratings

Overall Rating:
5.0 out of 5 stars

Dog boarders in Cheshire are rated on average 5 out of 5 stars based on 94 reviews.


Rover offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Cheshire, CT dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Cheshire, 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. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

The cost of dog boarding in Cheshire 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.

What if you're a dog lover who's looking for dog boarding jobs? You'll want to check out our information about how to become a dog sitter on Rover. We're always excited to add new dog sitters to our dog boarding service, and our application process makes it simple to get your own dog boarding business up and running. When you become a Rover dog sitter, you benefit from great features including premium pet insurance, a third party background check, and our cashless payment feature for ease and peace of mind. Why not apply today?

In short, when you book Cheshire 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.

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