Doggy Day Care in Cheshire

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Top rated Cheshire doggy day care sitters

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Sitter Profile Image: Alaina & Jake C.
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Alaina & Jake C.
from
$60
per day
5.0 out of 5 stars
18 reviews
4 repeat clients
25 years of experience
Cheshire, CT, 06410

Alaina and Jake are always happy to take care of my dog bear! They put up with my crazy schedule and always make it work. I know bear is always safe and well cared for when he’s with them :)

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Cassandra B.
Sitter Profile Image: Maria D.
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Maria D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
156 reviews
78 repeat clients
28 years of experience
Meriden, CT, 06451

Maria did exceptional with my baby Snoopy! I was really scared since he suffers from extreme anxiety (He’s a rescue dog). He did great with Maria. She kept me informed and would send me pictures. She was very caring, gentle and comforting. Snoopy did very well with transition. I will definitely rebook with Maria.

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Millie C.
Sitter Profile Image: Mark B.
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Mark B.
from
$25
per day
5.0 out of 5 stars
709 reviews
337 repeat clients
20 years of experience
Wallingford, CT, 06492

Almost a month with Marc & I’m very pleased! It’s nerve racking leaving your little guy with a stranger but I can honestly say you can trust Marc! Max has come home happy and CRYING to go back for another visit, I’ve got videos to prove it lol!!. Marc has been flexible with my inconsistent schedule which is extremely helpful for me! Over-all Max is happy, SAFE and the price is amazing! What else could you want…..

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Liza F.
Sitter Profile Image: Kristen P.
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Kristen P.
Star Sitter
from
$43
per day
5.0 out of 5 stars
20 reviews
10 repeat clients
35 years of experience
Wallingford, CT, 06492

Kristen was great with our 3 month old puppy. She was flexible, sent us plenty of pictures, and responded quickly. It was a serene getaway for him and he looked very comfortable in her home. She took him on walks and he walked really well with her. On the second day drop off Kameron was wagging his tail as we walked inside and went straight for a prized green toy he loved. The pictures she sent were beautiful and she was very easy to talk to. I highly recommend her would absolutely use her again.

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Steven K.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$60
per day
5.0 out of 5 stars
27 reviews
4 repeat clients
10 years of experience
Wallingford, CT, 06492

Jenna was great with our anxious and jumpy pup. She took him on walks, spent good time outdoors, sent regular updates, and had a great, calming demeanor with him. She was very flexible even when we came to her last minute. Definitely recommend!

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Katherine W.
Sitter Profile Image: Mariana A.
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Mariana A.
Star Sitter
from
$35
per day
5.0 out of 5 stars
135 reviews
40 repeat clients
15 years of experience
Hamden, CT, 06514

Gracie had a great day with Mariana and her crew. Mariana welcomed her with open arms. Having the fenced back yard so accessible is perfect for letting dogs in and out as needed, but the house itself is comfy and warm -- just right for these snowy, cold winter days. I highly recommend Mariana as a loving dog care giver.

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Ruth M.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$35
per day
5.0 out of 5 stars
356 reviews
119 repeat clients
3 years of experience
Naugatuck, CT, 06770

Erika and Jason were extremely kind and took such great care of my puppy, Francesca. They sent updates and photos throughout the day, which I really appreciated. She had a wonderful time and came home happy and tired. I would definitely recommend them!

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lily
Sitter Profile Image: Tom F.
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Tom F.
from
$100
per day
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Cheshire, CT, 06410

About: My family and I have had pets our whole lives, and we’ve developed a tremendous love for them. Showing love for all animals is something my wife and I wanted to display to our children, and based on the compassion we see them we must have done something right. So, it's safe to say that your pet will be receiving love and attention from all different angles. And my family and I like to be active with the animals we watch - walks, outside play and quality time will always be provided. My wife and I work from home, so our schedules are very flexible. We're also homebodies, so there's always someone home to keep your pet company. I also have two daughters (ages 13 and 11) that are extremely helpful and loving with animals. It simply comes natural to them. So, they'll certainly spend all of their time interacting with your pets in a gentle, trusting manner. Long story short, your pet will be the center of attention. I have 3 cats in my home that are indifferent to most dogs, and tend to go about their business. We have a spacious home for your pets to roam around in, including a finished downstairs and an unoccupied bedroom if they need some time to themselves. I also have a fenced in backyard for your dogs to get some fresh air and play fetch. My neighborhood is also very dog-friendly, with so many families walking their dogs on a daily/nightly basis. So, if your dog is social they'll have a friend to walk with. It's a nice little tucked away neighborhood with minimal traffic flow, making for a peaceful atmosphere.

Sitter Profile Image: Francesca E.
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Francesca E.
from
$100
per day
8 years of experience
Cheshire, CT, 06410

About: Whether your pup needs a midday walk to burn off energy, a friendly drop-in while you're at work, or a comfortable home-away-from-home for boarding, I treat every dog like my own. I'm patient, reliable, and attentive to each dog's unique needs — from high-energy pups to those who need a little extra TLC. Your dog's safety, happiness, and comfort are always my top priority. I'd love to meet your furry family member! I have flexible availability during the week & weekends. Available mornings, midday, and evenings on weekdays, and most weekends! Also available for boarding in my home. I will work with you to provide whatever care you need for your pet and will ensure to leave everything as I found it if visiting your home.

Sitter Profile Image: Laura L.
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Laura L.
from
$29
per day
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Meriden, CT, 06451

About: I've had pets for 50 years. Have dogs and cats. Work with TNR in my community. Care for feral colonies. Can administrator medication, IV fluids and sub q injections. I can handle special diets. Recently completed an Approved Vet Tech Assistant program and have passed the National Exam. I completed 100 hours at a local vet hospital as well. I'm currently working a flexible part time job. I do not have children at home or other responsibilities. I am available holidays, evenings and weekends. I can administer medications, I can walk dogs, can handle special diets, can handle multiple pets (I currently have a client with 10 special needs cats).

Sitter Profile Image: Rebecca G.
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Rebecca G.
from
$65
per day
5.0 out of 5 stars
21 reviews
5 repeat clients
8 years of experience
Cheshire, CT, 06410

Rebecca was fantastic with Scout! He was so tired after playing with her and her dog, he must have had a great time! And to boot, Rebecca was great with us - she kept us updated, and was very flexible time-wise, accommodating our changing schedule. I highly recommend her, and would certainly book with her again! Thanks!

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Gerard C.
Sitter Profile Image: Cecilia G.
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Cecilia G.
from
$50
per day
5.0 out of 5 stars
14 reviews
1 repeat client
20 years of experience
Meriden, CT, 06451

Cecilia is amazing. We are so relieved to have found a sitter who treats our Daisy like her own. She is flexible, accommodating, and made us feel very comfortable. Daisy is a pandemic puppy that is not used to being around other people and dogs, but Cecilia was excellent with helping her feel comfortable and sent us lots of pictures. Cecilia’s pup Luna played well with Daisy too. Can’t recommend her enough!

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Bailey C.
Sitter Profile Image: Will H.
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Will H.
from
$45
per day
5.0 out of 5 stars
13 reviews
4 repeat clients
3 years of experience
Meriden, CT, 06451

Will once again took the best care of Romeo and we couldn’t be happier! Our little guy is always in the best hands and Will truly had the best connection with dogs, giving them the love and attention they need while in his care!

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Laura G.
Sitter Profile Image: Arlene L.
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Arlene L.
from
$30
per day
5.0 out of 5 stars
7 reviews
4 years of experience
Meriden, CT, 06450

Arlene accommodated our last minute request. She sent pictures throughout Izzy’s stay and was very gentle with her. Great experience overall, Izzy can’t wait to stay again 😄

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Kat R.
Sitter Profile Image: Vanessa F.
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Vanessa F.
from
$70
per day
5.0 out of 5 stars
4 reviews
5 years of experience
North haven, CT, 06473

Vanessa was a great sitter for our dog Buttercup! We received many pictures while we were away which was very comforting. Even though Buttercup got sick during her stay, Vanessa took great care of her. Thank you Vanessa!

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Sasha B.
Sitter Profile Image: Krystal B.
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Krystal B.
from
$55
per day
5.0 out of 5 stars
19 reviews
8 repeat clients
20 years of experience
Wallingford, CT, 06492

Krystal is amazing! I left my puppy with her and she took her on adventures and walks! Her pup is perfect to play with! Thank you for giving me peace of mind today! Will definitely be booking again!

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Shayla A.
Sitter Profile Image: Malina C.
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Malina C.
from
$55
per day
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Plantsville, CT, 06479

Malina is the best! So sweet with our girl Millie. She was able to help us when we were in a pinch. Will definitely be reaching out to her again!

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Stephanie C.
Sitter Profile Image: Mckenzie P.
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Mckenzie P.
from
$30
per day
5.0 out of 5 stars
8 reviews
4 years of experience
Southington, CT, 06479

About: I have been dog and cat sitting for 4 years. I have 2 cats and a dog and I frequently dog sit for my neighbors! I am great with all ages of pets! I am currently a senior in highschool and I get out of school at 12:13 everyday. During the summer when school is out I have tons of availability. I have two cats of my own along with a dog and I love to play with them. I also love going outside with dogs and keeping them active!

Sitter Profile Image: Maria I.
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Maria I.
from
$65
per day
4.4 out of 5 stars
9 reviews
2 repeat clients
15 years of experience
Wallingford, CT, 06492

About: Hello Rover customers, I have taken care of pets since I was a child and have taken care of my family’s fur babies since my kids were small. I am currently left with my senior cat at home but would love to take great care of your beloved fur babies. I am currently self employed and work part time during the weekdays. I have a very flexible schedule and can accommodate as needed with enough notice! I have a fenced in yard for my animals if needed but I am very careful in customer’s homes and make sure to not leave without checking my surroundings first so no animals gets out the door.

Sitter Profile Image: Kirsten & Douglas C.
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Kirsten & Douglas C.
Star Sitter
from
$47
per day
5.0 out of 5 stars
48 reviews
20 repeat clients
40 years of experience
Berlin, CT, 06037

Thank you so much! My dogs were well taken care of and happy when they got home! I appreciated all the pics! We will definitely use Kirsten again!

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Julie M.
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Over 30
pet parents in Cheshire have booked doggy day care

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The median cost per day for doggy day care in Cheshire is $40

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Sitters in Cheshire average 5
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Cheshire on Rover as of Jun 2026 was about $40 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Cheshire doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 599 sitters provided doggy day care in Cheshire. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 85% of Cheshire sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Cheshire have an average of 18 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Cheshire.

Cheshire doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Cheshire sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 599 sitters offering doggy day care in Cheshire on Rover, so you’re sure to find the perfect match for your dog! In Cheshire, 97% of sitters offer daily exercise, 95% offer medication administration, and 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.