Doggy Day Care in Cheshire

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Cheshire doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Jamie P.
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Jamie P.
from
£40
per day
30 years of experience
Cheshire, WA16

About: Within the years we have had a wide variety of dog breeds from Great Danes to chihuahuas! From pups to rescue. Currently we have a show cocker spaniel called Heidi who has a lovely temperament and very good with other dogs. We are situated within the country fields so there are plenty of lovely walks just on the doorstep. I work from home everyday and home most weekends, so here to keep the fur ones company and cater to their needs, walking, training, cuddles Our garden is secure with high fencing making sure it’s completely secure, we also have a high gate in the kitchen to separate their space if needed.

Sitter Profile Image: Kristen P.
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Kristen P.
Star Sitter
from
$38
per day
5.0 out of 5 stars
15 reviews
5 repeat clients
35 years of experience
Wallingford, CT, 06492

About: I've been taking care of animals, including horses, since elementary school. I’ve had 3 cats, 4 horses, and 2 dogs throughout my life. I recently lost my dog to cancer, and I’m sure my kitty misses having his best friend around. So if your dog is cat-friendly, I would love to watch them! I currently work from home. Watching a dog for a day, multiple days or scheduling a break to come walk your dog would not be a problem. I’m located close to downtown Wallingford and there are great places to walk (especially with a dog!). I know how to care for all ages of dogs, including the elderly and I have experience giving medications. Requested information about your pet Please let me know the schedule of your fur baby - what time they get walked, what time they are fed, etc. I would like to have your fur baby keep to their schedule as much as possible. Also let me know any little tricks or specifics for your dogs, how long they like to walk, if they like to go out immediately after eating, etc. Please let me know the demeanor of your dog as well - are they aggressive? Get a long with other dogs/cats? Anything else! I want to make sure they receive the best care! :) Since I work from home, I am able to schedule breaks to take dogs out and go on longer walks (even hikes!). I can board in my house weekdays and weekends. I have a cat who misses his doggy sister, so he does well with dogs, but he rules the roost! I can crate dogs if needed. I also try to keep my house as non-toxic as possible (chemicals, cleaning supplies, etc) for the health of my pets.

Sitter Profile Image: Mark B.
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Mark B.
Star Sitter
from
$25
per day
5.0 out of 5 stars
684 reviews
327 repeat clients
20 years of experience
Wallingford, CT, 06492

Mark took great care of my dogs! He and his family are friendly and kind - they clearly love dogs and have the patience and skill to care for them.

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Karen B.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$35
per day
5.0 out of 5 stars
342 reviews
117 repeat clients
3 years of experience
Naugatuck, CT, 06770

Erika is the best! My dogs are smiling in every picture

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Gina S.
Sitter Profile Image: Mariana A.
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Mariana A.
Star Sitter
from
$35
per day
5.0 out of 5 stars
115 reviews
34 repeat clients
15 years of experience
Hamden, CT, 06514

We are so happy to have found Mariana to take care of our baby. She took great care of him and he was so happy when we picked him up. We really thankful to have someone we can trust in the future. Thank you Mariana!

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Carolina A.
Sitter Profile Image: Alexandra W.
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Alexandra W.
Star Sitter
from
$45
per day
4.9 out of 5 stars
121 reviews
45 repeat clients
5 years of experience
Hamden, CT, 06517

Alexandra was super-flexible with my scheduling challenges. Also, she knew just what to do with my dog to make her comfortable, thereby allowing me to leave at drop-off without those sad doggy eyes watching me and breaking my heart. She sent photos during the day; my dog looked very happy and was getting attention and affection.

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Catherine K.
Sitter Profile Image: Maria D.
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Maria D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
147 reviews
75 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: Isabella T.
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Isabella T.
from
$30
per day
6 years of experience
Hamden, CT, 06518

About: I’ve fostered dogs for over six years and have cared for pets of all sizes, ages, and personalities. I’m experienced with puppies, seniors, shy pets, high energy dogs, and everything in between. I focus on making every pet feel comfortable and loved. I’m a college student athlete with a flexible schedule, so pet care fits easily into my daily routine. I’m able to give both cats and dogs consistent attention, playtime, feeding, and check-ins throughout the day to make sure they feel comfortable and cared for! I live in a clean, pet friendly apartment with six other girls who all love animals and respect pet boundaries. My home is safe, calm, and supervised, and I’m careful about routines, doors, leashes, and making sure every pet feels comfortable and secure.

Sitter Profile Image: Sandra S.
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Sandra S.
from
$40
per day
5.0 out of 5 stars
12 reviews
2 repeat clients
15 years of experience
Naugatuck, CT, 06770

About: With over nine years of experience as a veterinary technician, I bring a caring, attentive touch to every pet I watch. I know how to connect with animals of all ages, whether it’s playing and training a curious puppy or providing the gentle care a senior pet needs to feel comfortable and loved. I’m here to give your pet a safe, happy experience and bring you peace of mind knowing they’re in compassionate hands. DURING YOUR FUR BABY'S VISIT There will be several bathroom breaks offered during your dog's visit. - A morning, afternoon, and nighttime - Daily photos will be taken using the Rover app. - The feeding schedule will be adhered to. - A clean, dog-proof environment - A wide, open backyard for exercise and running (completely fenced) ***It is highly recommended to meet and greet. To ensure that your dog is amiable and able to get along with other dogs, I would prefer to meet, even though in some situations this may occasionally be challenging. I do have a cap on how many dogs can come, but it is possible for more than one dog to be there. We prioritize your dog's comfort!!! Working from home allows me to dedicate focused time to caring for your fur babies throughout the day. I’m here to provide them with plenty of attention, play, and love as part of my daily routine. From walks to snuggles, I make sure each pet feels safe, happy, and cared for—all while keeping a flexible schedule to meet their unique needs. In my home, I’ve created a safe, welcoming space for your fur babies, complete with a fenced area for them to play and explore. If needed, I can crate dogs, providing a cozy space for them to relax. My priority is ensuring every pet feels loved and secure. I’ll follow their routines closely, offering plenty of playtime, regular meals, and lots of cuddles. Whether it’s playing fetch or lounging together, I’m dedicated to making each pet feel at home and cherished.

Sitter Profile Image: Alaina & Jake C.
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Alaina & Jake C.
from
$60
per day
5.0 out of 5 stars
16 reviews
3 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: Anjali V.
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Anjali V.
from
$55
per day
5.0 out of 5 stars
13 reviews
2 repeat clients
15 years of experience
Meriden, CT, 06451

About: I started my career as an animal rescuer and dog trainer, I am very personable when it comes to taking care of animals. I have taken care of range of animals, from newborns to full grown, from past 15 years. There’s nothing more rewarding than their love. I also prepare home-made organic food and treats for dogs and cats which are loved by them and appreciated by their parents. I have an expertise with animal behavior and nutrition as well. I like to give dogs a pee break every 3-4 hours. Walking, feeding, exercise and lot of cuddles will be given all throughout the day as needed. Treats will be given with permission to the parents. Please feel free to ask for anything that’s not mentioned. (shower and grooming can be provided at extra cost) When boarding dogs at my home they will have space to roam around in the house (wooden floor) and I can take them for long/short walks as needed/recommended. I always walk dogs on leash and the duration of walk will be set by the pet parents. I love spoiling my fur guests with toys (with permission). When boarding your pet overnight, I encourage sending them with a blanket with your scent as it makes the separation easy on your fur babies.

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: Arlene L.
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Arlene L.
from
$30
per day
5.0 out of 5 stars
6 reviews
4 years of experience
Meriden, CT, 06450

About: Hello! I've been an avid dog lover since I can remember. I have taken care of family and friends pups when they are away. My passion and the companions of a dog has made me want to own a dog of my own. I have my own pup of two years now and know how important it is to leave them with someone who will take great care of them, be safe and of course loved. I work remote Mon-Fri so trust me when I say I have plenty of time to play and walk your pup. They will be in great hands and company! During the weekends, I love taking my pup to an open yet dog secluded park to run, play, and train. I do have long leashes for safety, but if you are not comfortable with it- no worries at all, just please let me know. I'm also available most weekends for boarding per request. I have a pup of my own for your pups company as well! In my home I have a crate and can help with training if requested. The pups are free to roam around the apartment/furniture, and I take out to walk every two hours or so. Your pups will be in good hands, but I do request if your pup has a scheduled routine or specific needs/behaviors to please let me know so I can adjust to their needs and behaviors.

Sitter Profile Image: Karen M.
Verified Enhanced Background Check
Karen M.
from
$100
per day
5.0 out of 5 stars
31 reviews
11 repeat clients
25 years of experience
Cheshire, CT, 06410

Our pups, Atlas and Oakley, had a wonderful time with Karen at day care! She was attentive to them, communicated with us during their stay, and they were happy and tired when they came home. Thank you! Our minds were at ease!

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Johan V.
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: Jenna M.
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Jenna M.
from
$45
per day
5.0 out of 5 stars
25 reviews
3 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: Michael E.
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Michael E.
from
$55
per day
4.9 out of 5 stars
69 reviews
9 repeat clients
10 years of experience
Meriden, CT, 06451

Third time with Michael and will continue to reach out whenever I need a good dog sitter. Very reliable and flexible.

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Kataisha M.
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: Maria I.
Verified Enhanced Background Check
Maria I.
from
$60
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: Vanessa F.
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Vanessa F.
from
$60
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.
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Over 28
pet parents in Cheshire have booked doggy day care

Cheshire dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Victoria is amazing! She took incredible care of our little guy while we were in town briefly. She was super communicative and flexible with our schedule. I’d highly recommend her for any dog-sitting needs. We will absolutely be using her again when we come back to town.

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Max T.
Doggy Day Care
5.0 out of 5 stars

Victoria was absolutely amazing with our girls! They were tired when they got home and that’s not easy to do with them! She also stayed in communication with us all day which was amazing as well! I can’t wait to work with her again!

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Marianna S.
Doggy Day Care
1 / 1
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  1. 1. Search

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  3. 3. Book & Pay

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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 4
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 Feb 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 Feb 2026, 646 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, 84% of Cheshire sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Cheshire have an average of 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 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 646 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, 100% offer medication administration, and 96% 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.