Doggy Day Care Cheshire

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

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Over 17
pet parents in Cheshire have booked doggy day care

Cheshire, Find top rated doggy day care

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: Maria D.
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Maria D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
• 162 reviews
83 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: Amanda & Scott H.
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Amanda & Scott H.
from
$65
per day
20 years of experience
Cheshire, CT, 06410

About: We’ve had family dogs since childhood — and have provided trusted pet care to friends and neighbors for 20+ years. Our own rescue pup who was part of our family for many years recently passed. We’d love to help ensure your pet is well cared for when you’re out and about — with with walks, check ins, or sitting, as needed! We’re here for all of your pup’s needs, complete with lots of walks and attention throughout the day! We’re available daily, on weekdays and many weekends—and can work with you re: any specific scheduling needs. We’ll find the best walk and play spots near your home to give your pup plenty of time outdoors, exploring, finding smells, and socializing with other dogs (if preferred).

Sitter Profile Image: Kristen P.
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Kristen P.
Star Sitter
from
$43
per day
5.0 out of 5 stars
• 25 reviews
14 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: Will H.
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Will H.
from
$45
per day
5.0 out of 5 stars
• 19 reviews
6 repeat clients
3 years of experience
Meriden, CT, 06451

“I’m always appreciative for Will. He goes way above and beyond to make sure Romeo is cared for and loved. He’s always so kind and thoughtful when giving care to my little guy. Thank you so much Will and I will be using your services again! ?”

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Laura G.
Sitter Profile Image: Mark B.
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Mark B.
from
$25
per day
5.0 out of 5 stars
• 746 reviews
354 repeat clients
20 years of experience
Wallingford, CT, 06492

“Mark and family were fantastic! They were all very sweet and extremely accomodating. Mark was flexible with my drop off and pick up times and even offered to meet me halfway to bring Keegan back so I did not have to go as far out of my way. Their dogs are gorgeous and super friendly and my pup had a great time. Would book again in an instant if I'm ever back in that area. Thanks again!!”

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Brianna I.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$60
per day
5.0 out of 5 stars
• 28 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
$40
per day
5.0 out of 5 stars
• 159 reviews
49 repeat clients
15 years of experience
Hamden, CT, 06514

“Mariana is the greatest!!! My little guy normally suffers from tremendous separation anxiety, however, within Mariana’s care he was a happy little puppy the entire time. Thank you again Mariana!”

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Ameneya P.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 378 reviews
123 repeat clients
5 years of experience
Naugatuck, CT, 06770

“Best sitter!!”

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Gina S.
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: Kejda K.
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Kejda K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 2 reviews
3 repeat clients
5 years of experience
Meriden, CT, 06540

About: Hi everyone. I am new to Rover as a sitter but I’ve taken care of different types of dog breeds for 5 years! Dogs are considered to be humans best friends and I treat them like they’re mine! I provide comfort and care and help each dog with anything they may need, ranging from love, to energy and any special need care the owner may have! I alter my care depending on each need to each individual dog! I am comfortable around all dogs. While also having a job as an engineer, I try to make time for my animals even if that means leaving work and coming home to make sure they have everything they need! I also have days off that need to be filled with more joy and more animals! With a lot of free time, I can make sure your fur baby is never alone and bored! I’m also new on rover as a sitter and I’m super excited to start meeting new pets! I have 2 mini golden doodle puppy one named Tobi and one named Rylee. They are as playful and energetic as they can be. I provide them with attention and energy anytime they need/ want and they control my whole world! This would be no different than taking care of your pets too! Every pet deserves love so I will provide that level of comfortability! I adapt to your pets as if they are my own.

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: Kara S.
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Kara S.
from
$33
per day
5.0 out of 5 stars
• 259 reviews
95 repeat clients
10 years of experience
Beacon Falls, CT, 06403

“Kara was great! She was super flexible and willing to watch Shadow with what I believed was a last minute request! I would definitely recommend to anyone if you’re looking for a sweet and personable dog sitter!”

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Ruth D.
Sitter Profile Image: Victoria F.
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Victoria F.
from
$35
per day
5.0 out of 5 stars
• 3 reviews
20 years of experience
Waterbury, CT, 06708

About: I’ve always had pets growing up. Over the past 20 years I’ve cared for dogs of all sizes, cats, rabbits, turtles, snakes, and hamsters. I love animals more than most humans. My sister is also a vet which is super handy to have. I currently work from home so I can be present and then I have down time I can play and tend to my furry house guest. I have a room for my dogs with a very bring crate, beds and toys. When I have furry guests I can always alternate my dogs in the room or the furry guest into that room. They could also wonder around the apartment as well. My building complex also has a dog park which is nice to run around and play.

Sitter Profile Image: Noemi & David B.
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Noemi & David B.
Star Sitter
from
$40
per day
4.9 out of 5 stars
• 49 reviews
13 repeat clients
32 years of experience
Woodbridge, CT, 06525

“Noemi and her family took great care of my dog while I was away! She was very accommodating and flexible. She followed my dogs schedule and routine with no problems! She also sent me the cutest pup updates! So many good pictures and videos of my dog enjoying his time at her home! My dog was very happy and excited to go back everyday! So happy we found a great attentive loving family to send my pup to while I’m away! I highly recommend Noemi and her family!”

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Jaylona M.
Sitter Profile Image: Jasmine C.
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Jasmine C.
from
$30
per day
5.0 out of 5 stars
• 5 reviews
3 repeat clients
5 years of experience
Wadeview Park, Hamden, CT, 06518

About: I rescued my own dog from a shelter, and she required a lot of special training and patience. I worked with her on socialization, leash walking, and reducing pulling and barking around other dogs, and I have successfully helped her improve in all of these areas. Since she was a puppy when I adopted her, I also have experience with the patience, consistency, and care that younger dogs require. In addition, I care for a senior dog, so I am experienced in recognizing when a dog has reached their physical limit during walks and understanding how to adjust care based on their needs. Having experience with both younger and older dogs, as well as both large and small breeds, has taught me how to handle dogs of different sizes, temperaments, and training levels with confidence and care. I am currently in school but there are only three days a week I am completely booked with classes. My Mondays and Fridays and weekends are completely open and would love to spend my free time around more dogs! I provide a safe, clean, and calm environment for pets while they are in my care. Since I live in an apartment, I make sure the space is pet-friendly, secure, and free of anything that could be harmful to animals. I pay close attention to each pet’s routine, including feeding schedules, bathroom breaks, exercise, and any special instructions from the owner. When caring for pets in a client’s home, I respect their space and follow all care instructions closely to help pets feel comfortable in their familiar environment. I prioritize safety during walks, monitor pets closely around other animals, and make sure they receive plenty of attention, patience, and affection. I also provide updates and communication so owners feel reassured while their pets are in my care.

Sitter Profile Image: Rosa D.
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Rosa D.
from
$25
per day
5.0 out of 5 stars
• 12 reviews
5 repeat clients
10 years of experience
Prospect, CT, 06712

“Rosa watched my lil baby royal who is 2months old. He loves going to her house and is always tired when he leaves from her. Rosa is always dependable and reliable. Rosa is always there to save the day! She has saved me twice when I needed a last minute sitter. I would recommend her to anyone!”

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Brandy S.
Sitter Profile Image: Hailey Z.
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Hailey Z.
from
$65
per day
4.4 out of 5 stars
• 8 reviews
3 repeat clients
19 years of experience
southington, CT, 06489

“Hailey was great. Coming from out-of-town to attend a family gathering, we could not meet her in advance, but our little maltipoo seemed comfortable with her right away and came out smiling after an afternoon with her and her dogs in her quiet, friendly neighborhood.”

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Cathy Z.
Sitter Profile Image: Maria I.
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Maria I.
from
$65
per day
4.5 out of 5 stars
• 10 reviews
3 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: Ola K.
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Ola K.
from
$65
per day
4.8 out of 5 stars
• 7 reviews
1 repeat client
20 years of experience
Middlefield, CT, 06455

About: I've had pets since a young age from lizards, cats, dogs, hamsters, fish, turtles, guinea pigs and birds. I have a small dog of my own so I know I can give your pets lots the love and attention too whether they have fur, scales, or feathers! I work from home so all pets get get a lot of attention during the day. For dogs staying in my home, they get 3 walks a day in the morning, during my lunch break, and in the evening. I work from home so all pets get a lot of attention during the day. I love to spend my time after work going on walks and would love a buddy(s) to come with me! I am available from dog walking or in home visits after 5:15pm during the week and anytime on weekends. I think the best way to care for a pet is do exactly what they're comfortable with. I intend to have very open communication with pet parents to understand the likes, dislikes and behaviors of their fur-babies to make sure that they feel safe and comfortable. I do have a dog of my own so I also want to make sure all your pets get along with my Jax, who loves other animals.

Sitter Profile Image: Raeven R.
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Raeven R.
from
$40
per day
4.9 out of 5 stars
• 74 reviews
35 repeat clients
13 years of experience
North haven, CT, 06473

“Merlin had a BLAST with Raeven and team. We received a bunch of photos and a video that captured his personality and illustrated his enjoyment. 10/10 - your pup will enjoy a day with their squad.”

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Paul (PJ) S.
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The median cost per day for doggy day care in Cheshire is $40

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Popular requests for doggy day care - Cheshire

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Sitters in Cheshire average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Cheshire

Frequently asked questions about Rover

The average cost of Doggy Day Care in Cheshire on Rover is $39 per day as of October 2026. Most bookings cost between $30 and $43 per day. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 771 sitters on Rover offering Doggy Day Care across Cheshire. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Cheshire commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in CT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 771 sitters in Cheshire, 88% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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