Doggy Day Care Chesterland

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

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Chesterland, 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.

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Sitter Profile Image: Brandon C.
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Brandon C.
from
$25
per day
5.0 out of 5 stars
212 reviews
48 repeat clients
35 years of experience
Newbury Township, OH, 44065

Loved working with Brandon! I was a little nervous leaving my dog for the first time but Brandon let me tour the back yard, I felt like everything was secure and safe. Very responsive and I could tell my pup had a great day. She usually cries when I pick her up from grooming/vet/etc but she was super laid back today!

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Abby W.
Sitter Profile Image: Flora M.
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Flora M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
40 reviews
6 repeat clients
12 years of experience
Mayfield Heights, OH, 44124

Pogo had his very first day at daycare with Flora, and we couldn't be happier with our choice! He seemed so at home there as he dove right into the fun activities Flora had planned. It was such a joy to see him having an amazing time! The warm welcome we received was simply amazing. Flora really took the time to understand Pogo’s schedule, which made everything go so smoothly. Knowing he was in such great hands was incredibly reassuring. Flora was just a quick call or text away if we had any questions. As a sweet touch, she left us a handwritten note about Pogo’s day with her, which really put our minds at ease and showed us how much fun he had and the care she took of him. We can’t wait to book with Flora again in the future!

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Sindhuja R.
Sitter Profile Image: Kyle D.
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Kyle D.
Star Sitter
from
$47
per day
5.0 out of 5 stars
98 reviews
13 repeat clients
25 years of experience
Euclid, OH, 44119

Kyle was absolutely wonderful! He helped me and my family out in a pinch!! He treated our dogs like his own and was an amazing communicator! He went out of his way to pick up our girls and sent many pictures. Highly recommend and we will use him again! 😊

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Savannah S.
Sitter Profile Image: Sheila & Joseph H.
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Sheila & Joseph H.
from
$30
per day
4.8 out of 5 stars
11 reviews
17 years of experience
Chesterland, OH, 44026

100% would recommend S&J! I had an unique circumstance of coming from out of town for a family event and Sheila accepted my 8 month old pup, Reggie, for the day. She provided constant updates and made me feel comfortable leaving him for the day without them every meeting. Thank you so much!

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Jess S.
Sitter Profile Image: Austin W.
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Austin W.
Star Sitter
from
$35
per day
5.0 out of 5 stars
189 reviews
70 repeat clients
10 years of experience
Lyndhurst, OH, 44124

Austin watched Bentley on such short notice while we were in town for a short visit and it was the best decision of the weekend! He took such great care of our big dog and had our minds at ease the whole day. Sent plenty of updates and photos. I highly recommend Austin to anyone in need of doggy day care. Thank you again!

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Erin @ Eamon P.
Sitter Profile Image: Leslie M.
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Leslie M.
Star Sitter
from
$45
per day
5.0 out of 5 stars
324 reviews
60 repeat clients
15 years of experience
Mentor, OH, 44060

Leslie takes care of my big girl every Tuesday and Wednesday! She sends me update photos and videos all day which I appreciate and look forward to. It makes me feel at ease knowing she is in good hands when I am at work and that she is happy there!

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Sierra A.
Sitter Profile Image: Karma S.
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Karma S.
from
$35
per day
5.0 out of 5 stars
348 reviews
131 repeat clients
15 years of experience
Chagrin Falls, OH, 44023

Karma is a natural dog person. My pup took to her immediately, even though it was his first time being left alone with a sitter. The big fenced-in yard is such a great space and opportunity for the dogs in Karma's care to run and play. I could tell from the pictures Karma sent me that he was having a blast!

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Stephanie S.
Sitter Profile Image: Susan P.
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Susan P.
Star Sitter
from
$37
per day
5.0 out of 5 stars
125 reviews
32 repeat clients
35 years of experience
University Heights, OH, 44118

Nugget had a wonderful day with Susan and his doggie friends! She kept me updated during the day and it’s very comforting to know Nugget is in such good hands while I’m at work!

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Lisa E.
Sitter Profile Image: Susan M.
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Susan M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
387 reviews
234 repeat clients
30 years of experience
Solon, OH, 44139

Susan & Kenny are amazing! They are so kind and loving. Our dog had the best play day with all his new friends. We highly recommend them and can’t wait to bring our boy back to them.

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Nick Y.
Sitter Profile Image: Patricia & Paul S.
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Patricia & Paul S.
from
$35
per day
5.0 out of 5 stars
32 reviews
11 repeat clients
40 years of experience
Willoughby, OH, 44094

My dog was well cared for throughout the day and she also had a lot of fun! I am confident my girl received excellent care with Patricia and Paul.

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Jennifer M.
Sitter Profile Image: Sandra L.
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Sandra L.
from
$75
per day
5.0 out of 5 stars
17 reviews
1 repeat client
35 years of experience
Newbury, OH, 44065

About: I have a loving home with plenty of space fenced and unfenced to run around. Designated room with separate crates available if needed. I currently have several clients that I pet sit at their homes. I currently am working full time with the flexibility to work from home when needed. I am available every day. Please provide at least 3 day notification for in Home or my home pet sitting. I have a large fenced in yard, 3 of my own wonderful golden duds to keep your fur baby company. I have the ability to crate if necessary. I also have several clients that I take care of their pets in their homes while on vacation or long weekends. References can be provided.

Sitter Profile Image: Andrea A.
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Andrea A.
from
$35
per day
5.0 out of 5 stars
113 reviews
24 repeat clients
25 years of experience
Forest Hills, Cleveland, OH, 44108

Andrea is the absolute best!! I had to submit several requests with her at the last second but she made them all work and was sooo great with my dog! My dog can be weird with other dogs but Andrea was so great about keeping them separate while also providing tons of one on one time with my girl and working on tricks and training with her, as well as playing with her favorite toys!! Whenever I leave my dog with Andrea I can completely relax knowing that she will be super well taken care of! I can’t recommend Andrea highly enough!!!

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Felicity J.
Sitter Profile Image: Andrew H.
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Andrew H.
from
$40
per day
5.0 out of 5 stars
15 reviews
25 years of experience
Mentor, OH, 44060

Andrew provided excellent care for our precious dogs. He kept them exercised, hydrated and rested. He sent pics and updates and made us feel so relaxed about our decision. Will definitely have Andrew watch our pups again!

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Michelle J.
Sitter Profile Image: Samantha N K.
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Samantha N K.
Star Sitter
from
$27
per day
5.0 out of 5 stars
46 reviews
20 repeat clients
20 years of experience
Mt Pleasant, Shaker heights, OH, 44120

All went well, & my dog enjoyed the stay!

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Tyren B.
Sitter Profile Image: Albert & Stacy A.
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Albert & Stacy A.
from
$30
per day
5.0 out of 5 stars
168 reviews
33 repeat clients
45 years of experience
University Heights, OH, 44118

After struggling for over a month with our 3-month-old mini Aussie (crate training, indoors, taking to work…), we finally found the best place for her! She has had so much fun and entertaining. All dogs in Albert’s place are very well behaved and socialized. We received videos and photos throughout the day. Can’t be more grateful for Albert and Stacy looking after her SO WELL!!!

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Mohan L.
Sitter Profile Image: TONGYEZHI S.
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TONGYEZHI S.
from
$40
per day
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Cleveland Heights, OH, 44121

Seymour lives his best life while staying with Tongyezhi and her family. It's tough to give Seymour the attention he deserves at home with two toddlers running around so it is a major relief to be able to have him do daycare where he can have the extra fun he is missing at home.

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Caitlin P.
Sitter Profile Image: Ariel P.
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Ariel P.
from
$30
per day
5.0 out of 5 stars
48 reviews
7 repeat clients
20 years of experience
Mentor, OH, 44060

Ariel did a wonderful job of taking care of Griffey. We are grateful for her and her dogs, who also welcomed him into their lives for a few days.

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Mike R.
Sitter Profile Image: Megan M.
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Megan M.
from
$25
per day
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Chardon, OH, 44024

About: I currently have a 4 year old mini Australian shepherd. My experience includes watching a puppy overnight, helping train a deaf dog, and taking neighbors dogs on walks. I am a teacher so I am available all of June-August to provide all day care for dogs or just walk dogs during the day. I provide a safe, loving, and comfortable home where dogs are treated like family. I make sure they get plenty of attention, playtime, walks, fresh water, meals on schedule, and lots of affection. I follow each dog’s routine and make sure they feel happy and relaxed while they’re away from home.

Sitter Profile Image: Pamela & Marshall E.
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Pamela & Marshall E.
Star Sitter
from
$30
per day
4.9 out of 5 stars
293 reviews
122 repeat clients
30 years of experience
Cleveland Heights, OH, 44106

Highly recommend dog sitting with Pamela and Marshall! :) We received pictures and videos throughout the day, which really helped since it was Bailey’s first time without us. He came home happy, and so are we. Thank you!!

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Frida U.
Sitter Profile Image: Jada S.
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Jada S.
from
$88
per day
3 years of experience
Mayfield Heights, OH, 44124

About: Hi there! My name is Jada. I am 26 years old and i am a graduate from Horizon Science Academy High! All my life i’ve LOVED dogs. I’ve had different dogs growing up. When i was growing up, i found myself spending more time with my dogs than actual people. I would watch movies with them and play with them! They made me feel safe and warm! Dogs are way better than humans in my opinion! I can make conversations with them, make them feel loved, and most importantly, make sure they’re cared for! I believe that everyone needs a companion/bff, even animals! That’s where i come in! Allow me to care and love for your dog as i would for my own! We will for sure make memories! I’m currently working part-time, so I’ll have tons of time to play with your pups! I always make sure to give all of my attention to the pups! I do not have a secluded yard, however I do have open field areas for your pups to run around in! There are tons of other dogs in my complex that are very loving and friendly!

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The median cost per day for doggy day care in Chesterland is $35

Dog parents share their Rover experiences - Chesterland

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5.0 out of 5 stars

100% would recommend S&J! I had an unique circumstance of coming from out of town for a family event and Sheila accepted my 8 month old pup, Reggie, for the day. She provided constant updates and made me feel comfortable leaving him for the day without them every meeting. Thank you so much!

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Jess S.
Doggy Day Care
1 / 1
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Meet local sitters who will treat your dogs like family

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Sitters in Chesterland average 5
repeat doggy day care clients

FAQs for Doggy Day Care - Chesterland

Frequently asked questions about Rover

As of July 2026, there are 532 sitters on Rover offering Doggy Day Care across Chesterland. 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 Chesterland 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 OH 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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 532 sitters in Chesterland, 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 calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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