Doggy Day Care in Chesterland

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Top rated Chesterland 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.

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

Susan is wonderful! My puppy had an amazing day with such personal attention. She updated me all throughout the day and I loved it! Her dog Frank is amazing too.

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Sadie C.
Sitter Profile Image: Leslie M.
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Leslie M.
Star Sitter
from
$45
per day
5.0 out of 5 stars
320 reviews
60 repeat clients
15 years of experience
Mentor, OH, 44060

Macy had a great day with Leslie and all her fur friends. This was Macy's first time away from home and Leslie did a great job with easing my mind and making Macy feel welcome. Leslie has great communication and sent videos throughout the day.

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

Brandon was great with my mom’s dog Cassie. He sent pictures and updates, putting us at ease! He has a great set up for these dogs and I was comfortable leaving her with him! Will definitely use him again should the need arise!

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Carlin K.
Sitter Profile Image: Flora M.
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Flora M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
38 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: Austin W.
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Austin W.
Star Sitter
from
$35
per day
5.0 out of 5 stars
186 reviews
70 repeat clients
10 years of experience
Lyndhurst, OH, 44124

My dog did well in Austin’s care. He enjoyed playing with their dogs and came home happy! He provided updates and was quick to respond. Austin came recommended by three different people. I will definitely use him again.

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Jessica L.
Sitter Profile Image: Karma S.
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Karma S.
from
$35
per day
5.0 out of 5 stars
335 reviews
123 repeat clients
15 years of experience
Chagrin Falls, OH, 44023

Karma took great care of Gaia, and she also has knowledge about canine behavior that helped my dog's well-being! The yard is also very nice and well-kept.

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Rodrigo P.
Sitter Profile Image: Angela G.
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Angela G.
Star Sitter
from
$40
per day
5.0 out of 5 stars
12 reviews
3 repeat clients
16 years of experience
Cleveland Heights, OH, 44118

she is the best ☺️ so attentive!

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Lauren T.
Sitter Profile Image: Kyle D.
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Kyle D.
Star Sitter
from
$47
per day
5.0 out of 5 stars
87 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: Andrew H.
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Andrew H.
from
$40
per day
5.0 out of 5 stars
12 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: Sheila & Joseph H.
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Sheila & Joseph H.
from
$30
per day
4.8 out of 5 stars
10 reviews
17 years of experience
Chesterland, OH, 44026

About: I've had dogs off and on my entire life but it wasn't until we adopted our baby girl Coco that I really fell in love. We had 13.5 wonderful years with her, then after she passed we decided to foster dogs in her honor and have been doing this since Sept. 2020 with several local organizations. We have fostered 25 dogs and have sat 26 dogs to date, including puppies, senior dogs, and dogs with behavioral and medical special needs. Our pricing reflects the peace of mind of knowing that your pet is well cared for and part of our family during their stay with us. Or for in house sitting, we are mature, reliable and trustworthy and treat your home like our own. We look forward to hearing from you! My husband and I are retired so we are very flexible in our schedule and decided we want to do something meaningful and enjoyable in our retirement. We have a large 1.5 acre lot with a pond on property. It is very serene and peaceful here. Our yard is only partially fenced so we keep the dogs on leash when walking outside. We make frequent potty breaks and like to take dogs for walks in the woods behind our house. They dogs usually sleep on a bed on the floor in our bedroom but will be crated if we have to leave the house for their own safety.

Sitter Profile Image: Cheryl F.
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Cheryl F.
Star Sitter
from
$85
per day
5.0 out of 5 stars
56 reviews
19 repeat clients
45 years of experience
Euclid, OH, 44117

I know my fur baby is safe, loved, and cared for with Cheryl. She is very thoughtful and sends beautiful pictures and updates of my baby Owen. She’s detailed orientated and safety is priority for her. I love that I can go to work with a peace of mind knowing he’s having so much fun! He was so excited to be dropped off today. I’m so grateful I found her.

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Megan M.
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: Ben T.
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Ben T.
Star Sitter
from
$50
per day
5.0 out of 5 stars
128 reviews
15 repeat clients
15 years of experience
Chagrin Falls, OH, 44023

Fantastic sitter! Highly recommend! My 100 lb dog had nothing but the best time at Ben’s house with the greatest care and lots of love! Would recommend to family and friends and will deff be back if I’m ever in the area. Lots of walks, updates with pictures and tons of love for my dog- best service I have had on rover!Nothing but the greatest reviews for Ben and his services! Wish we lived closer so he could be my go to sitter !

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Robert G.
Sitter Profile Image: Brittany A.
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Brittany A.
from
$60
per day
5.0 out of 5 stars
116 reviews
38 repeat clients
20 years of experience
South euclid, OH, 44121

Brittany has been great with my 3 month old puppy. Based on how excited he gets to see her makes me comfortable and happy he enjoys his stays with her. Highly recommend!

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Kimberly M.
Sitter Profile Image: Albert & Stacy A.
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Albert & Stacy A.
from
$35
per day
5.0 out of 5 stars
167 reviews
32 repeat clients
45 years of experience
University Heights, OH, 44118

Al and Stacy were very responsive and sent lots of videos and pictures throughout the day. I would happily book them for doggy daycare again in the future should I need to!

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Celie M.
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
45 reviews
19 repeat clients
20 years of experience
Mt Pleasant, Cleveland, OH, 44120

All went well, & my dog enjoyed the stay!

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Tyren B.
Sitter Profile Image: Susan M.
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Susan M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
380 reviews
233 repeat clients
27 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: Ariel P.
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Ariel P.
from
$30
per day
5.0 out of 5 stars
47 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: 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: LeAndra B.
Verified Enhanced Background Check
LeAndra B.
from
$40
per day
5.0 out of 5 stars
8 reviews
15 years of experience
Euclid, OH, 44123

About: Animal enthusiast on a mission to provide purr-fect care for your fur babies 🐾🐶✨✨ Passionate about pet sitting with a long history of creating a safe space for all. I've taken care of of fur friends for as long as I can remember and continue to do so through Breezy Pooch Care! I work from home, so i will be around throughout the day and I have the ability to be very attentive and easily provide potty breaks when needed, so my routine does not have to change much to fit your families needs! If I am boarding / house sitting I need to be set up by 8AM and my work day is done by 5pm. Each pet is different and will have different needs. I do my best to adhere to those needs. inside the home pets are free to roam around designated areas, which are kept clean and pet friendly. I never take pets outdoors without their leash as anything could happen, we also have other pets in the area so to avoid any issues i always keep those in my care close by!

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Over 4
pet parents in Chesterland have booked doggy day care

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

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Sitters in Chesterland average 6
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 Chesterland on Rover as of Jun 2026 was about $35 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 Chesterland 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, 355 sitters provided doggy day care in Chesterland. 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, 88% of Chesterland sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Chesterland have an average of 18 years of experience. Sitters offering doggy day care with repeat customers have an average of 6 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 Chesterland.

Chesterland 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 Chesterland 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 355 sitters offering doggy day care in Chesterland on Rover, so you’re sure to find the perfect match for your dog! In Chesterland, 93% of sitters offer daily exercise, 100% offer medication administration, and 87% 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.