Dog Boarding in Chesterland, OH
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Top rated Chesterland dog boarders
“Once again, Kathy and Graham took such good care of Tommy that when he came home after his 2 week vacation with them, although happy to be home, was still looking for them! It’s such a great feeling to know and trust that another person can and will take good care of your beloved pet. We would not hesitate to leave Tommy for any length of time with Kathy”

“They took excellent care of our elderly special needs dog. Communication was frequent, we loved the photos and updates. Beth and Ed went above and beyond to make Cooper feel comfortable and loved.”

“Rachel was great, she made it convenient for me to drop my dog off for boarding, and when I picked him Up he jumped over to Rachel and gave her a big hug, I think he wanted to stay with her, he might like her more than me!!”

“I’m so glad my pup stayed with Wendy! Wendy texted lots of photos of Daisy and I always felt assured she was safe and happy. There was a big yard for the dogs to play in and I was able to enjoy my vacation knowing Daisy was in such responsible hands.”

“Susan is fantastic. We love leaving Coco with her because when can rest easy knowing she is loved and well cared for. And, the icing on the cake is that Susan takes incredible photos and sends them regularly.”

“Received updates every day and I knew my pup was so well cared for and that Daniel and Rachel went the extra mile to make sure my little Ollie was comfortable during his stay. I definitely will be booking with them again in the future. Thanks so much to you both!!”

“Brandon is a phenomenal dog sitter! He was absolutely wonderful with my high maintenance Dane, Finn. He sent daily updates with pictures and videos that put my mind at ease. Finn clearly took a liking to Brandon and loved all of the love, attention, activities he provided. I would 100% recommend Brandon and definitely plan to use him in the future”

“I really appreciate Pat for taking very good care of lily during her stay. Appreciate receiving daily updates with pictures & videos. Will definitely get her service again in the future.”

“We’re really happy with Debra and how she handled everything for our dog while we were out of town. We arranged for a meetup before the stay to ensure this would be a good match. When I dropped off our dog there was an introduction to the other pets in her home so our pup could get acclimated. While we were away we received daily updates with photos and it looked like our pup was having a great time. Thanks for taking good care and we look forward to scheduling with you again!”

“Pat and Paul welcomed Rosie into their home as if she was their own. She had loads of good play time and good care overall. Communication was excellent. Definitely recommend!”

“Kaitlyn took wonderful care of Kaya while we were away on a weekend trip. She sent lots of pictures and updates and we were so glad to have the peace of mind that she was safe and happy while we were away. :) Thanks again, Kaitlynn!”

“This was the first time I used a Rover sitter and I couldn’t be more happier! Kyle was amazing!! He sent me pictures and kept in contact with me to let me know how things were going. He gave my dog constant attention and took him for walks. I truly think my dog misses him, which makes me very happy cause I know he was well taken care of by Kyle!!”


“They helped me out TONS by watching my Shih Tzu for about 6 days. I’ve never used Rover before, so I was a little hesitant at first. Everything went smooth and they were flexible on drop off & pickup times since we drove all day. My dog seemed extremely comfortable @ pickup and we got several pics throughout the week! I would definitely book with them again.”

“I am so happy with Kenny and Susan's care with Doodle. He is a "velcro" dog and they obviously loved and cuddled him for the five days I was gone. Definitely would recommend them!”

“Boarding with Clifford was simple in every step of the process! He took great care of our pup. His big fenced in back yard is the perfect spot for everyone to play and get their energy out! We were very happy with Clifford's care and will look to return in the future!”

“Tara and Peter are fantastic! They treated Zoey like the princess she is and sent me pictures and reports about her everyday. They are very loving and caring people with a wonderful, fully fenced backyard that is a puppy paradise. I'm sure Zoey will be seeing them again!”

“Summer took great care of my anxious dog. She was patient and kind, so my girl was able to eventually relax. Summer was very responsive, and sent lots of pictures while I was away. I would hire her again.”

“Stacey and Doug were so lovely with Papaya. She took to them immediately, and I got frequent updates and pictures! I loved how they brought Papaya into their family! Definitely will be booking again.”

“Samantha was a kind and caring sitter! She sent lots of pictures and kept me updated on how my puppy was doing. She also has 2 small and very well behaved pups and this was great for socialization. Very happy to leave my puppy with Samantha.”

“Haley was an amazing host! Very communicative and kept us informed through the entire visit. Our Copper really seemed to enjoy his weekend stay! We will definitely use Haley’s services again! 5 ⭐️”

Over 52 pet parents in Chesterland have booked dog boarding
Chesterland dog parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Chesterland sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Chesterland is $45
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Chesterland average 13 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Chesterland is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Chesterland dog boarding rates can be found as low as $32 to as high as $54 per night.
As of Jun 2026, 478 sitters provided dog boarding in Chesterland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters 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, 92% of Chesterland dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chesterland have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 13 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.
Rover makes it easy to find Chesterland dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 478 dog boarding sitters 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 88% 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 dog boarding 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 dog boarding 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.

