Dog Boarding in Chesterland, OH
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Chesterland dog boarders

“Patchareya was an excellent sitter for my pup. She communicates regularly and provides a lot of care and affection for small dogs. If you have a small dog I would highly recommend her for your future boarding needs. I know I will!”


“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”


“Susan was super sweet and trustworthy. Her yard was set up like a playground for dogs. It was amazing. I am thrilled with the care she provided my animals. I would use her again. Highly recommend”


“Our two pups had a wonderful time over a long weekend with Tara's and Peter's family! Thank you, and thanks for your flexibility on scheduling when our travel plans were disrupted!”


“I recently had the pleasure of booking a 12-day boarding with Ashya and I couldn’t be happier with the experience! From the very beginning, the communication was fantastic. Ashya was incredibly responsive and kept me updated with regular photos, videos and messages about how my Cleo was doing, which really put my mind at ease while I was away. Cleo was clearly well-cared for, happy, and even relaxed when I picked her up. Ashya went above and beyond to make sure Cleo got her required exercise, and felt comfortable and loved throughout the stay. The professionalism, attention to detail and love for animals really shone through in everything Ashya did. I highly recommend Ashya for anyone looking for a reliable, communicative, and caring dog sitter. I will definitely be booking with her again! Thank you so much Ashya for making my dog’s stay so easy and wonderful 🩷”


“Wendy was awesome with Grace and showed her lots of love! Grace seemed to enjoy coming back to Wendy's home after our first meeting to play with the other dogs in Wendy's fantastic fenced in yard where Grace could run to her heart's content! Wendy is very knowledgeable about dogs and shared some great training tips. She is very personable and accommodating and sent photos & videos. I highly recommend Wendy! We are going to use her again for a 16 day stay.”


“I felt very at ease leaving my dog with Natalia. She gave me daily updates and pictures and I felt as though her family treated Lola as their own. I did not have to worry at all about Lola while I was away. Thank you Natalia!”


“Daniel and Rachel are always so accommodating and sends us many photos and videos of our Yote playing. He's always so happy to visit and pooped when we bring him home.”


“Walter loved his stay with Taylor & Chad. He had puppy friends to play with and was treated like family. I highly recommend Taylor and will be using her again. While he's happy to be back home, he misses Taylor and all the new friends he made at her house.”


“It was our first time with Leslie and Daisy looked right at home. Daisy made herself at home. Leslie was awesome with pictures and videos. We will be using Leslie for a week very soon.”


“This is our 3rd time using Karma and our experience has been wonderful every time! Murphy is always so excited when being dropped off and is always happy when he is picked up! I’d recommend her to anyone”


“Took wonderful care of my girl on her first time spending the night away from home. Brandon is very helpful and easy to communicate with. Will definitely send my dog back anytime for a fun playdate or overnight.”


“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!”


“Susan was an awesome sitter for my dog. My husband and I felt very comfortable leaving our dog with her for a couple of days. She kept us updated throughout the day with pics and conversation. We’re so happy to have found her.”


“Nova had a great time staying with Austin. Austin provided updates twice a day and at least one photo a day. He responded quickly and had great communication before and during Nova's stay. We would absolutely book with Austin again in the future.”


“Peaches is the best there is! She cares our dog like her own. Boise loves spending time with Peaches and her dogs. She provides frequent updates with pictures and videos. I feel so lucky to be able to have Boise under her care. Thank you Peaches!!”


“Wonderful sitters! Went above and beyond to make sure our diabetic pet was well taken care of, and they communicated throughout the sitting. Will definitely use again and highly recommend.”


“Marilyn was amazing in caring for our Coco, she kept us updated and included pictures. She gave Coco all the love and cuddling she needed. Will definitely rebook again! Thanks Again Marilyn!??”

Loving dog boarding sitters in your neighborhood
Search Results


Patchareya P.

“Patchareya was an excellent sitter for my pup. She communicates regularly and provides a lot of care and affection for small dogs. If you have a small dog I would highly recommend her for your future boarding needs. I know I will!”


Kathy K.

“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”


Patricia & Paul S.

“Glad to find a wonderful couple to care for my dog when needed! They cared for her like their own, even welcoming us to meet before the stay.”


Susan M.
Star Sitter


“Susan was super sweet and trustworthy. Her yard was set up like a playground for dogs. It was amazing. I am thrilled with the care she provided my animals. I would use her again. Highly recommend”


Tara & Peter O.Star Sitter

“Our two pups had a wonderful time over a long weekend with Tara's and Peter's family! Thank you, and thanks for your flexibility on scheduling when our travel plans were disrupted!”


Ashya M.Star Sitter

“I recently had the pleasure of booking a 12-day boarding with Ashya and I couldn’t be happier with the experience! From the very beginning, the communication was fantastic. Ashya was incredibly responsive and kept me updated with regular photos, videos and messages about how my Cleo was doing, which really put my mind at ease while I was away. Cleo was clearly well-cared for, happy, and even relaxed when I picked her up. Ashya went above and beyond to make sure Cleo got her required exercise, and felt comfortable and loved throughout the stay. The professionalism, attention to detail and love for animals really shone through in everything Ashya did. I highly recommend Ashya for anyone looking for a reliable, communicative, and caring dog sitter. I will definitely be booking with her again! Thank you so much Ashya for making my dog’s stay so easy and wonderful 🩷”


Beth & Edward B.Star Sitter

“We had a great experience leaving our 14 year old rat terrier with Beth. She sent me many pictures, which eased my worry. I will definitely use her again!”


Wendy N.Star Sitter

“Wendy was awesome with Grace and showed her lots of love! Grace seemed to enjoy coming back to Wendy's home after our first meeting to play with the other dogs in Wendy's fantastic fenced in yard where Grace could run to her heart's content! Wendy is very knowledgeable about dogs and shared some great training tips. She is very personable and accommodating and sent photos & videos. I highly recommend Wendy! We are going to use her again for a 16 day stay.”


Natalia B.Star Sitter

“I felt very at ease leaving my dog with Natalia. She gave me daily updates and pictures and I felt as though her family treated Lola as their own. I did not have to worry at all about Lola while I was away. Thank you Natalia!”


Daniel & Rachel M.Star Sitter

“Daniel and Rachel are always so accommodating and sends us many photos and videos of our Yote playing. He's always so happy to visit and pooped when we bring him home.”


Taylor R.Star Sitter

“Walter loved his stay with Taylor & Chad. He had puppy friends to play with and was treated like family. I highly recommend Taylor and will be using her again. While he's happy to be back home, he misses Taylor and all the new friends he made at her house.”


Leslie M.Star Sitter

“It was our first time with Leslie and Daisy looked right at home. Daisy made herself at home. Leslie was awesome with pictures and videos. We will be using Leslie for a week very soon.”


Karma S.
Star Sitter


“This is our 3rd time using Karma and our experience has been wonderful every time! Murphy is always so excited when being dropped off and is always happy when he is picked up! I’d recommend her to anyone”


Brandon C.Star Sitter

“Took wonderful care of my girl on her first time spending the night away from home. Brandon is very helpful and easy to communicate with. Will definitely send my dog back anytime for a fun playdate or overnight.”


Kaitlynn M.Star Sitter

“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!”


Susan P.Star Sitter

“Susan was an awesome sitter for my dog. My husband and I felt very comfortable leaving our dog with her for a couple of days. She kept us updated throughout the day with pics and conversation. We’re so happy to have found her.”


Austin W.Star Sitter

“Nova had a great time staying with Austin. Austin provided updates twice a day and at least one photo a day. He responded quickly and had great communication before and during Nova's stay. We would absolutely book with Austin again in the future.”


Peaches P.

“Peaches is the best there is! She cares our dog like her own. Boise loves spending time with Peaches and her dogs. She provides frequent updates with pictures and videos. I feel so lucky to be able to have Boise under her care. Thank you Peaches!!”


Lydia & Kieran D.

“Wonderful sitters! Went above and beyond to make sure our diabetic pet was well taken care of, and they communicated throughout the sitting. Will definitely use again and highly recommend.”


Marilyn H.Star Sitter

“Marilyn was amazing in caring for our Coco, she kept us updated and included pictures. She gave Coco all the love and cuddling she needed. Will definitely rebook again! Thanks Again Marilyn!??”
Over 51 pet parents in Chesterland have booked dog boarding
Chesterland dog parents share their Rover experiences
Sheila & Joe took great care of Dixie. We didn’t want to leave Dixie at a kennel and have her in her crate too much. Sheila and Joe took care of Dixie like she was their own. Dixie came home very happy and I’m sure will be excited to see them again. Highly recommend Sheila and Joe

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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 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 Aug 2025, 488 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, 91% 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 12 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 488 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, 98% 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.
