Pet Boarding Chesterland
Find a loving Chesterland pet sitter to watch your cat or dog overnight at your sitter’s home.

Over 6 pet parents in Chesterland have booked pet boarding
Chesterland, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We were very pleased with the care given to our two dogs during our 7 day trip. Anna was great to keep us informed daily, text back quickly and stay on top of things. For the first time in many years, we actually had a relaxed vacation. We certainly will plan on using Anna again in the future.”

“Daniel and Rachel were absolutely incredible Rover hosts! We boarded our energetic beagle with them for 11 days, and we couldn’t have asked for better care. From day one, they made us feel completely at ease with regular updates and daily pictures that showed just how happy and well cared for our pup was. They clearly went above and beyond—making sure she had plenty of playtime, consistent walks, and lots of attention to match her high energy. It was obvious she was having a great time and getting the engagement she needs. We’re so grateful for the love and care they gave her while we were away. I would highly recommend Daniel and Rachel to anyone looking for reliable, attentive, and genuinely caring hosts. We would definitely book with them again!”

“Stacie and Doug took such great care of my chihuahua Luna while she stayed with them for a long weekend! They sent me an update daily. Luna can be timid especially in new situations, but after one visit/meet and greet she seemed comfortable there.”

“Hayley was so easy to work with and took great care of our dog! She provided plenty of updates and pictures throughout the stay! Our dog and hers got along perfectly. We will absolutely be using Hayley's services again in the future!”

“When my girls are with Katie I know they are safe, happy, and healthy! They play and cuddle like true champions. I’m so pleased with Katie. Couldn’t be more thankful!”

“Mike was fantastic. He took great care of our dog while we were out of the country. He sent us photo updates throughout the stay. His backyard is fully fenced in and beautiful. And Pickle and Burt were very welcoming to Theo. We will book Mike again when we need a sitter. Highly recommend”

“Austin is a great, reliable source for your dog sitting needs! We left our dog Boone in Austin’s care last week and we received daily updates and pictures from Austin, keeping us fully comfortable and happy with the experience! Highly recommend Austin and we will for sure be repeat customers.”

“Karin did an awesome job, our communication was frequently, she understands what a dog mom needs. She sent me updates, photos and details. She take care of Noah like if was her own. She made me feel secure to be away from him. Ill recommend her 100%.”

“Lorie is terrific! The dogs were well cared for and safe in her home and fenced yard. We felt welcomed upon arrival and the dogs were ready for us with their things packed for departure.”

About: We have each had dogs our entire lives. We currently have husky who is 1 1/2 years old and a 2 year old mini Australian Shepherd. They are both rescues. They are playful and enjoy being around other dogs. Free for plenty of walks and playtime during the day. I work from home with a very flexible schedule and will be able to keep a good eye on your dog. We have a pet friendly home inside and out. Our yard is fenced in. We have dog toys and balls all over. The dogs get plenty of exercise throughout the day.
“Takia to the rescue, i didn’t want to leave my Dog home for the Christmas Holiday and found out that she was available. I was so happy that my furbaby was able to stay with her where he receives lots of love. I always appreciate her services 💙”

“Flora was amazing as always with our fur baby! She gave her plenty of walks, even in the cold and snow, and welcomed Luna as a part of her family for the week they spent together. 10/10, we will definitely be asking Flora to watch her again!!”

“Kaitlynn was awesome. She touched base with me daily with updates and pictures of Bailey. She was accommodating to Bailey and her needs. I will definitely book with Kaitlynn again.”

“Sarah took phenomenal care of our senior dog who has multiple health concerns. I felt very comfortable leaving him in her care. Sarah has jumped to the top of our list of sitters.”


“Amazing dog sitter, would highly recommend. You can really tell that she and her husband care and love the dogs so much. So glad and reassured that Miso was in their hands for a week and had so much fun. Would book again for future trips!”

“Jason gave us so much peace of mind while we were away for the weekend! Regular updates and photos of our dog and was super flexible when our pickup time was changed. I was so happy when I read that he volunteers at his local animal shelter because that really shows how much he cares for dogs & that he can handle all types of dogs!”

About: I have a variety of pet experience. Most notably with dogs, I have fostered over 13 dogs in the last several years through Kane's Mission. I am sure to give your dog personalized attention and love and care they deserve! We live in a great walkable community in Shaker Heights. We are happy to take your dog on walks and visits to the park, so they can have a nice vacation too! I can currently adapt to most pet care schedules. I have a flexible schedule from home, and I am here to offer a seamless transition. I have fenced in yard with room to romp around, and I am located in a great walking community with a park nearby. I can also come to you reliably to let your dog out and given home play, social, and exercise time.
The median cost per night for pet boarding in Chesterland is $45
Pet parents share their Rover experiences - Chesterland
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer pet boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Chesterland sitters!Sitters in Chesterland average 12 repeat pet boarding clients
FAQs for Boarding - Chesterland
Frequently asked questions about Rover
The average cost for Pet Boarding in Chesterland on Rover is $26.75 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .
There are 766 sitters on Rover for Pet Boarding in Chesterland. About 94% of Chesterland sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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 pet, 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.
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 .
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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.




