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.
“I am so pleased with my dog sitting experience with Karin! We were really comfortable during the meet and greet. Karin took the time to ask questions about Sonnie, and Sonnie and Chubb interacted and played like they had already met. This was my first time leaving Sonnie with her, and 2 minutes after I left she sent me a note and picture, putting me at ease immediately. She communicated and sent pictures a few times a day. She goes above and beyond and I will definitely use her services again (if/when she is available)!”
“Anna was wonderful with my pup and is just a special person who loves animals. Her home was amazing and is perfect for any dog. The backyard was a special treat for sure for my Chip. I cannot recommend Anna and her home enough. I knew my dog was very well taken care of and in great hands. Excellent communication as well. Thank you Anna and Gabe too 😘 ❤️”
“Brendan & Sarah were absolutely fabulous! They treated my pup like their own and sent me updates and pictures…i am so sad I found them at the end of my time in Cleveland because i definitely would have been using them regularly!”
“10/10 recommend. Cliff and his wife watched my dog while I was out of town, and when I came back to get her, she was all smiles. I can tell she genuinely loved staying there (not always the case at other sitters btw!) The home is large with a fenced in back yard and toys for the dogs to play in. My dog required solo playtime, as she doesn’t always get along with other dogs, and they were very accommodating. I will be booking future stays with them!”
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.
“Summer was amazing with my dog! She definitely cared for him like he was her own. She sent lots of pictures and videos showing what a good time he was having! I would definitely recommend her! Will definitely book with her for my upcoming summer vacation!”
“Colleen is a WONDERFUL pet sitter! She treated our bestest boy like royalty during his stay. We knew he was well loved and cared for while we were out of town. I would absolutely book with Colleen again in the future!”
“I'm so happy with the care Kyle provided for Charlie. They treated Charlie like their own, keeping us updated with daily photos and cute messages. We came home to a happy, tired, and well-cared-for dog. We will absolutely be booking with him again!"”
“Lorie took great care of our senior dog who has lots of medical needs. She is warm and compassionate and clearly loves all of the doggies as her own. She sent us regular updates and pictures while we were away. We felt like our dog was in better care with Lorie than when we have boarded him at the vet - and he was definitely more comfortable with a home environment. Thank you, Lorie!”
“Karma took care of our pup on New Years Day with short notice. She made sure Buffy got plenty of exercise and stimulation and was patient with her when she escaped the room she was supposed to be in. We will definitely be bringing Buffy back when we need a sitter”
“There are not enough words to describe how wonderful Rachel is! We left our 1 year old dog, Nellie, with her for 10 days and had the best experience! We kept joking that Nellie isn’t going to want to leave when we pick her up! Will 100% be using Rachel again!”
“Wendy was amazing with our challenging pandemic puppy. She is excellent with the dogs and I really appreciated the robust communication. I knew my dog was in great hands.”
About: I truly love animals, my favorite being dogs. i am with dogs every day all day.I have lots of experience with raising puppies and caring for dogs of many sizes and temperaments. I have owned snakes, lizards, turtles, fish;etc. so I also have experience with small animal care along with house sitting. Though I am not certified I train dogs for fun. (Basic obedience & tricks) I have even been told by a professional that I am really good at training dogs. I am a certified dog groomer. Some may say that I am a great bather and my grooms are neat. After working at an animal hospital for 2yrs I know a thing or two about pet care & what to do in an emergency so no worries your pets are completely safe in my care. Pet care is my life from the time that i wake up from the time i lay my head. i can do this in my sleep. (: in my home every dog is given the same amount of love. i do not have a fenced in yard however i take leash safety very seriously. we walk daily and i have never had a dog escape. i have tie out long enough to go where they'd like within the safe zone. we also have play time within my spacious finished basement that also has a fully stocked mini grooming salon on the opposite side. as far as drop ins in the clients home whatever care sheet you provide is what will be followed to the T.
“Angela was an absolutely fantastic sitter for our dog! From the moment we met her, we could tell she genuinely cares about animals. She was attentive, responsible, and kept us updated with daily photos and messages, which gave us much peace of mind while we were away. Our dog was happy and well cared for when we returned. Angela followed all of our instructions perfectly, including feeding instructions and walks. We will definitely be booking her again and highly recommend her to anyone looking for a trustworthy sitter!”
“LeAndra was very communicative throughout the trip and took the time to share pictures and updates that put our mind at ease. She walked Hermione and made sure she felt loved even through the 4th of July fireworks. Would absolutely book again.”
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
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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.
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