Pet Boarding Chesterland

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

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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.

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Sitter Profile Image: Swetha A.
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Swetha A.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 232 reviews
66 repeat clients
7 years of experience
North Royalton, OH, 44133

“Swetha and her family were so wonderful and took such good care of our dog, Grover! She sent us lots of photos and videos and went above and beyond to make sure he was happy and felt at home while we were away. He loved playing with their dog, Tucker and came back tired and happy from all of the fun. It was our first time using Rover, and Swetha made it such a great experience! We would definitely use her again for boarding and absolutely recommend her if you’re looking for a reliable dog sitter you can trust.”

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Corrina W.
Sitter Profile Image: Jacob & Lisa T.
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Jacob & Lisa T.
from
$60
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
25 years of experience
Eastlake, OH, 44095

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.

Sitter Profile Image: Steven B.
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Steven B.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
10 years of experience
Painesville, OH, 44077

“Steven was wonderful with our 2 year old doodle mix. He is a good communicator and a thoughtful caretaker for your pet. We will be happy to have Steven watch our her any time!”

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Renee S.
Sitter Profile Image: Angela G.
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Angela G.
from
$55
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
16 years of experience
Cleveland Heights, OH, 44118

“Angela is amazing and did a great job keeping us updated on our pup! We knew he was in great hands. So appreciated her communication. Our dog did great with her pup!”

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Becca S.
Sitter Profile Image: Dejaun H.
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Dejaun H.
from
$60
per night
5.0 out of 5 stars
• 16 reviews
3 years of experience
Buckeye Shaker, Cleveland, OH, 44120

“I had such a great experience with Dejuan! He made me feel comfortable from the beginning by allowing me to come over for a meet-and-greet before Kane’s stay. Throughout his time with Kane, he consistently sent pictures, videos, and updates without me even having to ask. I really appreciated his communication and attention to detail. Kane came home happy and well taken care of, which means everything to me! I would absolutely book with him again and highly recommend him to anyone looking for someone trustworthy to care for their fur baby!”

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Ollivia F.
Sitter Profile Image: Kimberly M.
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Kimberly M.
from
$30
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
20 years of experience
Cuyahoga Falls, OH, 44221

“Kim is so wonderful! My dog is young and gets food aggressive with other animals, but she handled it great and was very accommodating to her needs. Her two dogs are so sweet and her home is a great environment for my dog. My dog seemed very comfortable and loved. I received plenty of pictures (which I adore). I would highly recommend Kim to care for your pup!”

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Prachi S.
Sitter Profile Image: Kelsey K.
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Kelsey K.
from
$55
per night
5.0 out of 5 stars
• 38 reviews
15 repeat clients
20 years of experience
Mentor, OH, 44060

“We have a 12 week golden doodle puppy (Oakley) and had to leave him for the first time for a baseball tournament. Oakley had a blast playing with Kelsey’s dog, along with many outdoor adventures. We were nervous leaving him for the first time and she updated us frequently. We will 100% use her services again and highly recommend her!!”

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Kristy G.
Sitter Profile Image: Jessica K.
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Jessica K.
from
$55
per night
20 years of experience
Willoughby, OH, 44094

About: Lifelong dog lover with 20 plus years of hands on experience. I’ve raised my own dogs from puppyhood through their golden years and cared for friends’ and family’s dogs of all ages,Breeds, sizes, and personalities. Since I work from home full time, your pup gets steady companionship and plenty of love throughout the day. I treat every dog like my own, providing you with regular updates so you always feel connected and reassured. I work from home, so I am available for flexible drop off and pick up times, as well as frequent potty breaks throughout the day For everyone’s comfort and safety, including my own, I am only able to accept one booking at a time. I may accept multiple dogs if they are from the same booking.

Sitter Profile Image: Cordelia E.
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Cordelia E.
from
$32
per night
5.0 out of 5 stars
• 84 reviews
29 repeat clients
15 years of experience
Cleveland Heights, OH, 44118

“Cordelia was a great sitter for my cat Pandan for 6 days. She was very accommodating on our visit and flexible with drop off and pick ups. Based on all the photos she sent, he seemed like he enjoyed his time there. I would definitely book again.”

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Andrew D.
Sitter Profile Image: Isabel T.
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Isabel T.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
Cleveland Heights, OH, 44121

About: I have taken care of dogs and cats since l was 10, with friends, family, and neighbors asking for pet care since l remember. I always enjoy spending time with furry loved ones. I care for two of my own dogs so it’s an everyday routine for me to care and check in on them when I do have to leave the house. I don’t have a job that requires me to be on site all the time so it’s perfect for my dogs schedule now that I have more time to be around them. At home I watch my dogs everyday, they are well trained so I don’t have to be super vigilant on them because I know them won’t leave the yard. They are fed twice a day and I try to walk them everyday. As for a clients home it depends on their schedule and how they care for their dog, but whatever their dogs needs are I will provide the service of fulfilling it.

Sitter Profile Image: Yuexin L.
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Yuexin L.
from
$45
per night
5.0 out of 5 stars
• 1 review
6 years of experience
Beachwood, OH, 44122

“Yuexin is awesome! She took really care of Lola. Lola looked very happy at her place. I highly recommend her to everyone!”

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Ying A.
Sitter Profile Image: Jennifer E.
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Jennifer E.
from
$30
per night
5.0 out of 5 stars
• 69 reviews
22 repeat clients
8 years of experience
Jefferson, Cleveland, OH, 44111

“Jennifer watched our dog for a week while we were away on a family vacation. I was confident Ozzy was in good hands and enjoying his time there. Jennifer sent updates and photos every day. We will definitely return when a sitter is needed in the future.”

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Amber R.
Sitter Profile Image: Shannon & Robert M.
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Shannon & Robert M.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
20 years of experience
Rocky River, OH, 44116

“We had such a great experience boarding our dog with Shannon and Robert. They made it easy from the start! You can tell that this is a family of dog-lovers, which brings so much comfort when leaving your baby behind. They updated us daily with pictures and tidbits on how the stay was going. Their home is calm, clean, and comfortable. We're so grateful for the love and care they gave our boy while we were away. We look forward to becoming a repeat customer & I will recommend Shannon and Robert to any and all friends in the future!”

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Kevin C.
Sitter Profile Image: Rachel A.
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Rachel A.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 93 reviews
35 repeat clients
28 years of experience
Parma Heights, OH, 44130

“Rachel was flexible about pick up/drop off times and very easy to get in touch with over the weekend. She sent pictures and updates throughout the stay. Zeke was happy and tired (probably from all the puppy play time he had this weekend!) when I picked him up. I will definitely use Rachel again in the future!”

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Bridget S.
Sitter Profile Image: Nicole D.
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Nicole D.
from
$45
per night
5.0 out of 5 stars
• 7 reviews
25 years of experience
Lakewood, OH, 44107

“Nicole was great! She communicated clearly & gave good photo updates along the way. Winnie really enjoyed her long weekend at Nicole's!”

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Karin R.
Sitter Profile Image: Sandra L.
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Sandra L.
from
$75
per night
5.0 out of 5 stars
• 19 reviews
1 repeat client
35 years of experience
Newbury, OH, 44065

“Sandra was wonderful! She took in our dogs for boarding while we were away in Ohio on a family vacation, even without a meet and greet beforehand. She made the process super easy and stress-free. Our dogs were well cared for, and we felt comfortable knowing they were in good hands. We really appreciate her flexibility and care. Highly recommend!”

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Brian A.
Sitter Profile Image: Sandra S.
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Sandra S.
from
$48
per night
5.0 out of 5 stars
• 223 reviews
108 repeat clients
30 years of experience
Lyndhurst, OH, 44124

“WOW Wow Wow how lucky was I too find Sandra. She is fantastic. I missed Dundee but did not worry for one minute that he was not getting the attention and care I would provide myself. She is such a sweetheart a real dog lover and it shows in the care she gives you pet. I will definitely be booking with her again.”

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Helena C.
Sitter Profile Image: Taya H.
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Taya H.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
Euclid, OH, 44123

“Taya was amazing caring for my Sinbad. She updated on how he was doing, sent pics and very responsive when checking in. I will be returning again and highly recommend.”

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Deonna T.
Sitter Profile Image: Archna P.
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Archna P.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 184 reviews
68 repeat clients
7 years of experience
North Royalton, OH, 44133

“Archna kept our two large dogs for us while we were on a long weekend trip. She was wonderful - you can tell she really loves dogs. She was flexible with drop off/pickup times, and provided daily updates with photos. Our babies came home tired, and everyone knows a tired pup is a happy pup. We would definitely use her again next time we need them boarded.”

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Raelyn I.
Sitter Profile Image: Carol P.
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Carol P.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
40 years of experience
Reminderville, OH, 44202

“Carol was easy to work with and Zelda seemed happy! Thank you Carol”

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Varin A.
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The median cost per night for pet boarding in Chesterland is $45

Pet parents share their Rover experiences - Chesterland

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5.0 out of 5 stars

I felt very comfortable leaving my dog with Hannah. She administered her medication and took very good care of my dog. She updated us with pictures and my dog looked very happy. I would recommend Hannah and would use her again!

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Michelle W.
Boarding
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  • 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.

How to book pet boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet boarding - Chesterland

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Sitters in Chesterland average 12
repeat pet boarding clients

FAQs for Pet Boarding - Chesterland

Frequently asked questions about Rover

The average cost of Pet Boarding in Chesterland is $27 per night as of October 2026. Most bookings cost between $27 and $49 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 733 sitters on Rover for Pet Boarding in Chesterland. About 93% 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 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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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 .

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.

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, means our team will work with you to find a suitable replacement as quickly as possible.

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