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: Patricia & Paul S.
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Patricia & Paul S.
from
$50
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
40 years of experience
Willoughby, OH, 44094

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!

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Carol W.
Sitter Profile Image: Flora M.
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Flora M.
Star Sitter
from
$53
per night
5.0 out of 5 stars
49 reviews
11 repeat clients
12 years of experience
Mayfield Heights, OH, 44124

Flora was the loveliest to me and Carter. From the initial meeting she was so kind, gentle, attentive, and understanding with Carter. She wanted to know the details of his personality and the activities he likes. She left me detailed notes of how their day and evening went and sent professional like photos. She loves walking so I knew Carter would be well exercised, even in the colder weather (which Carter loves). Thank you for the wonderful care!

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Jaculine Y.
Sitter Profile Image: Wimonsiri M.
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Wimonsiri M.
from
$30
per night
15 years of experience
Lyndhurst, OH, 44124

About: I’ve loved and cared for dogs since I was a child, and they have always been a very special part of my life. Back home in Thailand, I have four dogs who are truly part of my family. I cared for them from when they were little puppies through their senior years before I moved to the U.S. to study.🫶🏻 . I usually start my day around 7:30 AM, and one of the first things I’ll do is take your pup outside for a morning walk. On Mondays and Wednesdays, I have class for about three hours from 9am -12pm. After class, I’m available until around 4:00 PM, when I leave for my part-time job and get home around 8pm. On Tuesday, Thursday and Friday, I go to work from 11-2pm & 4:30-8pm. I do get a break from 2:30-4, so I’ll be able to come let your pup out for a potty break on those days & I’ll also be able to walk and play if weather permits. I’m off on Saturday & sundays 🏡 My Home & Safety I have a spacious home with a large, fully fenced yard, giving your pup plenty of room to play, explore, and enjoy time outside safely. My neighborhood is peaceful and dog-friendly, with many families, children, and dogs around, making it a great environment for walks and outdoor time. Your dog’s safety and comfort are very important to me. I want every pup staying with me to feel safe, relaxed, and loved — just like they’re at home. 🐶❤️ To keep my home and neighborhood safe and comfortable for everyone, I currently accept dogs who are: 💉 Up to date on vaccinations 🏠 House-trained 🐾 Spayed or neutered 🚨 Please let me know if your dog has any allergies, health concerns, or special needs I should know about. 🐶🤎

Sitter Profile Image: Susan P.
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Susan P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
126 reviews
32 repeat clients
35 years of experience
University Heights, OH, 44118

We had never left Kona overnight before...but she was so comfortable with Susan! And, Susan is an amazing photographer, as well. I absolutely loved getting all the photos! Thank you, Susan, for loving our Kona so much!

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Heide A.
Sitter Profile Image: Stephanie F.
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Stephanie F.
Star Sitter
from
$35
per night
4.9 out of 5 stars
78 reviews
36 repeat clients
13 years of experience
Parma, OH, 44134

Stephanie kept us updated on Karma regularly, and that put us at ease. She was quick to communicate when Karma had blood in his stools. Thank you Stephanie for taking care of Karma for 2 weeks!!

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Shanthi S.
Sitter Profile Image: Kaitlynn M.
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Kaitlynn M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
75 reviews
29 repeat clients
27 years of experience
Euclid, OH, 44117

Our boi had a great time at Kailyn’s house. She sent pictures and they showed a big happy boi being spoiled. Excellent experience, will definitely use her again!

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Jon P.
Sitter Profile Image: Stacie & Doug R.
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Stacie & Doug R.
Star Sitter
from
$48
per night
5.0 out of 5 stars
80 reviews
41 repeat clients
35 years of experience
Lakewood, OH, 44107

Stacie and Doug are the best! They treated our Westie like the Queen that she is and sent us notes so we could remain connected. We met in advance of our booking to get to know each other and they were very kind when I had some last minute changes to our agenda. Our pup got along very well with their pup and we would recommend them for your pup as well!

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Tracy M.
Sitter Profile Image: Leeshand S.
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Leeshand S.
from
$33
per night
5.0 out of 5 stars
63 reviews
21 repeat clients
36 years of experience
Willoughby, OH, 44094

Leeshand was super kind and friendly to both me and LeBron! She took really good care of him and even sent daily pictures and updates so I knew he was doing well. 5/5

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Mia C.
Sitter Profile Image: Colleen W.
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Colleen W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
35 reviews
13 repeat clients
15 years of experience
Cleveland Heights, OH, 44121

Colleen was great, and accommodating of a last minute request for sitting. I received daily updates with photos, and my dog seemed very happy. No issues noted, and will definitely use her again - on a monthly basis if possible!

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Arjan F.
Sitter Profile Image: Austin W.
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Austin W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
194 reviews
73 repeat clients
10 years of experience
Lyndhurst, OH, 44124

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.

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Sarah S.
Sitter Profile Image: Jenna F.
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Jenna F.
from
$45
per night
4.9 out of 5 stars
16 reviews
5 repeat clients
16 years of experience
Tremont, Cleveland, OH, 44113

Jenna was so awesome!! Very communicative and responsive with scheduling, sent lots of pics and updates throughout each day, had a beautiful and safe home for my dog to play and relax. He even came home with a new toy!! Absolutely would recommend.

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Kelsey P.
Sitter Profile Image: Karin P.
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Karin P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
133 reviews
47 repeat clients
10 years of experience
Middleburg Heights, OH, 44130

Karin and Ryan are great with my boy, benji. It was his second stay and he likes it at thier house. They are great dog sitters. I FEEL COMFORTABLE LEAVING BENJI THERE!!!! Jerry

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Jerry D.
Sitter Profile Image: Brittany H.
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Brittany H.
from
$46
per night
4.7 out of 5 stars
11 reviews
10 years of experience
Glenville, Cleveland, OH, 44108

Thank you Brittany for caring for our girl while we were on vacation.She was so relaxed and calm when we returned gave us piece of mind to see the picture of her relaxing with your family. "The Fleshman Family "

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Lynnette F.
Sitter Profile Image: Karma S.
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Karma S.
from
$50
per night
5.0 out of 5 stars
377 reviews
142 repeat clients
15 years of experience
Chagrin Falls, OH, 44023

Karma was great with our dog! She sent a lot of pictures/videos and even took care of him after he hurt himself. I’m very comfortable having her watch our dog in the future

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Lindsay G.
Sitter Profile Image: Mike T.
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Mike T.
Star Sitter
from
$60
per night
5.0 out of 5 stars
64 reviews
17 repeat clients
10 years of experience
Mayfield Village, OH, 44143

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

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Andrew W.
Sitter Profile Image: Kristen P.
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Kristen P.
Star Sitter
from
$25
per night
4.9 out of 5 stars
23 reviews
4 repeat clients
15 years of experience
Stow, OH, 44224

I had a great experience boarding my dog (Bowser). Kristen was friendly, caring, and professional, and it was clear that she genuinely loves animals. I felt comfortable knowing Bowser was in good hands while I was away. Bowser was well cared for, happy, and healthy when I picked him up. Her home was clean and well maintained. Kristen sent me daily updates and pics. I can tell she took the time to make sure Bowser was comfortable and received the attention he needed. I truly appreciate the peace of mind Kristen gave me while I was away. I would definitely recommend her to anyone looking for a safe, caring, reliable and affordable place to board their furry family member. We will definitely be back! 🐾❤️

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Cheryl D.
Sitter Profile Image: Megan V.
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Megan V.
from
$35
per night
5 years of experience
Cleveland Heights, OH, 44118

About: Hi! I’m a lifelong dog lover and proud dog mom to Baker, our 5-year-old adopted coonhound. He’s such a big part of my life that he even inspired me to write and publish a children’s book about him, Learning to Count with Baker the Dog! Having Baker has given me years of firsthand experience with the responsibility, attention, patience, and love that go into caring for a dog. My husband and I also regularly help care for our sister-in-law’s two dogs when she’s away, sometimes having them stay with us for several days at a time. We also love helping our friends by watching their dogs in our home when they need a sitter. I know how important it is to feel completely comfortable with the person caring for your pet. Whether your dog is staying with me, needs a walk, or just needs some extra attention and company, I’ll treat them with the same care and affection I give Baker. I’m happy to follow your dog’s normal routine, including feeding schedules, walks, playtime, medications, or other instructions you provide. I also understand that every dog has their own personality, and I’ll take the time to learn what makes yours feel comfortable and happy. You can expect dependable care, great communication, plenty of updates and photos, and lots of attention for your pup. I’d love to meet you and your dog and help give you peace of mind while you’re away! I work fully remote from home, which gives me a lot of flexibility throughout the day and makes pet care fit very naturally into my routine. I’m able to be present for regular walks, potty breaks, feeding times, playtime, and plenty of attention throughout the day rather than leaving a dog alone for long stretches. Because my schedule is flexible, I can also adjust around each dog’s normal routine and specific needs. Whether your pup is staying with me, needs a daytime visit, or just benefits from some extra company and attention, I’m able to make their care a consistent part of my day. When caring for pets in my home, I do my best to make them feel comfortable, safe, and part of the family. Since I work remotely, I’m able to be home with them throughout much of the day for regular potty breaks, walks, feeding, playtime, and plenty of attention. I also make sure to follow each pet’s normal routine as closely as possible and will learn about their personality, preferences, and any special instructions before their stay. Because we have our own dog, Baker, I prefer to do a meet-and-greet before boarding whenever possible so we can make sure the dogs are comfortable together. When caring for pets in a client’s home, I’m respectful of both their home and their pet’s established routine. I’ll follow all instructions for feeding, walks, medications, playtime, and any other care needs, while making sure their pet receives plenty of attention and companionship. For either type of care, communication is very important to me. I’m happy to provide regular updates and photos so you can feel confident that your pet is happy and well cared for while you’re away.

Sitter Profile Image: Sherry P.
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Sherry P.
from
$30
per night
25 years of experience
Euclid, OH, 44132

About: I have been caring for animals since I was a kid. I have experience with large breed dogs GSD GSP Cats reptiles birds fish turtles frogs etc love animals raise chickens ducks and quail everyone special 😍😍 Currently at home full time deciding what I would like to do for my retirement years and taking care of animals would be wonderful 😍 I have a fenced in back yard they can free roam my home and lay on the couch if they would like I will talk to them all day long because they enjoy it and so do I

Sitter Profile Image: Amanda S.
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Amanda S.
from
$40
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
20 years of experience
Huntsburg, OH, 44046

Amanda and Aaron did an amazing job of taking care of our two dogs while we were away on vacation. We received daily photos and corespondents on how they were doing and we felt completely comfortable while they were in their care. You can tell they are true dog people. I would recommend Amanda to anyone who is looking for quality dog care.

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Donna P.
Sitter Profile Image: Brina J.
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Brina J.
from
$38
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
5 years of experience
Lyndhurst, OH, 44143

Bri I wanna thank you so much for your boarding service! You are God sent. You loved on my baby, kept me informed, sent pictures and treated him like your own. You took great care of my Brawny! I am looking forward to booking with you again! I appreciate you!!!

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Erika J.
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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.
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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 for Pet Boarding in Chesterland on Rover is $26.75 per night (as of September 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 739 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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