Pet Boarding in Chesterland

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

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Top rated Chesterland pet boarders

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: Melissa & Mathew G.
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Melissa & Mathew G.
from
$38
per night
5.0 out of 5 stars
2 reviews
1 repeat client
37 years of experience
Mentor, OH, 44060

They helped me out TONS by watching my Shih Tzu for about 6 days. I’ve never used Rover before, so I was a little hesitant at first. Everything went smooth and they were flexible on drop off & pickup times since we drove all day. My dog seemed extremely comfortable @ pickup and we got several pics throughout the week! I would definitely book with them again.

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Aaron C.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
62 reviews
17 repeat clients
20 years of experience
Willoughby Hills, OH, 44094

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!

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Amanda R.
Sitter Profile Image: Melanie S.
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Melanie S.
from
$27
per night
5.0 out of 5 stars
21 reviews
2 repeat clients
30 years of experience
Mentor, OH, 44060

Melanie was great taking care of our little Charlie. She gave him lots of attention and he really enjoyed being at her home. She also gave us updates on how he was doing.

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Carol L.
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
78 reviews
41 repeat clients
35 years of experience
Lakewood, OH, 44107

Stacie and Doug are great with my pug Homer and it makes me feel better dropping him off that they will take care of him and love him just like I do while I am gone!

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

Kaitlynn you as great with Noland. I could tell she took great care of him because he was very happy when I got him back. She is very accommodating. She sent lots of pics and updates. Thank you again!

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Clifton H.
Sitter Profile Image: Mike T.
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Mike T.
Star Sitter
from
$60
per night
4.9 out of 5 stars
59 reviews
16 repeat clients
10 years of experience
Mayfield Village, OH, 44143

Wonderful place for Ben to reside while I am gone. They are a caring couple who take excellent care of my dog. He is always eager to come for a stay, like leaving your kid at summer camp. I would recommend Mike and his wife as a great place to board your dog.

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Bobbi M.
Sitter Profile Image: Austin W.
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Austin W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
186 reviews
70 repeat clients
10 years of experience
Lyndhurst, OH, 44124

Austin was available on very short notice and answered very quickly. He took excellent care of my dog and gave him plenty of outside time. We will be using him again in the future for sure!

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Michael B.
Sitter Profile Image: Karma S.
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Karma S.
from
$50
per night
5.0 out of 5 stars
340 reviews
127 repeat clients
15 years of experience
Chagrin Falls, OH, 44023

Karma was great! She provided updates on our pup and answered all our questions. I felt very secure leaving our dog in her care and appreciate her attention and love.

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Alexa E.
Sitter Profile Image: Roselie & Kevin L.
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Roselie & Kevin L.
from
$35
per night
5.0 out of 5 stars
591 reviews
246 repeat clients
15 years of experience
Brook Park, OH, 44142

Roselie and Kevin did a great sitting job again! And they truly helped my wife and I by being available late notice, along with their flexibility and understanding. Saylor just 💕 staying with them.

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Steve F.
Sitter Profile Image: Lorie T.
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Lorie T.
from
$43
per night
4.9 out of 5 stars
12 reviews
5 repeat clients
25 years of experience
Oakwood Village, OH, 44146

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.

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Jim M.
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: Karin P.
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Karin P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
121 reviews
44 repeat clients
10 years of experience
Middleburg Heights, OH, 44130

Karin is committed to the well being and healthcare of my Dog. I appreciate all efforts to make things work. She was flexible and has great communication

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

Jenna has been amazing, she took good care of Sparkie and send me pictures often. Definitely recommend her to small dog owners for a sleep over!

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Anran L.
Sitter Profile Image: Ivette N.
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Ivette N.
from
$55
per night
1 repeat client
20 years of experience
University District, South Euclid, OH, 44121

About: My name is Ivette and I currently study at Case. My husband is a USPS mail carrier and I work from home. Currently, I have one dog and two rescue cats🐾. During the pandemic, I spent a significant amount of time with my pets indoors where I had the opportunity to take care of two litters that my dogs had. I learned many skills during that time. With age, my dog became a senior dog and had to take oral medication so I am used to giving oral/topical medication to pets. I have been living in the Cleveland area since 2019 but I am originally from Texas. My current home has a fenced back yard and a good route for walks. If you have any questions please feel free to reach out.

Sitter Profile Image: Shermont'e P.
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Shermont'e P.
from
$40
per night
4.9 out of 5 stars
17 reviews
5 repeat clients
7 years of experience
Hough, South Euclid, OH, 44121

My cat had a wonderful time with Shermont’e!! He was very attentive to her needs and she was relaxed and happy when I came back from my trip.

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Morgan G.
Sitter Profile Image: Brittany H.
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Brittany H.
from
$38
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Glenville, Cleveland, OH, 44108

Brittany was very welcoming and communicated with pictures and updates on how Auggie was doing. He had a beautiful cow stay!

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Janet V.
Sitter Profile Image: Stephanie F.
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Stephanie F.
Star Sitter
from
$30
per night
4.9 out of 5 stars
73 reviews
28 repeat clients
13 years of experience
Parma, OH, 44134

Stephanie was great with my boys! They came home clean and happy. She was very accommodating and communicative. I would recommend her and will definitely use her again!

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Allison S.
Sitter Profile Image: Chelsea C.
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Chelsea C.
from
$30
per night
5.0 out of 5 stars
7 reviews
1 repeat client
6 years of experience
Parma, OH, 44129

We had a great experience with Chelsea! She was very friendly, easy to communicate with, and took wonderful care of our dog while we were away. We appreciated the updates and could tell our pup was happy and well cared for. It gave us peace of mind knowing our dog was in good hands. We would definitely book with her again and highly recommend her to anyone looking for a reliable and caring sitter!

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Jessie B.
Sitter Profile Image: Aaliyah S.
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Aaliyah S.
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Detroit Shoreway, Garfield Heights, OH, 44125

Thank you for the tender care you took of our girl. Because of caring ppl such as yourself families can take the trip when they are unable to take their fur babies an have peace of mind about the care their babies are receiving....You Rock ! Thank you!!!

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Lynnette F.
Sitter Profile Image: Takia B.
Verified Enhanced Background Check
Takia B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
28 reviews
12 repeat clients
4 years of experience
Lee Miles, Cleveland, OH, 44128

Takia was amazing taking care of our dogs. She communicated with us throughout our trip and sent lots of pictures. Our dogs were loved and cared for 100%. We'll definitely be reaching out to her again for our next vacation.

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Erin J.
1 / 1
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Over 6
pet parents in Chesterland have booked pet boarding

Chesterland pet parents share their Rover experiences

1 / 1
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
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
  3. 3. 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 pet 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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Chesterland average 12
repeat pet boarding clients

Pet Boarding FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Chesterland on Rover as of Jun 2026 was about $45 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Chesterland pet boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 753 sitters provided pet 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, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Chesterland pet boarding sitters respond in under an hour.

Sitters who provide pet boarding in Chesterland have an average of 17 years of experience. Pet 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 pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

There are 753 pet boarding sitters in Chesterland on Rover, so you’re sure to find the perfect match for your pet! In Chesterland, 94% of sitters offer daily exercise, 99% offer medication administration, and 91% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet 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 pet 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.