Dog Boarding in Chesterland, OH

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Top rated Chesterland dog boarders

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Sitter Profile Image: Kathy K.
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Kathy K.
Star Sitter
from
$36
per night
5.0 out of 5 stars
71 reviews
25 repeat clients
40 years of experience
Cleveland Heights, OH, 44121

Once again, Kathy and Graham took such good care of Tommy that when he came home after his 2 week vacation with them, although happy to be home, was still looking for them! It’s such a great feeling to know and trust that another person can and will take good care of your beloved pet. We would not hesitate to leave Tommy for any length of time with Kathy

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Mary Anne C.
Sitter Profile Image: Beth & Edward B.
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Beth & Edward B.
from
$30
per night
5.0 out of 5 stars
284 reviews
89 repeat clients
25 years of experience
Novelty, OH, 44072

They took excellent care of our elderly special needs dog. Communication was frequent, we loved the photos and updates. Beth and Ed went above and beyond to make Cooper feel comfortable and loved.

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Tina G.
Sitter Profile Image: Rachel C.
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Rachel C.
from
$25
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Wickliffe, OH, 44092

Rachel was great, she made it convenient for me to drop my dog off for boarding, and when I picked him Up he jumped over to Rachel and gave her a big hug, I think he wanted to stay with her, he might like her more than me!!

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Sharon B.
Sitter Profile Image: Wendy N.
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Wendy N.
Star Sitter
from
$38
per night
5.0 out of 5 stars
77 reviews
23 repeat clients
45 years of experience
Chagrin Falls, OH, 44023

I’m so glad my pup stayed with Wendy! Wendy texted lots of photos of Daisy and I always felt assured she was safe and happy. There was a big yard for the dogs to play in and I was able to enjoy my vacation knowing Daisy was in such responsible hands.

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

Susan is fantastic. We love leaving Coco with her because when can rest easy knowing she is loved and well cared for. And, the icing on the cake is that Susan takes incredible photos and sends them regularly.

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Brandon A.
Sitter Profile Image: Daniel & Rachel M.
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Daniel & Rachel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
54 reviews
17 repeat clients
30 years of experience
Garrettsville, OH, 44231

Received updates every day and I knew my pup was so well cared for and that Daniel and Rachel went the extra mile to make sure my little Ollie was comfortable during his stay. I definitely will be booking with them again in the future. Thanks so much to you both!!

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April W.
Sitter Profile Image: Brandon C.
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Brandon C.
from
$50
per night
5.0 out of 5 stars
210 reviews
47 repeat clients
35 years of experience
Newbury Township, OH, 44065

Brandon is a phenomenal dog sitter! He was absolutely wonderful with my high maintenance Dane, Finn. He sent daily updates with pictures and videos that put my mind at ease. Finn clearly took a liking to Brandon and loved all of the love, attention, activities he provided. I would 100% recommend Brandon and definitely plan to use him in the future

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Heather T.
Sitter Profile Image: Patchareya P.
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Patchareya P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
3 years of experience
Lyndhurst, OH, 44124

I really appreciate Pat for taking very good care of lily during her stay. Appreciate receiving daily updates with pictures & videos. Will definitely get her service again in the future.

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Monet Z.
Sitter Profile Image: Debra H.
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Debra H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
13 reviews
8 repeat clients
30 years of experience
Garfield Heights, OH, 44125

We’re really happy with Debra and how she handled everything for our dog while we were out of town. We arranged for a meetup before the stay to ensure this would be a good match. When I dropped off our dog there was an introduction to the other pets in her home so our pup could get acclimated. While we were away we received daily updates with photos and it looked like our pup was having a great time. Thanks for taking good care and we look forward to scheduling with you again!

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Bobby B.
Sitter Profile Image: Patricia & Paul S.
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Patricia & Paul S.
from
$50
per night
5.0 out of 5 stars
32 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: Kaitlynn M.
Verified Enhanced Background Check
Kaitlynn M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
70 reviews
27 repeat clients
27 years of experience
Euclid, OH, 44117

Kaitlyn took wonderful care of Kaya while we were away on a weekend trip. She sent lots of pictures and updates and we were so glad to have the peace of mind that she was safe and happy while we were away. :) Thanks again, Kaitlynn!

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Alaina & Brett T.
Sitter Profile Image: Kyle D.
Verified Enhanced Background Check
Kyle D.
Star Sitter
from
$47
per night
5.0 out of 5 stars
91 reviews
13 repeat clients
25 years of experience
Euclid, OH, 44119

This was the first time I used a Rover sitter and I couldn’t be more happier! Kyle was amazing!! He sent me pictures and kept in contact with me to let me know how things were going. He gave my dog constant attention and took him for walks. I truly think my dog misses him, which makes me very happy cause I know he was well taken care of by Kyle!!

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Deena B.
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: Susan M.
Verified Background Check
Susan M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
382 reviews
234 repeat clients
27 years of experience
Solon, OH, 44139

I am so happy with Kenny and Susan's care with Doodle. He is a "velcro" dog and they obviously loved and cuddled him for the five days I was gone. Definitely would recommend them!

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Ellen H.
Sitter Profile Image: Clifford H.
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Clifford H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
38 reviews
22 repeat clients
40 years of experience
Hough, Cleveland, OH, 44106

Boarding with Clifford was simple in every step of the process! He took great care of our pup. His big fenced in back yard is the perfect spot for everyone to play and get their energy out! We were very happy with Clifford's care and will look to return in the future!

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Kevin C.
Sitter Profile Image: Tara & Peter O.
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Tara & Peter O.
from
$45
per night
5.0 out of 5 stars
126 reviews
50 repeat clients
40 years of experience
Lyndhurst, OH, 44124

Tara and Peter are fantastic! They treated Zoey like the princess she is and sent me pictures and reports about her everyday. They are very loving and caring people with a wonderful, fully fenced backyard that is a puppy paradise. I'm sure Zoey will be seeing them again!

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Marci Z.
Sitter Profile Image: Summer D.
Verified Enhanced Background Check
Summer D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
42 reviews
17 repeat clients
15 years of experience
Parma, OH, 44129

Summer took great care of my anxious dog. She was patient and kind, so my girl was able to eventually relax. Summer was very responsive, and sent lots of pictures while I was away. I would hire her again.

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Katy 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
78 reviews
41 repeat clients
35 years of experience
Lakewood, OH, 44107

Stacey and Doug were so lovely with Papaya. She took to them immediately, and I got frequent updates and pictures! I loved how they brought Papaya into their family! Definitely will be booking again.

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Emily B.
Sitter Profile Image: Samantha N K.
Verified Enhanced Background Check
Samantha N K.
Star Sitter
from
$38
per night
5.0 out of 5 stars
46 reviews
19 repeat clients
20 years of experience
Mt Pleasant, Cleveland, OH, 44120

Samantha was a kind and caring sitter! She sent lots of pictures and kept me updated on how my puppy was doing. She also has 2 small and very well behaved pups and this was great for socialization. Very happy to leave my puppy with Samantha.

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Phaedra L.
Sitter Profile Image: Hayley S.
Verified Enhanced Background Check
Hayley S.
from
$47
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Eastlake, OH, 44095

Haley was an amazing host! Very communicative and kept us informed through the entire visit. Our Copper really seemed to enjoy his weekend stay! We will definitely use Haley’s services again! 5 ⭐️

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Lorenzo H.
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Over 52
pet parents in Chesterland have booked dog boarding

Chesterland dog 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 dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

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

  • World-class support

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

Sitters in Chesterland average 13
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Chesterland is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Chesterland dog boarding rates can be found as low as $32 to as high as $54 per night.

If you’re searching for a Chesterland dog 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, 478 sitters provided dog 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, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Chesterland dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Chesterland have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 13 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 dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

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

There are 478 dog boarding sitters in Chesterland on Rover, so you’re sure to find the perfect match for your dog! In Chesterland, 93% of sitters offer daily exercise, 100% offer medication administration, and 88% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

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