A wooden bridge over a snow-covered path in a forest.

Search the Best Cabins in Chesterland

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Chesterland cabin rentals

A rustic cabin with large windows and a wooden deck, surrounded by dense forest.

1. Pine Lake Trout Club Cabin #8!!!

Pine Lake Trout Club Cabin #8!!!
Chagrin Falls
9.0 out of 10, Wonderful, (16 reviews)
"I love staying at this cabin. It is perfect for a weekend getaway. Very cozy with good accommodations."
United States
Jeff
$185 nightly
The price is $185
Nov 16 - Nov 17
Total with taxes and fees
Pine Lake Trout Club Cabin #8!!!
A log cabin with a porch and a small deck, surrounded by a forest.

2. Camp Newbury: 100% off grid. 2 log cabins, pavilion, trails and shooting range.

Camp Newbury: 100% off grid. 2 log cabins, pavilion, trails and shooting range.
Burton
10.0 out of 10, Exceptional, (10 reviews)
"Fantastic location for a night either with friends or the family! Plenty of options to entertain with a nice, wide layout.Served VERY nicely for a bachelor party with the pavilion/bar setup!"
United States
Anonymous traveler
$245 nightly
The price is $245
Nov 16 - Nov 17
Total with taxes and fees
Camp Newbury: 100% off grid. 2 log cabins, pavilion, trails and shooting range.
A cabin labeled "CABIN 1" with a door, windows, and a small porch area.

3. Pine Lake Trout Club Cabin #1!!!

Pine Lake Trout Club Cabin #1!!!
Chagrin Falls
10.0 out of 10, Exceptional, (2 reviews)
"Nice area, very accommodating, Thanks ! "
United States
Dana d.
$190 nightly
The price is $190
Nov 16 - Nov 17
Total with taxes and fees
Pine Lake Trout Club Cabin #1!!!
A rustic wooden cabin with a door labeled "Brownie #7," a small window, and a window with a view of the surrounding forest.

4. Pine Lake Trout Club Cabin #7!!!

Pine Lake Trout Club Cabin #7!!!
Chagrin Falls
9.8 out of 10, Exceptional, (12 reviews)
"Perfect quiet place."
United States
Marcus R.
$218 nightly
The price is $218
Nov 16 - Nov 17
Total with taxes and fees
Pine Lake Trout Club Cabin #7!!!
A rustic cabin surrounded by tall trees and dense foliage.

5. Pine Lake Trout Club Cabin #4!!!

Pine Lake Trout Club Cabin #4!!!
Chagrin Falls
9.6 out of 10, Exceptional, (4 reviews)
"Lovely stay—will definitely be going back!"
United States
Karina G.
$207 nightly
The price is $207
Nov 16 - Nov 17
Total with taxes and fees
Pine Lake Trout Club Cabin #4!!!
A small, single-story building with a sloped roof, a front porch, and a gravel driveway.

6. Romantic Woodside Cabin | Hot Tub & Fire Pit

Romantic Woodside Cabin | Hot Tub & Fire Pit
Madison
9.6 out of 10, Exceptional, (5 reviews)
"This was an incredible stay for my wife and I. The cleanliness, quietness, and coziness was amazing. We will definitely be back for another anniversary stay. The multiple wineries around also help enhance the stay even more. You’re missing out if you don’t book this cabin. "
United States
Matthew
$215 nightly
The price is $239
Nov 18 - Nov 19
Total with taxes and fees
Romantic Woodside Cabin | Hot Tub & Fire Pit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterland Hotel Reviews

Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

8/10 Good
"I went to crawl into the bed at midnight and the fitted sheet felt like sandpaper—it was pilling-it needs to be thrown out-when it forms tiny, rough bumps. It was midnight and my husband wouldn’t let me call the front desk. The other bed didn’t have it. I just slept on the flat sheet. The bed was super comfy. The valet was NICE but I don’t usually valet so maybe having some instructions on what to expect (as in for the wait time after being at a concert the night before and the process. There were 9+ cars when I requested mine that were in front of mine.) The bathroom was nice and the lighting in the bathroom was awesome just need to add a few more lights by the mirror in the room so others can get ready when people are in the bathroom. SUPER convenient to ROCKET arena, that made the difference when it was 40degrees and didn’t want to drag our coats to the concert. Would recommend!"
Kathy 1-night trip
Posted 1 hour ago
Hotel Indigo Cleveland Downtown by IHG

Find out more about Chesterland

Chesterland Cabin Rentals information

Number of reviews
49
Accommodation
10 Cabin Rentals
Lowest Price
$185
Highest Price
$245

Frequently asked questions

What are the best cabins near Chesterland?
Ranging from rustic and small to expansive and luxurious, there are 81 cabins to take your pick of in and around Chesterland. Popular options include Forever Spring Cabin and Beautiful Log Cabin Nestled In The Woods Of Amish Country. Relax In Our Hot Tub.
Are there cheap cabins in Chesterland?
Whether you want to stay close to the water or in the hills, we have a terrific selection of cheap cabins in Chesterland to check out. Priced from $185 to $245 per night, your perfect cabin rental awaits you here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Chesterland?
If you need a fill of fresh air and impressive views, escape the city and stay in a Chesterland mountain cabin. Get your head in the clouds at Kinsman Cabin In The Woods On 60 Acres W. This visitor favorite has everything you need for a cozy getaway, including cycling and winery tours. Or, experience a taste of mountain life at Cabin - Private Island Retreat On Portage Lakes. It offers a microwave oven, a kitchen and more.
What are the best river cabins near Chesterland?
When you think of the word peaceful, a river cabin near Chesterland should be the first thing that enters your head. The Game Cabin At Rustic River Retreats is the perfect place to find your Zen. As well as its gorgeous surroundings, it comes with amenities such as on-site watersports and winery tours. The Pond Cottage At Rustic River Retreats is another favorite. On-site watersports and a wood stove are a few of the conveniences you'll have at hand here.
What are the best romantic cabins near Chesterland?
Whisk your partner away for a few relaxing nights at one of our romantic cabin rentals near Chesterland. Quaint Cabin With Stone Fireplace is a popular choice for loved-up duos. Quality amenities here include a king-sized bed and winery tours. Alternatively, pour some Champagne and get nice 'n' cozy at Cabin - Pymatuning Lake Is Great For Fishing. Winery tours and a fireplace will help make your stay extra special.
Can I find beach cabins near Chesterland?
Pack a few Hawaiian shirts and enjoy some seaside R&ampR at Cabin - Pymatuning Lake Is Great For Fishing. This Chesterland beach cabin rental has amenities such as on-site watersports and clothes washing facilities. Cabin - Beautiful Waterfront Property Sitting On Rondeau Bay is another base for a sun-soaked escape. Featuring beach sun loungers and parking facilities, it was made for easygoing days by the shore.
What are the best weekend cabin rentals in Chesterland?
If you can't wait to spend a few restful days reconnecting with nature, The Legacy Luxury Cabin - Lake Milton will tick all your boxes. Throw your bags down here for a long weekend and enjoy access to conveniences including a fireplace and a barbecue grill. Another favorite retreat is Kinsman Cabin In The Woods On 60 Acres W. Offering a patio, a firepit and plenty of peace and quiet, you'll go home feeling like a new person.
What are the best cabin prices in Chesterland?
Whether you're on a budget or want to splurge on your next vacation, you'll find what you're after on Expedia. At the moment, you can get a Chesterland cabin from $185 per night.
Can I find log cabins in Chesterland?
Start your day with a cup of joe in your cozy log cabin and then spend the rest of your time rafting and cycling. Sound like your ideal vacation? Make tracks to Beautiful Log Cabin Nestled In The Woods Of Amish Country. Relax In Our Hot Tub. Another wooden retreat featuring plenty of charm and comforts is Lake Erie Get - A - Way/log Cabin. Activities like hiking and boating will add to the fun times here.
What are the highest-rated cabins in Chesterland?
With an impressive rating, it's not hard to see why Kinsman Cabin In The Woods On 60 Acres W is a huge hit with vacationers. It offers amenities like a patio and a firepit. Cabin - Lakeside Retreat #13 is another great option. Conveniences like a firepit and a kitchen will help make your stay nice and comfortable.
Why should I book a cabin in Chesterland?
Affordability, nature-filled surroundings, rustic charm — there's no end of reasons to opt for a Chesterland cabin. Get away from the clamor of the city and rise with the sound of songbirds and wildlife. There's so much adventure just beyond your door too. Whether you're taking a break with friends, family or your partner, you'll locate the ideal cabin on Expedia.
What are the top nature cabins in Chesterland?
Full of charm and creature comforts, The Game Cabin At Rustic River Retreats is one of our most in-demand nature cabins in Chesterland. But with a bunch of things to see and do nearby, make sure you don't spend all your time indoors. Activities such as nearby fishing and nearby cross-country skiing are on the to-do list here. The Pond Cottage At Rustic River Retreats is another retreat where you can immerse yourself in nature. Nearby golfing and nearby fishing are a few enjoyable ways to do it.
What are some of the best cabins near Middlefield Cheese Chalet Shop in Chesterland?
You'll have Mother Nature as a neighbor at a Middlefield Cheese Chalet Shop cabin. Romantic Cozy Cabin Getaway With Outdoor Bath is one of the best. This retreat is also big on adventure, with nearby cross-country skiing and hiking among the activities close by. Also look up The Game Cabin At Rustic River Retreats. Get active and then head back to your cabin to make the most of its comforts.

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