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Check prices for these dates

In two weeks
5 Sep - 7 Sep
In one month
19 Sep - 21 Sep
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Cottages in Chesterland

Our top choices for Chesterland cottages

The Sunshine Cottage of Chagrin Falls: Monthly Rental +
Fridge, microwave, oven, stovetop

The Sunshine Cottage of Chagrin Falls: Monthly Rental +

10.0 out of 10, Exceptional, (2)
"I haven't slept that good in a long time. It was like going home with everything I needed for my stay. Great communication on Molly's part. I'll be back if they'll have me :-)"
The price is SAR 544
SAR 1,261 total
includes taxes & fees
2 Sep - 3 Sep
The Sunshine Cottage of Chagrin Falls: Monthly Rental +
Willow Woods Retreat - Farmhouse - Patio & Nature
Fridge, microwave, oven, stovetop

Willow Woods Retreat - Farmhouse - Patio & Nature

9.4 out of 10, Exceptional, (30)
"Home was great! Beds very comfortable!"
The price is SAR 492
SAR 1,167 total
includes taxes & fees
7 Sep - 8 Sep
Willow Woods Retreat - Farmhouse - Patio & Nature
The View! Hot Tub-Golf Cart-Beaches-Billiards-King-Cottage Retreat Full of Fun
Beach nearby, sun loungers, beach towels

The View! Hot Tub-Golf Cart-Beaches-Billiards-King-Cottage Retreat Full of Fun

10.0 out of 10, Exceptional, (49)
"We had such a wonderful time staying at this home. It was very clean and comfortable with beautiful views of the lake. Wonderful host and we can't wait to come back. The house was very accommodating for our stay you could tell the host puts a lot of work into making an nice home for her guests. "
The View! Hot Tub-Golf Cart-Beaches-Billiards-King-Cottage Retreat Full of Fun
Country Cottage Farm Stay at Stoneycreek Acres
Dining

Country Cottage Farm Stay at Stoneycreek Acres

10.0 out of 10, Exceptional, (67)
"Welcoming, inviting, and serene describe the setting and hosts for our stay. The cottage was immaculate with everything our family needed to cook, relax and enjoy a holiday weekend with our puppies near family. Added features were the opportunity to see the farm animals and hear about the history of the farm as well purchase farm eggs and sausage which made for a delicious Easter breakfast.Thank you for an excellent stay, we really appreciate it!"
The price is SAR 709
SAR 1,231 total
includes taxes & fees
2 Sep - 3 Sep
Country Cottage Farm Stay at Stoneycreek Acres
Vineyard View | Walk to Wineries & River| Hot Tub
Terrace/patio

Vineyard View | Walk to Wineries & River| Hot Tub

10.0 out of 10, Exceptional, (61)
"Perfect house for the four of us and our dog. Great location and we will be back!"
The price is SAR 1,078
SAR 1,733 total
includes taxes & fees
25 Aug - 26 Aug
Vineyard View | Walk to Wineries & River| Hot Tub
Historic Cleveland Heights Carriage House!
Dining

Historic Cleveland Heights Carriage House!

9.6 out of 10, Exceptional, (39)
"Very nice place to stay. Centrally located to lots of amenities. Very clean, quiet and cozy. Would 100 percent stay again. "
The price is SAR 732
SAR 1,533 total
includes taxes & fees
2 Sep - 3 Sep
Historic Cleveland Heights Carriage House!
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

10/10 Excellent
"It was an amazing place. It was beautiful & welcoming & right near Rocket Arena where we went to a concert. We will definitely return"
Anonymous traveler 1-night trip
Posted 9 hours ago
Hotel Indigo Cleveland Downtown by IHG

Frequently asked questions

Why book your cottage in Chesterland with Expedia?
Booking a cottage in Chesterland is as simple as entering your travel dates and choosing an ideal place for outdoor recreation and relaxation. From ritzy retreats to affordable stays and cottages that feature conveniences like a kitchen, Expedia has something for all tastes. As for unbeatable deals? We've got them as well!
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