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Cottages in Chesterland

Our top choices for Chesterland cottages

Luxurious 3-BR Lakefront Cottage on Lake Erie - Book Your Lakeside Retreat Today

10.0 out of 10, Exceptional, (93)
"Wonderful place. Clean and peaceful. "
Luxurious 3-BR Lakefront Cottage on Lake Erie - Book Your Lakeside Retreat Today

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 AED 716
AED 1,500 total
includes taxes & fees
1 Sep - 2 Sep
Historic Cleveland Heights Carriage House!

11 Mi to Dtwn Cleveland: Family Home w/ Yard

3.0 star property
11 Mi to Dtwn Cleveland: Family Home w/ Yard

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 AED 1,056
AED 1,682 total
includes taxes & fees
2 Sep - 3 Sep
Vineyard View | Walk to Wineries & River| Hot Tub

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

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!"
Country Cottage Farm Stay at Stoneycreek Acres

9 Mi to Cleveland: Home Near Hospitals & Colleges

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location and neighborhood. Very close to JCU. Went to a concert at the stadium and it worked out great. Host was great with communication and no issues. "
9 Mi to Cleveland: Home Near Hospitals & Colleges

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 Sunshine Cottage of Chagrin Falls: Monthly Rental +

Modern Northfield Cottage w/ Yard!

7.6 out of 10, Good, (11)
"This was the perfect place to stay for a trip to see family over the holidays. The location is wonderful for the ships in Macedonia or accessibility to Cleveland and surrounding cities. The place itself was a great peaceful retreat after long days of visits with family. Highly recommend this property!"
Modern Northfield Cottage w/ Yard!

Coastal Lake Erie Cottage w/ Amazing Water Views!

9.6 out of 10, Exceptional, (22)
"We had a lovely time. The view is the best!"
Coastal Lake Erie Cottage w/ Amazing Water Views!

4 Mi to Dtwn: Home w/ Patio in Cleveland!

3.0 star property
8.0 out of 10, Very Good, (1)
"Nice house. Decorated nicely. It is an old place (thinking circa 1900), so going upstairs was a chore. The stairs are extremely narrow and steep. They did a nice job of making us feel welcome. The area is industrial, there were a lot of trains throughout the night. We did feel safe staying there. It is in a great location when it comes to exploring Cleveland. Very close to everything. All in all, we had a good stay. "
4 Mi to Dtwn: Home w/ Patio in Cleveland!

Loft Unplugged w/ Outdoor Space in Amish Country!

2.0 star property
8.0 out of 10, Very Good, (2)
"The property was just beautiful!! The host and hostess was just amazing, so polite and friendly. The loft was everything I expected!! I made 2 blankets while I was there .. I didn’t use the electric!! Or battery light I saved it for my daughter and grandson for the last 2 days. And now I have not watched tv since I have been home. And I quit social media. I could live there. Please go stay !! Best thing ever !! "
Loft Unplugged w/ Outdoor Space in Amish Country!

2 Mi to Lake Erie: Home w/ Yard in Euclid!

3.0 star property
2 Mi to Lake Erie: Home w/ Yard in Euclid!

~ 2 Mi to Downtown - Cozy Cleveland Unit

3.0 star property
~ 2 Mi to Downtown - Cozy Cleveland Unit

Central Cleveland Gem w/ Direct Skyline View!

3.0 star property
Central Cleveland Gem w/ Direct Skyline View!

Walk to Marina: Home w/ Deck in Mentor!

3.0 star property
Walk to Marina: Home w/ Deck in Mentor!

Relax on Lake Erie at our charming 2-bedroom cottage

10.0 out of 10, Exceptional, (21)
"Property was perfect for relaxation and visiting the area. Owner made sure we had everything we needed. Loved staying here"
Relax on Lake Erie at our charming 2-bedroom cottage

Welcoming Willoughby Home: 1 Mi to Historic Dtwn

3.0 star property
Welcoming Willoughby Home: 1 Mi to Historic Dtwn

Large Yard & Fire Pit: Pet-friendly Ravenna Home!

3.0 star property
8.0 out of 10, Very Good, (1)
Large Yard & Fire Pit: Pet-friendly Ravenna Home!

Pet-friendly Home - 1/2 Mi to Downtown Willoughby!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was exactly what we needed for our stay last weekend. Looks newly renovated and is well appointed with dishes, wine glasses, etc. Very comfortable and sparkling clean. Would definitely stay again. "
Pet-friendly Home - 1/2 Mi to Downtown Willoughby!
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

Frequently asked questions

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