Photo by Kristin DePlatchett

Search Cottages in Chesterland

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Cottages in Chesterland

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterland Hotel Reviews

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

10/10 Excellent
"It's was a great experience! If I'm ever in Cleveland this will be my go to for a place to stay. The rooms were very nice and clean. The beds very comfortable and the view of the downtown was very nice as well! I couldn't hear any noise other than the cars outside. "
Mollie 1-night trip
Posted 7 hours ago
Kimpton Schofield Hotel 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!
How can I find cheap cottages in Chesterland?
The easiest way to compare cheap cottages in Chesterland is with Expedia's handy filter tool. Narrow your search by star rating, amenities and budget to snag unbeatable prices with only a few clicks.
What is there to do in Chesterland near my cottage?
Once you've checked in to your hotel, set out and explore the awesome things Chesterland has for you to experience. Fowler's Mill Golf Course is a great attraction to add to your must-do list.