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Search results; Over 1,000 homes in Chesterland

Top guest favourite
Home in Chesterland
Tennis House
3 bedrooms, 4 beds, 2 private bathrooms
9–14 Sept
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4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in Chesterland
*MUST SEE* Spacious & Private Colonial
4 bedrooms, 5 beds, 2.5 bathrooms
25–30 Oct
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Home in Chardon
Avonlea Gardens & Inn - Rose Suite
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 64 reviews
Guest favourite
Tiny home in Chesterland
Private Tiny House /Farm Stay/Hello Goats!
1 bedroom, 1 king bed, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 166 reviews
Superhost
Home in Gates Mills
Luxurious Hidden Gem in Suburbs of Cleveland OH
4 bedrooms, 4 beds, 4.5 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Home in Kirtland
Kirtland, Oh 3 Bd/2 ba Parking for Camper/RV/Boat
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Guest house in Chardon
Chardon Loft
1 queen bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 349 reviews
Top guest favourite
Flat in Chagrin Falls
Cozy Apartment in Charming Village
1 bedroom, 1 queen bed, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 651 reviews
Top guest favourite
Room in Kirtland
House in the woods
4 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 85 reviews
Top guest favourite
Home in Kirtland
Relaxing Lakeview, Boating, Fishing, & Bonfire!
6 bedrooms, 7 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Room in Chagrin Falls
Large Private Suite in the Chagrin Falls Area
1 queen bed, 1 bathroom
3–8 Sept
4.92 out of 5 average rating, 143 reviews
Guest favourite
Home in Gates Mills
Greater Cleveland Modern Farmhouse Gates Mills
3 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Chardon
Lakeview Retreat
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.94 out of 5 average rating, 157 reviews
Room in Mayfield
Comfy and Cozy! One bedroom in a beautiful house!
2 queen beds, 1 bathroom
1–6 Sept
New place to stay
Guest favourite
Cabin in Euclid
Century-plus Summer Cabin - The Perfect Getaway!
2 bedrooms, 2 beds, 1 bathroom
5–10 Oct
4.9 out of 5 average rating, 313 reviews
Guest favourite
Boutique hotel in Kirtland
Tall Oaks Resort - Standard Suite, Valley View
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in Kirtland
Charming Cottage on Scenic Property
2 bedrooms, 3 beds, 1 bathroom
10–15 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Campsite in Chardon
Rustic Rock Lake Cabin
1 bedroom, 2 bunk beds, No bathroom
13–18 Sept
4.99 out of 5 average rating, 157 reviews
Top guest favourite
Room in Chagrin Falls
Curran’s Crossing- #2 -Double bed
1 double bed, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 117 reviews