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Search results; Over 1,000 homes in Chesterland

Guest favourite
Tiny home in Chesterland
Private Tiny House /Farm Stay/Hello Goats!
1 bedroom, 1 bed, 1 private bathroom
30 Aug – 4 Sept
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4.94 out of 5 average rating, 166 reviews
Top guest favourite
Home in Chesterland
Tennis House
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.96 out of 5 average rating, 27 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
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, 84 reviews
Top guest favourite
Home in Chardon
Lakeview Retreat
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.94 out of 5 average rating, 156 reviews
Top guest favourite
Home in Kirtland
Relaxing Lakeview, Boating, Fishing, & Bonfire!
6 bedrooms, 7 beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 25 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
Room in Cleveland
Private Room w/ full access to shared areas
1 queen bed, 1 bathroom
24–29 Aug
4.95 out of 5 average rating, 59 reviews
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, 312 reviews
Top guest favourite
Guest house in Chardon
Chardon Loft
1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 346 reviews
Top guest favourite
Cottage in Willowick
Lake House with Amazing Views
1 king bed, 1 bathroom
27 Oct – 1 Nov
4.97 out of 5 average rating, 341 reviews
Guest favourite
Home in Kirtland
Kirtland, Oh 3 Bd/2 ba Parking for Camper/RV/Boat
3 bedrooms, 5 beds, 2 bathrooms
31 Aug – 5 Sept
4.94 out of 5 average rating, 16 reviews
Superhost
Home in Gates Mills
Luxurious Hidden Gem in Suburbs of Cleveland OH
4 bedrooms, 4 beds, 4.5 bathrooms
31 Aug – 5 Sept
New place to stay
Top guest favourite
Campsite in Chardon
Rustic Rock Lake Cabin
1 bedroom, 2 bunk beds, No bathroom
16–21 Aug
4.99 out of 5 average rating, 157 reviews
Room in Beachwood
Quiet Sleeping Area in Beachwood – Pools & Gym
1 single bed, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Burton
Lakeside Cottage with Views and Charm
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Willowick
Residential Apartment w/Drumkit
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 154 reviews
Top guest favourite
Room in Chagrin Falls
Curran’s Crossing- #2 -Double bed
1 double bed, 2 bathrooms
23–28 Aug
4.98 out of 5 average rating, 115 reviews