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Search results; Over 1,000 homes in Chesterland

Guest favourite
Tiny home in Chesterland
The Nest Egg / Private Tiny House / Farm Stay
1 bedroom, 1 bed, 1 private bathroom
1–6 Aug
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4.94 out of 5 average rating, 165 reviews
Top guest favourite
Home in Chesterland
Tennis House
3 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in Chardon
Avonlea Gardens & Inn - Bluebell Suite
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 36 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, 28 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, 82 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, 151 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
Top guest favourite
Cabin in Chardon
"Just Breathe"
1 bedroom, 1 double bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 227 reviews
Top guest favourite
Home in Chardon
Exhale...
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 123 reviews
Top guest favourite
Home in South Euclid
Cozy Home Near Major Hospitals & Universities
3 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
4.93 out of 5 average rating, 44 reviews
Top guest favourite
Home in Garrettsville
“Willow Ledge at Silver Creek”with Private Hot Tub
2 bedrooms, 2 king beds, 2 bathrooms
23–28 Aug
4.99 out of 5 average rating, 558 reviews
Guest favourite
Home in Euclid
2-bedroom modern home close to Downtown Cleveland
2 bedrooms, 4 beds, 1 bathroom
2–7 Aug
4.77 out of 5 average rating, 269 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, 337 reviews
Top guest favourite
Home in Chardon
Lakeview Retreat
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.94 out of 5 average rating, 153 reviews
Top guest favourite
Home in Cleveland Heights
Fabulous Fairmount Retreat
2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.96 out of 5 average rating, 194 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, 646 reviews
Top guest favourite
Home in Chagrin Falls
Bell Street by the Falls
2 bedrooms, 2 beds, 1.5 bathrooms
11–16 Oct
4.92 out of 5 average rating, 115 reviews
Guest favourite
Home in Hiram
“Crooked River” House at Hiram
2 bedrooms, 3 beds, 2 bathrooms
29 Sept – 4 Oct
4.96 out of 5 average rating, 182 reviews
Guest favourite
Home in Kirtland
Kirtland, Oh 3 Bd/2 ba Parking for Camper/RV/Boat
3 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
4.93 out of 5 average rating, 14 reviews