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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
10–15 Jul
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4.94 out of 5 average rating, 163 reviews
Top guest favourite
Home in Chesterland
Tennis House
4.96 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
Top guest favourite
Home in Chesterland
*MUST SEE* Spacious & Private Colonial
4.92 out of 5 average rating, 25 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
25–30 Oct
Top guest favourite
Home in Kirtland
Relaxing Lakeview, Boating, Fishing, & Bonfire!
5.0 out of 5 average rating, 22 reviews, 6 bedrooms, 7 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Room in Kirtland
House in the woods
5.0 out of 5 average rating, 78 reviews, 4 beds, 1 bathroom
21–26 Jul
Top guest favourite
Home in Kirtland
Kirtland, Oh 3 Bd/2 ba Parking for Camper/RV/Boat
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 5 beds, 2 bathrooms
29 Jul – 3 Aug
Top guest favourite
Home in Chardon
Avonlea Gardens & Inn - Rose Suite
4.93 out of 5 average rating, 60 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Kirtland
Rustic Kirtland Farmhouse Retreat
4.88 out of 5 average rating, 17 reviews, 3 bedrooms, 4 beds, 1 bathroom
5–10 Sept
Top guest favourite
Home in Chardon
Lakeview Retreat
4.94 out of 5 average rating, 150 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Gates Mills
Greater Cleveland Modern Farmhouse Gates Mills
4.98 out of 5 average rating, 44 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
10–15 Aug
Top guest favourite
Home in Chardon
Cozy Farmhouse on 13 acres
4.99 out of 5 average rating, 69 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
Guest favourite
Guest house in Waite Hill
Old Orchard Kirtland, Ohio
4.94 out of 5 average rating, 49 reviews, 3 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Room in Chardon
Bunkhouse
4.94 out of 5 average rating, 17 reviews, 3 beds, 1 bathroom
13–18 Jul
Top guest favourite
Home in Chagrin Falls
Bright, Spacious 3-Bed Retreat/Walkable to Village
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Home in Wickliffe
Cozy Retro Home-Close to All Activities in The CLE
4.94 out of 5 average rating, 34 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
26–31 Jul
Guest favourite
Home in Euclid
2-bedroom modern home close to Downtown Cleveland
4.76 out of 5 average rating, 267 reviews, 2 bedrooms, 4 beds, 1 bathroom
20–25 Jul
Guest favourite
Cabin in Euclid
Century-plus Summer Cabin - The Perfect Getaway!
4.9 out of 5 average rating, 307 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Eastlake
Charming Property Eastlake Ohio
4.89 out of 5 average rating, 76 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Willowick
Cute Modern Bungalow
4.93 out of 5 average rating, 137 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Aug