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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
13–18 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
22–27 Sept
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 Chardon
Avonlea Gardens & Inn - Rose Suite
4.93 out of 5 average rating, 60 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
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
Flat in Chagrin Falls
Cozy Apartment in Charming Village
4.97 out of 5 average rating, 639 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Home in Chagrin Falls
Cottage in the Village * Walk to shops/restaurants
5.0 out of 5 average rating, 290 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Flat in Chardon
1br-1bth- Furnished Oasis in Chardon
4.97 out of 5 average rating, 252 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Room in Chardon
Bunkhouse
4.94 out of 5 average rating, 17 reviews, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Boutique hotel in Kirtland
Tall Oaks Resort - Standard Suite, Valley View
4.93 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Guest house in Chardon
Chardon Loft
4.96 out of 5 average rating, 336 reviews, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Home in Burton
Squatch Cottage on Lakeshore
4.98 out of 5 average rating, 47 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
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 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
Home in Chagrin Falls
Heather's Irish Cottage
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 7 beds, 1.5 bathrooms
18–23 Aug
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
Flat in Chagrin Falls
The Mill House
4.99 out of 5 average rating, 118 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Home in Chagrin Falls
The May House | Walk to Chagrin Falls + Hot Tub
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Sept
Top guest favourite
Home in Burton
Paddles Up
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
11–16 Aug