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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
*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 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 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 Chardon
Avonlea Gardens & Inn - Entire House
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.99 out of 5 average rating, 138 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
Superhost
Home in University Heights
Family Retreat | Sleeps 12 + Fenced Yard
4 bedrooms, 6 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chardon
Exhale...
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
4.99 out of 5 average rating, 125 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
Home in Garrettsville
“Willow Ledge at Silver Creek”with Private Hot Tub
2 bedrooms, 2 king beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 561 reviews
Guest favourite
Home in Cleveland
Log Cabin I Nature's Oasis I Fire Pit + Gazebo
3 bedrooms, 4 beds, 1.5 bathrooms
31 Aug – 5 Sept
4.84 out of 5 average rating, 82 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
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, 650 reviews
Top guest favourite
Home in Hiram
“Crooked River” House at Hiram
2 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
4.96 out of 5 average rating, 184 reviews
Guest favourite
Flat in Chagrin Falls
Cozy Solar Powered Hideaway (Pet Friendly)
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.88 out of 5 average rating, 252 reviews
Top guest favourite
Home in Willoughby
Charming 2-Bedroom
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Oct
4.93 out of 5 average rating, 80 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 Eastlake
Modern & Stylish | Cozy 3BR Home w/ hot tub
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
4.79 out of 5 average rating, 24 reviews
Home in Chagrin Falls
5BR/3BA Home on Main St in Chagrin Falls Village
5 bedrooms, 6 beds, 3 bathrooms
21–26 Aug
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