A wooden bridge over a snow-covered path in a forest.

Chesterland house rentals

We found 114 house rentals — enter your dates for availability

Explore Chesterland house rentals

Image of -MUST SEE- Spacious Chesterland Colonial

-MUST SEE- Spacious Chesterland Colonial

Sleeps 10 · 4 bedrooms · 2+ bathrooms

Image of Private Peacful 4000 sq. home

Private Peacful 4000 sq. home

Sleeps 6 · 3 bedrooms · 3+ bathrooms

Image of The Thistle House off Chardon Square

Premier Host

The Thistle House off Chardon Square

Sleeps 10 · 4 bedrooms · 2 bathrooms

Image of Chagrin Falls Vicinity Retreat

Chagrin Falls Vicinity Retreat

Sleeps 6 · 3 bedrooms · 2 bathrooms

Image of Willow Woods Retreat - Farmhouse - Patio & Nature

Premier Host

Willow Woods Retreat - Farmhouse - Patio & Nature

Sleeps 9 · 4 bedrooms · 2 bathrooms

Image of Pet-Friendly 3BR South Euclid Home | Patio + Yard

Premier Host

Pet-Friendly 3BR South Euclid Home | Patio + Yard

Sleeps 6 · 3 bedrooms · 1 bathroom

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