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Winchester house rentals

We found 42 house rentals — enter your dates for availability

Explore Winchester house rentals

Image of Singing Waters at N. Umpqua

Singing Waters at N. Umpqua

Sleeps 6 · 3 bedrooms · 2 bathrooms

Image of Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool

Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool

Sleeps 10 · 4 bedrooms · 2+ bathrooms

Image of Bailey River House – Scenic Riverside Retreat on the North Umpqua

Bailey River House – Scenic Riverside Retreat on the North Umpqua

Sleeps 10 · 4 bedrooms · 2 bathrooms

Image of Step Back in Time at Our 1970s Retro Retreat *Game Room* Lounge* Right off I5

Step Back in Time at Our 1970s Retro Retreat Game Room Lounge* Right off I5

Sleeps 10 · 4 bedrooms · 2+ bathrooms

Image of Beautiful 3 bedroom home in one of the nicest neighborhoods in all of Roseburg

Beautiful 3 bedroom home in one of the nicest neighborhoods in all of Roseburg

Sleeps 7 · 3 bedrooms · 2 bathrooms

Image of The Urban Boho Charmer with Private Backyard, BBQ & Hammock

Premier Host

The Urban Boho Charmer with Private Backyard, BBQ & Hammock

Sleeps 4 · 2 bedrooms · 1 bathroom

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