Default HTG hotel image

Winchester houses

We found 41 houses — enter your dates for availability

Explore Winchester house rentals

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 Singing Waters at N. Umpqua

Singing Waters at N. Umpqua

Sleeps 6 · 3 bedrooms · 2 bathrooms

Image of Lil Cedar Lodge

Lil Cedar Lodge

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Private Pond & Dock! Cozy Cabin in Southern Oregon

Premier Host

Private Pond & Dock! Cozy Cabin in Southern Oregon

Sleeps 6 · 1 bedroom · 1 bathroom

Image of Tiny House nestled into the Forest on 160 acre Playground.

Tiny House nestled into the Forest on 160 acre Playground.

Sleeps 3 · 2 bedrooms · 1 bathroom

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value