Holiday rentals near Crooked River Winery
We found 1,498 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to Crooked River Winery that can be your home away from home. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include cable TV and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
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Find the best place to stay - Crooked River Winery
SALT COTTAGE - Pet Friendly, Stylish Holiday Home - prime beach location
Sleeps 8 · 3 bedrooms · 1 bathroom
9.8 out of 10
exceptional
(108 reviews)
Top rated rentals - Crooked River Winery
Absolutely beautiful
10 out of 10
exceptional
(123 reviews)
Stunning location, nestled in the valley. 5 minutes to town. Massive rooms and plenty of space for activities inside and outside.
Melissa O.
Stayed July 2025
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value