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Winchester Bay vacation rentals

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Top-rated vacation rentals in Winchester Bay

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Rental unit in Reedsport
NEW! Winchester Bay Apt Near Dunes & State Parks!
The lovely Oregon city of Winchester Bay is calling your name and this cozy apartment is the answer! Boasting 2 bedrooms and 1 bathroom, this vacation rental provides a well-equipped kitchen, a flat-screen TV, a shared community grill, and unique murals. In Southwest Oregon, the outdoor activities are endless – go dune riding along the coast in the Oregon Dunes National Recreation Area, visit Umpqua Lighthouse State Park, or enjoy whale watching, clamming, and crabbing. Your getaway awaits!
$89 per night
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Home in Winchester Bay
The Salty Dog House
The Salty Dog is a cozy little sea shanty nestled in the heart of Winchester Bay, a sleepy little fishing community where the mighty Umpqua River and the Pacific collide. Steep yourself in the breathtaking wonderland that is the land of the Umpqua. Windy Bay offers world class fishing, crabbing, clamming, mushroom hunting, bird watching and is home to the Oregon dunes. A stone's throw away from the harbor, our lil' home delivers an authentic experience of this special coastal community.
$105 per night
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Home in Winchester Bay
Beautiful home with spectacular harbor view
Make some unforgettable beach memories at this unique and family-friendly place. Mid-century meets the 21st in this lovingly renovated home with spectacular harbor view. Within walking distance of the beach, dunes, lighthouse, harbor, and restaurants. Beautiful enclosed garden room provides sheltered space for dining and relaxing. Young children will love the one-of-a-kind alcove beds. Well-behaved dogs are welcome.
$168 per night
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Stay near Winchester Bay's top sights

Photo of Oregon Dunes National Recreation Area
Oregon Dunes National Recreation Area23 locals recommend
Photo of Umpqua Lighthouse
Umpqua Lighthouse3 locals recommend
Photo of Umpqua Lighthouse State Park
Umpqua Lighthouse State Park8 locals recommend
Photo of Griff's On the Bay Restaurant
Griff's On the Bay Restaurant3 locals recommend
Photo of Double D's On The Rocks
Double D's On The Rocks3 locals recommend
Photo of Fishpatrick's Crabby Cafe
Fishpatrick's Crabby Cafe4 locals recommend

Other great vacation rentals in Winchester Bay

Home in Reedsport
The Salty Duplex (Right Side)
$107 per night
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Home in Reedsport
Tropical Paradise: Coastal Getaway!
$80 per night
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Home in Winchester Bay
Cozy 2BR Mountainview Dog Friendly | Patio
$130 per night
Guest suite in Reedsport
The Elk View Suite- 5 min to town, 15 min to Beach
$92 per night
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Cabin in Lakeside
Exclusive Hideaway at Treetop Lodge
$163 per night
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Barn in Lakeside
The TECH Studio at Treetop Lodge
$148 per night
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Cabin in Lakeside
Exquisite Lake Views in Luxury Retreat!
$190 per night
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Cottage in Coos Bay
"Uncle Joe's Place" Cozy Cottage with Water View
$121 per night
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Townhouse in Winchester Bay
Direct Dune Access & Bay Views at The Pointe Condo
$375 per night
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Cottage in Dunes City
Hot tub ocean access river private dock cottage
$117 per night
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Cabin in Lakeside
Nestled in the Pines Lakefront Retreat W/Kayak
$135 per night
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Home in Lakeside
#StayinMyDistrict Lakeside Near Oregon Dunes
$93 per night
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  2. United States
  3. Oregon
  4. Douglas County
  5. Winchester Bay