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Winchester Bay vacation rentals

Book unique cabins, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Winchester Bay

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

Home in Reedsport
The Salty Duplex (Right Side)
We are located uptown, only 4 minutes from Winchester Bay! The neighborhood is very quiet and comfy. There is a fully stocked kitchen with lots of gadgets, a Keurig coffee pot with a random assortment of kcups, Traeger and gas BBQ, and a bar for good conversation. In the Livingroom we have Spectrum cable TV and high speed WiFi. There are 2 bedrooms with one king and one queen bed both upstairs. There is plenty of room for an air mattress in the Livingroom, which is in the closet downstairs!
$83 per night
Home in Reedsport
Tropical Paradise: Coastal Getaway!
Relax and refresh in this private Tropical Getaway. This house was lovingly decorated with the seaside traveler at heart, including a private garden to welcome you to your Tropical Getaway for the night. This home is fully equipped for two. Take an early morning stroll to local coffee spots, the Umpqua Discovery Center or the river. This home sits comfortably next to breathtaking hikes, the dunes and many small-town shops.
$72 per night
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

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 State Park
Umpqua Lighthouse State Park8 locals recommend
Photo of Umpqua Lighthouse
Umpqua Lighthouse3 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

Winchester Bay cabin rentals

Cabin in Lakeside
Exclusive Hideaway at Treetop Lodge
$191 per night
Cabin in Lakeside
Nestled in the Pines Lakefront Retreat W/Kayak
$114 per night
Cabin in Lakeside
Exquisite Lake Views in Luxury Retreat!
$165 per night
Cabin in Lakeside
Secluded Lakefront Mini-Cabin W/ Paddlebaords
$75 per night
Cabin in Lakeside
Cabin On The Point-BOAT ONLY to your private dock!
$120 per night
Cabin in Coos Bay
Glenn Creek Cabin
$115 per night
Cabin in Lakeside
Relaxing Getaway Lake Cabin with Pristine Views
$98 per night
Cabin in Dunes City
Lake Area Cabin
$160 per night
Cabin in Lakeside
Lakefront cabin getaway. BOAT ACCESS ONLY!
$106 per night
Cabin in Reedsport
Cozy Cattail Cabin Coastal Retreat
$200 per night
Cabin in North Tenmile Lake
New Listing! cozy boathouse on the lake
$159 per night
Cabin in North Bend
Timber Dunes- Dune Access Home
$460 per night
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  5. Winchester Bay