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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.

Guest favorite
Guest suite in Reedsport
The Elk View Suite- 5 min to town, 15 min to Beach
The views of the Umpqua River and Elk Reserve are breathtaking from this spacious, cozy studio! The location is a perfect launching pad for adventures, but is also a relaxing place to stay & unwind. We provide quality amenities, a high level of cleanliness and personal touches to ensure a fabulous experience. Enjoy a cup of coffee or glass of wine on custom made furniture stationed right outside your door! Located 15 minutes from local beaches & only 30 min from either Coos Bay or Florence.
Aug 29 – Sep 3
$126 per night
Guest favorite
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!
Feb 6 – 13
$90 per night
Guest favorite
Guest suite in Florence
Quiet, serene retreat near stream, lakes, & ocean
Come relax and renew on the coast in our private guest suite with its own entrance. The stars don't get brighter or the days more peaceful than at this quiet, secluded spot. This retreat with tons of natural light, includes a large bedroom, bathroom spacious shower and double vanity and a sitting room with desk/drawing table and outdoor patio. Enjoy the deer that meander past your large windows to eat blackberries. Just a few minutes away are the beach, dunes, lakes and Florence.
Apr 20 – 27
$92 per night

Popular amenities for Winchester Bay vacation rentals

Stay near Winchester Bay's top sights

Oregon Dunes National Recreation Area23 locals recommend
Double D's On The Rocks3 locals recommend
Griff's On the Bay Restaurant3 locals recommend
Fishpatrick's Crabby Cafe4 locals recommend
Ridin' Dirty ATV Rentals3 locals recommend
Ziolkouski Beach Park3 locals recommend

Other great vacation rentals in Winchester Bay

Superhost
Home in Lakeside
#StayinMyDistrict Lakeside Near Oregon Dunes
Aug 1 – 8
$150 per night
Guest favorite
Home in North Bend
Bayview House - Beautiful Family Friendly Home With a View
Nov 1 – 8
$152 per night
Guest favorite
Home in Lakeside
Lakeside Adventure Awaits
Jun 5 – 12
$207 per night
Guest favorite
Home in Florence
Lakeside Landing
May 22 – 29
$156 per night
Guest favorite
Cottage in North Bend
Cottage on the Bay
Oct 20 – 27
$133 per night
Guest favorite
Home in North Bend
Saunders Lakefront Retreat 600ft from Dunes
Oct 12 – 19
$140 per night
Guest favorite
Cottage in Coos Bay
"Uncle Joe's Place" Cozy Cottage with Water View
May 7 – 14
$143 per night
Guest favorite
Cottage in Dunes City
Hot tub ocean access river private dock cottage
May 23 – 30
$140 per night
Superhost
Cabin in Lakeside
Nestled in the Pines Lakefront Retreat W/Kayak
Nov 13 – 20
$238 per night
Guest favorite
Guesthouse in Florence
Heceta Beach Hideaway
Mar 4 – 9
$189 per night
Guest favorite
Cottage in Florence
The Love Shack by Heceta Beach
Mar 18 – 25
$99 per night
Guest favorite
Cottage in Florence
Ocean View Retreat, Florence/Yachats, OR
Nov 13 – 20
$177 per night

Other great vacation rentals in Winchester Bay

Guest favorite
Cabin in Umpqua
Rustic Riverfront Cabin
Sep 19 – 26
$201 per night
Guest favorite
Guest suite in Florence
Maples on the Dunes
Jul 12 – 19
$150 per night
Guest favorite
Guesthouse in Florence
Coastal Cozy Stopover
Mar 26 – Apr 2
$68 per night
Guest favorite
Apartment in Reedsport
Ridgeway Hideaway
Oct 27 – Nov 3
$93 per night
Guest favorite
Home in Winchester Bay
Beautiful home with spectacular harbor view
Jan 14 – 21
$198 per night
Superhost
Home in Reedsport
Tropical Paradise: Coastal Getaway!
May 17 – 24
$95 per night
Guest favorite
Guesthouse in Reedsport
Cabin with view of elk and coastal hills
Jun 1 – 8
$87 per night
Guest favorite
Townhouse in Winchester Bay
Direct Dune Access & Bay Views at The Pointe Condo
May 8 – 15
$390 per night
Guest favorite
Home in Lakeside
Lakeside Retreat
Mar 5 – 12
$104 per night
Superhost
Villa in Reedsport
Private 6 bedroom golf course villa
Feb 6 – 13
$379 per night
Superhost
Tiny home in Lakeside
Tiny Pines ~ Dune access + Full hookup RV site
Mar 8 – 15
$126 per night
Guest favorite
Home in Lakeside
Leashore Lodge near sand dunes, lakes and ocean.
May 10 – 17
$200 per night

Quick stats about vacation rentals in Winchester Bay

Total rentals

20 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

420 reviews

Nightly prices starting at

$70 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Douglas County
  5. Winchester Bay