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Vacation rentals in Winchester Bay

Vacation rentals in Winchester Bay

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winchester Bay

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

The Elk View Suite
SUPERHOSTEntire guest suite · 2 guests · 1 bed · 1 bath
The Elk View Suite

Come relax and unwind in our beautiful private Guest Suite! Our views of the Umpqua River and Elk Reserve are breathtaking, the bed is comfy and you'll love the location. We provide coffee, tea, snacks and oatmeal. We also provide shampoo/conditioner and local handmade soap. You'll have your own parking space, private entrance to the suite and self check-in via lock-box. There is outdoor seating available so you can sit outside enjoying the view and watch the wildlife.

What guests are saying:

“My only regret is not staying longer! Robertas place is clean, comfortable, and central to a ton of things to do. The location is absolutely beautiful and we were given great directions. Roberta left us snacks and wonderful tips on what to do on our travels and on our drive home. Bottom line: stay here.”

The Bear Den
SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
The Bear Den

"The Bear Den" is a cozy apartment in a quiet neighborhood along the Oregon Coast. Conveniently located between Coos Bay and Florence, with downtown Reedsport, Winchester Bay, the dunes and the Pacific Ocean just minutes away! Come explore everything the coast has to offer whether it be hiking, fishing, sand duning or simply soaking up the beauty of your surroundings. This is the perfect space for your next getaway.

What guests are saying:

“Paula was a prompt and courteous communicator online and in person. We appreciated her warm hospitality and thoughtful touches. The space was larger than expected and very comfortable for my husband and I. We stayed in late July, during weather warm enough that we needed all the windows open to be cool enough to sleep and with the bedroom at the front of the property in a suburban neighborhood, you'll hear the expected noises in the early morning (cars starting up as folks leave for work, the garbage truck going by, the downspout dripping, etc.). Our own home is in the country with neighbors pretty spread out, which must have turned us into light sleepers, since we were awakened by each of these sounds, starting at 5AM but otherwise, the neighborhood really is very quiet, peaceful, and safe. And Paula is so kind and sincerely asked that we let her know if we needed anything at all. She did help us with a special request when we arrived with unexpectedly muddy shoes from a recent hike. We can't recommend Paula enough as a hostess!”

Windy Bay Getaway,  smoke & pet free environment
SUPERHOSTEntire house · 7 guests · 4 beds · 2 baths
Windy Bay Getaway, smoke & pet free environment

Easy to find, right off Hwy 101 in the heart of Winchester Bay, Oregon. Great for bicyclist or motorized travelers. Near dunes, fishing, hiking trails, restaurants and other vacation amenities. Two blocks from Winchester Bay Harbor, minutes away from Umpqua River Lighthouse, dunes and Lake Marie. Small town atmosphere with market, eateries and bays within walking distance.

What guests are saying:

“Good place. Nice location next to crab dock. Ample parking. Very comfortable and stylish house. They provide everything you could need to enjoy cooking with friends and family. They thought of everything. Very enjoyable trip. Very relaxing.”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Winchester Bay holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Winchester Bay

Cottage on the Bay
SUPERHOSTEntire cottage
Cottage on the Bay
Price:$113 AUD / night
Oregon Coast RV Resort “Stay by the Coast”
Campervan/RV
Oregon Coast RV Resort “Stay by the Coast”
Price:$112 AUD / night
Lakeside Landing
SUPERHOSTEntire house
Lakeside Landing
Price:$259 AUD / night
"The Crow's Nest"
SUPERHOSTEntire apartment
"The Crow's Nest"
Price:$126 AUD / night
Glasgow Guest House
SUPERHOSTEntire bungalow
Glasgow Guest House
Price:$75 AUD / night
Bayview Cottage - Charming Waterfront Home With a View
PLUSEntire cottage
Bayview Cottage - Charming Waterfront Home With a View
Price:$185 AUD / night
Cabin in the Tree’s on the Lake- Boat Access Only
Entire cabin
Cabin in the Tree’s on the Lake- Boat Access Only
Price:$205 AUD / night
Hollywood by the Bay
SUPERHOSTEntire guest suite
Hollywood by the Bay
Price:$85 AUD / night
Glenn Creek Cabin
SUPERHOSTEntire cabin
Glenn Creek Cabin
Price:$140 AUD / night
The Cabin In The Cove (Boat Access Only)
SUPERHOSTEntire cabin
The Cabin In The Cove (Boat Access Only)
Price:$207 AUD / night
C&C's Coastal Cottage Apt. A "Nautical Adventure"
SUPERHOSTEntire house
C&C's Coastal Cottage Apt. A "Nautical Adventure"
Price:$125 AUD / night
GEM ON THE  OREGON COAST
SUPERHOSTEntire house
GEM ON THE OREGON COAST
Price:$385 AUD / night
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