
Holiday houses in Winchester Bay
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Quick stats about holiday rentals in Winchester Bay

Total holiday rentals
Explore 30 holiday rentals in Winchester Bay

Nightly prices starting at
Winchester Bay holiday rentals start at $114 AUD per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Winchester Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Winchester Bay rentals

4.8 Average rating
Winchester Bay stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Winchester Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

Wish You have a pleasant stay & wonderful trip.
Dear Our Good Guests: Airbnb just updated has two system pricing listing right now. The old one is not included all fees and new one is included all fees. Our price on calendar and listing is included all fees. Don't hesitate to ask if you have any questions. Our price without fee are $130-$150(depend on the dates) for 1 Guest and 2 Guests. If You have an extra Guest, You will have to pay $25 for per extra Guest, kid under 5 years old no charge. We thank You very much for Your understanding.

Coastal Forest Rendezvous Suite for Two!
Coastal Forest Rendezvous is a cozy nest for two with a bird’s-eye view of natural green space. Some have likened the view to that of a view from a treehouse. Enjoy the relaxing sounds of wild birds during the day and drift off to sleep listening to frogs at night. My place is located in a nice rural residential neighborhood where homes are built on half an acre with lovely mature landscapes. The home’s dual purpose is as a nest to relax and a launching pad for a variety of coastal adventures!

Home + Guesthouse ~Dunes Nearby, Gated ATV parking
Whispering Pines is a main house PLUS guesthouse and game room! Blocks from town, yet privacy among trees. Ride to the dunes from this property on the PAVED ATV Route! Enjoy the lake. Gated parking for boats, ATVs. Chill by the fire. Cozy fireplace. Soak in the deep clawfoot bathtub. Book the tiny home next door too (Tiny Pines is a separate listing). Whether you are looking for adventure getaway, romantic weekend, or peaceful vacation, Whispering Pines is a special Oregon Coast Oasis getaway!

The Casita on Duck Pond: Dune Access
Direct dune access!! Coastal adventure meets quiet retreat! This hidden gem of a home sleeps 4 and offers direct dune access, a short walk to Tenmile Lake, and quick drives to beaches and trails. Ride your ATVs, fish for bass, hike the coast, or simply relax by the pond with the ducks and a good book. Bring your ATVs, fishing boat, hiking boots, or stack of books and enjoy this peaceful spot to unwind after the day’s fun. Perfect for couples or small families seeking the best of both worlds.

The Cozy Crab Cottage
Make some memories at this unique and family-friendly place. It’s located just 1 block off of Interstate 101 and 1 block from Salmon Harbor in Winchester Bay. The Oregon dunes park is 1/4 mile away and world class fishing, crabbing and eating are in walking distance. The Umpqua lighthouse is right around the corner and your less than an hour from Bandon Oregon golfing and Florence Oregon. This home is a 1940’s home in a quiet neighbor hood with a gated yard for your pets and secure parking.

Ridgeway Hideaway
This stylish place to stay is in the middle of everything. You are a short walk away from the disc golf course, Reedsport golf course and the hospital. A short drive (2-miles) from Winchester Bay where crabbing, fishing, the beach, and dunes are located. Minutes from downtown restaurants, shopping and boat launches. If you're a fisherman or ATV'r there is room to park your trailer in the spacious driveway. You will be able to keep a watchful eye on your trailer just outside your door.

Ranch Road Retreat 3 bd 2.5 bath Sleeps 6
Located in town, but the feel of remote privacy in the country. Close proximity to grocery stores and restaurants. This home offers 3000 sq ft of space to spread out and enjoy family and friends. Downstairs enjoy the Theater room, Pool table, Dual Basket ball hoop, Air Hockey and Skeet-ball. Electric fire place. Open living space concept All bedrooms are located upstairs for privacy & furnished with smart TVs. Giant Master shower ensuite. Spectacular views off the private deck.

BayView Villa On Sunset. Dune access, Ocean views
Endless ocean views and sunsets from this well-appointed home with Dune access to the Oregon Dunes just down the hill. Open floor plan throughout. Lots of windows to enjoy the views of the Pacific Ocean and Umpqua River. Lounge and dine on the deck as the sun goes down or relax in the living room by the gas fireplace. With beaches, lakes, fishing, and the historic Umpqua lighthouse all within walking distance, immerse yourself in all the Oregon Coast has to offer.

Secluded Lakefront Mini-Cabin W/ Paddleboards
Remote lakefront retreat—boat access only. We provide all arrival details after booking. Tucked away on North Tenmile Lake, this peaceful mini-cabin is perfect for a romantic escape or quiet writer’s retreat. Features a full kitchen, full bathroom with shower/tub combo, loft with king bed and lake views. Enjoy a private dock, paddleboards, high-speed WiFi, fishing, stargazing, and morning coffee by the water. The perfect mix of peace, privacy, and nature.

'DOLLHOUSE 2' (4 br) R&S Vacation Homes
Located in Reedsport Oregon. 20 miles south of Florence and 20 miles north of Coos Bay/North Bend. The central hub of the Southern Oregon Coast. Only minutes away from all your coastal enjoyments. The town of Reedsport is a quaint little town full of its own entertainment. The Dollhouse is located only two blocks off Hwy.101 and minutes from the beach. Reedsport is complete with it's own Restaurants, Shopping Centers, and Old Town for all your other needs.

Tenmile Lakeview Retreat
Escape to the Oregon Coast and soak up stunning views of Tenmile Lake from this modern, cozy getaway. Sip your morning coffee on the full deck, gather around the backyard fire pit, or relax indoors while enjoying the lake view and streaming your favorite shows on the Smart TV with high-speed WiFi. Here, you’ll find the perfect balance of relaxation and convenience. Come unwind, recharge, and create unforgettable memories at this lakeside retreat.

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.
Popular amenities for Winchester Bay holiday rentals
Stay near Winchester Bay's top sights
Other great holiday rentals in Winchester Bay

Little House w/ Creek in Backyard near Ocean

Dreamy Lakeside Hideaway-Boat-access only

Tidewater Haven

Winchester bay Dungeness & dunes

Creekside Bungalow-Lake and Dune Access

Luxurious Hilltop Home w/ Direct Dune Access

Winchester Bay Vacation Rental Near Dunes & ATV!

A New Reset•Recharge•Reconnect
Frequently Asked Questions
Are there pet-friendly vacation rentals in Winchester Bay?
Four-legged friends are welcome in Winchester Bay. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Winchester Bay?
Yes! Work meets play with ease at over 10 vacation rentals in Winchester Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Winchester Bay?
Winchester Bay has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Winchester Bay?
Experience the best of Winchester Bay with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.





