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.

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Guest favourite
A single-story home is enclosed by a white picket fence, with manicured greenery and shrubs visible in the front yard. Two tall conifer trees stand prominently on either side of the house, complemented by a clear blue sky overhead.
Home in Reedsport
4.86 out of 5 average rating, 51 reviews

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.

Guest favourite
A cozy fire pit encircled by log seating is visible in the foreground, surrounded by lush greenery. The two-story guest house and main house are positioned nearby, each featuring large windows and warm lighting, creating an inviting outdoor space as evening sets in.
Home in Lakeside
4.99 out of 5 average rating, 102 reviews

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!

Top Guest favourite
Two glasses of red wine sit on a wooden railing beside a bottle, overlooking a tranquil duck pond. Lush greenery surrounds the water, with ducks visible in the background, providing a serene setting for relaxation.
Home in Lakeside
4.98 out of 5 average rating, 130 reviews

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.

Guest favourite
The exterior of a charming green cottage is illuminated at dusk, showcasing a crab emblem above the front door. Warm lighting enhances the welcoming atmosphere, while vibrant blue windows contrast with the wooden accents. A pathway is lined with decorative features, creating an inviting entrance.
Home in Winchester Bay
4.87 out of 5 average rating, 55 reviews

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.

Guest favourite
A bright and airy living room is furnished with a comfortable beige sofa and a recliner. A white coffee table is centered on a blue area rug. The space features two side tables with lamps and a television mounted above a modern electric fireplace.
Apartment in Reedsport
4.96 out of 5 average rating, 140 reviews

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.

Guest favourite
The exterior of a large two-story home is positioned amid lush greenery, showcasing a navy blue façade and multiple windows. A spacious driveway leads to the entrance, with surrounding gardens featuring shrubs and trees, creating a sense of privacy and tranquility.
Home in Reedsport
5.0 out of 5 average rating, 17 reviews

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.

Guest favourite
The exterior of a single-story home is featured, characterized by brown siding and a peaked roof. A wooden fence surrounds the front yard, and an American flag is displayed near the entrance. Soft evening light casts a warm glow over the inviting porch area.
Holiday home in Reedsport
4.93 out of 5 average rating, 130 reviews

Coastal Shenanigans!

This home is right in the middle of everything to do on the coast. Whether it's fishing the Umpqua river or the ocean, riding the dunes or shopping old town Florence. It's all 10- 30 minutes away. Go for a sunset walk on the beach! There is a nice little coffee shop close and some very good restaurants close by. There is free parking on the premises and on the street. Our driveway is 38' L x 20' W. If you are a boater, we have towels in the garage to wipe your boat off.

Top Guest favourite
An aerial view of a modern, two-story home with a dark exterior. The property features a spacious driveway and landscaped yard. Large windows allow natural light to brighten the interior. A vibrant sunset casts a colorful backdrop, enhancing the peaceful setting.
Home in Winchester Bay
4.95 out of 5 average rating, 58 reviews

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.

Guest favourite
A wooden dock extends over a calm lake, featuring two folding chairs positioned for serene views of the water and surrounding trees. The bright sky enhances the peaceful atmosphere, inviting moments of solitude and relaxation.
Cabin in Lakeside
4.88 out of 5 average rating, 268 reviews

Nestled in the Pines Lakefront Retreat W/Kayak

Perfect for writers, creatives, or those seeking peaceful solitude to recharge. - Private Dock & Kayak for 2 - Fishing, boating, and kayaking right at your doorstep. - Cozy Indoor Amenities - King bed - Wood stove . - Hot shower - With High-speed WiFi - With Smart TV - Outdoor Cooking - Propane grill to cook your catch of the day or enjoy a meal under the stars. - Stargaze from the dock or enjoy the serene, quiet atmosphere. Ideal for Solo Retreats

Top Guest favourite
A covered outdoor seating area is presented with bright orange chairs and a white table, offering views of Tenmile Lake and the surrounding greenery. The clear blue sky enhances the serene atmosphere. Lush trees frame the picturesque backdrop while sunlight creates a warm ambiance.
Home in Lakeside
4.96 out of 5 average rating, 511 reviews

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.

Top Guest favourite
A serene harbor scene at dusk features docked boats reflecting in calm water. Soft lights illuminate the marina, creating a peaceful ambiance. Wooden pylons stand in the water, contributing to the tranquil setting surrounded by forested hills.
Home in Winchester Bay
4.99 out of 5 average rating, 157 reviews

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.

Superhost
The expansive deck overlooks the serene lake, with a soothing sunset illuminating the horizon. Wooden dining furniture is arranged on the textured mat, accented by soft lights along the railing. A fire pit is positioned off to the side, enhancing the tranquil setting.
Home in Coos County
4.93 out of 5 average rating, 41 reviews

Dunehaven A-FRAME DUNE ACCESS LAKEFRONT Retreat

****EXCITING PROPERTY UPGRADES IN PROGRESS**** We’re making Dune Haven completely self-contained! Dedicated Rider Parking: We are converting our beach/lawn area into expanded, private on-site parking for trucks, trailers, and rigs. Overflow Lot Update: The off-site secondary lot is no longer available, but we are bringing all parking directly onto our own property to keep your gear safe and close.

Popular amenities for Winchester Bay holiday rentals

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 vacation rentals in Winchester Bay?

    Winchester Bay has more than 20 family-friendly stays. 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.

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