
Holiday 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.

Cozy Coastal Getaway
This lovely 2 story home is located walking distance to stores, restaurants, a bank, playground, skateboard park & an public indoor pool. Less than 10 min. south, ride the Dunes (ATV rentals available), walk a beach (4), tour a Light House, fish, crab, charter a boat or launch yours (which my long driveway will hold). Here tour the Discovery Center play golf or at Bandon Dunes Golf Resort 1 hr. south. There are lakes less than 1 hr north or south & clamming here & in Charleston to the southwest.

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.

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.

Tide's Reach of the Umpqua
All it's own type thing, in it's own type place, a unique RIVERSIDE GLAMP! Nooked in Oregon Coastal Mountains at edge of inland tidal waters. Set to the background of a small historic rural town, tucked just out of sight of the beaten route to/from the Pacific Ocean and Oregon Dunes a short 16mi away at Reedsport. Year-round floating dock and river access all to yourself, different experience with each tide change, and kayaks provided. Otter, eagle, seal, fish, etc : a nature theme park!

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.

Little House w/ Creek in Backyard near Ocean
Two-story, two bedroom home, sleeps a maximum of five. Near Halfmoon Bay where the Umpqua meets the pacific. Close to the sand dunes, fishing charters and restaurants. Secure and safe neighborhood with plenty of parking. Trailer accessible + room for boats and other toys. Small kid-friendly creek in in the backyard for fishing. Plenty of room for having a BBQ and campfires. Full kitchen with dishes and appliances. Living room with TV for streaming movies on Netflix, etc. Internet access.

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.

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, 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!

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.

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.

Winchester bay Dungeness & dunes
Your family will be close to everything when you stay at this centrally-located place. Located in an amazing spot with fishing, dungeness crabbing, beaches, great food and entertainment, plus the dunes right out the front door. The home is within walking distance to several restaurants, tackle shops, and even a rock shop. Plenty of room to park a toy hauler, or other outdoor recreation vehicles like a boat. Experience amazing sunsets and sand between your toes.

Cozy A-Frame w/Spa+14 acres+EV+Trails+Lake Access
Looking to create a “Lifetime Memory?” Welcome to Treetop Lodge—a renovated two-level A-frame on 14 private acres. Nestled in the hills of Lakeside, it feels secluded but is just minutes from town. Hike private forest trails that end at at the lake, soak in the Jacuzzi under the stars, toast marshmallows by the firepit, or curl up in the cozy loft for the ultimate movie night. Whether you're chasing adventure or seeking calm, the experience is yours to create.
Popular amenities for Winchester Bay holiday rentals
Other great holiday rentals in Winchester Bay

'DOLLHOUSE 1' (3 br) R&S Vacation Homes

1608 | Winchester Bay Dunes Condo Retreat

Dreamy Lakeside Hideaway-Boat-access only

Tidewater Haven

Wish You have a pleasant stay & wonderful trip.

Lost in Lakeside

Coastal retreat with dune access

Luxurious Hilltop Home w/ Direct Dune Access
Frequently Asked Questions
Are there family-friendly vacation rentals in Winchester Bay?
Winchester Bay has more than 10 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 $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about holiday rentals in Winchester Bay

Total holiday rentals
Explore 20 holiday rentals in Winchester Bay

Nightly prices starting at
Winchester Bay holiday rentals start at €70 per night before taxes and fees

Verified guest reviews
Over 740 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
20 of Winchester Bay holiday rentals include wifi access

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

4.9 Average rating
Winchester Bay stays are highly rated by guests – averaging 4.9 out of 5!





