
Vacation rentals in Winchester Bay
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winchester Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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!

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.

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.

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

Quiet, serene retreat near stream, lakes, & ocean
Relax and renew in our private coastal guest suite with its own entrance. Enjoy a large sunlit bedroom, spacious bathroom with double vanity, sitting room with desk, and outdoor patio. Watch deer nibble blackberries outside your picture windows. Just minutes from beaches, dunes, lakes, and the charming town of Florence— The stars don't get brighter or the days more peaceful than at this quiet, secluded spot. Your peaceful retreat awaits.

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.

Forested Retreat Close to Dunes/Beach/Town
Enjoy unmatched privacy with over an acre of land all to yourself and close proximity to town, the dunes and beach! Located 5 minutes from Hwy 101, 10 minutes from downtown North Bend and 15 minutes from Horsefall Beach! Relax on the expansive deck by the fire-pit with your coffee/wine or BBQ a feast while soaking in the country like setting. If your lucky a momma deer with her fawns may make an appearance!

Stay Above It All | Hot Tub + Cold Plunge
People don’t book the Tower because they need a place to sleep. They book it because they’re tired. Tired of noise. Tired of screens. Tired of being on. This is where you come when you need to hear yourself think again. Morning coffee above the bay. Cold ocean air. Hot tub after sunset. A rooftop that makes your problems look smaller. A handful of summer dates remain.
Popular amenities for Winchester Bay vacation rentals
Winchester Bay oceanfront vacation rentals

Sandcastle Cottage at Heceta Beach

Seaweed – 2BR beachfront home.

Tide's Reach of the Umpqua

Coastal Escape w/ Beach Access by Lighthouse

Welcome to Sandy Seal. Relax and Enjoy!

Bay Cove Cottage A

5BR w/3 Kings + Heceta’s Best Ocean Views!

House on the Siuslaw River in Old Town
Other great vacation rentals in Winchester Bay

Dreamy Lakeside Hideaway-Boat-access only

Tidewater Haven

Winchester bay Dungeness & dunes

The Cozy Crab Cottage

Wish You have a pleasant stay & wonderful trip.

Coastal retreat with dune access

Luxurious Hilltop Home w/ Direct Dune Access

Coastal Get Away, Salmon Harbor View's
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 vacation rentals in Winchester Bay

Total vacation rentals
Explore 20 vacation rentals in Winchester Bay

Nightly prices starting at
Winchester Bay vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 740 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
20 of Winchester Bay vacation rentals include wi-fi 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!
Destinations to explore
- Seattle Vacation rentals
- Portland Vacation rentals
- Bend Vacation rentals
- Eugene Vacation rentals
- Forks Vacation rentals
- Lincoln City Vacation rentals
- Tacoma Vacation rentals
- Seaside Vacation rentals
- Rockaway Beach Vacation rentals
- Ashford Vacation rentals
- Vancouver Vacation rentals
- Cannon Beach Vacation rentals





