Vacation rentals in Winchester Bay

Home + Guesthouse ~ Dune Access, Gated ATV parking

Whispering Pines is a main house PLUS guest house 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 (Tiny Pines, separate listing). Whether you are looking for getaway full of adventure, romantic weekend, or peaceful vacation, Whispering Pines is a special Oregon Coast Oasis getaway!

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.

Exclusive Hideaway at Treetop Lodge

Looking for that "Lifetime Memory?" Come experience “Tree Top Lodge” a fully renovated 2 level chalet tucked away on 10 acres with lake views nestled in the hills of Lakeside. Located min away from downtown but hidden away on the hillside overlooking "Tenmile Lake" with access to your own private acres of beautiful Oregon Forest. Hike the woods, star-gaze in the Jacuzzi, build yourself a bonfire, or perhaps snuggle up in the cozy loft and simply Netflix and Chill. The choice is yours :-)

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.

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.

Dune Access Dunehaven Overlook Lake Solitude

Giant wrap-around deck just added! Savor the incredible views and enjoy the peaceful solitude of this home located near the end of a dead end road. A Duner's dream, this home offers parking for your trailer and toys. Drive your sand toys directly onto the dunes, access is just a few feet down the road. Night riding is allowed, you will hear others enjoying the Dunes! Our gorgeous sandy beach and fabulous lily-pad free, easy Lake access is a short walk down the driveway!

Cabin with view of elk and coastal hills

It’s a quiet, peaceful retreat, backed up to the Elliot state forest. Only 15 minutes from the beach. There are elk roaming the property, and many different birds. You can hear barred owls at night. In the fall you can see and hear elk bugling. You can explore the Elliot state forest which is only 5 minutes away, or you can explore the dunes! The Umpqua river is only a stones throw away. Reedsport and Winchester bay have many nice restaurants and activities.