
Vacation rentals in Winchester Bay
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Top-rated vacation rentals in Winchester Bay
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Cozy Cabin in The Woods
Old Stagecoach Cabin is nestled in the Oregon Coast Range in a beautifully wooded private setting. This cozy cabin has all the amentities for a secluded, relaxing getaway. Located 10 minutes from the nearest town if in need of essentials, its the perfect place to unplug and enjoy nature at its finest. If looking for adventure hiking, fishing, beachcombing, wineries, golfing, restaurants and shopping are all within a mere 15 to 40 minute drive. Easy access, secure, TV, Wifi, Hottub. Come enjoy

Saunders Lakefront Retreat 600ft from Dunes
Lakefront home on Saunder’s Lake. Located 600ft from the dune entrance and a five minute ATV ride to the beach. Purchased property to build new home in a few years. We enjoy staying there so much that we decided to rent out the current older mobile as an opportunity to stay lakefront 600ft from the sand until construction begins for a fraction of what the price will be after we build. Please keep in mind that this is an older mobile as the price reflects so don’t expect a newly remodeled home.

GEM ON THE OREGON COAST
Looking over the river, sand dunes and the ocean, this stunning 3 bd Cape Cod home captures views from every room!! The open floor plan and interior decor makes it easy to entertain with a chefs kitchen. The patio is exposed to the elements of the Oregon Coast and captivates it’s wildlife and natural beauty. This home is equipped for entering inside and out with a jacuzzi situated off the master bedroom. Don’t forget to enjoy the river rock fireplace for those cooler evenings. We welcome you!

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.

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.

Boutique Bayfront Cottage w/ Stunning Water Views
Welcome to our Cottage on the Bay! With shabby chic decor and slip-covered furniture, beautiful quilts and art on the wall we had "romantic get-away" in mind with our design. This is our guest house, but you will enjoy plenty of privacy in this quiet little cottage with your own large private rear deck and flower garden that we've created for your enjoyment. Centrally located between both river and ocean wonders and yet still close to town. Check our 4-night special!

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.

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.

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.

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!

Glenn Creek Cabin
Glenn Creek Cabin is set on Glenn Creek in a beautiful Pacific Northwest forest. Only 3 miles from Golden & Silver Falls, you will find it's a great place to unwind from the pressures of life. The cabin offers modern accommodations for up to 4 guests with a fully-equipped kitcen, and everything you need to relax.
Popular amenities for Winchester Bay vacation rentals
Winchester Bay oceanfront vacation rentals

Beach Therapy - on Heceta Beach

Ocean Front, Cottage at Oregon House! Views!

Tide's Reach of the Umpqua

Welcome to Sandy Seal. Relax and Enjoy!

Bay Cove Cottage A

Oceanfront Home, Lighthouse, Beach Access, Sunsets

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

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

Oceanfront Retreat Near Bandon Dunes on 7 Acres

Direct Dune Access! Sleeps 5!

Little Home in Lakeside+2 RV hookups

Coastal retreat with dune access

'DOLLHOUSE 2' (4 br) R&S Vacation Homes

The Lockers ~ Waterfront ~ Historic Old Town

Home + Guesthouse ~ Dune Access, Gated ATV parking

Leashore Lodge near sand dunes, lakes and ocean.
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