Your Vacation on the Bay

Welcome to Winchester Bay Vacation Rentals

Your Coastal Getaway Awaits in Oregon’s Hidden Gem

Winchester Bay Vacation Rentals offers the perfect place to stay on Oregon’s South Coast. Just steps from the harbor and a short walk to the beach, our vacation homes and apartments are ideal for fishing trips, romantic weekends, or family getaways. Whether you're crabbing off the docks, riding the 47 miles of dunes, or just slowing down to enjoy the view, you'll feel right at home in this quiet little harbor town. Book a stay and experience what makes Winchester Bay one of the coast’s best-kept secrets.

Whether you’re in town for work, taking time in between moves, or needing a comfortable home base for an extended stay, Winchester Bay Vacation Rentals offers the perfect solution. Our fully furnished properties are designed to make long-term stays easy, flexible, and affordable—ideal for traveling nurses, doctors, contractors, and professionals on assignment along the Oregon Coast.

Enjoy all the comforts of home while staying close to local hospitals, project sites, and nearby communities. Each rental includes reliable Wi-Fi, well-equipped kitchens, and cozy living spaces—so you can settle in with peace of mind. Flexible booking options and competitive monthly rates make it simple to find a place that fits your schedule.

Our long-term stays are perfect for:

  • Medical professionals on travel assignments

  • Contractors and crews working on local projects

  • Families in transition between homes

  • Anyone looking for a flexible, extended stay along the Oregon Coast

Winchester Bay offers more than just a place to stay—it’s a welcoming community with stunning views, fresh seafood, and endless opportunities to unwind after work.

Why Choose Us?

Prime location near Salmon Harbor and Umpqua River
Locally owned and managed
Comfortable, clean, and fully equipped rentals
Personalized recommendations for dining, fishing, and exploring

Pink peony flowers with ruffled petals surrounded by white daisies with yellow centers and green leaves in the garden of Winchester Bay Vacation rentals
Light blue two-story house with brown window shutters and white picket fence at the corner of Fourth Street.

Enjoy:

  • World-class fishing charters + Crabbing

  • ATV trails through towering dunes

  • Fresh seafood & waterfront dining

  • Miles of beachcombing and coastal hikes

  • Unforgettable sunsets over the harbor

Check Current Availability

Interested in reserving one of our rental properties? Please fill out this form and we will get right back to you!