
Vacation rentals in Winchester Bay
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Quick stats about vacation rentals in Winchester Bay

Total vacation rentals
Explore 30 vacation rentals in Winchester Bay

Nightly prices starting at
Winchester Bay vacation rentals start at G$16,726 GYD per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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

4.8 Average rating
Winchester Bay stays are highly rated by guests—averaging 4.8 out of 5!
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.

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.

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.

BayView Villa On Sunset. Dune access, Ocean views
Endless ocean views and sunsets from this well-appointed home with Dune access to the Oregon Dunes just down the hill. Open floor plan throughout. Lots of windows to enjoy the views of the Pacific Ocean and Umpqua River. Lounge and dine on the deck as the sun goes down or relax in the living room by the gas fireplace. With beaches, lakes, fishing, and the historic Umpqua lighthouse all within walking distance, immerse yourself in all the Oregon Coast has to offer.

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.

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.

Hot Tub | Cold Plunge | Views | Stay Above It All
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

Tide's Reach of the Umpqua

Coastal Escape w/ Beach Access by Lighthouse

Welcome to Sandy Seal. Relax and Enjoy!

Bay Cove Cottage A

Oceanfront Home, Lighthouse, Beach Access, Sunsets

Harbor Mist - Incredible Views and Private Beach

#StayinMyDistrict Cape Arago Sanctuary at the Sea
Other great vacation rentals in Winchester Bay

Dreamy Lakeside Hideaway-Boat-access only

Tidewater Haven

Little House w/ Creek in Backyard near Ocean

Wish You have a pleasant stay & wonderful trip.

Coastal retreat with dune access

Ariels Landing Lakeside Oregon

Maud Lake Lodge - Dune Access Lakefront Home

Coastal Forest Rendezvous Suite for Two!
Frequently Asked Questions
Are there pet-friendly vacation rentals in Winchester Bay?
Four-legged friends are welcome in Winchester Bay. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Winchester Bay?
Yes! Work meets play with ease at over 10 vacation rentals in Winchester Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Winchester Bay?
Winchester Bay has more than 20 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 $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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