
Vacation rentals in Winchester Bay
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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.

Cozy River Cabin
Sitting on nearly two acres of river front land, this tiny cabin is packed with charm. Enjoy the view of the beautiful Siuslaw River out of the large picture windows. This property is the perfect place to unplug from technology and plug into the great outdoors. Relax in the jacuzzi nestled in a grove of mature firs. Wander the orchard and taste the sun ripened seasonal fruits. Bring your fishing pole and catch a fresh salmon for supper. Leave your worries behind and come unwind at the cabin.

Sylvia's Sanctuary
Upscale recently renovated private loft in quiet wooded neighborhood. High ceilings, deep carpet, glass and ceramic tile, roomy shower. Luxury linens & comfortable Cal King bed Free WiFi, new 50" smart TV. Kitchenette with dishes, utensils, cookware. New 1800 watt cooktop Pantry has snacks and goodies. Private entrance and deck up stairs. Country feeling right in town. Minutes from shopping, Old Town, beach, dunes, trails. Respectful owners onsite. Raised Aerobed available for 3rd guest.

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.

Vacation by Dunes fenced yard,fireplace,cozy
Cozy newly furnished guest home. 1 bed/1 bath, gas stove, with cooking utensils, indoor fireplace provides cozy ambience. Home is close to beach, dunes, restaurants and shopping. Unit is not pet friendly due to pet allergies in one of our family members - if guest brings a pet a 200 deep cleaning fee will apply. Shared fenced yard (2 bed 1 bath unit is available for rent as well). Call us for special pricing on both. https://www.airbnb.com/h/northbendhome

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.

Cozy Coastal Cottage
Keep it simple at this peaceful and centrally-located place. Easy walk to Bay Street and all the charm, great eats and fun that Old Town Florence offers! Stroll to the Exploding Whale Memorial Park in moments, walk along the sandy river "beach" and through its magical forest, as you look across at the Oregon dunes that inspired the book and movie series, "Dune". A large grocery store is close by, too. Breathe the air and relax!

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.

(U2)Great studio apartment in Florence by Old Town
This small upstairs studio apartment is in a safe double entrance building walking distance to downtown Old Town! Enjoy this 1950 era charming building that has been completely renovated. Enjoy the breeze from the skylight and welcoming ambience of the building. This simple clean unit is great for someone looking for a relaxing quiet place to stay after enjoying the beach or nearby shopping.
Popular amenities for Winchester Bay vacation rentals
Winchester Bay oceanfront vacation rentals

Heceta Beach Hideaway

Tide's Reach of the Umpqua

New bayfront 2BR with marvelous sunset views

Bay Cove Cottage A

Oceanfront Home, Lighthouse, Beach Access, Sunsets

Whales Watch on Heceta Beach

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

Harbor Mist - Incredible Views and Private Beach
Other great vacation rentals in Winchester Bay

Stay In Lakeside - Lake Front Oasis

Little House w/ Creek in Backyard near Ocean

Tidewater Haven

The Cozy Crab Cottage

Wish You have a pleasant stay & wonderful trip.

Private Riverfront stay on the Siuslaw

Harbor view Cozy Cottage

Laguna East
When is the best time to visit Winchester Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$74,479 GYD | G$74,479 GYD | G$83,684 GYD | G$88,915 GYD | G$88,915 GYD | G$64,855 GYD | G$83,266 GYD | G$83,266 GYD | G$83,684 GYD | G$83,684 GYD | G$74,479 GYD | G$74,479 GYD |
| Avg. temp | 7°C | 7°C | 8°C | 9°C | 11°C | 13°C | 14°C | 14°C | 14°C | 11°C | 9°C | 7°C |
Frequently Asked Questions
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 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 family-friendly house rentals in Winchester Bay?
Winchester Bay has more than 20 family-friendly house rentals. 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.
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 G$10,461 GYD per night before taxes and fees

Verified guest reviews
Over 830 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
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

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