Holiday rentals with outdoor seating in Winchester Bay

Find and book unique rentals with outdoor seating on Airbnb

Quick stats about holiday rentals with outdoor seating in Winchester Bay

  • Total holiday rentals

    Explore 10 holiday rentals in Winchester Bay

  • Nightly prices starting at

    Winchester Bay holiday rentals start at $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 260 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Winchester Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winchester Bay rentals

  • 4.9 Average rating

    Winchester Bay stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated rentals with outdoor seating in Winchester Bay

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite
Bright living area features large picture windows offering views of the bay. A comfortable seating area is complemented by a work desk positioned beside a round entryway. The wooden wall adds warmth to the space, while natural light enhances the inviting atmosphere.
Cottage in North Bend
4.95 out of 5 average rating, 547 reviews

Bayview Cottage - Charming Family Friendly Home With a View

Enjoy beautiful views of the bay and wildlife including deer and a variety of birds from the large picture windows that welcome you to Bayview Cottage. Gather around the waterfront fire pit after a day of adventures to enjoy s’mores and stunning sunsets. Everything you’ll need to prepare a gourmet meal or a quick snack is provided in the fully equipped kitchen including spices, bakeware, a variety of kitchen appliances, and other cooking essentials. All three beds feature memory foam and cozy bedding to provide a wonderful night’s sleep. The house is fully stocked with Smart televisions including cable, high speed wifi, a washer and dryer, toiletries, and plenty of books, puzzles, toys and games. Bayview Cottage is an ideal home for families or a group of friends enjoying the beautiful Southern Oregon Coast! Bayview Cottage may also be rented in conjunction with Bayview House, a larger home that sleeps 4 guests and is located right next door. Consider renting both homes together for larger parties or a gathering where families may want their own space. Together both homes can accommodate parties of 8 and each home has a full kitchen and a washer/dryer! This waterfront property is great for cozy evenings around the firepit. During low tide clam from the property or take a nature hike around the bay. Large picture windows provide views of the incredible sunsets while staying warm and cozy indoors. Along with the cottage, enjoy the deck with lawn chairs as well as the waterfront fire pit in the private backyard. I am available by phone, text or email at anytime during your stay. I live nearby if you need anything while you are at the cottage. The cottage is located just a few blocks from Downtown North Bend, a small coastal town with shops, restaurants, antique stores and pubs. Located at the end of a quiet road next to a nature park providing ample opportunity to observe wildlife including deer and many birds. A short drive to several beaches and sand dunes for a day full of outdoor adventures. Plenty of parking for your toys including boats and trailers is available. World famous Bandon Dunes Golf Course is less than a 30 minute drive away! Conveniently located just a few blocks off of the Scenic Coastal Highway and a quick 5 minute drive to the North Bend airport.

Top guest favourite
A sweeping view of the Umpqua River surrounded by lush greenery and rolling hills under a clear blue sky. The vibrant landscape features a mix of water and grasslands, with wooded areas lining the riverbanks, creating a serene natural setting.
Guest suite in Reedsport
4.99 out of 5 average rating, 863 reviews

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.

Top guest favourite
Two glasses of red wine sit on a wooden railing beside a bottle, overlooking a tranquil duck pond. Lush greenery surrounds the water, with ducks visible in the background, providing a serene setting for relaxation.
Home in Lakeside
4.98 out of 5 average rating, 129 reviews

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.

Top guest favourite
A serene outdoor space features a lush green lawn bordered by ferns. A rustic red bench sits in the foreground, overlooking the Siuslaw River and surrounded by tall trees providing shade. The peaceful setting showcases the natural beauty of the property.
Guest house in Mapleton
4.9 out of 5 average rating, 424 reviews

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.

Guest favourite
An insulated dome interior showcases a cozy space with a plush brown blanket draped over a spacious bed. A stone hearth is centrally positioned, with wood-fired heating. Two tall tables with chairs and a sectional sofa are located near expansive windows that provide views of the outdoors.
Dome in Scottsburg
4.97 out of 5 average rating, 178 reviews

Tide's Reach of the Umpqua

All it's own type thing, in it's own type place, a unique RIVERSIDE GLAMP! Nooked in Oregon Coastal Mountains at edge of inland tidal waters. Set to the background of a small historic rural town, tucked just out of sight of the beaten route to/from the Pacific Ocean and Oregon Dunes a short 16mi away at Reedsport.  Year-round floating dock and river access all to yourself, different experience with each tide change, and kayaks provided. Otter, eagle, seal, fish, etc : a nature theme park!

Top guest favourite
The exterior of a two-story green home is presented, featuring a double garage and a concrete driveway. Surrounding trees provide a natural backdrop, enhancing privacy. The architecture is modern, with large windows allowing for ample light. An additional structure is visible to the left.
Home in Florence
4.99 out of 5 average rating, 120 reviews

3- Bedroom home close to beach,dunes,shops

Private home on quiet residential street located on the Oregon Coast in Florence. This home sleeps 9 with room for more. Perfect for a family getaway or a weekend away with friends. The kitchen has everything you need to cook a great meal and a BBQ for outdoor entertaining. Five minutes to old town, casino and Heceta Beach. Centrally located to all the fun the Oregon Coast has to offer. Plenty of parking. We also have a dog park on the property. Pets must be added to your booking

Guest favourite
The exterior of a two-story duplex is seen, featuring a light-colored siding and multiple large windows. A small garage is located to the right, and a fenced yard provides privacy. The sky displays soft hues during sunset, enhancing the calm ambiance.
Home in Reedsport
4.94 out of 5 average rating, 284 reviews

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!

Top guest favourite
A two-level chalet is surrounded by vibrant greenery and blooming flowers. Large windows allow natural light to fill the interior. A patio area with outdoor seating and a fire pit is visible in the yard, enhancing the inviting outdoor space.
Cabin in Lakeside
4.95 out of 5 average rating, 684 reviews

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.

Guest favourite
Cabin in Lakeside
4.94 out of 5 average rating, 137 reviews

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.

Top guest favourite
A spacious deck features a transparent railing, providing unobstructed views of the serene bay and distant hills. The bright blue sky complements the tranquil water, while lush greenery surrounds the area, creating a peaceful outdoor space.
Home in North Bend
4.96 out of 5 average rating, 233 reviews

The Cliff House on the Bay w/Stunning Water Views

The Cliff House on the Bay! Unwind at this delightful English cottage-esque house with stunning views of the Bay! Perched above North Bend's beautiful bay - guests will enjoy this lovingly built home with original hardwood floors, vaulted ceilings, and antique details for a luxurious yet charming feel. Soak up the stunning water views from the deck, cozy up to the gas fireplace and unwind in any of the three perfectly appointed bedrooms.

Top guest favourite
A spacious bedroom is depicted, featuring a large bed dressed in white and navy linens. A dresser and mirror are positioned near windows that allow natural light to fill the room. A cozy chair and decorative plants add a touch of warmth.
Guest suite in Florence
4.96 out of 5 average rating, 552 reviews

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.

Guest favourite
A cabin-style home is surrounded by towering conifers, with a spacious deck overlooking a lush green lawn. The structure features a combination of wood siding and a pitched roof, reflecting a blend of natural elements and rustic charm. Clear blue skies enhance the serene atmosphere.
Home in North Bend
4.94 out of 5 average rating, 162 reviews

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!

Popular amenities for outdoor seating rentals in Winchester Bay