Beachfront holiday rental in Winchester Bay

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Top-rated beachfront accommodation in Winchester Bay

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Superhost
Home in North Bend
5 out of 5 average rating, 4 reviews

Lakefront Octagon • Hot Tub • Wine Bar • Game Room

Stay in a 1-of-a-kind glass-walled octagon w/panoramic lake views just ¼ mile from the Oregon Dunes. This unique retreat offers endless ways to relax and play, kayak or boat on your private lake, unwind in the hot tub, or gather for games around the pool table and arcades. Every bedroom features a plush king bed and 60” Smart TV, while the living room boasts a 75” screen for movie nights. With a kids’ arcade room and huge pull-through driveway for trailers, it’s the perfect Oregon Coast getaway.

Superhost
A serene beach view captures smooth sandy shores, leading to rocky outcrops and a gentle tide pool. In the background, mist-covered hills rise towards a bright blue sky, showcasing the natural beauty of the Pacific coastline.
Home in Yachats
4.83 out of 5 average rating, 60 reviews

Secluded Cliffside Escape!

Atop the cliffs of Oregon's Pacific, StormWatch is a sanctuary of serenity. Tall windows frame nature's wonders; seals basking,whales migrating and birds nesting. Below, the beach offers summer fun, while winter waves gift agates. The first rains of Fall promise forest mushrooms. Year round, explore tide pools and trails and savor fine dining in Yachats and Florence. StormWatch, where nature's bounty captivates by day and where by night dark skies promise celestial wonders that leave you in awe.

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
4.96 out of 5 average rating, 160 reviews

Tide's Reach of the Umpqua

All it's own type thing, in it's own type place, a RIVERSIDE LUXERY GLAMP! Nooked in Oregon Coastal Mountains at edge of inland tidal waters. Set to the background of a small historic rural township, 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
An aerial view captures the Surf House, overlooking a serene ocean at sunset. The deck area features outdoor seating and is surrounded by lush greenery, while the rocky and sandy beach stretches below, framed by gentle waves reflecting the golden hues of the sky.
Home in Yachats
4.96 out of 5 average rating, 85 reviews

The Surf House w/ private beach access & hot tub!

The Surf House offers special access to one of the wildest and most beautiful stretches of the Oregon Coast. Perched on the bluffs between Heceta Head and Cape Perpetua, it offers a serene & spectacular oceanfront experience. Descend private stairs from the yard to the secluded beach below to access some of Oregon's best tide pools, agates & beachcombing. An oceanview outdoor shower, fully decked hot tub, fire pit, lush gardens, & stocked surf shack w/ arcade enrich the wild coast experience.

Superhost
The spacious living area features floor-to-ceiling windows that afford sweeping ocean views. A comfortable sectional sofa and several accent chairs are arranged around a central coffee table on a patterned rug. The warm wooden ceiling adds an inviting touch to the room.
Home in Coos Bay
4.87 out of 5 average rating, 358 reviews

#StayinMyDistrict Cape Arago Sanctuary at the Sea

#StayInMyDistrict Cape Arago Sanctuary on the Sea! Oceanfront home features sweeping views of the ocean & direct access to Lighthouse Beach. Located on a pointe overlooking the sea, w/ floor to ceiling windows & views for miles. This mid century beauty was designed for both style & comfort. Outdoor space with large grassed yard w/ gas fire pit, & comfortable seating. Enjoy local hiking, convenient to Charleston & Coos Bay. 2 bed/2 bath, cozy fireplace, W/D,Sleeps up to 8, BBQ Grill, Oceanfront.

Guest favourite
Two wooden chairs are positioned on a grassy area, facing a serene ocean view. In the distance, a lighthouse stands atop a rocky outcrop, surrounded by calm waters and a clear sky, providing a scenic backdrop.
Holiday home in Coos Bay
5 out of 5 average rating, 79 reviews

Oceanfront Home, Lighthouse, Beach Access, Sunsets

This private 1 BR/1BA apartment is the first floor of a 3-story house perched directly above the crashing Pacific Ocean waves. Only 200 feet away, there is private access to Lighthouse Beach, a ½ mile sandy beach between rocky headlands from the north or south, it is the closest thing to a private beach in Oregon. Enjoy amazing views of Gregory Point, the historic Cape Arago lighthouse on Chiefs' Island, and Lighthouse Beach from every room in this spectacularly located one bedroom apartment.

Top Guest favourite
An open living area features large windows showcasing expansive ocean views and plenty of natural light. Comfortable seating is arranged around a neutral-toned rug, while a modern kitchen is visible in the background, complete with bar seating. The space offers a warm and inviting atmosphere.
Home in Florence
5 out of 5 average rating, 13 reviews

Florence Oceanfront Home | Direct Beach Access

November on the Oregon Coast is pure serenity: dramatic waves, quiet beaches, and golden sunsets. Whether for a romantic weekend, Thanksgiving getaway, or peaceful oceanfront escape, this designer home in Florence, Oregon offers comfort, style, and stunning views. Wake to crashing waves, sip coffee by the fire, and step straight to the sand for long walks, cozy nights, and unforgettable coastal moments. Close to restaurants, sandboarding, dune buggy rides, hiking, golf, and more.

Guest favourite
The exterior of a two-story wooden beach house is depicted, positioned close to the sandy shore. Nearby waves can be seen crashing against the beach, with rocky formations emerging in the distance. Lush grass surrounds the property, and a pathway leads toward the beach access.
Home in Bandon
4.83 out of 5 average rating, 187 reviews

Bandon Journey Home

Beach front property, walk outside and onto the beach or hang out on the deck where you can enjoy beautiful sunsets. Walking distance to Old Town. Enjoy laying out on the beach,walks or fishing. 3 bed 2 bath with futon in loft (Roll away beds also available). Breathtaking views Enjoy the sights & sounds of the Pacific Ocean from the comfort of our home. Listen to the seagulls, the foghorn and the crashing waves as you take in the magnificent view. *** No pets allowed!

Guest favourite
A rustic duplex is shown, surrounded by a spacious gravel yard. Large trees provide shade, and a swing hangs from one. Nearby, a play structure adds a playful element, while the clear blue sky brightens the scene.
Cottage in Coos Bay
4.92 out of 5 average rating, 206 reviews

Bay Cove Cottage A

On the Bay across from Charleston Harbor. Bright, clean, and cozy, rustic 1940s era cottage duplex, perfect for frugal travelers. Features kitchenette, comfortable queen bed plus fold-out sofa bed in the living room. There is no view from inside the cottage, but a small patio with fire pit (weather permitting) is available with gorgeous views from outside the cottage. Cottage A is close to Cape Arago Hwy., and receives more road noise than any of our other properties.

Guest favourite
Two Adirondack chairs, one black and one yellow, are positioned on a grassy area overlooking the beach. Waves gently lap at the shore, and a serene landscape of sand and ocean stretches into the distance under a partially cloudy sky.
Guest suite in Florence
4.93 out of 5 average rating, 44 reviews

Whales Watch on Heceta Beach

Whales Watch Oceanfront Retreat Steps from the Sand Beachfront bliss at the edge of Heceta Beach—where wildlife and waves meet world-traveler charm. Prime Location Walk out your sliding glass door directly onto the beach. Nestled at the furthest point of Heceta Beach, Whales Watch offers sweeping views from the Siuslaw River Jetty to Heceta Head Lighthouse. Spot whales, sea lions, bald eagles, osprey, and pelicans—all from your private patio.

Superhost
A spacious living area is shown, featuring large windows that offer expansive views of the beach and ocean. Comfortable couches are arranged around a coffee table on a patterned area rug. A large flat-screen television is mounted on the wall, enhancing the inviting ambiance.
Home in Florence
4.94 out of 5 average rating, 98 reviews

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

Seascape at Heceta Beach: The Ultimate Spacious House on Heceta Beach! Just a 3-minute walk from the shore, offering three master suites with luxurious king beds. Spanning 3200 square feet, Seascape combines grandeur with coziness. Perched 20 feet above ground, it presents unparalleled beach views from every angle across three floors. The main level offers sightlines from the Jetty to Heceta Lighthouse. Experience a coastal getaway at Seascape!

Guest favourite
A spacious deck is framed by tall trees, overlooking a scenic harbor filled with boats. Two lounge chairs are positioned on the deck, inviting relaxation while enjoying the tranquil waterfront views.
Home in Coos Bay
4.94 out of 5 average rating, 17 reviews

Harbor Mist - Incredible Views and Private Beach

This Beautiful Bay rental is the perfect place for family and friends to make memories on the Oregon Coast. This home sits on the serene waterfront of Charleston Harbor. Enjoy the fantastic harbor views, passing boats, shorebirds, and majestic forest setting. Walk the short trail to your private beach, where you can dig for clams, beach comb, or play in the sand. The house is minutes from Oregon's best beaches, restaurants, and grocery stores.

Popular amenities for Winchester Bay beachfront rentals