Holiday rentals in Cascade Head

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Top-rated holiday rentals in Cascade Head

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Guest favourite
The living space features a gray sectional sofa positioned near large windows that provide expansive ocean views. A wooden dining table, accompanied by stylish chairs, is visible in the foreground, with a wall-mounted TV situated above the sofa.
Apartment in Tillamook
4.86 out of 5 average rating, 117 reviews

Oceanside Inn #4: Storm Rock

NO PETS Allowed in this Unit. This is a Pet-Free Unit so that we can accommodate our allergy prone guests. Recently updated 1-bedroom oceanfront condo sleeping 4 guests with stunning ocean views and direct beach access. Features include: Accommodations: * 2 queen beds in bedroom * Full bathroom with shower and soaking tub * Radiant heated floors throughout * AC Living Space: * Ocean-view living room with ROKU flatscreen TV * Full kitchen with stainless appliances and dishwasher * Dining table seating 4 * Shared deck overlooking Three Arches Rocks * WiFi and shared laundry Location & Activities: * Staircase to beach * Beachfront in downtown Oceanside * Walk to Oceanside's Tunnel Cave at low tide Additional Info: * Parking with EV charging available * Digital entry lock This is an Oceanfront unit, on the lower level on the South side. As noted in some reviews, the parking lot can be a little tight, and can occasionally be full (there are ten spaces for the ten units, but parking is not assigned). There is street parking immediately in front of the building, and plentiful parking about a block to the North across from the Blue Agate Cafe.

Top guest favourite
A bright living space features floor-to-ceiling windows providing unobstructed ocean views. The calm water and sandy beach are visible beyond a deck area. A soft lamp and a stack of books adorn a nearby couch, enhancing the inviting atmosphere for relaxation.
Home in Lincoln Beach
4.98 out of 5 average rating, 336 reviews

Oceanfront + Dogs + Hot Tub = Idyllic Beach House!

Neptune's Hideaway is a true coastal gem! Floor-to-ceiling windows frame breathtaking Pacific Ocean views, and vintage design evokes the warmth of a classic beach house. With inviting spaces and a relaxed atmosphere, this home is perfect for easygoing gatherings with family and friends. Every outdoor corner invites you to soak in the spectacular views. And the best part? You're just minutes from golf, a resort spa, and fantastic dining. Bring kids, bring dogs, bring friends—it's time to relax!

Top guest favourite
A scenic outdoor patio features a wooden table and two red chairs, accompanied by a colorful blanket draped over one. A fire pit sits centrally, with a bottle of wine and glass on the table. Lush greenery surrounds the area, overlooking Neskowin Beach and the ocean.
Guest suite in Neskowin
4.98 out of 5 average rating, 190 reviews

Suite w Expansive Ocean Views & Patio w a fire pit

The Loft at Pelican Pointe is located in the quiet community of South Beach, an easy mile walk to the village of Neskowin. It's a private 650 sqft suite above the detached garage of our beach home and provides breathtaking, expansive views of Neskowin Beach and Proposal Rock. A short walk to the beach and you can enjoy beach combing, wading in the river and dining in the charming village. We're minutes away from hiking, kayaking, fishing, shopping and wine tasting in other nearby towns.

Guest favourite
Two plastic lawn chairs are positioned on a lush green lawn, facing a scenic view of a river merging with the ocean at sunrise. Soft light casts a warm glow over the landscape, highlighting the gentle curves of the shore and distant hills.
Apartment in Neskowin
4.86 out of 5 average rating, 661 reviews

World Class Views: Proposal Rock Ocean Front Condo

Our small STUDIO “jewel box” condo looks out on to two merging, clear, fresh water creeks, sandy beaches, tide pools, layered cliffs, the Ghost Forest, and is surrounded by a national forest. It has: full kitchen, bath, queen bed, pull out twin trundle bed (best for kid but can sleep adult). It’s been full renovated to make it our dream getaway! Neskowin has a good wine/deli/market on site. Please reference pictures to see the trundle bed twin + last pic for location off US Hwy 101.

Top guest favourite
A private hot tub is situated near the entrance, surrounded by a covered area with soft lighting. A hammock chair is visible in the background, providing a comfortable relaxation spot. The door is painted in a calming green, enhancing the inviting atmosphere.
Treehouse in Neskowin
4.99 out of 5 average rating, 265 reviews

Unique tree-house inspired retreat w/ local charm

Welcome to The Weekender. Tucked away in a storybook town just minutes from the sand, The Weekender is a cozy, thoughtfully designed beach retreat made for slowing down. Start your mornings with coffee and fresh sea air on the deck, spend your days walking the quiet Neskowin shoreline, and end the evening soaking in the private hot tub or cozying up by the wood stove. It’s peaceful, comfortable, and intentionally simple — the kind of place that makes you exhale as soon as you arrive.

Superhost
An expansive wooden deck extends toward the beach, featuring a view of the ocean waves and a distant rocky shoreline under a pastel sky at sunset. Tall grasses frame the scene, adding a natural element to the serene coastal landscape.
Holiday home in Neskowin
4.87 out of 5 average rating, 171 reviews

Our Plaace in Neskowin, The Beachfront Oasis

Relax at our picturesque beachfront home w/ direct access to the beach from our expansive wrap around deck! Boasting a magical view of the ocean with floor to ceiling windows, enjoy listening to the waves crashing with a glass of wine, snuggle up next to the fireplace in the living area/master suite, or walk down to the beach to find some treasures right from the front door! stay @ourplaace in Neskowin + check out our IG for real time updates & last minute specials when available

Top guest favourite
Cabin in Tillamook
4.99 out of 5 average rating, 533 reviews

Mid-Century Riverfront Cabin - Seclusion Awaits!

Picturesque mid-century cabin...with your own private riverfront! (As seen on Magnolia Network 'Cabin Chronicles'). Boasting a magical view of huge forest trees and 300 feet of river frontage - enjoy a tastefully curated interior with luxury modern appliances & fast wifi. Soak in the incredible views on our expansive deck with a glass of wine, light a campfire on the private pebbled beach. Enjoy fishing/swimming right from your front door! @rivercabaan | rivercabaan . com

Superhost
Home in Lincoln City
4.88 out of 5 average rating, 164 reviews

Lincoln City Family Retreat with Views

Perched at the highest point above the Pacific Ocean on 77 private, wooded acres, The Bell Ranch at Road’s End Oregon Coast is a truly one-of-a-kind luxury retreat. Lovingly remodeled in 2018, the Bell Ranch House retains its historic charm while blending seamlessly with modern comforts. Expansive ocean-view windows frame breathtaking scenery, offering a serene escape for families, couples, or friends seeking exceptional privacy and tranquility.

Guest favourite
An expansive living area features a large sectional sofa oriented towards a flat-screen TV. Floor-to-ceiling windows offer views of the river, while a cozy seating arrangement includes two blue armchairs and a wooden table. A ceiling fan provides airflow in this bright space.
Home in Lincoln City
4.88 out of 5 average rating, 204 reviews

Waterfront retreat: historic charm, river views

Escape to Siletz Sanctuary, a unique riverside retreat on the Oregon coast. Once a historic cannery icehouse, this luxurious home offers panoramic river views from nearly every room. With 2 master suites and a Murphy bed, it comfortably sleeps 6. Enjoy modern comforts, a private sauna, kayaks, and a chef's kitchen. Perfect for a serene getaway just minutes from Lincoln City and Depoe Bay.

Top guest favourite
A spacious deck offers a stunning view of the Pacific Ocean, featuring wooden flooring and a railing. Two chairs provide a comfortable spot for relaxation while absorbing the expansive horizon and coastal landscape.
Cottage in Cloverdale
4.97 out of 5 average rating, 202 reviews

The Wayfinder

Step into a timeless retreat and prepare to be in awe of the great pacific ocean. Watch eagle soar, whales pass by, seals swim, waves form and break, sunsets, and if you're lucky watch the commercial crabbing vessels brave the open waters. The cottage is a gem with a gorgeous panoramic view. Time tends to slow, bodies relax, and memories are made in this ocean cottage retreat.

Guest favourite
Cottage in Lincoln City
4.82 out of 5 average rating, 416 reviews

Cozy Coastal Cottage with Ocean Views

Tucked behind a private gate with sweeping Pacific Ocean views, The Cottage at Road’s End Oregon Coast blends vintage and modern style with coastal charm. This two-bedroom, one-bath vacation rental sleeps four and features a cozy wood stove, a full kitchen, a spacious deck with a BBQ, and trails right from your door. Private beach access is just a short walk away.

Guest favourite
A serene landscape features a private pond surrounded by trees and greenery. A fountain adds a gentle touch to the water. The rustic log home and additional structures reflect a harmonious blend with nature, inviting relaxation and exploration.
Cabin in Cloverdale
4.92 out of 5 average rating, 344 reviews

Lakeside Lodge

Near the Wayside for the Nestucca River, Salmon Superhighway! Located 3 miles North of Hebo, OR and 1/4 mile from a boat ramp to the famous Nestucca River. This log-built home is 3,642 square feet of rustic luxury. The home is fully furnished with a full kitchen, washer and dryer, and wood fireplace. Downstairs are ping pong, billiards and shuffleboard.

Popular amenities for Cascade Head holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Tillamook County
  5. Cascade Head