Vacation rentals in Tillamook Head

Award-winning New Modern Oceanfront Shangri-La

Jaw Dropping Ocean Front Views nestled in remote Falcon Cove, a grand-fathered neighborhood inside Oswald West State Park. This new award-winning custom modern home, inspired by famed northwest architect Tom Kundig, takes advantage of stunning views out every west facing window. The gourmet kitchen, with Miele Gas range, Oven, microwave and SubZero Fridge allow you to cook either that cozy dish that your heart desires, or keep it simple and live the charcuterie life, because it is your VACATION!

The Iconic Short Circuit House!

NO CLEANING FEES! Enjoy a unique stay with a spectacular view at Stephanie's House! Built in 1882 and used in the 1986 film ‘Short Circuit’, this Victorian farmhouse has all the modern amenities. Guests are just minutes away from downtown Astoria, and a short drive to our many coastal attractions. The patio boasts one of the best views in town- the Astoria-Megler bridge and the mighty mouth of the Pacific Ocean. If the rain keeps you inside, the same view is available from every bedroom window.

Soapstone Woodland River Retreat

Private & Secluded! This famous river & writing retreat, built based on nature's Fibonacci Sequence, was designed by architect Will Martin. It's hosted writers such as Cheryl Strayed, author of "Wild". Located on 22 acres & privately situated on a beautiful river in the midst of a true PNW woodland. Enjoy your own private trails, salmon spawning in the fall & early winter, and the sounds of nature. Adults & kids will love the "writer's cube" perched at the top of the house. The PNW at its best!

The Sweetheart Cottage, Dreamy Stay Steps to Beach

Explore Seaside from our charming cottage, situated at the northern end of the iconic Seaside Promenade. This prime location offers you a tranquil retreat just steps from a quiet stretch of beach. A short stroll down the Promenade leads you to the heart of town, where you can enjoy a variety of restaurants and enjoy local attractions. Ideal for families and couples alike, the cottage boasts stylish, cozy interiors, comfortable beds with luxurious Brooklinen sheets, and an inviting fireplace.

OB:~A+View of Waterfront/Mt/River/Ocean~Hottub~Dog

Ocean Breeze is a magnificent home nestled in the quaint and quiet neighborhood of Gearhart. Our home overlooks the Necanuim River and boasts amazing views of the River, the North Pacific Ocean, Tillamook Head Mountains, and the City of Seaside through the wall to wall windows and has direct access to the shores of the estuary. Ocean Breeze is a perfect getaway for fun, rest, relaxation, doing activities, and gathering with loved ones. 1 mile from Locals favorite McMenamins Restaurant & Pub

Seaside Saltbox, 2 blocks 2 sand

Welcome to Seaside, OR. This 1950's home sits 1.5 blocks from the promenade and sand. Home features updated kitchen with quartz counter top and stainless appliances. 3 bedrooms, 2 petite bathrooms, and laundry room. Back yard is fenced with hot tub, deck, basketball hoop, small put-put, and space for dining. Close to annual: Soccer In The Sand, 4th of July Beach Fireworks, Hood 2 Coast finish line, Beach Volleyball, Oregon Beach Kites, Spotlight Dance Cup, Chalk It, Ride The Dirt Waves.

OCEAN FRONT!! Uber comfy old school beach house!!

My grandma Alice’s Surfers Cove Beach House is a place to melt into. Extremely comfy, excellent bedding, & impeccably clean. Retro beach house feel w/ just the right amount of plush. Lounge around, watch the surfers, be mesmerized by the waves. Hiking & beach walks are at your literal doorstep. A short 15 minute walk will take you to a neighborhood grocery store, golf course, restaurant & the promenade...which will lead you to downtown bumper cars, arcade, shopping, entertainment & food!

End of The Road - 4 Night Minimum

End Of The Road is a rustic family cabin perched on a cliff overlooking the Pacific Ocean, with the wooded hills of Oswald West State Park rising behind. Hand built in the late 1950's by the current owners, this 2 bedroom one bathroom cabin includes a wood stove, hot tub and washer/dryer. The location is a dramatic and stunningly wild spot. There is little sense of other human presence. Dogs are welcome with an Additional Services Fee of $25 per night, per dog: limit 2. Sorry, no cats.

Larch Street Beach Cottage - downtown Cannon Beach

You can not be more in the heart of the village of Cannon Beach yet just 100 feet to the beach. Quiet and private but steps away from all the restaurants, galleries and shops. Brand new construction, small yet every inch is well thought out and functional. Full kitchen with countertop seating, comfortable living area with gas fireplace and smart TV. Private bedroom with a king bed and smart TV. Spacious bathroom with large walk in shower and large front porch perfect for relaxing.

160) The Tides by the Sea

Relax in this bright and airy second-floor, 2 BR condo. The boho-chic living room features panoramic views of the ocean, electric fireplace, and vaulted ceilings. Full kitchen for preparing meals, and a large dining table for game nights. Bedroom 1 has a king bed with Sleep Number mattress for your perfect firmness; Bedroom 2 features queen-size bunk beds and a peek-a-boo ocean view. Walk the beach, swim in the pool, walk to shops and restaurants, or just take in our glorious sunsets.

Driftwood Cottage (Hot Tub, King Bed, Pets Ok)

Welcome to Driftwood Cottage at Seaside on the Oregon Coast, a remodeled 1950's beach house with modern amenities, interior finishes and original art by host and family! Driftwood Cottage invites you to come and enjoy everything that makes Seaside so unique. Four blocks from the Promenade (Prom) with direct access to the beach, a 10 minute walk to the Market, Billy Mac's, or Osprey Cafe, 15 minute walk to the Cove and less than 15 minute walk to Tillamook Head or Downtown Seaside.

Ocean's Daughter Seaside Retreat

Escape to coastal luxury in this custom golf course home, just half a block from The Cove, Seaside's premier surfing and beachcombing beach. This elegant single-level retreat features three king suites, sun-filled open living spaces, ocean-inspired décor, a gourmet kitchen, and a cozy gas fireplace. Relax in the private hot tub, dine on the patio, unwind in the fenced backyard, or enjoy the game room. Thoughtfully designed for comfort, style, and memorable coastal getaways.