Holiday 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.

Pond View At The Commons 08 - Dog Friendly

Nestled along the serene Mill Pond, this brand-new 2-bedroom, 2-bathroom home is your perfect retreat to the Oregon coast. With space to accommodate up to six guests, this home offers the ideal setting for relaxation, fun, and making lasting memories. We are a unique collection of 24 homes designed with fun in mind. Step outside to enjoy the communal outdoor space, complete with corn hole boards, BBQ grills, and cozy fire pits. Rainy day? Head to the game room and keep the good times rolling.

OB:》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

Luxury Home on Golf Course. Short Walk to Beach!

Lallybroch Cottage is a spacious, family-friendly Oregon Coast retreat perfect for creating memories with families and friends! This 4-bedroom, 2.5-bath vacation home rental offers a fully equipped kitchen, bright living areas, and a bonus game room for year-round fun. Relax in the large backyard with golf course and garden views, watch surfers at Seaside Cove just a short walk away, then ride bikes from the oceanfront Promenade to Broadway Street, home to charming shops and restaurants.

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.

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.

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.

The Float House at Jack Creek

A delightful float house on the John Day River, minutes from charming Astoria, Oregon, this home offers a perfect place to enjoy river recreation and relaxation. Originally a floating store, guests now enjoy all the modern conveniences mixed with old-world charm. Sitting adjacent to 16 acres of farmland, enjoy the peace and serenity of country life or use it as a jumping-off point for your adventure on the coast.

Luxury stay on the beach - Loft Of Riley

Loft of Riley is on the beach with a private path to reach sand in seconds. It's amazingly private, yet minutes from shops and restaurants in Cannon Beach and Manzanita. Completely remodeled bathrooms with rain head showers and heated tile floors. Remodeled guest house is steps from the main house and allows privacy for extended family, friends or teens wanting their own space.