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!

Otter Cottage

Otter Cottage offers the perfect combination of location and charm. This cozy and light filled space is modern and kitschy. Two blocks from Broadway, three blocks from the historic Promenade and ocean, and the Necanicum River flows through the backyard. The river is ideal for kayaking, birding and taking in the mountain views. With such incredible walkability you never have to drive once you settle in at Otter Cottage. If you decide to venture out, there are many options for exploring.

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.

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.

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.

Blue Pacific Retreat- Contemporary w/Ocean Views

'Blue Pacific Retreat' is a contemporary space in Arch Cape w/panoramic ocean views, quiet and serene surroundings. Designed by an architect and interior designer the newly remodeled space (2025) is sophisticated, tasteful, and unique. Luxurious amenities; heated floors, luxury bedding, ocean views from living area and west deck, stocked, full kitchen, and NW art. This is 1 bdrm apt. above a detached garage on a quiet dead end street and is just a 9min to beautiful Arch Cape beach.

Ocean's Daughter Seaside Retreat

Guests love our custom home on the golf course, just half a block from The Cove, a favorite beach for surfing and beachcombing in Seaside, Oregon. This single level home features an open concept design with three king bedroom suites. It is light, bright, and filled with ocean imagery. From the gas fireplace to the gourmet kitchen, it's all new. There is a fenced backyard with Adirondack chairs on the patio, a hot tub and a propane grill. Plus, there is a game room in the garage.

South Columbia Cottage

South Columbia Cottage is the quintessential beach cottage that serves as the perfect backdrop for your memorable coastal vacation. Lovingly renovated in 2021, our cozy get-away is only two blocks from the beach and three from the shops, restaurants, and entertainment of Broadway. Toast marshmallows on the secluded deck, take a sunset stroll on the Prom, lounge in bed with the latest bestseller, and explore the northern Oregon coast from our family get away.

Sea Glass Inn - Suite #8

This suite features three skylights in the main area, flooding the space with natural light, with an additional skylight in the bathroom. The space includes a kitchenette with a quaint dining area. Relax in the king-size bed outfitted with luxurious linens, ideal for unwinding as you watch your favorite shows on the smart TV. This unit offers a love seat that unfolds to reveal a comfortable twin bed for an additional guest. This room does not allow pets.

Eagle's Nest - Connect with the Soul of the Coast

300 feet above the ocean on sacred Neahkahnie Mountain, 30 feet above the ground. Built by hand with love in 1985. Look out thru giant Sitka spruce and Douglas fir, south & west to the ocean. Look up from the sleeping loft through a huge skylight to the night stars and moon. Leave urban culture behind. Retreat into a world where the rest of nature speaks loudly. Neahkahnie means "place of the spirits." All are welcome to find true peace & magic here.

CAPTAINS QUARTERS, AHOY MATEY!

1925 stylish home with 3 beds, 1 den, and 2 full baths is just a few steps to the promenade and beach, and all that the main drag of Seaside has to offer. Restaurants, shopping, wine bars, brew pubs, arcade, bumper cars, etc. Smaller dogs ok, contact owner. Go golfing, crabbing, fishing, clamming, hiking, zip lining, go carts, surfing, biking! Or stay at home and play board games, or corn hole, no need to go anywhere!

Oceanfront S. Prom Upper Level Cottage

You can enjoy breathtaking panoramic views of the ocean from the living room, master bedroom and deck in our cozy oceanfront upper cottage. It is a 2 bedroom 1 bathroom cottage on the top floor of our duplex. Our cottage is ocean front and on the quieter south end of the prom in Seaside. Restaurants, shopping and golf within short 1 - 2 block walking distance.