
Vacation rentals in Tillamook Head
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Top-rated vacation rentals in Tillamook Head
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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!
4.98 out of 5 average rating, 179 reviews
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.
4.99 out of 5 average rating, 620 reviews
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.
4.97 out of 5 average rating, 107 reviews
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
4.96 out of 5 average rating, 250 reviews
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.
4.98 out of 5 average rating, 116 reviews
The Beachy Brothel (aka The Seaside Retreat)
Relax and recharge in Seaside's crown jewel. Enjoy this fully renovated, 120 year old beauty that's filled with charm (Seaside's original brothel). Sip coffee in the sunroom, enjoy conversation with family & friends in the gorgeous custom kitchen or retreat to one of the cozy high design bedrooms for some quiet time. This home has everything you need to unplug and relax. Steps away from the beach and an easy walk to downtown, you won't find another place quite like this on the N. Coast!
4.93 out of 5 average rating, 237 reviews
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!
4.9 out of 5 average rating, 105 reviews
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.
4.95 out of 5 average rating, 147 reviews
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.
4.96 out of 5 average rating, 166 reviews
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.
4.98 out of 5 average rating, 291 reviews
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.
4.95 out of 5 average rating, 366 reviews
Beautiful Seaside Home. Peaceful location.
Our newer home is located in a perfect quiet setting on and friendly neighborhood on the North side of town. The short distance walk to the beach is only about 4 houses away to the beach and a block away from the river. Our home is ready for your holiday retreat and Seaside is open for business. Please no group parties, as our neighbor is peaceful and we respect our neighbors.
4.98 out of 5 average rating, 132 reviewsPopular amenities for Tillamook Head vacation rentals
Other great vacation rentals in Tillamook Head

The Float House at Jack Creek
4.99 out of 5 average rating, 272 reviews
Oceanfront Villa | Private Beach Access | Hot Tub
4.9 out of 5 average rating, 312 reviews
Luxury Home on Golf Course. Short Walk to Beach!
5.0 out of 5 average rating, 22 reviews
Anchors Away Beachfront *Pet Friendly
5.0 out of 5 average rating, 7 reviews
Oceanfront with 4 Suites
5.0 out of 5 average rating, 17 reviews
2 Streets to the Beach! Game Room • BBQ + Firepit
4.88 out of 5 average rating, 34 reviews
Chapman Cove by AvantStay | Beach Bungalow + Sauna
5.0 out of 5 average rating, 32 reviews
Capt'n John's Cottage, Short Walk to the Beach!
4.88 out of 5 average rating, 95 reviewsDestinations to explore
- Seaside Beach Oregon
- Short Sand Beach
- Arcadia Beach
- Indian Beach
- Short Beach
- Astoria Column
- Kelly's Brighton Marina & Campground
- Manzanita Beach
- Fort Stevens State Park
- Oswald West State Park
- Ecola State Park
- Seaside Aquarium
- Fort Stevens
- Columbia River Maritime Museum
- Cape Disappointment State Park
- Nehalem Bay State Park
- Tillamook Air Museum
- Cape Lookout State Park
- Blue Heron French Cheese Company
- Marsh's Free Museum
- Lewis And Clark National Historical Park
- Oregon Film Museum
- Cape Kiwanda State Natural Area
- Hug Point State Recreation Site





