Holiday houses in Oregon

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Top-rated holiday rentals in Oregon

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Top Guest favourite

Home in Arch Cape

4.99 out of 5 average rating, 130 reviews

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!

Guest favourite

Cottage in Mosier

4.92 out of 5 average rating, 106 reviews

Enchanting Tolkienesque Stone Cottage in the Woods

With a touch of Tolkien, relax in this story book home. Set high upon a dragonfly filled knoll overlooking a pond. Watch the birds, deer,and wild turkeys roam from out the large circular glass moon door. Step outside onto the veranda and take a dip in the wooden barrel hot tub. Stroll the 27-acrewoods and sip tea by the glass mosaic fireplace. Crawl into the cozy bednook and read a book written by JRR Tolkien. Enjoy the silence and the sounds of nature as you've found your fantasy getaway.

Guest favourite

Cabin in Clatskanie

4.97 out of 5 average rating, 123 reviews

Luxurious European Chalet with Riverview/ Forest

Welcome to your most memorable Airbnb! This one-of-a-kind handcrafted luxury cabin, built by a husband-and-wife designer team, is nestled in the serene woods of Clatskanie. Spanning 800 sq ft, it offers inspiration, relaxation, and unforgettable memories. Featured in several publications, the cabin boasts a clawfoot tub overlooking the forest and Columbia River, brand new appliances for home-cooked meals, a Traeger grill, a comfy King bed, a rustic large deck, and a bathroom with heated floors.

Top Guest favourite

Guesthouse in Oregon City

4.98 out of 5 average rating, 173 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

Guest favourite

Tiny home in Sandy

4.96 out of 5 average rating, 1,169 reviews

Mt Hood View Tiny House

Sandy's first and only Tiny House! Although this home is located just a mile from Hwy 26 within Sandy's city limits, it's located on a private 23 acres, so you'll feel completely secluded. This makes it the perfect place to stay while visiting the Mt. Hood area. The tiny house was built to capture the amazing view of Mt. Hood. The home was designed around a moving window wall system that completely opens to the outdoors allowing for one of the best views of Mt. Hood. We hope you enjoy!!!

Top Guest favourite

Apartment in Sandy

4.99 out of 5 average rating, 382 reviews

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

Top Guest favourite

Cabin in Tillamook

4.99 out of 5 average rating, 468 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

Guest favourite

Treehouse in Sandy

4.91 out of 5 average rating, 267 reviews

Treehouse Glamping Adventure in Sandy, Oregon

The Izer Treehouse is an incredible off-grid retreat. Nestled in a secluded setting amongst the tree-tops overlooking the Bull Run River Canyon, it's the perfect hideaway for couples seeking a romantic escape or BFFs looking for an adventurous getaway. Follow the path and bridge through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor and is perfect for reconnecting with nature and getting away from real-life.

Top Guest favourite

Cabin in Alsea

4.98 out of 5 average rating, 820 reviews

Scenic cabin with a creek view

We are located 2 miles from the entrance to the Mary's Peak recreation area, the highest spot in the coast range. During winter, there is usually access to snow, only a 15 minute drive from our cabin to the top of Mary's Peak. Alsea Falls is a 25 minute drive. The coastal town of Waldport is a 45 minute drive, Oregon State University is a 20 minute drive away, and University of Oregon is 1 hour south of us. Cabin is on our private property where we live as well.

Guest favourite

Tiny home in Rhododendron

4.94 out of 5 average rating, 536 reviews

Little House On The Mountain — Spacious Tiny House

Relax and unwind in our custom built, one-of-kind cabin. The cabin is nestled up on a forested hill above our main cabin. It's sits on 4 acres of private wooded land, bordering Mt. Hood National Forest Land. A perfect getaway for couples looking to spend a romantic weekend in the woods or a home-base for those who are here to enjoy everything Mt. Hood has to offer. Hiking, fishing, skiing are only minutes away!

Guest favourite

Cabin in Sandy

4.97 out of 5 average rating, 240 reviews

The Woodlands House

The Woodlands House sits on five acres of an old growth private forest. The home itself is a beautiful 4 bedroom home with two outdoor decks surrounded by towering pine trees. It's the perfect place to get out of the city and disconnect in nature, or to use as your base for all the PNW adventures. It's a quick 30 min drive to Mount hood or the entrance to the Colombia Gorge, and only 45 min from PDX Airport.

Guest favourite

Treehouse in Langlois

4.92 out of 5 average rating, 376 reviews

Heartland Treehouse

Heartland Treehouse is perched between two massive fir trees overlooking a steep river canyon. Sounds of a nearby waterfall will soothe you to bed at night and gently wake you in the morning. My home is a short walk or drive away and I will be happy to help guide your adventure on Oregon's South Coast. Your treehouse home is secluded, comfortable, and perfect for getting blissed out and recharged.