
Holiday rentals in Oregon
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Top-rated holiday rentals in Oregon
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Yeti's Tree House: Where Dreams Come True
"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

Bamboo & Lavender Luxury Container Retreat w/ View
Tucked inside a private bamboo grove and lavender field, Black Box Retreat is a brand-new luxury container home with sweeping valley views. Watch hummingbirds nest in the bamboo, deer graze at dusk, and sunsets turn golden from your private deck and fire pit. Inside, enjoy luxury finishes, room-darkening shades, a full kitchen, and dedicated workspace — perfect for couples, solo travelers, or groups of up to 3. World-class hiking, wineries, and the Oregon coast are just a short drive away.

Cabin on The Rim
Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Idyll Ridge - An Unplugged Retreat
Unplug by design at Idyll Ridge, a handcrafted off-grid sanctuary on 9 private acres. Experience total serenity with full-lite glass walls, a massive wood-fired hot tub, and private forest trails. We’ve traded Wi-Fi for absolute peace, but kept the luxury: a chef’s kitchen, a loft with a two-person soaking tub, and a backup generator for total reliability. Whether you’re hiking nearby Saddle Mountain or watching the sunset from the tub, this is the ultimate 2-night forest reset.

Arched Cabin with sauna on the Sandy River
Welcome to our stunning two-bedroom, two-bath arched cabin nestled along the Sandy River. Enjoy direct access to the river, where you can bask in the natural beauty of the surroundings and a view of Mt. Hood. The open concept living area boasts large windows that frame the breathtaking river views, creating an inviting ambiance that's perfect for relaxing. Indulge in a the barrel sauna with panoramic river vista. The cabin is close to endless activities up and around Mt. Hood.

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

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.

The Hideout | A Modern Tiny Cabin Near Mt. Hood
The Woodlands Hideout is a small intentional semi-offgrid retreat space, featured on Dwell. It was designed and built by Further Society and created to allow guests to immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. Although the footprint of the space is small, we designed the experience to be outward focussed, so it feels very expansive with the towering pine trees in view.

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.

LUXE McKenzie River Tiny Haus | Whitewater Views!
Escape to a one-of-a-kind luxe tiny home overlooking the McKenzie River. Thoughtfully designed w/modern comforts, easy parking just off the Hwy. Immersed in nature, yet minutes from food, gas, shops. Relax by the firepit, BBQ, play cornhole or wander the private trail down to the rushing river's edge. Full Kitchen, Coffee, Cold AC, Hot Showers & HDTV for Streaming. Room to park Trailer, Boat, More.

Glass Bedroom in the Woods! (Hot tub and View!)
This house is truly a luxurious retreat with a bright artistic flair! It offers total privacy, an amazing view of the valley from its large deck, and a hot tub to relax in at the end of the day. You will feel like you are far out of the hustle and bustle of the city, yet you are less than 20 minutes away from Downtown Eugene. This is the perfect getaway for you, your family, and your friends!

Modern A-Frame - Hot Tub - Forest Escape
✨ Iconic Mt. Hood A-Frame with Hot Tub ✨ 🏔️ Floor-to-ceiling windows with forest views 🛏️ 2 queen bedrooms + loft sleeping area 🔥 Stone fireplace & mid-century vintage charm 💻 Laptop-friendly workspace with fast WiFi ♨️ Private hot tub under the trees 🐕 Pet-friendly ❄️ AC, wall heat & wood fireplace for year-round comfort 🎿 Minutes to Mt. Hood trails & skiing. Private entrance.
Popular amenities for Oregon holiday rentals
Other great holiday rentals in Oregon

Tree Top Studio

Muse Cabin in old growth forest w/cedar hot tub

Surfline Loft, A-Frame Cabin in Netarts

Pointe of Blessing with hot tub and canyon views

Cozy & Private A-Frame: Mount Hood National Forest

The Epic A - Charming 1960s A-Frame w/Hot tub

McKenzie Bridge River House near Sahalie Falls

New! Cozy Creekside Cabin with Sauna
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