Holiday rentals in Deer Island

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

Luxury Guesthouse Retreat w/ Hot tub, Sauna, Views

Private luxury guesthouse retreat at 1,800' elevation. Enjoy the healing benefits of a hot tub with amazing views of Mt Hood, Mt Jefferson, and the Columbia River. Relax in an infrared sauna or a hammock on a covered porch while nature surrounds you. Thoughtful interior spaces and amenities to make your stay as comfortable as possible. 100MB Fiber WiFi, EV Charger. A great base camp for easy day trips to Mt St. Helens, Mt Rainer, Mt Hood, Astoria and ocean beaches, Columbia River Gorge.

Secluded creekside cabin (Ariel, WA)

This breathtaking retreat is perfect for a private getaway in the woods of the Pacific Northwest. A nature lover's paradise just 50 miles from Portland! You'll have 2 peaceful acres and a gorgeous creek all to yourself. And Speelyai Park, which is right on Lake Merwin, is only a short walk away. An hour drive (or less) will take you to some of the great natural wonders of the Pacific Northwest, including: Mount St. Helens The Ape Cave Lava Canyon Lower Lewis River Falls ...and more!

Hot Tub Riverside in Private Paradise

The River Cottage has a treehouse vibe, comfortably nestled into the fir trees. Fishing, kayaking, swimming or relaxing in your private hot tub, right on the Lewis River. This is the place to make memories and enjoy time with family and friends. Swim from your private beach, roast marshmallows, vist nearby falls, enjoy a bottle of wine and relax with the comforts of home! Can't book now? Wishlist us for later! See also our listing for River Haven! Winery tours also available!

Highland & Co. Acres Shipping Container Home

Experience a one of a kind stay as you escape the city and getaway to nature in our custom built Shipping Container Home nestled in the middle of a sustainable 10 acre homestead that is home to our Scottish Highland Cows. Just minutes from I5 this property takes living smaller to a whole new level! Enjoy all the amenities while staying in the middle of a working farm. Cozy in for awhile and leave refreshed, or use our home as a central location to the mountains, ocean and gorge.

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.

Peaceful, upgraded home - hot tub, donkeys & goats

Come relax at this lovely, well-stocked home full of style and peaceful views. Property is surrounded by pasturelands with goats, horses and cows who love visitors. Visit wineries in the area, play at Lake Merwin or Horseshoe Lake, hike Lava Canyon by Mt. St. Helens, explore the Ape Caves, visit nearby waterfalls, or hit up the tourist-attracting Ilani Casino located under 15 minutes away. Patio with hot tub and BBQ. Room for boat/RV parking. Come and stay awhile!

Riverfront Escape:Cozy Cabin offering unreal views

Enchanting waterfront cabin on the Lewis River in Battle Ground, WA—the view looks photoshopped! Just minutes to town, wineries, waterfalls, hiking, kayaking, and tubing. Perched above the water, this cozy, fully equipped retreat is all yours. While there’s a steep rope path to the river, most guests simply relax and take in the stunning scenery from above. Under an hour to Ape Caves, Lake Merwin, and Mt. St. Helens. A magical escape year-round. PN-Wonderland!

Dwell-Featured Modern Tiny Cabin | Mt Hood Region

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.

Experience the Bunkhouse at the Flying F Ranch

Tucked away in the peaceful countryside, The Bunkhouse offers the perfect escape—whether you're here for a weekend of wine tasting, a romantic retreat, or a quiet spot to work while enjoying modern comforts. This cozy BnB features a private bedroom with a luxurious king-size bed, plus a queen Murphy bed in the spacious great room—ideal for couples, small families, or solo travelers seeking both comfort and convenience.

Great Cabin- Heart Of Wine Country!

Overlooking a 40 acre vineyard, this beautiful cabin is the epitome of Pacific Northwest craftsmanship. Come enjoy views of the Willamette Valley, it's sprawling vineyards, and most importantly sit back and relax! Looking for an event venue? Contact us for great options for your next event - we offer both indoor and outdoor space - plus you can stay on site!

Private Hot Tub 1 Bd/1 ba Couples Luxury Getaway

Designed for adults to connect both body and mind. The space offers opportunities for exploration, connection and disconnection from the outside world. Velvet being the star of the show. Luxurious, unique and gorgeous. Enjoy a soak in the hot tub, a cup of coffee or wine on the patio or in the comfort of the cozy living room.