Holiday houses in Woodland Park

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Top-rated holiday rentals in Woodland Park

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Top Guest favourite
Chalet in Yacolt
4.97 out of 5 average rating, 126 reviews

River Haven: Soak and Splash Chalet

Kick back & relax to the sounds of the river, in this serene, stylish space, only 28 miles from PDX. Take in the beauty of the river & fresh air on the deck, hike, or walk across the street for wine tasting. Stay in & relax by your bonfire or head out for a night in town. Bring your friends, your family, and Fido too. Enjoy the upstairs game room/bar area, with a bar, air hockey, video games and more! Rest, relax rejuvenate, you deserve it! Add us to your wishlist now, so you can find us later!

Guest favourite
A stunning sunset casts vibrant colors across the sky, creating a backdrop for the tiny house built with natural cedar siding. The silhouette of Mt. Hood is visible in the distance, framed by lush greenery and a pathway leading to the entrance.
Tiny home in Sandy
4.95 out of 5 average rating, 1,231 reviews

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.

Guest favourite
A rustic kitchen area features wooden beams and a charming bar with two high stools. The kitchen includes modern appliances, including a stainless steel stove and refrigerator. Wall-mounted lighting casts a warm glow, enhancing the inviting atmosphere of the space.
Guesthouse in Ariel
4.92 out of 5 average rating, 171 reviews

Cozy Rustic Getaway with Year-Round Recreation

Welcome to Black Bear Guesthouse at Welverdien [vel – fur – deen] Lodging, a well-deserved vacation retreat. Get away from the crowds and relax in rustic style accommodations layered with the comforts of home. Your 2-bedroom, 1-bath guesthouse sleeps 6-comfortably with a full kitchen, outdoor fire pit, relaxing hot tub and plenty of parking. Only minutes from year-round recreation here along the scenic Lewis River highway, gateway to the majestic Mount St. Helens National Volcanic Monument.

Top Guest favourite
A modern cabin is set among tall evergreen trees, featuring a gravel outdoor area with a fire pit surrounded by red seating. A wooden dining table and chairs are positioned nearby, inviting relaxation and outdoor meals in the forested landscape.
Home in Stevenson
4.93 out of 5 average rating, 405 reviews

Gorge Modern Cabin- your own private world!

Stunning modern cabin on 16 forested acres! Your own private world yet 15 mins from Stevenson and 45 mins from Portland! Open living, dining, kitchen w/slider to deck and two stories of glass looking out to magnificent cedar trees and seasonal creek! Enjoy the large soaking tub with view after a long hike. Two bunk rooms and full bath in daylight lower level lead to deck and outdoor shower! Enjoy dinner on the porch or by the fire pit. ** Wood-fired Hot tub available for an extra fee**

Top Guest favourite
A modern guesthouse is positioned on a gravel pathway, featuring large glass doors that invite natural light. Surrounding trees frame the structure, and a sunset casts a warm glow, enhancing the peaceful rural setting.
Guesthouse in Kalama
5 out of 5 average rating, 150 reviews

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.

Top Guest favourite
A rustic cabin is nestled among tall trees, surrounded by lush ferns. The structure features a covered porch with wooden railings, providing a serene outdoor space that invites relaxation and connection with nature.
Cabin in Ariel
4.99 out of 5 average rating, 419 reviews

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!

Top Guest favourite
Treehouse in Stevenson
4.94 out of 5 average rating, 343 reviews

Treehouse in Stevenson, WA Columbia River Gorge

Aptly named the Osprey Treehouse because of the multiple Osprey that spent the summer hovering and watching us build this 20-foot octagon building around a single grand 42-inch old Douglas Fir. Oversized windows and a sliding door give you the feeling of being high up in the trees. Sleeps 2 adults. For safety reasons, we do not allow pets or children younger than 12. The entrance is level and parking close. The cleaning fee is $50 and applicable taxes are already added to your bill.

Top Guest favourite
A striking shipping container home is surrounded by greenery, featuring a combination of metal and wood steps leading to an upper deck. Lush plants accent the building, while natural stone outlines the path, enhancing the inviting structure nestled among the trees.
Farm stay in Kalama
4.99 out of 5 average rating, 427 reviews

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.

Top Guest favourite
A lush green yard is framed by trees, featuring a cozy yurt and stone pathway. Colorful flower pots overflow with blossoms, while seating areas with chairs and a small table invite relaxation. A play structure and well-maintained garden add to the inviting atmosphere.
Yurt in Portland
4.99 out of 5 average rating, 1,480 reviews

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

Top Guest favourite
A wooden deck features a railing, overlooking a lush green landscape. Tall trees surround the area, and a river is visible in the distance, framed by foliage. Soft morning light filters through the trees, creating a serene atmosphere.
Home in Yacolt
4.93 out of 5 average rating, 463 reviews

Gorgeous riverfront retreat One Hour from Portland

Nestled on the bank of the Lewis River on 1.7 acres of alder and fir forest with a creek meandering through the property. A 1200 sq. ft. deck wraps the main house with stairs leading down to the river. There are no neighbors across the river or downstream, so you'll have the sunsets all to yourself. Soak in the hot tub (w/cold plunge) or build a fire under the stars. At 1.5 mi to the Gifford-Pinchot National Forest and Sunset Falls, plenty of recreational opportunities await!

Top Guest favourite
A serene bedroom features a spacious bed dressed in soft bedding, complemented by matching nightstands and lamps. A mountain-themed mural adorns the wall behind the bed, while a window offers natural light, framed by gray curtains that softly drape.
Home in Ariel
4.97 out of 5 average rating, 243 reviews

Spacious Speelyai Bay Retreat

Whether enjoying the beauty of the Pacific Northwest for vacation, spend time with family and friends, or a quiet getaway we have the perfect place for you. You'll have the entire newly remodeled home on 1/2 acre to yourselves, complete with game room and outdoor fire pit, grassy area for badminton, and cornhole. Just a short walk (about 1/2 mile) to the Speelyai Bay Rec. Area/boat ramp which opens up into Lake Merwin. Kayaks provided during summer months. Plenty of parking.

Top Guest favourite
A quiet, tree-lined drive leads to a well-maintained property featuring a stylish home with a mix of stone and wooden accents. Lush green lawns surround the driveway, complemented by neatly trimmed shrubs and trees providing a serene atmosphere.
Home in Woodland
4.99 out of 5 average rating, 233 reviews

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!

Popular amenities for Woodland Park holiday rentals