Holiday rentals in Woodland Park

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Top-rated holiday rentals in Woodland Park

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Chalet in Yacolt
4.95 out of 5 average rating, 137 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!

Top guest favourite
A spacious backyard features a landscaped area with decorative stone borders and various plants. Two white chairs are positioned on the grass, providing a spot to relax. Wooden fences surround the space, adding privacy and a natural look.
Flat in St. Helens
4.96 out of 5 average rating, 196 reviews

White Swallow II in Historic Saint Helen's

Located in St. Helens, Oregon is our recently beautifully renovated one bedroom duplex, done top to bottom with new appliances. Sleeps four. It beats hotel life and is fully stocked with everything you'll need. A nice walk to McCormick park, or to historic downtown Saint Helen's, on the Cloumbia River. Lots of unique local shops to browse and restaurants. A local fishing and river guide is available. Nearby Scappoose Bay Kayaking offers many opportunities to sightsee, kayak or bird watch.

Top guest favourite
A vintage trailer is nestled beneath a covered patio, offering protection from the elements. Wooden deck steps lead up to the entrance. Potted plants surround the area, and festive string lights add to the inviting ambiance, creating a cozy outdoor space.
Camper van/Motorhome in Northwest Portland
4.98 out of 5 average rating, 371 reviews

Cozy vintage camper in the woods of Portland.

Warm & cozy vintage trailer nestled next to Forest Park. Enjoy a fire pit, covered patio, uninterrupted forest vista, and hot, dreamy outdoor bath. Minutes to the center of PDX by car, rideshare, or bus. Comfortable, easy, & whimsical camping experience. Forest Park trail is steps away, Sauvie Island and the historic Cathedral Bridge are 5 minutes by car, and 10 minutes to Slab Town and Alphabet District. The beauty and privacy of this spot may make it hard to venture out. IG: @lilpoppypdx

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, 254 reviews

Spacious Speelyai Bay Retreat

Whether enjoying the beauty of the Pacific Northwest for vacation, spending 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 and there is plenty of parking.

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.
Guest house in Kalama
5 out of 5 average rating, 161 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, ocean beaches and the Columbia River Gorge.

Top guest favourite
A spacious deck overlooks the expansive view of the Columbia River Valley at sunset. Warm hues of orange and yellow illuminate the horizon, while a single potted plant adds a touch of greenery to the foreground. Rolling hills and distant trees form the backdrop.
Guest house in Kalama
5 out of 5 average rating, 118 reviews

Columbia River Eagle’s Nest Guest House

Sitting at 1500 feet above the valley is perched a quiet, and peaceful sanctuary. Epic view of the Columbia River Valley with Mount Hood and the City of Portland in the background. Venture to visit downtown Kalama, the river beach, shopping, food. Near by Mount St Helens area is right behind you. 45 minutes from Vancouver and Portland areas. This private apartment is completely separated from the owners house. Enjoy mountain living with still being close to I-5 corridor for recreation.

Top guest favourite
A deer stands near a rustic wooden fence painted with the American flag, surrounded by a grassy area and a stone border. In the background, a shed is visible, framed by lush trees that contribute to the serene outdoor setting.
Guest house in Battle Ground
4.99 out of 5 average rating, 141 reviews

Quiet cabin in the country

Escape to this peaceful cabin on 4 private acres in Battle Ground, WA, offering serene views and easy access to local attractions. Lewisville Regional Park and Battle Ground Lake State Park are minutes away (parking passes included), perfect for outdoor activities. Old Town Battle Ground, with charming shops and restaurants, is just 10 minutes away. Vancouver is 30 minutes, and the Portland Airport is 45 minutes. Enjoy the perfect blend of tranquility and convenience in this ideal retreat.

Top guest favourite
A custom tiny home is positioned in a wooded area, featuring a covered deck with two white chairs. The exterior is clad in dark wood, with large windows allowing natural light to enter. The entrance is approached by a wooden staircase surrounded by greenery.
Tiny home in Ariel
5 out of 5 average rating, 43 reviews

Tiny Home w/ Loft & Covered Deck 1 King 2 Queen

Only 55 minutes from PDX! Luxurious custom tiny home nestled on a serene creekside property with a spacious covered deck. Features include full-size appliances, a king bed, 2 queen lofts, a full tile shower with multi-spray heads, and a unique home-style HVAC system for comfort. Enjoy fast Starlink internet, ample storage, and proximity to lake parks with boat launches just 5 minutes away. Perfect for relaxation, adventure, or remote work—book now for an unforgettable tiny home retreat!

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, 431 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
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, 452 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
The kitchen features green cabinetry with white tile backsplash and modern appliances. A small dining table with white chairs is positioned in front of two large windows that invite natural light. Countertop space includes a sink and a stylish plant adds a fresh touch.
Home in Brush Prairie
4.97 out of 5 average rating, 115 reviews

The Farm Cottage

The Farmhouse Cottage is in a country setting yet in-town amenities are only a few minutes’ drive away. Enjoy the view of Mt. Hood. Relax on the patio, watch the sunrise or stargaze at night. Pick from the seasonal backyard garden, or take a few minute’s stroll down the lane to source farm-raised meats and eggs. This home offers all the charm of a cozy country cottage plus Wifi, Roku TV, comfy beds, a well-stocked kitchen, washer and dryer, a playhouse for the kids, and more!

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, 254 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