
Holiday rentals in Woodland
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Top-rated holiday rentals in Woodland
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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!

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!

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.

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.

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!

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.

Garden Oasis in the City
The Garden Chalet is a thoughtfully designed ADU with private entrance, full kitchen, and living room. Unwind in our backyard oasis—seating areas, firepit, hot tub, and landscaped waterfall. Discover local wines with our Vancouver Waterfront Wine Journey: complimentary 2-for-1 tasting vouchers in your curated wine glass display. Dedicated parking. Owner lives on-site; your space is entirely private.

Cozy Apartment with Great Outdoor Space
12-15 min from the Ridgefield Fairgrounds/amphitheater! You will love this convenient ground level apartment in the back half of our shop. It is 500 sq ft with a small bedroom and comfy queen bed. There is a sleeper sofa in the living room that could sleep one adult or 2 kids. The outside area is completely fenced, perfect for pets and children.

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.
Popular amenities for Woodland holiday rentals
Other great holiday rentals in Woodland

2 Cabins By Lake Merwin + Hot Tub

Woodland Retreat -Spacious 2 acres, Pet Friendly!

The Nestled Nook - Tiny Home

River Oak House

New 3 bedroom- Quiet yet only 1 mile to freeway!

Cozy Cabin on the River

Cozy cabin on the river, near Portland, OR.

Cozy Columbia City Getaway-Steps to River!
Quick stats about holiday rentals in Woodland

Total holiday rentals
Explore 10 holiday rentals in Woodland

Nightly prices starting at
Woodland holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 350 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Woodland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodland rentals
Destinations to explore
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- Moda Center
- Columbia River Gorge National Scenic Area
- Laurelhurst Park
- Oregon Zoo
- Providence Park
- Portland Japanese Garden
- The Grotto
- Beacon Rock State Park
- Wonder Ballroom
- Powell's City of Books
- Hoyt Arboretum
- Oaks Amusement Park
- Tom McCall Waterfront Park
- Arlene Schnitzer Concert Hall
- Portland Art Museum
- Pittock Mansion
- Council Crest Park
- Tryon Creek State Natural Area
- Oaks Bottom Wildlife Refuge
- International Rose Test Garden
- Portland State University
- Mount Saint Helens
- Reed College
- Airplane Home




