Holiday houses in Laurelwood

Willamette Valley Wine Country Hub

Located in the heart of the Willamette Valley wine country the 1100 SqFt private unit provides a unique opportunity to experience the north west. We are at the center of a hub with equal access to Hillsboro, Sherwood, Newberg and Beaverton for all of the night life and restaurants while being within a few miles of 100+ wineries. We also offer a wood fired pizza making experience (see below for details). All of this while experiencing rural Oregon. We are on 6 acres with only a few neighbors.

Value · Family · Comfort

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

Location · Value · Check-in

Luxury Holly Grove Cottage W/ Hot Tub & EV Charger

Luxury Finished With Attention To Detail. 8' Solid Core Doors, Tall Ceilings, Luxury Bathroom, High-End Kitchen W/ Gas Range, Hot Tub, Covered Front Porch, EV Charger & More. Open Concept Great Room, Large Bedroom, Spa-Like Bathroom & Quality Furnishings. Why Settle For Less Than Luxury?! Smart TV In Bedroom/Living Room. Queen Sofa Sleeper/Linens Provided for 3+ Guests. Conveniently Located W-IN Walking Distance To Restaurants, Quick Groceries At The Market, Felida Park & Salmon Creek Trail!

Value · Location · Air conditioning

Wine country retreat with amazing views

This lovely tree top space is attached to our home and includes separate entry, complete privacy in the unit, has its own upstairs deck, and includes the use of our shared lower deck and hot tub. The kitchen is a "kitchenette" with no stove, but we do provide a single burner hot plate. Come practice "Shin Rin Yoku", the the stress- reducing essence of the forest. Trails, benches and platforms throughout the property provide a place to sit, enjoy the clean air, meditate, or do yoga.

Location · Value · Check-in

Chateau Lesieutre atop Dundee Hills’ Highest Point

Wake up above the Willamette Valley, surrounded by Oregon’s most celebrated wineries. Located at the highest point in Dundee, this serene retreat offers exquisite views. Sip your morning coffee on the terrace, enjoying the fresh country air and feeling as though you’re floating above the hills. With more than 10 wineries within two miles, it’s an ideal base for exploring wine country. After a day out, return home to unwind with evening stargazing in the courtyard or on the terrace.

Location · Family · Nearby

Cleary’s Cottage

“It was a perfect morning for anyone with new boots. Enough rain had fallen in the night to fill the gutters with muddy streams and to bring worms squirming out of the lawns onto the sidewalks”- Beverly Cleary Welcome to Cleary’s Cottage, located in the beautiful Oregon wine country. Nestled in the Willamette Valley where rain can mean any season is upon us and wine is what brings people together! Whether you’re traveling solo or with your special person, make this house a home.

Value · Location · Walkability

SCHOLLS VALLEY RETREAT

This country 5-acre setting has a 1 BR, 1 Bath 1,664 sq. ft. guest house that is filled with tons of natural light. Views of the Scholls Valley countryside, a gorgeous sky, manicured yards filled with multiple areas of lawns, abundant flowers, shrubs and trees. It is on a private dead-end road. Come to enjoy its peace and tranquility and also close by to multiple Wine tasting venues, the luxury Allison Inn and Spa, ocean beaches, and so much more!

Family · Value · View

Mini Ceramics Guesthouse

Located in historic Forest Grove and walking distance to restaurants, coffeeshops and Pacific University, this guesthouse has the unique offering of a mini pottery wheel! 5 min from McMenamins, 35 min from Portland, and just over an hour to the beach. Try your hand at mini pottery, do some wine tasting, get local snacks at our summer farmer's market, hike in the forest, and go out on Hagg Lake. Our quiet retreat is close to just about everything!

Value · Location · Check-in

Chateau Chardonnay:Tuscan home in NW wine country

Equipped with two HEPA air filtration systems that work continuously to filter and sanitize the air, this home is a clean and safe space to relax and enjoy nature! The house sits on 4 acres in the picturesque Oregon wine country. The back deck looks out over a lush back yard that cascades down to a lazy creek. Gaze out the large kitchen window to the paver patio, vibrant lawn and rimmed with beautiful mature landscaping, koi pond and fountain.

Location · Value · Condition

Aqua Star – Iconic Floating Home on the Columbia

✨ Aqua Star — Iconic Floating Home on the Columbia River ✨ 🌊 Waterfront sanctuary with panoramic river views 🛏️ 2 bedrooms, 2.5 baths, sleeps 7 🍳 Full kitchen with coffee maker (*Dishwasher currently awaiting part for repair - unavailable for use - April 2026) 🛋️ Cable TV, fast WiFi & workspace 🌅 Private deck ❄️ AC & ceiling fans for comfort 🔒 Entire floating home — all yours 📍 Northeast Marine Drive waterfront. Free parking on-site.

Location · Amenities · Parking

Luxury hilltop home with stunning views + solitude

Enjoy stunning views at this rural hilltop retreat. This modern home is surrounded by farms and world-class wineries. Incredible views in every direction, solitude, and comfort. It's on a quiet dirt road with dozens of great wineries within a few minutes' drive, plus a few wineries and a distillery within walking distance. The 4 acre property has plenty of room to roam and relax. The house is well-stocked and furnished.

Location · Family · Layout

Bright, Unique Apartment in Heart of Wine Country

*4 Min to George Fox University *10 Min walk to wine tasting rooms & restaurants *50+ wineries within 10 min drive This adorable daylight basement apartment is like walking into a storybook oasis. You’ll love the forest views from the floor to ceiling windows. Enjoy your morning coffee (or evening wine) from the private seating area and take in the sounds of chirping birds and babbling brook.

Location · Value · Quiet