Villa holiday rentals in Portland

Wine🍷 country ⭐️ 180° view ⭐️ Fitness & Game room!

2,000 sq ft ⭐️ LUXURY HOME ⭐️ WITH STUNNING VIEWS IN WINE 🍷COUNTRY. ✔️ Oregon’s gorgeous wine country. ✔️ Game room 🎱 🎯 ✔️ Fitness Room 💪 ✔️ Kitchenette (NO full size kitchen/no oven) ✔️3 bed 🛏 2 bath 🛁 ✔️ Washer & Dryer ✔️ Self check-in & check-out Max occupancy is 6. Visitors not allowed. No 1-17 yrs old allowed on property. Ages 17-25 to be accompanied by 35 year old adult (Contact for details). No one under 25 years may reserve. 24/7 monitoring. Please read entire listing for complete details.

The blueberry villa spa & heated pool

Welcome, 1981 farmhouse, top of Prune Hill neighborhood. Fully renovated modern farmhouse on 1acre, surrounded by trees. Heated, pool, hot tub, sauna, outdoor deck, patio and dining. Large yard, garden, blueberry orchard. LUXURY mattresses and bedding for optimal sleep. By far the most unique property on the hill and guaranteed to be a serene retreat and entertain all guests. Centrally located with quick access to downtown, local dining, Columbia river beaches, most amazing CR gorge & airport.

Wine Country Villa w/ Pool, Sauna, Hot Tub- 5 BD

Hex Odyssey is a newly expanded 5 Bedroom, 3 Bath six sided villa in Dundee Oregon, the epicenter of Oregon Wine. Here you'll find a spacious, modern, and serene retreat with expansive views. The home has 3 living rooms, 2 kitchens, an exercise room with hot sauna, a swimming pool and a hot tub. A perfect place to reflect + rejuvenate. Our sauna and hot tub are open year round, the pool is open May to Sept. We offer this property as either a 5 bedroom or 3 bedroom rental to fit your needs.

Luxury 7-Bedroom Villa with Pool, Hot Tub & Sauna

Luxury 7-BR Villa • Pool • Hot Tub • Sauna • Gym • Pool Table • Perfect for Large Groups Experience the ultimate group getaway in this luxurious 7-bedroom, 6,721 sq ft villa—designed for comfort, fun, and relaxation. Perfect for family gatherings, retreats, and large groups, this home features top-tier amenities including a private outdoor pool (seasonal), hot tub, sauna, gym, pool table, and a spacious entertainment room. Enjoy a premium stay with everything you need to unwind and connect.

Wine Country Private Villa with Pool+Hot Tub- 3 BD

Hex Odyssey is a 3BD, 2BA six sided BnB in Dundee Oregon, the epicenter of Oregon Wine. Here you'll find a spacious, modern, and serene retreat with expansive views of the Willamette Valley, many wildlife including deer just outside your window, and a breathtaking starry night sky. Watch the sunrise from the upper deck, or star gaze from the outdoor fire-pit while surrounded by nature in this mini-resort setting! A perfect place to reflect + rejevenate. Our pool is open May to Sept.

4BR/3BA home near downtown

Bring your whole family to this beautiful home and enjoy plenty of space and activities. This home has hardwood floors and is very popular for those looking for rentals near big companies such as Intel, Nike, Tektronix, Columbia, and Salesforce. This is a no-smoking home. This 4BR 2.5BA layout is a 15-minute walk to the local Lightrail Max station, and a 15-minute drive to downtown. Perfectly nestled between Highway 217 and 26. This house is not allowed to hold any kind of party!

Tranquil Riverfront Retreat

Escape to this private 2-bed, 2-bath retreat on a peaceful half-acre along the Washougal River. Ranch style of modern rustic comfort—ideal for long stays, remote work, or quiet getaways. Wrap-around deck, hot tub, fish pond Gourmet kitchen + kitchenette 2 gas fireplaces, central A/C & heat 65" Smart TVs, surround sound, pull-out sofa 3-car garage, high-speed internet Pet-friendly (2 small pets max) 28-night minimum stay – Inquire now to book your escape!

3BR Private Villa · Hot Tub · BBQ · Huge Garden

Welcome to this stunning fully renovated 1930 private villa, where historic charm meets modern comfort. Located in Aloha, just outside Portland, this home offers easy access to the city without the noise or crowds. Enjoy a huge private garden, hot tub, BBQ, fireplace, and beautifully designed spaces made for families and small groups. Close to nature parks, wineries, farmers markets, and dining, with personalized service to ensure a memorable, relaxed stay.

Grand 7-Bedroom Villa with Pool, Hot Tub & Sauna

**Grand 7-Bedroom Villa with Pool, Hot Tub, Sauna, Gym, Pool Table & Entertainment Room, – Perfect for Large Groups** Experience ultimate relaxation in this stunning 7-bedroom villa, perfect for family reunions, corporate retreats, or group getaways. This spacious property 6,721 sq ft offers high-end amenities, including a private outdoor pool (seasonal), hot tub, sauna, and gym, ensuring your stay is as comfortable as it is memorable.

Patio Villa for 1-4 w/ kitchens & gas firepit

Book this entire 2-unit Patio Villa at the Portland Eco House for 1-4 guests. Each unit, the Patio Cottage and the Patio Suite, has its own private entrance from the secluded patio. Both feature luxurious queen beds, high-pressure showers with organic toiletries, and a well-equipped kitchen/kitchenette. (Note: Guests who wish to skip paying high commission fees are welcome to book direct on the Portland Eco House website.)

Master Room & Private Bathroom. Shared Common Area

Enjoy a stylish experience with the warmth of community living in modern Scandinavian home Just steps from vibrant Fremont Street shops, cafes, and parks. This home delivers the perfect mix of style, comfort, and convenience. Master bedroom with private bathroom. Queen bed and twin mattress. Shared communal kitchen and living area. 24/7 video recording in common areas. No Drugs No Smoking No Pets Allowed. Self Check in

Epic Views, Huge Decks, Hot Tub, Walk to Wineries

The Dundee Hills Villa is one of the finest properties in the Willamette Valley wine country region. The layout is bright and open with countless floor to ceiling windows offering breathtaking views while bathing the space in natural light. Three different decks, two with twelve foot wide sliding door access and one with magnificent bi-folding glass doors that create a continuous indoor/outdoor live space.