Villa holiday rentals in Oregon

Family Reunion Waterfowl Retreat

This custom-built home, seasonally decorated & designed by New York Times Bestselling Author Colleen Houck, is set up as a family reunion retreat. It features two kitchens, themed rooms for sleeping and gathering, a game room, and two living rooms. The outdoors include multiple fairy gardens, a seasonal pond, a large vegetable garden, a koi pond, and much more! With plenty of indoor and outdoor games and activities, including a kids' map and scavenger hunt, you'll want to return again and again.

New Riverfront Luxury with acreage and great views

Trask River Fishing Lodge is a brand new Riverfront modern luxury custom home completed in spring ‘22 on 13 acres. The state has 1300 ft of accessible RIVER 💦 frontage. It is located only 5 minutes from Tillamook and 15 minutes from the beach. The property is a paradise for the wildlife and fishing lover. Enjoy beautiful sunsets, cows roaming, direct river access, multiple trails, evening bonfires and world class fishing. A perfect place to gather with family and friends or a romantic getaway!

On Sale Now! Dreamy Downtown Pretty Pop Art Palace

This made for tv vintage dreamscape is smack dab in the middle of it all, flush with modern conveniences, yet worlds away! Walkable to the best of downtown, and just a quick skip (or Lyft!) from the nightlife and eateries of the fabulously fun and funky Whiteaker neighborhood. For something a little more upscale, you are just as close to all the posh places in the 5th Street Market district too! With free parking on premises, you can leave your car behind and find your FAB in any direction!

Hello, GORGEOUS! Amazing Vintage King Stunner!

Enjoy an over the top, one of a kind, lavishly stylish, retro experience at this high end vintage, spacious & fully furnished LUX DELUXE get-away!! Centrally located with private parking lot, you're just minutes away (and walking distance) from all of the best attractions Eugene has to offer! Downtown adjacent in the fun filled historic Jefferson-Westside neighborhood, you're also a short stroll from the 5th Street Market District, Amtrak Train Depot, and arty night life of a Whiteaker party!

Gated Wine Country Estate w/ Valley Views and Spa!

Welcome to your private wine country escape! This handcrafted 4BR/3BA home sits on 11 quiet acres in a gated community, surrounded by hillside and vineyard views. Enjoy a soak in the jacuzzi under the stars after a day exploring 40+ nearby wineries. Built with love by artist and craftsman owners, this 2,500 sf. retreat offers warmth, privacy, and a truly unforgettable stay in the heart of wine country. - 2min. to Bravuro Cellars - 10min. to Brooks Winery - 15min. to The Bramble Wine Tasting

Cascade Lookout

This newly built, high desert getaway stunner has four suites. With a vaulted ceiling, wooded accents, and floor to ceiling windows, the open concept living area features a stunning stone fireplace, a flat screen TV and a modern, fully equipped kitchen. Relax on the large deck with ample seating and vista views. The downstairs includes a pool table, large TV area and a tatami room for the young kids. Enjoy a soak in the hot tub under the starry skies, or gather around the fire pit.

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!

The Gem & Cottage, Pool, Hot tub, Views

Magnificent Hilltop Getaway with Incredible Views (sleeps 14.) Come enjoy this oasis on the outskirts of the magical town of Ashland. This gorgeous home is perched above town on 3 acres offering some of the most epic mountain views and best sunsets in the valley. This special place pampers you with 5 bedrooms, 4 bathrooms, gas fireplace, hot tub, copper cold plunge, outdoor pool and multiple decks to take in the breathtaking views. Located 7 minutes from downtown Ashland.

La Casita at Castillo de Feliciana - Winery on site

If privacy is what you're looking for, this cute little casita is tucked away in the vineyards of Castillo de Feliciana! Enjoy the peace and quiet of the Walla Walla countryside inside this large 1 bed, 2 bath oasis! Features include a full kitchen, with a gas stove and dining area, large Smart TV, a gas fireplace, a large step-in shower, a beautiful soaking tub, and a gorgeous patio/outdoor eating area, to name a few.

Spring Sale! Grand Views, King Suites & Games

Welcome to Villa Solé—your high desert retreat with panoramic views of 7 Cascade peaks. Perfect for family getaways, couples retreats, or stargazing escapes. With tons of space for everyone, it’s your new base for Central Oregon adventures. Pickleball, lawn games, air hockey, 85" tv, 2 living rooms, library, wine cellar, gardens & views—oh my! Peaceful. Exciting. Unforgettable. Come experience the beauty of Solé.

Heart of Yachats Condo, Park & walk to everything!

Welcome to Sunset Villa. Once you arrive you may park and walk to everything! The Villa has 2 bedrooms and two baths, one with a jett tub. Cape Perpetua is the highest viewpoint on the Oregon Coast and is located just 2 miles south. There are many hiking trails and lighthouses to explore. Located directly below the condo is a lovely wine bar which offers live music several day per week.