Villa holiday rentals in Oregon

4-Acre BEACH Farmhouse: NEW Hot Tub/Firepit/Slp 14

Reserve now for your luxury year round getaway at the “Never Say Die” Beach Farmhouse, a 4BR modern villa, located on 4+ acres of beachfront property. Gather around the firepit for s'mores, or walk 3 mins to beach on your own private path. Other highlights include a hot tub, game room, table tennis, dog friendly and when lucky, the local 150+ elk herd. Minutes from local attractions - Seaside (5 mins) Cannon Beach (15 mins) Peter Iredale Shipwreck (15 mins), Goonie's house (15 mins). Sleeps 14.

Luxury Ashland Mountain Escape: Pool, Hot Tub

Live the Southern Oregon paradise life at the Jefferson Estate — a fabulously appointed home on 8 acres, perfect for group getaways or small gatherings. Take in views of Grizzly Peak while fishing in the small stocked pond, or soak in the seasonal outdoor pool or hot tub while enjoying the quiet of nature. Play games on the lawn, read by the living room fireplace, or try your hand at the billiards table. The kitchen is fully equipped to live out all your entertaining dreams, and a screened sun

Summer deal! 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!

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.

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

**Luxury 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 sqft 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.

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.

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.