Villa holiday rentals in Oregon

Close-In Cutie Downtown Gem! Walk to the Hult!

Priced perfect for one, but cute & cozy for a couple! Possible, but snug for up to 4 with living room air mattress set. Private one bedroom with natural light & adorable furnishings includes coveted on-site parking! Galley kitchen stocked w/basic appliances. Shopping, galleries, & night life, Whiteaker/downtown adjacent. Great spot to get your feet planted & checking out town! Cool, arty vibe with open space makes it feel like your own home. Ground floor with outside courtyard patio terrace.

Location · Family · TV

High Desert Deluxe: Perfect for Families & Groups!

Some places are a home base. Villa Solé is the destination. From the moment you step inside, you’ll wonder why you ever settled for a standard vacation rental. Picture this: coffee on the back deck watching morning light hit snowy Cascade mountains. Your crew takes over the sport court for a pickleball rematch. The kids disappear into the game room for hours. Someone uncorks a bottle in the wine cellar. By evening all 7 peaks are lit with alpenglow and nobody wants to leave. That’s Villa Solé.

Family · Location · Hospitality

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.

Location · Family · Decor

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.

Value · Location · Nearby

4-Acre BEACH Farmhouse: Hot Tub/Firepit/Slp 12

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.

Location · Family · Condition

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!

Value · Family · Cleanliness

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!

Value · Family · Kitchen

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

Value · Location · TV

Romantic Villa * Private Spa* Nice walk to beach !

Bella Beach is a beautiful, private, destination neighborhood nestled on the beach between Lincoln City and Depoe Bay. Lovely 2 block walk to the beach access point on a quiet street lined with beautiful homes. Amazing ocean views from the beach overlook. Quiet back deck with spa, trees, and BBQ. Lots of games and activities on the home's 3 levels. Gathering areas on each level for family and friends to spread out and relax. Well stocked kitchen. Fireplace. Large screen TVs in each bedroom.

Location · Value · Check-in

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.

Location · Family · Outdoor spaces

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!

Value · Family · Kitchen

The Gem Estate by AvantStay | Modern Farmhouse

Welcome to The Gem Estate by AvantStay. Set on 10 private acres near Bend and Sisters, this refined lavender farm retreat blends modern farmhouse style with resort-worthy outdoor amenities. Relax in the hot tub, sauna, or cold plunge, gather by the firepit, dine under the pergola, or enjoy disc golf, pickleball, ping pong, and more. 🔥 Firepit, pizza oven + outdoor dining ♨️ Hot tub, barrel sauna + cold plunge 🏓 Disc golf, pickleball, ping pong + EV charger

Value · Location · Hot tub