Villa holiday rentals in Oregon

Cozy Sale! Cute 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.

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.

Luxe High Desert Villa Retreat - Views, Vino & Fun

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.

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!

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

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.

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!

Oceanfront Villa | Private Beach Access | Hot Tub

Escape to our enchanting Cape Cod property and be captivated by breathtaking views of the beach and the rhythmic flow of the tides. Our oceanfront retreat is your gateway to a truly unforgettable vacation experience. Whether you're seeking a lively and vibrant beach getaway or a tranquil and intimate escape, our private accommodations offer the perfect blend of both worlds. Immerse yourself in the charm of our cozy hideaway and create memories that will last a lifetime.

Hendricks Park Sanctuary 3: Elegance and Harmony

The entire main floor is comfortable for 6 guests. Enjoy 3 bedrooms: a master bedroom with a king bed, large walking closet, beautiful bathroom and two bedrooms each with a door connected to the patio, a queen bed and a shared bathroom. The kitchen is large and invites you to prepare an ambrosial feast. Granite counters tops and breakfast table, bar, wine cooler and all the kitchen utensils that you may need. The dining room can accommodate 6 to 12 people.

The Gem Estate by AvantStay | Modern Farmhouse

- Beautiful estate consisting of a main house, detached barn with bedrooms - Modern pergola dining area with seating for up to twelve guests - Perfect layout for large groups of multiple families or friends - Large patio with a hot tub and grill - Sauna and cold plunge - Firepit with comfortable Adirondack seating - Large, private lot for plenty of space and privacy - 25 minutes north of central Bend - Game room and garage with workout equipment