Villa holiday rentals in Oregon

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

Autumn Sale! 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!

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.

Hendricks Park Sanctuary 1: Elegance & Harmony

Beautiful home in a fully-fenced one acre park like setting. You will be surrounded by nature with lots of wildlife coming to greet you. The house is located at a walking distance of Hendricks Park and its famous Rhododendron Garden. Being in proximity of giant ancient trees is a delight for the eyes as well as the Soul. The bottom floor, ‘The Fawn Lilies Studio’, is reserved to other Airbnb guests. The two spaces are totally independent, having their own access, their own patio…

Near UO, 2 KING suites Zen Spa Retreat, views

Welcome to Zen Haus Suite A, a serene mid-century modern retreat with breathtaking west-facing views. Designed for one-level living, it’s senior and disabled accessible. Embrace the minimalist design and "hygge" ambiance, surrounded by nature’s tranquility. Whether you’re working remotely or unwinding on vacation, you’ll find all the comforts of home. Recharge at Zen Haus, where style, comfort, and relaxation come together flawlessly.

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.

The Gem Estate by AvantStay | Modern Farmhouse

- Beautiful estate consisting of a main house, detached barn with bedrooms - Perfect layout for large groups of multiple families or friends - Large patio with a hot tub, al fresco dining area, 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