Villa holiday rentals in Oregon

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Top-rated villa rentals in Oregon

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Top guest favourite
An aerial view of a spacious villa surrounded by greenery and landscaping. The swimming pool is visible in the backyard, accompanied by shaded lounging areas and pathways. The property features multiple levels and outdoor decks that enhance its connection to the surrounding nature.
Villa in Dundee
5 out of 5 average rating, 19 reviews

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.

Guest favourite
The exterior of the modern home features a combination of blue siding and brick, complemented by a metal roof. A spacious, manicured grass area surrounds the house, with trees providing shade and a sense of privacy. Large windows enhance the home's bright appearance.
Villa in Tillamook
4.98 out of 5 average rating, 46 reviews

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!

Top guest favourite
Villa in Eugene
4.98 out of 5 average rating, 299 reviews

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!

Top guest favourite
A vintage-inspired living area features two plaid sofas and an ottoman on a textured area rug. Wall decor includes an artwork of a bird and decorative plants, with warm light casting a cozy ambiance from the nearby lamp.
Villa in Eugene
4.98 out of 5 average rating, 320 reviews

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!

Top guest favourite
Villa in Gresham
4.95 out of 5 average rating, 42 reviews

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

Luxury 7-BR Villa • Pool • Hot Tub • Sauna • Gym • Pool Table • Perfect for Large Groups Experience the ultimate group getaway in this luxurious 7-bedroom, 6,721 sq ft villa—designed for comfort, fun, and relaxation. Perfect for family gatherings, retreats, and large groups, this home features top-tier amenities including a private outdoor pool (seasonal), hot tub, sauna, gym, pool table, and a spacious entertainment room. Enjoy a premium stay with everything you need to unwind and connect.

Top guest favourite
The exterior of a modern craftsman home features a spacious wraparound deck lined with railings and outdoor seating. The building showcases a combination of wood and modern materials, with large windows providing views of the surrounding nature. Natural elements, like logs and plants, enhance the inviting atmosphere.
Villa in Amity
4.99 out of 5 average rating, 91 reviews

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

Guest favourite
An open concept living area features a striking stone fireplace and a grand piano. Large floor-to-ceiling windows provide expansive views of the outdoors. Wood accents and vaulted ceilings enhance the space, while a cozy leather sofa and area rug invite relaxation.
Villa in Redmond
4.89 out of 5 average rating, 18 reviews

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.

Guest favourite
A spacious living area features a comfortable sectional sofa adorned with patterned cushions. A glass coffee table sits in front of the sofa, complemented by two side tables with lamps. Natural light filters through a window, and stairs are visible in the background.
Villa in Portland
4.82 out of 5 average rating, 111 reviews

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!

Guest favourite
A sparkling blue pool is surrounded by lush greenery and colorful landscaping. Comfortable lounge chairs are positioned nearby, offering a relaxing spot to enjoy the scenic views. A gentle waterfall feature adds a serene touch to the tranquil outdoor area.
Villa in Ashland
4.96 out of 5 average rating, 46 reviews

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.

Superhost
A serene view of the estuary at sunset, showcasing calm waters reflecting soft hues of pink, orange, and blue. Silhouettes of distant trees and land are visible against the horizon, creating a peaceful atmosphere devoid of hustle, inviting relaxation and appreciation of nature.
Villa in Seaside
4.91 out of 5 average rating, 288 reviews

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.

Top guest favourite
The entrance of the villa features a welcoming porch with seating options and is framed by vibrant landscaping, including a flower bed with colorful blooms. Arched passageways lead to various outdoor spaces, complemented by brick accents and period architecture.
Villa in Madras
5 out of 5 average rating, 23 reviews

Amazing Views, King Suites, Unique Experience

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.

Guest favourite
The living room features large windows that provide a view of the surrounding landscape. Black leather seating arrangements include plush chairs and a sofa, complemented by a decorative rug. A coffee table centers the space, with a media console and television positioned against one wall.
Villa in Yachats
4.88 out of 5 average rating, 162 reviews

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.

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