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Villa holiday rentals in Oregon

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Top-rated villa rentals in Oregon

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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

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.

5.0 out of 5 average rating, 37 reviews
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

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.

4.93 out of 5 average rating, 27 reviews
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

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!

4.96 out of 5 average rating, 56 reviews
Top Guest favourite
Villa in Eugene

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!

4.98 out of 5 average rating, 342 reviews
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

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!

4.97 out of 5 average rating, 349 reviews
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

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

4.99 out of 5 average rating, 99 reviews
Top Guest favourite
A charming, two-story house is surrounded by manicured landscaping and tall trees. A welcoming front porch is highlighted by a turquoise door, while a gravel driveway leads to a garage. The exterior showcases a blend of light gray siding and natural elements.
Villa in Depoe Bay

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.

4.96 out of 5 average rating, 206 reviews
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

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.

4.93 out of 5 average rating, 28 reviews
Guest favourite
A large, elegantly designed home is showcased from above, with a dark roof and warm exterior paint. Surrounding greenery adds to the natural ambiance. The distant mountains and lake create a scenic backdrop, complemented by a pastel sunset sky.
Villa in Chiloquin

Luxury Mansion near Crater Lake!

Newly listed on AirBNB, be one of the first to enjoy this incredible 7500 sqft home! Beautiful hardwood finishes throughout the home, new luxury wood furniture to go with it. Views of Agency lake and the Cascade mountains throughout the house. Game room with pool table, foosball. Movie theater with 150" screen/4K projector. Sirius XM audio/speakers in all rooms! Starlink 200Mbps internet. Nearby Airplane Hangar also available if you are flying in to Chiloquin in your private airplane!

5.0 out of 5 average rating, 43 reviews
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

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!

4.82 out of 5 average rating, 129 reviews
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

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.

4.97 out of 5 average rating, 61 reviews
Guest favourite
Villa in Bend

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

4.91 out of 5 average rating, 33 reviews

Popular amenities for Oregon villa rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Guest favourite
A grand piano with genuine ivory keys is positioned next to a cozy seating area with leather couches. A round floral area rug adds warmth to the space, which is illuminated by recessed lighting. The room features a neutral color palette and a stone fireplace in the background.
Villa in Medford

3 King Beds! BBQ, Game Room

4.97 out of 5 average rating, 64 reviews
Superhost
Villa in Northeast Portland

Patio Villa: sleeps 1–4; 2 kitchens; gas fire pit

4.6 out of 5 average rating, 5 reviews
Top Guest favourite
The image shows a serene backyard surrounded by tall trees and lush greenery. A patio area with a stone surface can be seen, inviting outdoor relaxation. The house, partially visible, features a rustic design, harmoniously blending with the tranquil natural setting.
Villa in Eugene

Hendricks Park Sanctuary 3: Elegance and Harmony

5.0 out of 5 average rating, 24 reviews
Top Guest favourite
Villa in Eugene

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

4.94 out of 5 average rating, 370 reviewsA comfortable leather sofa is positioned in a well-lit living area, complemented by decorative cushions. A wooden coffee table sits in front of the sofa, and a small lamp on a side table provides additional lighting. A colorful wall art piece adds interest to the space.
Villa in McKenzie Bridge

Mckenzie Grapevine Hideaway~by skiing & hotsprings

4.72 out of 5 average rating, 47 reviews
Guest favourite
A serene outdoor view is presented, featuring a spacious yard surrounded by tall trees and lush greenery. A pond is visible, reflecting the surrounding vegetation. The house in the background is complemented by a cozy porch, inviting a peaceful atmosphere.
Villa in Eugene

Hendricks Park Sanctuary 4: Elegance and Harmony

5.0 out of 5 average rating, 10 reviews
Guest favourite
A tranquil landscape is presented, featuring a spacious yard surrounded by tall, lush trees. A single-level home with a green roof is visible, integrated into the natural setting. The ground is mostly covered in soft moss, while the area appears peaceful and secluded.
Villa in Eugene

Hendricks Park Sanctuary 1: Elegance & Harmony

5.0 out of 5 average rating, 28 reviewsA serene outdoor space is framed by tall trees and lush greenery, featuring an open area surrounded by a low stone border. The main building, characterized by a sloped roof, is partly visible behind the foliage, creating a harmonious connection with nature.
Villa in Eugene

Hendricks Park Sanctuary 2: Elegance and Harmony

4.86 out of 5 average rating, 7 reviews

Luxury villa rentals

Guest favourite
A spacious great room is showcased with high wooden beams and stone accents. Large windows allow natural light in, illuminating the area. A pool table sits to one side, while a comfortable seating arrangement and entertainment center with a television provide relaxation options.
Villa in Applegate

Riverside Vineyard Estate

4.85 out of 5 average rating, 20 reviews
Superhost
A two-story home with a combination of wood and gray siding is showcased, featuring a welcoming front porch and flower boxes under the windows. Flanking trees and shrubs add greenery to the well-maintained yard, with a gravel area and a driveway leading to the entrance.
Villa in Bend

Home & Chalet 2-kitchens,Sleeps 16+, Near OldMill

5.0 out of 5 average rating, 5 reviewsA spacious living room is highlighted by large windows, allowing natural light to fill the space. A sectional sofa offers ample seating, accompanied by decorative cushions. A wooden staircase leads to an upper level, while a large wall art piece depicts ocean waves.
Villa in Reedsport

Private 5 bedroom golf course villa

4.79 out of 5 average rating, 53 reviews
Guest favourite
A serene landscape features a golden field bordered by lush green trees under a warm sunset sky. A solitary evergreen tree stands prominently, casting a long shadow across the meadow, creating a peaceful connection with the surrounding countryside.
Villa in Sherwood

Wine🍷 country ⭐️ 180° view ⭐️ Fitness & Game room!

4.9 out of 5 average rating, 31 reviewsThe exterior of the home is shown, featuring a combination of wood and stone materials. A two-car garage is visible, along with a welcoming front entrance. Large windows enhance the natural light, and a balcony extends from the upper level, surrounded by lush green landscaping.
Villa in Hood River

Large House Blocks From Downtown

5.0 out of 5 average rating, 37 reviewsThe residence is surrounded by lush greenery, with a striking red tree at the center of the landscaped front yard. The two-story structure features a mix of dark wood siding and ample windows, providing a welcoming and spacious appearance. A circular driveway allows for easy access.
Villa in Hillsboro

Forest Chateau | Hot Spa|Theater|BBQ|Garden Views

Villa rentals with a pool

Guest favourite
A spacious outdoor pool is framed by stone and surrounded by lush greenery. Comfortable lounge chairs are positioned nearby, and the home features large windows, allowing for views of the pool and garden. Vibrant trees and plants add to the serene atmosphere.
Villa in Ashland

Luxury Ashland Mountain Escape: Pool, Hot Tub

4.88 out of 5 average rating, 32 reviews
Guest favourite
Villa in Aloha

3BR Private Villa · Hot Tub · BBQ · Huge Garden

4.76 out of 5 average rating, 132 reviews
Superhost
A spacious bedroom features a queen bed with a patterned coverlet and two bedside lamps. Natural light enters through blinds on dual windows, and a piece of artwork is displayed on the wall. A closet and a doorway leading to the private bath are visible.
Private room in Portland

Bedroom with private bath in Beautiful Villa

Top Guest favourite
An aerial view reveals a spacious BnB surrounded by lush greenery, featuring a centrally located swimming pool. The property includes multiple outdoor seating areas and a deck, all harmoniously integrated into the natural landscape of Dundee Hill.
Villa in Dundee

Wine Country Private Villa with Pool+Hot Tub- 3 BD

5.0 out of 5 average rating, 72 reviews
Guest favourite
A refreshing outdoor pool is surrounded by beautifully landscaped gardens. Comfortable lounge chairs provide seating options, while a rock feature enhances the serene atmosphere. Lush trees and vibrant foliage frame the space, creating a relaxing escape under a clear blue sky.
Villa in Ashland

The Gem~ Pool, Hot tub, Views

5.0 out of 5 average rating, 8 reviews

Destinations to explore