Villa holiday rentals in Southern Oregon

Find and book unique villas on Airbnb

Top-rated villa rentals in Southern Oregon

Guests agree: These villas are highly rated for location, cleanliness and more.

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Guest favourite

An inviting living area features a plush, oversized couch adorned with decorative pillows, set against a rich area rug. Natural light filters in through sheer curtains, illuminating the space. A small table sits in front, complemented by potted plants and framed artwork on the walls.

Villa in Eugene

4.92 out of 5 average rating, 275 reviews

On Sale Now! 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.

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

4.73 out of 5 average rating, 11 reviews

Riverside Vineyard Estate

On over 800 ft of year-round flowing Applegate River frontage for trout, fishing, swimming, rafting, stand-up paddleboarding, kayaking, or just relaxing. Enjoy amazing mountain & river views from the expansive deck to chill by the fabulous river. Large club-style great room with plenty of natural light from large windows. Big screen cable TV, pool table, and yoga area. Entertainer's kitchen delight with large dining table for large gatherings. Proven venue for wedding events up to 150 guests!

An outdoor space is highlighted by a half-court basketball area and a playful green lawn surrounded by stones. Two garages are visible in the background, with trees providing shade and the sun shining down, creating a bright and inviting environment.

Villa in Grants Pass

4.82 out of 5 average rating, 259 reviews

Family Friendly Home! HotTub, Game Room, MiniGolf!

Welcome to our family friendly little home with all the fun add ons you could dream of. A Tiny home with tons to offer for the kids!! There's mini golf, a hot tub, a full arcade room, a playground, a jungle gym, and half court basketball court... Located on a pleasant street in a great part of town with a market just blocks away. just 3 minutes off the freeway. Two Bed room with queen size beds, and a sleeping loft for two kids. Come sit by the fire, watch the kids play in the yard, and relax.

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

4.97 out of 5 average rating, 298 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!

Guest favourite

The living area features large windows that allow natural light to fill the space. A comfortable sofa is paired with an accent chair and a coffee table, while a decorative rug adds texture to the plush carpet. A simple fireplace serves as a focal point.

Villa in Eugene

4.82 out of 5 average rating, 76 reviews

Elegant Villa Retreat • Near Autzen & UofO

✨ Charming 1BR Villa Retreat on a private gated estate— minutes to Autzen Stadium, downtown Eugene, wineries, and golf. Relax beneath soaring wood-beam ceilings surrounded by Mediterranean-inspired elegance, a fully equipped kitchen, and a cozy living area. Sleeps 4 comfortably with modern comfort and timeless design. 🏈 Perfect for Ducks game weekends, 🍷 wine country escapes, ⛳️ golf getaways, or peaceful work trips. Book your stay today and experience tranquility, style, and convenience.

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

4.93 out of 5 average rating, 14 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 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

5 out of 5 average rating, 35 reviews

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!

Top 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

5 out of 5 average rating, 28 reviews

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…

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, 45 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.

Guest favourite

The exterior of the estate features a modern farmhouse design with large windows illuminating the interior. A spacious patio hosts a dining area under a red canopy, with a hot tub nearby. Surrounding trees create a sense of privacy in the expansive outdoor space.

Villa in Bend

4.94 out of 5 average rating, 17 reviews

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

Guest favourite

A spacious bedroom features a king bed with soft linens, complemented by a sleek electric fireplace and an artistic wall mural. Natural light pours from large windows, while a small workspace is set nearby. Minimalist decor enhances the serene ambiance.

Villa in Eugene

5 out of 5 average rating, 31 reviews

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.

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

4.89 out of 5 average rating, 159 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.