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 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

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 has a stone fireplace, a flat screen TV and a modern, equipped kitchen. The large deck with ample seating and vista views. The downstairs includes a pool table, large TV area and a tatami room/4th bedroom. Enjoy a soak in the hot tub under the starry skies or gather around the fire pit. Host pays about 20% of your total payment to Airbnb.

LocationFamilyParking

4.93 out of 5 average rating, 30 reviews

Top Guest favourite

Villa in Eugene

Close-In Cutie 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.

ValueLocationAccess

4.94 out of 5 average rating, 376 reviews

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

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!

FamilyLocationOutdoor spaces

4.85 out of 5 average rating, 20 reviews

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

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

FamilyLocationAccuracy

4.88 out of 5 average rating, 33 reviews

A 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

What a gem! This luxury home sits atop the 4th green of Forest Hills Golf course and country club on a private three acre lot of forested land. Just minutes to ocean beaches and world class sand dunes!!!!! Relax in front of the gorgeous floor to ceiling stone fireplace or enjoy your own secluded hot tub or maybe just cookout. With an 800 sq ft private deck, grill,disk golf, basketball court, pool table and game room, ping pong table, kayaks, boogie boards, fishing gear, crab pots and much more

FamilyLocationNearby

4.8 out of 5 average rating, 54 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!

ValueFamilyShared spaces

4.97 out of 5 average rating, 351 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!

LocationFamilyTV

4.98 out of 5 average rating, 351 reviews

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

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.

ValueLocationLaundry

4.77 out of 5 average rating, 315 reviews

Villa in Walterville

Leaburg Lakeside Villa

We welcome you to enjoy this spacious and unique home, nestled at the upper end of Leaburg Lake. The house is stunning inside and out. It's surrounded by forest and gardens. It is beautifully decorated and fully equipped for all your needs. Enjoy the deck with a view of Mckenzie River as it flows in to Leaburg Lake. There is a shared dock down on the water where you can swim (at your own risk), kayak, fish or even dock your own boat. This house provides a unique, wonderful experience for all!

FamilyLocationNearby

4.88 out of 5 average rating, 65 reviews

Guest favourite

Villa in Roseburg

“Mtn Views & Hot Tub: Umpqua Valley Villa!”

'Red Roof Oasis' | 3,500 Sq Ft | Pet Friendly w/ Fee | Private Home Gym | 11 Mi to Dtwn Roseburg Whether you're cozying up by the fireplace, sipping coffee on the patio, or soaking in the hot tub, you'll be surrounded by panoramic mountain views from every corner of this Roseburg villa. With ample space to unwind both indoors and out, this 4-bed, 3-bath vacation rental is the perfect place to host your next Oregon getaway. Scenic sites, local wineries, and endless outdoor adventures await!

LocationFamilyTV

5.0 out of 5 average rating, 13 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!

LocationFamilyBiking

5.0 out of 5 average rating, 44 reviews

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

This professionally designed spacious home sleeps up to 11 guests with six beds, 3,510 square feet, and multiple areas for entertaining. The kitchen is fully equipped for the cooks or entertainers in your party and the game room includes a 70" smart TV, wet bar, leather couches, foosball table, and arcade games. There's even a grand piano! In beautiful East Medford, you'll enjoy an easy stroll through a classic neighborhood. Close to downtown shopping, restaurants and wineries

ValueLocationAir conditioning

4.97 out of 5 average rating, 64 reviews