Villa vacation rentals in Southern Oregon

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.

4.92 out of 5 average rating, 240 reviews

Walk to the Hult! Spring Sale! Cute Downtown Gem!

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.

4.81 out of 5 average rating, 47 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

4.9 out of 5 average rating, 20 reviews

A serene outdoor space is featured, with a clear blue pool reflecting the sky. Lush greenery surrounds the area, including tall trees and colorful foliage, while a tranquil pond can be seen in the background amidst the natural landscape.

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

4.92 out of 5 average rating, 51 reviews

A wooden deck overlooks the flowing McKenzie River, framed by trees and natural landscaping. Flower pots containing various plants are positioned along the railing, enhancing the scenic view of the surrounding forest and nearby houses across the water.

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. The house is beautifully decorated and fully equipped with all your needs. Enjoy the beautiful deck with a view of Mckenzie River as it flows in to Leaburg Lake. There is a private dock down on the water where you can swim, kayak, fish or even dock your own boat. This house provides a unique, wonderful experience for all!

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.

4.97 out of 5 average rating, 259 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!

5 out of 5 average rating, 5 reviews

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.

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.

5 out of 5 average rating, 27 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…

5 out of 5 average rating, 14 reviews

The exterior of the house is highlighted by large windows, allowing natural light to fill the interior. A paved driveway is lined with trees and vibrant landscaping, leading to the entrance. The property is surrounded by greenery and offers a peaceful atmosphere.

Villa in Talent

Italian Villa with Hot Tub and Panoramic Views

Zenith Farm welcomes you to a touch of Tuscany in Oregon. Guests at the Villa will bask in the idyllic pastoral setting with breathtaking views of the valley. Situated on a 5-acre estate just 4 mi. from downtown Ashland and 10 mi. from Medford/Jacksonville, the area offers an abundance of fine food, entertainment (includ. the world-famous Shakespeare and Britt Festivals), nightlife, family-friendly and outdoor activities, wineries, day trips to redwoods, Crater Lake and a lot more.

4.98 out of 5 average rating, 57 reviews

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

Top guest favorite

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.

5 out of 5 average rating, 30 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.

4.92 out of 5 average rating, 12 reviews

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

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

Top guest favorite

A panoramic view showcases rolling hills and valleys beneath a partly cloudy sky. The greenery of trees in the foreground contrasts with the distant cityscape and mountains, providing a serene backdrop to the neighborhood.