Villa holiday rentals in Southern Oregon

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Top-rated villa rentals in Southern Oregon

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Top Guest favourite
Villa in Eugene
4.93 out of 5 average rating, 293 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.

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Villa in Lakeside
5 out of 5 average rating, 3 reviews

Welcome to THE Ultimate Lakefront Villa!

Welcome to THE Ultimate Lakefront Villa! Perched on 13 acres, this luxurious 5-bedroom, 4.5-bathroom home was designed for creating once in a lifetime memories with your family and friends. As you step inside, you'll be greeted by a spacious living area with comfortable seating and a cozy fireplace, and a modern kitchen. A private lakefront dock, there's no shortage of activities to keep you and your family entertained. Featuring premium amenities throughout, Lake access (Walking ONLY) and VIEWS

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
4.92 out of 5 average rating, 26 reviews

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

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
4.91 out of 5 average rating, 56 reviews

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!

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, 270 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, 309 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
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
4.94 out of 5 average rating, 17 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, 36 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!

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.

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
5 out of 5 average rating, 21 reviews

Hendricks Park Sanctuary 3: Elegance and Harmony

The entire main floor is comfortable for 6 guests. Enjoy 3 bedrooms: a master bedroom with a king bed, large walking closet, beautiful bathroom and two bedrooms each with a door connected to the patio, a queen bed and a shared bathroom. The kitchen is large and invites you to prepare an ambrosial feast. Granite counters tops and breakfast table, bar, wine cooler and all the kitchen utensils that you may need. The dining room can accommodate 6 to 12 people.

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
4.95 out of 5 average rating, 20 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.

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