Villa holiday rentals in Southern Oregon

Cozy Sale! 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.

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!

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

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!

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!

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.

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 Mi to River: Umpqua Valley Villa w/ Fire Pit!

'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!

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.

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!

The Gem~ Pool, Hot tub, Views

Magnificent Hilltop Getaway with Incredible Views (sleeps 10.) 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 4 bedrooms, 3 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.

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.