Villa vacation rentals in Southern Oregon

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

4.88 out of 5 average rating, 17 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

Top guest favorite

A bright living area features a plush yellow sofa adorned with textured pillows, complemented by a cozy armchair. Large, floral-patterned curtains allow natural light to fill the space, while a wooden coffee table sits centrally, adding a warm touch to the vibrant decor.

4.98 out of 5 average rating, 211 reviews

Spring Sale! 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!

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, 214 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.

4.97 out of 5 average rating, 235 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!

4.98 out of 5 average rating, 55 reviews

A spacious backyard is surrounded by lush green grass and mature trees. A stone pathway leads to the entry, while a set of outdoor tables and benches offers a perfect gathering spot. The upper balcony is visible, providing an elevated view of the tranquil space.

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

The exterior of a charming villa is showcased, featuring large windows and a covered entry. Lush greenery and colorful flowers enhance the inviting patio space. A small seating area with chairs is visible, surrounded by flourishing plants, creating a serene atmosphere.

5 out of 5 average rating, 17 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.

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, 28 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.

4.76 out of 5 average rating, 33 reviews

A comfortable leather sofa is positioned in a well-lit living area, complemented by decorative cushions. A wooden coffee table sits in front of the sofa, and a small lamp on a side table provides additional lighting. A colorful wall art piece adds interest to the space.

Villa in McKenzie Bridge

Mckenzie Grapevine Hideaway~by skiing & hotsprings

The Grapevine Hideaway is a private, Mediterranean style mini villa. Enjoy a quiet wooded retreat in this unique solar passive home with a fenced in yard and a beautiful garden area. Luscious grapevines decorate the home with delicious beauty. This pet friendly home has three bedrooms, one bathroom, a spacious living room, and a kitchen that is well stocked to fill your needs. Great place for family and friends!

4.9 out of 5 average rating, 10 reviews

A modern farmhouse is framed by tall pine trees, nestled in a scenic landscape. A circular driveway leads to the entrance, where warm light spills from the windows at dusk. The open sky showcases soft hues of orange and purple as the sun sets.

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

A stone pathway leads to a fish pond, surrounded by lush greenery and trees. Sturdy stairs ascend to a private entrance, while colorful plants border the scene, enhancing the tranquil outdoor setting.