Villa holiday rentals in Jackson County

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Top-rated villa rentals in Jackson County

Guests agree: these villas are highly rated for location, cleanliness and more.

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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

4.73 out of 5 average rating, 11 reviews

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!

Guest favourite

A refreshing outdoor pool is surrounded by beautifully landscaped gardens. Comfortable lounge chairs provide seating options, while a rock feature enhances the serene atmosphere. Lush trees and vibrant foliage frame the space, creating a relaxing escape under a clear blue sky.

Villa in Ashland

5 out of 5 average rating, 7 reviews

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.

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.

Guest favourite

A European-style country estate is surrounded by lush greenery and mountain views. The two-story home features large windows and a welcoming porch, with a manicured lawn and seasonal gardens extending around the property. A stone pathway leads through the vibrant landscape.

Villa in Ashland

5 out of 5 average rating, 11 reviews

European Style County Estate

An exquisite European style country estate tucked in the picturesque Ashland countryside, Villa Paris Green is a hidden gem set within an 8-acre private estate. Located only 20 minutes from the town of Ashland and a convenient 40-minute drive from Medford Airport. Nestled amidst mountain ranges, Villa Paris Green is a perfect base for both relaxing and exploration.