Apartment vacation rentals in Jackson County

Jaloma Woods, a forested retreat

This modern apartment is the former studio of the architect who designed and lives in the main house. It is on the second floor, over the garage. The home is located in a diverse forested area near the City of Rogue River, 20 miles from the Medford International Airport. Activities in the area include fishing and rafting on the Rogue river, wine tasting, ziplines, mountain biking & hiking, the Oregon Caves, Crater Lake National Park, the Shakespeare Festival in Ashland, and the Oregon coast.

Ashland Zen Den

Brand new remodeled and designed downstairs basement apartment on Main St. in Ashland. This modern space is clean and peaceful. Each bedroom is equipped with high end mattresses, linens, TV, and bath robes. There are plenty of books to read and board games to entertain. Enjoy a short walk to downtown where you will find Lithia park, restaurants, cafes, and shopping! 25 min. drive to mt Ashland and world class MTB. Walking distance to Shakespeare festival. Plenty of beautiful wineries near by!

Affordable Luxury- One block to Downtown

Welcome to The Matriarch, a historic heritage property in downtown Ashland. This self check-in style accommodations for our Suite 2, means you have the place all to yourself. Stroll to dinner at one of Ashland's finest restaurants or cozy up in the private outdoor living room. Expect thoughtful local touches and attention to every last detail. Soak in the beauty of bold design as you decompress in the large king bed. The Matriarch is our newest addition to the Swank House family.(#18-243)

Suite Comice EV Charging

*NOTE*: We disinfect all surfaces before and after new guests arrive. Studio suite with private entrance. Comfortable, light, clean and airy. Host on location in attached home. Breakfast nook with coffee, and tea. Neighborhood is quiet with shopping and dining not far away. Only one small step into the unit. Also on the property is another 2 bedroom Airbnb unit, Comice Valley Inn, in the event you have a larger party. This is a new listing, so please see some of my many 5-star reviews.

5 Star Luxury Southern Oregon Suite

Great little getaway on the outskirts of town. Away from the hustle and bustle of the city center, but minutes away from all the great places the Rogue Valley has to offer. This 800 sq foot apartment has been completely renovated to meet all the needs of travelers that are looking for an overnight stay or a long term place to land. This space offers updated heating and air, strong wi-fi, separate bedroom and working space. 2 smart TV's, designated parking, and a private entrance.

Peach Street Super Suite

Welcome to our updated 1-bedroom short-term apartment in the heart of Medford, Oregon, designed to exceed your expectations and provide a more comfortable and affordable alternative to a hotel stay. As you step into our centrally located apartment, you'll immediately notice the modern and inviting atmosphere. The living room is tastefully furnished with a cozy sofa, a smart TV for your entertainment needs, and a dining area perfect for enjoying meals or working remotely.

Historic District Craftsman Loft

This bright and airy studio loft is in the heart of the South Oakdale Historic District. Set back off the street behind the main house, it is a clean, green, safe, and quiet space. The porch overlooks a backyard with chickens and a catio with exotic cats. The loft has backyards on three sides, so it is scenic, private, and tranquil. The large balcony overlooks the street and gets afternoon sun. Within walking distance of shopping, food trucks, and downtown.

The Urban Gypsy Loft

Within walking distance, enjoy world-class Shakespeare theater, restaurants, wineries, shopping, unique coffee shops, and endless outdoor adventure with a stunning scenic backdrop! You'll be above all the fun in a hip, colorful 2 bedroom loft. Art, culture, and downtown vibes - The Urban Gypsy Loft in Southern Oregon checks all the boxes for the best weekend getaway, girl's trip or stay-cation. If outdoor adventure is your jam, you chose the right town!

The Loft

Welcome to the Rogue Valley. The Loft offers a comfortable stay while visiting family, friends or any of the many sites, activities and events found nearby. From Medford, picturesque Ashland, historic Jacksonville, noteworthy wineries, Crater Lake and the Rogue River are all just minutes away. A short walk takes you to a lovely park with tennis and pickle ball, a take-n-bake pizza shop, a friendly cafe and a grocery with deli and numerous tap beers.

Studio Apt nestled in the hills

Forget your worries in this serene and stylish guesthouse located in the hills of Trail, OR. This studio offers two brand new ultra-comfortable convertible Queen sofas. The red recliner offers heat, massage and vibration as well. A table for two over looks a beautiful yard with a fountain surrounded by trees. The full bathroom is styled in elegant tile and taste. This studio includes washer/dryer and full size refrigerator and kitchenette

Broken Chair Ranch

Welcome to the beautiful Griffin Creek area just outside of Medford, Jacksonville, and Ashland. Our home is at the top of a hill with stunning views of the city lights as well as upper and lower Table Rock. Enjoy the hot tub and watch the sunset with the fire pit on the front porch. The house is on 40 acres and has a gorgeous view at the top with a stunning echo off the mountain Private setting one mile up a gravel road, 2wd friendly

"Panorama Place"

Welcome to our cozy 463 sq' cottage completed January 2021. This studio space boasts views above the city to the west and the wooded hillside up to 3500' Roxy Ann Peak to the east. With just a few minutes drive to the heart of downtown, this comfortably quiet, clean, private getaway will allow guests to thoroughly experience the best of southern Oregon. Full kitchen and laundry available in room.