Apartment holiday rentals in Jackson County

Cowslip's quiet, central, Cuckoo-Bud Suite

Private room with kitchenette and patio overlooking lovely garden, just 3 blocks from downtown. The Suite is in the historic carriage house with a serene courtyard to relax with views of the koi pond and trickling waterfall in the shady shared garden. There is off-street parking in this residential neighborhood just 3 blocks from downtown Ashland. Off season weekly and monthly rates are available. We can easily add a roll-away bed for an additional cost. We have 5 units for larger parties.

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!

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.

Beautiful Ashland Flat

Upstairs flat with its own private entrance. Full kitchen with dishwasher, full size fridge, a sink with a garbage disposal. Full bathroom with a tub. Pantry. Private deck. Shared laundry facilities. High end water filter. Nice furniture included. All utilities included. Fast and secure wi-fi internet included. The bed will make you melt into it and has adjustable hardness and a skylight so you can see the stars from bed. Natural wood floors and professional, modern fixtures.

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.

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.

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.

Boho-Modern |Lux Spa |Close to Downtown

A Perfect "Work from Home" Apartment Space - Private Entrance for peace and privacy - Comfy & Convenient - Spa-Style Soaking Tub - Queen Casper Mattress - With Washer/Dryer - With Private, Fully Fenced Backyard - With High-Speed Wifi & Roku Streaming TV - With Mini Split Heat - Fully Stocked Kitchen with all the essentials - Pet-Friendly: 1 small dog allowed with a $25 pet fee

The Matriarch| Suite 3 | Pet friendly

Everything you need for the perfect Ashland getaway. Steps to award winning restaurants, theatre and plenty of shopping. The Matriarch suite 3 offers the comforts of a King bed, and space to sprawl in the living room. Prepare appetizers with gourmet treats from the market 1/2 block away while hanging at the bistro table. Stay classy at The Matriarch, a Swank House property.

Clean, Stylish Apt w/kitchen. block from Downtown

92½ Church Street. A private apartment with a large bedroom, full kitchen, bath with shower. Vintage styling with loads of special touches, ONE BLOCK from downtown. All the comfort of home and so close to the action. Large yard. Permitted. (Ashland City Permit: 15-237). 2020 Update: We have adopted the recommended Covid-19 Cleaning Guidelines.