Apartment holiday rentals in Jackson County

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Guest favourite

Ashland Zen Den

Brand new remodeled and designed downstairs basement apartment on Main St. in Ashland. This space is modern, 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!

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Downtown 3 Bedroom Upstairs Flat with views "B"

Enjoy a stylish experience at this centrally-located flat. This is a beautiful new 3 bedroom upstairs flat with oak hardwoods floors, granite counters, and new appliances. We offer a cozy living room with a sleeper sofa, flat screen TV, and air conditioning. There is a fully equipped kitchen with stainless appliances, microwave and dishwasher. The dinning room leads out to your own balcony. There are 3 bedrooms with a King, Queen and twin trundle bed. All with smart tv’s and attached bathroom.

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Honeysuckle Haven

Take it easy at this unique and tranquil getaway. My home is in a quiet neighborhood, on a street with little to no traffic, and is a great location for taking walks. The property has been beautifully landscaped which can be enjoyed from the backyard deck. It is located 2 blocks from South Medford High School; about 3 miles from downtown Medford; less than 4 miles to Rogue X; and less than 5 miles from the historic town of Jacksonville, home of the famous Britt Festival Pavilion and Gardens.

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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 two level 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.

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Moody Ashland Escape: Luxe Suite, Copper Tub

Welcome to the Premier Suite @ The Matriarch, a historic heritage property in downtown Ashland. This self check-in style accommodations 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 our generous copper tub. The Matriarch is our newest addition to the Swank House family.

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.

W/D, FULL Kitchen, Downtown walking , Parking

Comfort and convenience in this chic lower-level guesthouse, perfectly located just moments from downtown. Within easy walking distance of restaurants, shopping, farmer’s market, parks, and public transit — the best of the city right at your doorstep! Take advantage of a kitchen stocked with all the essentials for preparing home-cooked meals, and washer and dryer for extended stays. Queen bedroom, plus sleeper sofa comfortably accommodates up to 4 guests. Fast, reliable Wi-Fi

The Peak Loft (Tesla Charger)

The Peak Loft: A peaceful space to recharge above the Rogue Valley. Designed for slow mornings and intentional living, this 1-bedroom retreat blends clean lines with calm energy. Stretch, sip coffee, and reset before exploring with our curated local guide list or optional wellness, self-care, and snack kits. Includes EV charging, full kitchen, workspace, and laundry; just steps from our newest city park and minutes from everything. A stylish basecamp for every direction you roam.

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.

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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.

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Guest favourite

"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