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Ashland Apartment Rentals

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    Travellers to Ashland are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    23 Matching Rentals in AshlandView all 95 rentals
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    This home is not just pet-friendly, but pet-welcoming. This beautifully restored Farm House is divided into a two suite home a short walk from the Oregon Shakespeare Festival and the joys of downtown Ashland. With a king sized bed in the bedroom and a twin and queen upstairs. (and a bed for your...
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    97520, Ashland, Oregon
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Located just blocks away from the Oregon Shakespeare Festival theaters downtown, Courtside Cottage is the perfect place to land on your next visit to Ashland. Park your car and live like a local in the heart of town. This convenient location is around the corner from the Growler Guys taphouse....
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Located on 5 rural acres just outside of Ashland, Earth Cottage the perfect landing place for a contemplative retreat from the busy-ness of city life. Mature trees and native landscaping provide lots of shade and natural beauty. There’s even a treehouse just right for smaller travelers and a...
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    97520, Ashland, Oregon
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Located in the east Ashland countryside, and exactly three miles from the downtown Ashland Plaza and infamous Oregon Shakespeare Festival, this cottage has it all! The mountain views are stunning and the gardens alive with color in the spring and summer. Enjoy the whimsy and art found in the...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Light, bright and simply gorgeous, this charming studio is just a ten-minute walk from the Festival downtown and is the perfect place to enjoy Southern Oregon at any time of year. Tucked into a quiet neighborhood in the Historic Railroad District, this brand new guest house will make you smile. The...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    PRIVATE ENTRY AND PARKING The single, private bedroom has a queen bed and private bathroom with shower. Flat-panel TV, with free cable and wi-fi. A mini-fridge, and microwave are also available for your comfort. The courtyard is beautifully furnished and has a beautiful shared secret garden for...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • DVD Player
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    • Balcony
    • Mountain Views
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Second Spring Property We are excited to announce that our property was given The Ashland Historic Preservation Award in 2014. This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Just a stone's throw to the plaza, a licensed one-bedroom vacation rental suite is tucked behind one of Ashland's charming craftsman-style bungalows. Your private gated entrance, located behind the house, opens onto a peaceful garden and quaint patio - a wonderful place to enjoy morning coffee and...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Second Spring Property We are excited to announce that our property was given The Ashland Historic Preservation Award in 2014. This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3...
    View all property information
    Location Information
    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Skiing: Property Is In A Ski Resort
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    • Shared Garden
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our property is located in the quaint Shakespearean town of Ashland, Oregon. The town has exceptional and award winning contemporary plays and the largest Shakespearean theater in the United States. We offer boating, hiking trails throughout the area. We have wineries that offer award winning...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    A corner room filled with filtered light from shuttered windows, this room is guarded by two ancient holly trees with red berries. The door opens onto an outside dining area on the deck, enjoyed by all who come. This room also has a kitchenette and a spacious bath with a jetted tub. The Carlisle...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    A sunny cheerful room on the south side, this suite's soft green wainscoting, and modern furnishings create a relaxing environment. A king/twin bed, an eating nook in the corner, and the spacious private deck area just outside the door make it the choice of many. A kitchenette and sunny private...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Visitors to Rose haven't wanted to leave this second-story hideaway with its magical deck overlooking Mt. Grizzly. Curl up on the daybed in the sitting room with a fire in the gas fireplace to watch a movie or be tempted by the giant Jacuzzi in the luxurious bathroom. The bedroom, which can be a...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    A high queen bed dominates the space, which gets diffused light from a skylight and windows on three sides. A spacious bathroom features a clawfoot tub, a separate tiled shower, stained glass window and another wonderful skylight. The Carlisle Garden Suites has 9 unique rooms in three buildings...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    You'll think you've arrived at your Grandmother's when you walk on to the Calla Suite's front porch, replete with a swing and wicker furniture. Pleasingly decorated in relaxing hues, the room is furnished with an 1850's Eastlake piece built in Portland – a queen bed.. A kitchenette and eating area...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    A high ceiling with fan and marvelous light throughout the day give this room a sense of comfort and elegance. Decorated with lavender and turquoise, it has king/twin beds, kitchenette, two-person Jacuzzi tub and opens on to the back deck that overlooks our quiet gardens. The Carlisle Garden...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    This is the largest room of the suites and has a single bed with trundle as well as a king/twin. Surrounded by mature trees and fragrant jasmine vine, this room offers a palette of Ashland summer sky blues. A kitchenette, walk-in multi-headed luxury shower for two and the deck overlooking a...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    One of our new luxury suites in the middle of the garden, Iris features a cozy day bed in the sitting room with fireplace and television, as well as a full kitchen and eating area. Dappled light from glass brick windows cascades over the king bed (which can also be twins). Mexican ceramics...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Beautiful new private apartment at the historic Hargadine House, one block from Ashland's best theaters and restaurants. Features a plush king bed, soaking tub, radiant tile heat in bathroom, walk in shower, balcony, view, high ceilings, modern appliances, quality linens, kitchen. You will be...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    A high ceiling with skylight, a spacious bedroom with king/twin beds done in soft greens, an art deco flavor and a wonderful sense of privacy give guests a taste of being removed from the fray. This room is a favorite of dog lovers with its glassed-in porch. A kitchenette and private bath with...
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    97520, Ashland, Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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