Ashland Apartments
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43 rentals in Ashland.
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
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Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall
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Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
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Prime Ashland Studio: Stylish Cozy Haven
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The Dogwood Suite at Tudor House Vacation Rentals
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Country Setting, five minute drive to Ashland close to Emigrant Lake
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2 bedroom cabin, huge deck, lodge-style furnishings.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Quiet Garden Courtyard Studio only 3 blocks from downtown
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Condominium/Apartment
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Shakespeare Suite: Walk downtown!
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Queen Suite | Hot Tub | Downtown Ashland | Tesla Station
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Cozy Studio Haven for Pets
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Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 2
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, Condominium/Apartment
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1 Bedroom Suite | Hot Tub | Downtown Ashland | Tesla Station
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Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 1
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Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 3
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Condominium/Apartment
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The Maple Apartment at Tudor House Vacation Rentals
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2 Bedroom Suite | Hot Tub | Downtown Ashland | For Fee Tesla Station
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Urban Retreat: Explore Ashland- walk downtown!
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Entire Inn | Hot Tub | Downtown Ashland | Tesla Station
Condo/Apartment
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Condominium/Apartment
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Jazzy B Suite~Historic, eco/dog friendly
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Condominium/Apartment
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Luxury condo with king bedroom, two bathrooms, full kitchen.
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Modern Crash Pad | Pet Friendly | West Wing
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Condominium/Apartment
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The Urban Gypsy Loft
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Spacious 2 bedroom historic home with two king beds and kitchenette.
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2-story, 3 bedroom modern home with king and queen beds, living room and
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Condominium/Apartment
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Affordable Luxury- One block to Downtown
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Condominium/Apartment
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Luxuriously comfortable & peaceful getaway downtown Ashland, with views.
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Anne Hathaway, 8 bedrooms, 9 bathrooms, a commercial kitchen and dining room.
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3 bedrooms include a king and two queen size beds, 2 bathrooms, and kitchenette.
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Condominium/Apartment
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The Oberon Suite - One Bedroom Apartment in a Castle with Sweeping Views
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Luxury condo with king bedroom, two bathrooms, full kitchen.
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Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV
Condo/Apartment
8 bedrooms
5 bathrooms
Sleeps 22
Match: Sleeps, Condominium/Apartment
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Light-filled, upper story flat, walking distance to Oregon Shakespeare Festival
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Luxury condo with 2 bedrooms/2 bathrooms, sleeper sofa, full kitchen.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Private and quiet luxury studio suite on three acres overlooking Ashland.
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Grand Luxe Suite with Jetted Tub
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Condominium/Apartment
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Romantic Getaway in Gated Castle Community - The Rosalind
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Grand Luxe Suite with Jetted Tub
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Condominium/Apartment
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5 bedroom historic home with brand new furnishings, and is perfect for up to 14
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Entire 2nd floor of Plaza North with 3 separate suites each with its own
Condo/Apartment
4 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, Condominium/Apartment
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The Matriarch| Suite 3 | Pet friendly
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Condominium/Apartment
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2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Condominium/Apartment
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The following properties match some of your filters:
Charming home, w/hot tub, close to downtown Pet-Friendly!
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Premier Downstairs Flat in Perfect Down Town Location
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The Perfect Vacation Cottage
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232-Duplex-Private Bathroom-Mountain View
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Mt Ashland Log Cabin, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific CTr
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In the historic railroad district, walking distance to all the best of Ashland!
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BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown
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Showing results 1-50 of 181
Ashland Vacation Rentals
Are you looking for the perfect vacation rental in Ashland, Ore.? Then come on in and take a look. Ashland, noted for its postcard picture perfect seasons, beautiful topography and friendly people, is the perfect vacation spot. Now that you’ve found it, you need someplace to stay. Rental cabins are a wonderful option and may be ideal for you and your family. Many are only a hop, skip and a jump from Ashland amenities, while affording you the privacy you desire. Make it a vacation to remember with a rental cottage, condo or cabin. With multiple price points and rental options, you’re sure to find something that fits your budget – and we can help.
Ashland Activities
If you’re looking for something to do while you’re in Ashland, head on over to the Oregon Shakespeare Festival. Each season brings something different for Shakespeare lovers ranging from tours to your favorite play. Other cultural events include the Oregon Cabaret Theater and the Ashland Independent Film Festival. Ashland is also home to more than 80 art galleries and multiple museums, such as the ScienceWorks Hands On Museum for children and the Ashland Art Center. From your home away from home vacation rental, plan your day around the activities that suit you best!
Romancing Ashland
Of course, with its beautiful location at the base of the Cascade Mountain Range, Ashland is perfect for lovers. Let us help you find a quaint rental cottage for two, while you focus on romance! Wine and dine with the best of them at several area restaurants including Chateaulin French restaurant. Here, you’ll find the perfect ambiance in the intimate and romantic dining room as well as an extensive wine list and gourmet French food. Or try the nationally acclaimed Winchester Restaurant at the Winchester Inn. Take your chocolate loving sweetie to the Oregon Chocolate Festival or go for a bike ride on the Mt. Ashland Mountain Bike Trail.
Ashland is for Skiing and Golf
With several mountain ranges in the Southern Oregon area, Ashland is perfect for the ski enthusiast! Hit the slopes at any one of the area resorts with trails ranging from beginner to professional, cross country to downhill. Find a rental cabin with access just outside your door and you’ll be in ski heaven. Located at 7,500 feet, Mt. Ashland offers skiing during the season from November to April on a variety of trails for any skill level as well as snowboarding. Golf resorts include Oak Knoll in Ashland and Centennial Golf Club in nearby Medford.
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