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Modern Airy Retreat - Views, Walk to Everything

Enjoy the perfect mix of walkable Ashland and your private, airy, urban hideaway. Set in the historic Railroad District with fabulous cafes, restaurants and shops in the same block and nearby, this modern studio over a detached garage has views of trees or mountains from every window. It's only a 5 minute walk to Downtown and a 10 minute walk to Lithia Park and the Oregon Shakespeare Festival. Should you wish, you could park your car in your dedicated space and not use it again during your stay.

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Charming 2br cabin 300ft from the Rogue River.

Located next to the beautiful Rogue River, minutes from interstate 5, between Medford and Grants Pass. The Carley Cabin is your place to create memories of a lifetime, whether you are fishing(one of the best fishing holes), rafting, wine tasting (local wineries galore), going to Britt or Shakespeare, exploring Crater Lake or historic Jacksonville, taking a Hellgate Jet Boat excursion or just a getaway. Come barbeque and relax on the patio or take a walk down to the river and enjoy the fire pit.

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Modern Tiny House w/ Hot Tub

Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.

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Mid Century Modern 2 Bedroom, Walk to Downtown

This stylish newly remodeled mid century modern home features 2 bedrooms with new queen beds, and one bathroom. Bright, clean, and cozy — the perfect home away from home. Located within walking distance to historic downtown grants pass where you will find amazing local restaurants and shopping. The home is 2 miles off I-5, and a short 10 minute walk to the beautiful Rogue River. Home features a full kitchen for all your cooking needs, and a patio with seating and a fire pit in the back yard!

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The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

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Kelly’s Carriage House 4 miles from Ashland

The Carriage House is located on Kelly's Farm four miles from the city of Ashland and less than two minutes from Highway 5. This two story home is 440 sq. ft with two sliding glass doors affording a 360 degree view of the mountains and sunset. There is an upstairs and downstairs deck, a propane grill and kitchen is fully furnished, two burners, countertop oven, and rice maker among other things. Set up for three people using two beds. Dogs are welcomed but we don't accept cats.

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Studio Cottage near downtown Ashland - Queen Bed!

Take it easy at this unique and tranquil small studio cottage getaway. Our guest cabin has remodeled upgrades and is perfectly located minutes off the 5 freeway and just 3 miles from downtown Ashland's Shakepeare Fetival, Plaza shops, beautiful Lithia Park and Resturants. Venture to local lakes including Crater Lake, historic Jacksonville, and wineries in the pituresque Rogue Valley from our central location. Enjoy the privacy of our gated property with peaceful surroundings!

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Hygge Hideaway. A home for rest and adventure

In Scandinavia, "hygge" represents contentment & coziness. Settle into this sun-soaked, mountain-side, madrone forest & valley view home for relaxation on the deck, wine by the fire, & mineral baths. This solar powered home has easy access to outdoor adventures. Options include Laundry, Wood Stove (fire logs avail $), & fully equipped Kitchen. Whether you're looking for a getaway, family event, road stop, or retreat - you're welcome here. Pets require PRE-APPROVAL.

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Southern Oregon Gem (EV Charger)

Welcome to our charming little home in Medford, Oregon. a delightful haven designed for comfort, cleanliness, and efficiency. Nestled near the city center, this inviting space offers a perfect blend of coziness and functionality for a memorable stay. The thoughtful layout maximizes every inch of space, creating a welcoming atmosphere for solo travelers, couples, or small groups. The color palette is soothing, creating a serene ambiance that promotes relaxation.

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Cowslip's quiet, central, Cuckoo-Bud Suite

Private room with kitchenette and patio overlooking lovely garden, just 2 blocks from downtown. Located on a large lot shared by a historic Craftsman bungalow and offering a serene place to relax with views of the koi pond and trickling waterfall in the shady shared garden. There is plenty of off-street parking available in a private lot in this quiet residential neighborhood just 2 blocks from downtown Ashland. Off season weekly and monthly rates are available.

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The Downtown Mint

Bright and comfortable cottage centrally located in the heart of the Rogue Valley. Walking distance to many restaurants and coffee shops. It’s 2.5 miles from Asante medical center and close to the old gold mining town of Jacksonville. Ashland, home of the Shakespeare festival is 12 miles south. 1.5 hr to the north east you’ll find Crater lake national park. Enjoy wine tasting at the many winery’s scattered throughout the valley. Happy exploring!

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Summer’s Night Cottage 8 minute walk to Downtown

Clean and comfortable cottage perfect for a getaway. Short distance to downtown Ashland, Lithia Park, Oregon Shakespeare Festival, and more. Great outdoor space. Relax in our clean 1 bedroom cottage with a newer queen bed, high thread count sheets, and convertible full size sofa, sleeping area. Walk to one of the many restaurants & bars or fix a simple meal with provided hot plate and kitchen basics.

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Lovely first floor apartment for a couple

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5 Star Luxury Southern Oregon Suite

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Peach Street Super Suite

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Westwood Unit D

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New Downtown 3 Bedroom Upstairs Flat with views

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Cozy Condo in East Medford w/ Pool and Hot Tub

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Cozy 1BR Apartment

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View Apartment Close to OSF

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Clean, pet friendly, 2-Bedroom Cottage with yard.

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The Honu- Tranquil Hideaway Home Centrally Located

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Comfy Cozy Casa

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Country home on 2 acres just minutes to town

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Charming house two blocks from downtown Ashland

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Charming Two

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Phoenix Rising (Sleeps 10)

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Holly House: a Pet-friendly Garden Eco-Cottage

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