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Tree Top Studio

Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.

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!

Countryman-Fox Carriage House

Considering the central location of this little gem, it is amazingly peaceful. To add to this charm, the cottage is fresh & bright with a lovely view across the valley. What a joy to walk across the street to the theater & dinner without parking issues. Besides being clean & safe, I like the king size bed, the fireplace, the choice of large tub or shower, the heated bathroom floor, and the little yard, the most. Charging is available for your electric cars in the upper parking area.

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.

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!

Weisinger Winery Vineyard Cottage

Our vineyard cottage is located at Weisinger Family Winery in Ashland, Oregon. Built c. 1920, our vineyard cottage was the original farmhouse on the property and was recently remodeled in order to encompass the amenities and comforts of home. The hot tub and BBQ on the deck overlook our Pinot Noir vineyard. The property has wonderful views and privacy. A complimentary bottle of wine, cheese, and crackers are awaiting your arrival along with a free tasting in our tasting room.

Gorgeous Lakeside HOUSE + Indoor SAUNA!

🌲 Luxuriate in this elegant barn home (with wifi) plus indoor *sauna.*🧖🏽‍♀️ You get the entire house + parking, all across from a lovely lake just 19mi east of downtown Ashland. Splurge on this Airbnb ‘Guest Favorite.’ Pet friendly! ✨Ask Laurel about hosting your special occasion here for extra deals.✨ 🛁 Relax. Walk the woods. Hike, bike, fish, cross-country skii. Head downtown to shop, socialize, catch a play, or just rest & restore. The choice is yours…

The 'Easy A' Cabin in Rocky Point

Welcome to The Easy A Cabin! This stylishly updated 1960s cabin is our beloved mountain retreat. The Easy A is located in Rocky Point and minutes from Rocky Point Resort, Harriman Springs Resort, and Lake of The Woods. Nearby activities include hiking, kayaking, climbing Mt. Mcloughlin, fishing, Crater Lake Zipline, and Crater Lake National Park is less than an hour away. Visit the best-kept secret in the Southern Cascades in comfort and style.

Historic Stage Coach Stop

Built in 1852, the Mountain House, listed on the national historic register, is southern Oregon's oldest timber-framed house. Adjacent to the house amid lush gardens, the renovated two-story brick stage coach driver's quarters is a cozy, private get-away. Microwave, refrigerator, electric water pot, coffee maker downstairs along with bathroom. Upstairs comfy queen bed, armoire, easy chair, television, and beautiful views from every window!