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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!

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.

Historic Cottage close to plaza

Whimsical, cozy cottage located off quiet alley behind our main residence. Low-key, friendly neighborhood in the Skidmore Historic District. Front porch and back patio. Park your car and never get back in until it's time to leave. Street parking with a walk of about 250 feet to the cottage. Just 4 blocks from downtown. Full kitchen & laundry. A light-filled groovy hideaway. (Our wifi is good, but if you are doing zoom meetings, don't expect perfection.)

Manzanita Cottage

Enjoy staying in this newly-constructed cottage in the heart of Ashland's historic railroad district. Park your car and enjoy all that Ashland has to offer by foot. Easy walking distance to downtown shops and restaurants, OSF, Lithia Park and the Ashland Food Coop. Outdoor enthusiasts can start their mountain biking, running or hiking adventures right from their door. Your hosts can help to point you in the right direction. (Permit #: PA-2018-00531)

Private Garden Cottage w Sauna in RR District

Located in the historic Railroad District, our cottage is walking distance from the Shakespeare theater and all the trimmings of downtown. Walk to an award winning coffee shop down the alley and two grocery stores and park. Set between the cottage and our house are beautiful vegetable and flower gardens. There is a great deck for morning coffee and secure bike storage available. Miles of mountain hiking trails are close by. This will be your new spot!

Railroad Cottage at Chozu Gardens

This charming cottage is located in the historic railroad district home to coffee houses, restaurants, and galleries. A 5 minute walk to downtown. It has a full kitchenette, fireplace like heater, orthopedic bed/ pillows and relaxing décor. Located one door down from Chozu Gardens (closed Mondays guests can take advantage of a 20% discount to soak and sauna in this serene setting.)

The Matriarch| Suite 3 | Pet friendly

Everything you need for the perfect Ashland getaway. Steps to award winning restaurants, theatre and plenty of shopping. The Matriarch suite 3 offers the comforts of a King bed, and space to sprawl in the living room. Prepare appetizers with gourmet treats from the market 1/2 block away while hanging at the bistro table. Stay classy at The Matriarch, a Swank House property.

Clean, Stylish Apt w/kitchen. block from Downtown

92½ Church Street. A private apartment with a large bedroom, full kitchen, bath with shower. Vintage styling with loads of special touches, ONE BLOCK from downtown. All the comfort of home and so close to the action. Large yard. Permitted. (Ashland City Permit: 15-237). 2020 Update: We have adopted the recommended Covid-19 Cleaning Guidelines.