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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.

Crater Lake Speakeasy

Welcome to the Crater Lake Speakeasy. This one-of-a-kind space is a mashup of mid-century modern and industrial steampunk decor. You will have exclusive access to our entire guest suite including a large living area, spacious bedroom, private bathroom, kitchenette appliances, and dining/bar area. The space is geothermally heated so you won't run out of hot water and the concrete floors are warm on bare feet. When the space isn't rented, we love to host happy hours for our friends and neighbors.

The Sunset Ranch

Relax in the peace of a working mini-ranch where the sounds of chickens, crickets, frogs, and owls will quiet your mind. Sunset Ranch is just far enough away from the busyness of town to enjoy the most brilliant star-filled skies from the deck or take a short walk to the top of our property and watch the sun set over Klamath Lake! Situated off of Hwy 97, we are conveniently located just 5 minutes from Oregon Tech and Sky Lakes Medical Center. Downtown Klamath Falls is just 8 minutes away.

The Pleasant Cottage

Ideal spot for the traveling professional! I travel for work myself, so I know what you want in an Airbnb. My home feels like home, not just a place to stay and is clean, modern, and tasteful. Enjoy sleeping in one of the elevated log beds, enjoying your coffee at the bottle-cap bar table, working remotely from comfortable and well-lit living room, unwinding around the fire pit, or enjoying a sunset on the back deck. Note: two houses nearby are quite rundown. Harmless, but trashy potheads.

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.

Studio Cottage near downtown Ashland - Queen Bed!

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

Mindy’s Ashland Hideaway

Detached guest house offers a 5 minute drive to the I5 exit/Tesla Chargers & 10 mins to downtown Ashland. spacious, rural feel nestled by open pasture on a serene 1 acre property, this quiet getaway is great for a relaxing vacation, or a quick recharge! With enough parking for a trailer, boat, or other toys, this could be your spot to refresh on your road trip. Quick access to Oregon Shakespeare Festival , wineries, fishing, hiking, mountain biking, or Skiing in Southern Oregon!

Ashland tiny home with view and barrel sauna

Vaulted 8.5x20 craftsman tiny home built in 2023. Large wrap around deck overlooking the hills of Ashland. Stunning space to reset, relax and enjoy. Five minutes to downtown ashland. Great bird watching. Fall asleep to the sound of crickets on a comfortable queen bed in the upstairs loft. BBQ out on the deck, with all new amenities. Mini split heat pump and shared barrel sauna. We hope you enjoy the space as much as we do.

Coyote Cottage- Quiet guest house with great views

Studio guest house provides a quiet get-away with views of Mount Shasta. House is on working cattle ranch with a good chance of spotting baby calves and wildlife. It's located between Mt Shasta ski park & Mt Ashland ski park, 15 min from I-5 and highway 97 and 30 minutes from Mt Shasta City. Other outdoor adventures near by. Pet friendly with a $20 pet fee. Coffee & teas provided. It is a simple space: NO WIFI or tv.

Modern New Studio with All Amenities

Kick back and relax in this calm, stylish space. Newley built Studio with 1 King Luxury Bed featuring all amenities including laundry, walk-in closet, full bathroom, full kitchen, dining area, living area, patio, heater and air conditioner, and so much more. Located in the best convenient neighborhood, minutes away from shopping, hospital, OIT, downtown. Private entrance with parking space.

Creekside Retreat Close to Town

You will be a 10 minute drive from Downtown Ashland and feel like you are out in the country. The home sits on 8 private acres and has river frontage and a beach on the year round Emigrant Creek. There are beautiful views in all directions of mountains, trees and wildlife. The home is a two story residential barn built in 2012 and remodeled in 2022 (the main living quarters is upstairs).

Century Cottage on a Working Farm

Situated on 165 acres, this century-old cottage is part of a working family farm complex that includes three historic homes, outbuildings, and local landmark 'big red barn.' The cottage is freestanding in a landscaped yard abutting fields growing alfalfa, wheat, and potatoes. A humble home with all of the basic comforts, it is a clean, light and bright respite in the countryside.