Tiny house holiday rentals in Southern Oregon

Lovely Private Cabin close to city and wineries

Our private cabin nestled in the countryside provides a quiet escape from city living. Resting in a private peaceful clearing, the cabin offers sweeping views of a private pond and lush forest. Despite the rustic scenery the cabin has been recently remodeled and comes fully equipped with all the modern amenities to make you feel right at home. The property is 15 minutes to the University of Oregon, and Wine Country. And a short 25 minute drive SW of the cabin are the Why-pass Mt Bike Trails.

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

Modern Tiny House w/ Hot Tub and Putting Green

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.

A-Frame cabin • hot tub | near Bend | Crater Lake

This cozy, unique, and modern A-frame cabin is settled in a private community within the Deschutes National Forest. Relax here with over an acre of wooded pines, new hot tub, modern amenities, and beautiful view out back. Close to the city of Bend and all the outdoor activities Central Oregon has to offer. Proximity to the best hiking trails, mountain bike trails, Deschutes River, Mt Bachelor ski resort, cascade lakes, hot springs, Smith Rock State Park, and Crater Lake National Park.

The Enchanted Forest Cottage

The Enchanted Forest Cottage is a tiny house tucked away in a private, coastal forest with towering trees, beautiful rhododendrons, and wild huckleberry bushes. The stunning beauty of this handcrafted cottage and the amazing surroundings make for an INCREDIBLE glamorized camping (GLAMPING) experience you will never forget! Large panoramic windows, your own private deck and lazy forest trails, allow for a full and comfortable immersion into your own personal one-acre forest.

Riverfront Flower Farm Retreat

Welcome to Rustic River Farms! Situated on 5.5 acres in wine country along the Umpqua River, our riverfront guest house offers a quaint, quarky space to unwind. During summer months you can take in the views of lavender and seasonal flowers in our field. We are also in the heart of some awesome fish runs. A perfect base camp for the fisherman or couples looking for a quiet retreat, which can also accommodate 1 adult or 2 children on the sleeper sofa.

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.

Chalet in the Woods

Welcome to the little Chalet in the beautiful Oregon woods! Come relax and unplug in this charming private guest house situated on 4 acres, just 5 minutes from downtown Grants Pass and 3 minutes from grocery stores and shopping yet you feel as if you are out in the country far removed from anything and everything. This space was created to embody Swiss style living and the details speak to that. Comfortable and efficient.

Chardonnay Chalet at the Vineyard

Enjoy the ultimate Pacific Northwest getaway in our luxury vineyard guest house. We are perfectly located as a launching point to experience Ocean Beaches (1.5 hours), Crater Lake National Park (2.5 hours), Waterfall Hikes (45 minutes), and Wine Tasting (a 5 minute walk!) Enjoy the view from the elegant patio while cooking/grilling, take a stroll through the vines, or a hike up the hill to enjoy the view from the hammocks.