Barn holiday rentals in Southern Oregon

Carriage House Loft 5 acre Forest Retreat

1~In the forest on 5 private wooded acres… Alpine setting, gated entry, tastefully fully furnished, large covered deck. ~Long term Travel Nurse guests most welcome. The Loft is a large space with strong WIFI, well suited for working. Huge 1,200 square ft loft area is a wonderful retreat in the forest and features a board and batten, barn style OPEN FLOOR PLAN living space. 3 minutes to downtown Grants Pass Historic Shopping /Restaurant district and I-5. Private/quiet setting on a 5 acre lot

Crater Lake "Meadow House" near south entrance.

One of closest to Crater Lake (28.9 miles), Rogue River, Lost Creek Lake, 3 waterfalls, +100 ranch acres of woodland trails. Upscale creature comforts; 2-story, 2500 sq. ft., fully-renovated historic ranch home: hardwood floors, fireplace, large kitchen, 2 bedrms w/2 private baths +an xtra small sleeping room, views of mtns & meadows are spectacular. Enjoy the ranch & wildlife relaxing on wrap-around deck. Perfect for couples, small getaways & sm families (kids over 10),or a work away. No pets

Simple Serenity | Homey Pet-Friendly Wooded Haven

Welcome to Simple Serenity! Set against a lava flow, off the beaten path, our 1,200 square-foot guest suite has 2 bdrms, family room, kitchen with stove top & bathroom with laundry. Just 28 miles to Mt. Bachelor & 8 miles to downtown Bend, Simple Serenity is ideal for those who enjoy nature. Across the highway from the High Desert Museum and less than a mile from nearby trails, Simple Serenity is a short drive from lava caves, Sunriver, and numerous other activities. Bring your fur babies, too!

Ranch House #2 +Farm Breakfast Included

Spread out in 1500 sq. ft. of rustic charm! Located in the original barn on our property, this converted duplex features a fully stocked kitchen, full bathroom, and two private bedrooms. One bedroom offers a queen bed and cozy reading chair; the other includes a queen bed and twin bunk beds. The Kids’ Loft & Game Room has two twin beds and a spacious common area with soaring 20’ ceilings—perfect for relaxing after a long day of exploring. Dog-friendly but do not allow cats due to allergies

Barndominium featured in Bend Home & Design

Escape to "Terrebarn," a unique barn home on 10 acres, two miles from Smith Rock State park. Terrebarn is a newly built barn home conversion on the peak of Cinder Butte, with jaw-dropping views of 9 mountains to your west, and stunning, glowing views of Smith Rock year-round to your east. Kick your feet up and enjoy a cup of complimentary coffee as you take in the sweeping views on a 45' deck and hot tub overlooking all of Central Oregon's prestige followed by a hike on the attached trail.

Red Barn in Wine Country

New luxury barn with a rustic feel on "Red Barn Farm" in Southern Oregon Wine Country. Our five-acre micro-farm is situated on the Applegate River on the Applegate Wine Trail, a region of 19 artisan wineries. From barn, it's a 2 minute walk to the riverand the bridge to the world famous Red Lily Vineyard! This farmstay has a river swimming hole, friendly chickens, mini-goats & sheep, and a fire pit to spend dreamy evenings under the stars. Visit Wine Country Farm Stay dot com for more info!

Charming very well appointed cottage !

The Cottage is a renovated former horse hotel. It retains the charm of its former use yet is well appointed and updated for comfort & convenience. The cottage overlooks a pasture with 1 barns with the Siskiyous beyond to the south & the Ashland, Grizzly Peak Hills to the east. We are only 2 easy miles from downtown Ashland with multiple wineries close by. There is hiking, swimming at Emigrant Lake nearby as well. If comfort what you are looking for, the cottage will meet all your needs.

ALL NEW!-Barnhaus-Spa+11 Acres+EV+Gym+Lake Access

The Barnhaus at Treetop Lodge—formerly The Studio—was completely and meticulously renovated for 2025. This handcrafted retreat sleeps 7 (2 kings, 1 bunkbed and a sofabed) with luxe TVs, a high-speed gaming PC, hot tub, firepit, EV Charging and gym. Set on 14 private acres with hiking trails through the forest that lead to a secluded lakefront. The private hot tub with string lighting is where rustic charm meets high-tech comfort—surrounded by nature and built for relaxation or play.

Barney's Guest House

Barney's is a cozy, fully furnished private barn-remodeled guest house that has it all! King bed in the lofted sleeping quarters, kitchette, spacious bath and peaceful views. Very very private. Minutes from the amazing S. Boardman State Park, Brookings & Gold Beach. Pets accepted only upon approval prior to confirming a reservation. Pet fees apply. Long Term stay rates and cleaning fees must be discussed in advance. Instant book for weekly and monthly reservations not accepted

The Barn

Welcome to The Barn, a fully remodeled and reimagined 60's hay barn converted into "the best lil vacation rental in the valley". The Barn is located on the back of a large lot down a long driveway in a private setting. The side yard comes complete with a gas bbq and seating, surrounded by a tall fence for the ultimate privacy from any neighbors. The Barn is designed like a boutique hotel with all the creature comforts to make you feel like it is YOUR LIL BARN AWAY FROM HOME.

The Red Barn Main House

The main house was a Historic Barn built in 1910 and converted to a home in 1979. Located on almost 6 acres. High ceilings, spacious rooms, lots of natural light and awesome views of the grounds. 4 Bedrooms of which 2 are Master Suites, I master is on the main level. The main level is step free with wide doorways. The kitchen is spacious, well stocked with appliances, dishware and cookware. There is both a gas range/oven and wall oven, perfect for entertaining.

Circle G Bunkhouse on the Salant Family Ranch WIFI

NEW ! we have Wifi Wide open pastures located in the Little Applegate Valley along the river and in the forest. Historic Salant Family Ranch is a year round working cattle operation. Experience sunrises and sunsets over lush green pastures full of grazing cattle in all 4 seasons. Go back 100 years ago when raising beef was a well respected and profitable trade. Still is with this ranch today. We raise BEEF ! We sell BEEF! We love cows.............