Barn holiday rentals in Southern Oregon

Charming very well appointed cottage !

The Farm 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 2 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 quiet is what you are looking for, the cottage will meet all your needs.

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

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!

Country living in the city-Barn apartment

We would love to have you! Short stays in between long term bookings.. The barn conversion is rustic, unique and comfortable! The barn beams are exposed and original. Slated, sliding doors separate the two bedrooms in the loft. It has the original loft wood floor with a variety of rugs covering them. Two work stations and a ping pong table. Soaking tub upon availability up the hill at main house. There are two windows that look out into the horse areas. We live on property

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.

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…