House holiday rentals in Southern Oregon

The Shady Knoll

Relax and Unwind at this peaceful retreat. Near the Rogue River, this beautiful property is over an acre w/ lush green grass all around. Updated home w/ nice features & a notable primary bedroom&bathroom. Both rooms have work spaces & home has excellent wifi ~ 200mbps. Start your mornings with a delicious nespresso and enjoy the bird chirping outside. Outdoor oasis with comfy patio seating and outdoor dining area, backyard lights, fire pit, BBQ, and yard games. Close to TONS of outdoor fun!

Stunning! Smith Rock • King Beds • Steam Shower

A wall of glass provides panoramic views of the iconic Smith Rock formation, creating a seamless connection between the indoor and outdoors. A sleek and sophisticated modern home perched on the rimrock and flooded with sunshine. King beds and a luxurious bathroom with steam shower. Includes Smith Rock Pass. *No parties or pets* (including support animals) please - this is a 'pet-free' home for guests with allergies. Trip insurance recommended if illness, weather or smoke may be an issue.

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!

Secluded mountain retreat, 10m. to Ashland, by PCT

Beautiful hand built log house nestled in the Cascade mountains of Southern Oregon. 15 minutes to Ashland, 20 minutes to Mt. Ashland Ski Area, and a three minute walk to Pacific Crest Trail. This home is a cozy, quiet getaway: surrounded by a 38 acre old forest w/ endless mountains and trails at your doorstep. Features include glassed in sun room (sleep under the stars), fully equipped kitchen, large covered deck, seasonal wood-fired sauna, swimming pond and walking trails.

Modern Cabin Near Crater Lake

Modern cabin in the woods just 25 minutes from the entrance of Crater Lake National Park. Located in a quiet community near the shore of Agency Lake. Watch the sunset or soak in the oversized tub while a fire crackles downstairs. This cabin is surrounded by song birds year round, with resident bald eagles and great horned owls all in this last grove of old growth Ponderosa Pines on Agency Lake. The lake is great for paddling but can be too much algae sometimes for swimming.

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…

A Restful Studio Near a Creek and Forest - Pets

Please read below for details about the occupancy. We are nestled in the country between Roseburg and Glide. This updated studio is private, clean, restored, and sits atop a 50's cabin. This is a shared guest property, and the parking and entrances are completely separate! Open the windows, listen to the creek, or sit on the porch and look at the trees. We are on the way to the North Umpqua river, many hiking trails, waterfalls, and Crater Lake!

Eagle’s Nest Cottage | 40 mins to Crater Lake

Rogue River Retreat enjoy a cozy weekend of unplugging and quality time with loved ones! - 60 minutes to Crater Lake National Park - Riverfront retreat on the tranquil Rogue River - Wake up to breathtaking river views - Lounge in the hammock while watching rafters, ducks, and fish drift by - Play Ping-pong - BBQing on the patio - Fishing off the dock (BYO poles) - Cook family meals together - Play board games - Stream movies on the Roku TV

The Sunset

Perched on a bluff overlooking the Pacific Ocean and Nesika Beach, this beautifully reimagined Airstream has been expanded to create more space and stunning views. The open floor plan opens onto a private deck with a FIRE PIT, HOT TUB, and OUTDOOR SHOWER, perfect for watching sunsets and stargazing. This location is perfect whether you want to stay here and enjoy our beautiful property or venture out and explore the Southern Oregon coast.