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Riverfront Retreat w/Pool, Hot Tub, Mountain Views

Soak in riverfront & mountain views from the hot tub or private balconies at this luxury 10-acre retreat! 3BR/4BA with 2 master suites, plus a separate pool house with its own bath — sleeps up to 12. Enjoy the pool, gravel paths to the river, and total privacy on the property. Ideal for extended stays (30+ nights) — perfect for relocations, remote work, or seasonal getaways. Interested in a shorter stay or your desired dates aren’t available? Message us directly to check availability and rates.

Tiny Groove with plunge pool and soaking tubs

A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Gorgeous Log Cabin with Sauna

Tranquil retreat just minutes from downtown Ashland. This unique property offers the best of both worlds—peaceful rural surroundings nestled among local wineries, while still being just a stone’s throw from fine dining and the renowned Shakespeare Festival. The home itself is a beautifully restored log cabin from the 1920s, thoughtfully remodeled, preserving its historic charm. Explore scenic trails right on the property, unwind in a hammock, or enjoy a glass of wine on the deck as the sun sets!

Large 4 bedroom house with pool in bamboo forest!

The space includes 4 bedrooms and a bonus sun-room with 2 day beds. The primary bedroom has a king bed, a wood burning stove, sitting area and jetted tub in the bathroom. There is a second primary bedroom with a sitting area and private bathroom. There are two other guest rooms and full bathroom. The kitchen is large with luxury appliances, double oven, and double fridge. The dining room table seats 8. The home includes a private courtyard and hot tub. There is a shared Pool and fire pit area!

Gorgeous Lakeside HOUSE + SAUNA!

🌲 Luxuriate. Treat yourself to this elegant barnhome + *indoor sauna.* 🧖🏽‍♀️ Guest Favorite Top 5% across years (see pics)! Group friendly, pet friendly, 420 friendly. ✨Ask about having your special occasion here.✨ Weddings welcome! You get the whole house + parking (FREE boat parking), across from a lovely lake 19mi from downtown Ashland. 🛁 Relax. Walk the woods. Hike, bike, fish, cross-country ski. Go downtown, shop, socialize, see a play, or just rest & restore. The choice is yours…

Holly Street House

This centrally located, spacious, and cozy home is within walking distance to downtown Medford and is equipped with all of the best amenities, including 4 bedrooms, 3 bathrooms, an inground pool, hot tub, BBQ, home gym, infrared sauna, and open kitchen. It is within driving distance to all of Southern Oregon's tourist attractions, including Jacksonville Britt Festival, Ashland Shakespeare Festival, hiking trails, lakes, river rafting, several golf courses, etc. Pet friendly upon approval.

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!

Adorable natural construction 1 bedroom guesthouse

Take it easy at this unique and tranquil getaway perched above the Little Applegate River on 12.6 acres of shared farm/winery property. Enjoy a wine tasting just 750 ft from your doorstep! Curl up on the couch with a book, your loved one, and a cozy fire. Onsite sauna available, inquire ahead to schedule use. Lots of covered deck space to maximize your outdoor time in this lovely spot! Luxurious, extra-long, outdoor clawfoot tub/shower. Clean composting toilet nearby outside the cabin.

Earthen Guest Cottage

Perched on a hill facing Dutchman Peak and the Siskiyou Crest, our earthen guest cottage is the perfect place to connect with the peace, quiet, and wild beauty of Southern Oregon. We've got many miles of hiking trails to explore, a creek to lounge along, and a pond to dip in. It's the perfect spot for an artist's or naturalist's retreat, a sleepy getaway with a beloved, or a jump-off point for exploring the Applegate Valley's many amazing hiking trails, rivers, and wineries.

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.

Rogue River Lodge, Riverside Cabin

One of the Upper Rogue's most popular private cabins along the Rogue River. Cabin built in 1937 & recently refurbished with all of modern conveniences - family & pet friendly, with large deck overlooking the Rogue River. Private cabin located just steps from the Rogue River - fully equipped cabin, with private hot tub and dry/moist sauna. Only 52 miles to Crater Lake National Park, with local fishing, rafting, hiking, wineries, golfing & more.

Eco-friendly Woodland Retreat

A peaceful woodland oasis, yet only a short 8-minute drive to downtown Ashland. Spacious walk-out terrace-level apartment with a private entrance, suitable for up to four guests. Well-equipped kitchen (however, there is no oven) and spacious living room with sliding glass doors leading to a large, covered deck overlooking the perennial gardens and oak/madrone woods. Lovely, secluded, 5-acre property--a quiet refuge in nature.