Holiday rentals in Howard Prairie Lake

Ashland Zen Den

Brand new remodeled and designed downstairs basement apartment on Main St. in Ashland. This space is modern, clean and peaceful. Each bedroom is equipped with high end mattresses, linens, TV, and bath robes. There are plenty of books to read and board games to entertain. Enjoy a short walk to downtown where you will find Lithia park, restaurants, cafes, and shopping! 25 min. drive to mt Ashland and world class MTB. Walking distance to Shakespeare festival. Plenty of beautiful wineries near by!

Victorian Garden Carriage House

You will wake in the trees, to the soft prospects of the forested Siskiyou mountains to the west. You'll discover enchanting views at every window, from city streets to a quiet English garden and pond. You are only a few steps from Ashland Plaza, yet the retreat-like environment we offer to all our guests requires that no incense, smoking, vaping or pets are allowed in the Carriage House. The City of Ashland has authorized the Carriage House. Our City Planning Action Number is PA-2013-01701.

Tree Top Studio

Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.

The Cedar Cottage - creekside studio

This vintage guest house is nestled along Neil Creek in the beautiful Rogue Valley. Only 4 miles (10 min drive) from the downtown plaza of Ashland you can enjoy restaurants, boutiques and the world famous Oregon Shakespeare Festival. Mt. Ashland is 30 minutes away and we are mere minutes from hiking and biking locations. We are conveniently located directly across the street from the public golf course, Oak Knoll, with easy access to I-5. Cedar Cottage is your perfect home away from home!

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!

Whispering Pines Cabin near Hyatt Lake

This cozy mountain cabin is located at 5200 feet elevation in the Cascade-Siskiyou National Monument, just 21 miles off the I-5. It is walking distance to Hyatt Lake, the PCT. This area is perfect for a large variety of outdoor activities. Our cabin is located in the woods surrounded by nature. While we take every precaution to keep the cabin clean and well maintained it is possible that an occasional mouse or other small woodland critters may find their way inside. NO OUTDOOR FIRES

Hot Tub! Quiet Comfy Cabin at Hyatt Lake 44

This cabin is located at 5200 feet elevation in the Cascade Mountain Range, just 21 miles off the I-5. This cabin is walking distance to Hyatt Lake, the Pacific Crest Trail. This area is perfect for a large variety of outdoor activities. Our cabin is located in the woods surrounded by nature. While we take every precaution to keep the cabin clean and well maintained it is possible that an occasional mouse or other small woodland critters may find their way inside. NO OUTDOOR FIRES

Countryman-Fox Carriage House

Considering the central location of this little gem, it is amazingly peaceful. To add to this charm, the cottage is fresh & bright with a lovely view across the valley. What a joy to walk across the street to the theater & dinner without parking issues. Besides being clean & safe, I like the king size bed, the fireplace, the choice of large tub or shower, the heated bathroom floor, and the little yard, the most. NEW: a high speed (240 volt) charger for EVs. You need an adapter.

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.

Enchanting Cabin with Decks + Firepit

🌲🏡 🦌 Be enchanted by this cozy yet spacious cabin in the woods across from a lake (just a ~5min walk), ~19mi from downtown Ashland. Family friendly, pet friendly, 420 friendly. Loaded with amenities and comforts far beyond a run-of-the-mill cabin. Keep reading to check it out! Roast s’mores around the firepit, fish, hike, bike, cross-country skii, or head downtown to wine, dine, and catch a play. The perfect place for memorable getaways.

Grandview of Ashland | Hot tub | Sauna | Firepit

This modern home features a brand-new hot tub, sauna, outdoor fire pit, grill, and an outdoor shower. Enjoy a gourmet kitchen, a bar with wine fridge, sweeping valley views, & reclaimed wood accents throughout. With 2 bedrooms and a pull-out couch in the TV room, this spacious home has room for 6. The primary bedroom offers a king bed with valley views, & the second bedroom features a queen bed with full private bath.

Creekside Retreat Close to Town

You will be a 10 minute drive from Downtown Ashland and feel like you are out in the country. The home sits on 8 private acres and has river frontage and a beach on the year round Emigrant Creek. There are beautiful views in all directions of mountains, trees and wildlife. The home is a two story residential barn built in 2012 and remodeled in 2022 (the main living quarters is upstairs).