Smoking-friendly vacation rentals in Southern Oregon

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1-2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and miles of wilderness. Come enjoy! We celebrate diversity! HOTTUB CLOSED until mid-September 2025.

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

With 2100 acres nestled against the Ochoco NF, our ranch is a family-owned working ranch. Dark sky certified. Amazing view of the Milky Way and stars. Scenic meadows, managed forest lands, and rock vistas make up the landscape. Enjoy the slow-paced country lifestyle in an authentic ranch setting with horses, cows and dogs. Guests are welcomed and encouraged to enjoy the whole property. Many hiking areas and views to explore. Usual snowy winters make great fun for cc skiing and snow shoeing.

Rustic retreat in Oregon's Dark Sky Sanctuary

At the base of the Warner Mountains, 3 mins off HWY 395, our guesthouse invites you to relax in peace & quiet. Once a country gas station, State Line Mill Guesthouse has been updated with modern electrical, plumbing and kitchenette, but kept its high desert charm. It offers solitude on 4 acres at the NE edge of New Pine Creek, OR; an area known for spectacular sunsets, starry skies, & tranquility. Whether driving through or visiting, we have everything you need for a relaxing, rural retreat.

The little hippy house

Nestled amidst the enchanting wilderness of Mount Bachelor, approximately 45 minutes, lies a charming tiny home. This idyllic retreat offers an unparalleled opportunity to reconnect with nature. In the summer months, the home is surrounded by picturesque lakes, while in the winter, it transforms into a winter wonderland. Pet-friendly and conveniently situated near the renowned tourist destination of Bend, this tiny home offers a comfortable and convenient base for exploring the region.

Tamolitch cabin nr hot springs/trails/golf/rafting

Private and tucked away from the crowds, our Tamolitch Cabin is the perfect base camp for 2 to 3 people as you explore all the McKenzie River has to offer. Our property is nestled in the woods, just far enough off the highway that all you can hear is the sound of gentle rushing water. We offer guided rafting trips, mountain bike rentals and shuttles and more. We welcome people from all backgrounds and hope to share with you our love of the outdoors and our beautiful place in the woods!

Ripple Rock Ranch Lodge

The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!

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…

The Dandelion- Outdoor Clawfoot Tub & Movie Screen

A restored 70s camper with many of it's original parts, the Dandelion has quirks and charm like vintage wallpaper, unique lighting and stained glass. The backyard tub is 6 feet long and fits two! Watch a movie on screen under the lights next to a propane fire ring or cozy up on the organic mattress with some tea and a book, this stay is perfect for a romantic date night or quiet staycation. We've got AC! Rec cannabis and lgbtq friendly. No check out chores!

Friendly Alley Bungalow~Private Oasis Close to UO

I love creating beautiful, feel-good spaces & I have done that for you in this updated 1940’s bungalow & expansive yard all of which you will have entirely to yourself. At 480 sq. ft. this bungalow is centrally located in the very popular Friendly Neighborhood in SW Eugene close to the University of Oregon & is ideal for 2-3 people seeking an easeful, cozy & clean space to relax & enjoy in. All human beings are equally welcome. I’m excited to have you!