Smoking-friendly holiday rentals in Southern Oregon

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 Whiteaker Alley House

Welcome to The Whiteaker Alley House, built in the 1920’s but transformed into a funky modern gem. This house is located in the heart of Eugene’s Historic Whiteaker District, just steps away from several restaurants, bars, breweries, distilleries, coffee shops and more! Go for a walk and explore the bustling neighborhood or pick up some local spirits and enjoy the hum of the streets from our cozy back patio. **Please be aware that you will hear the sound of the train in this neighborhood**

Starlight HotTub, 1 mi to Autzen, Fenced, Fam fun!

You found a gem ⭐⭐⭐⭐⭐ Read below or you can message me with any questions ❤️ Click the heart to Wishlist so you can find us later! Why Guests Love It Here: 🔥 8-Person Hot Tub – Everyone can relax 📺 65” OLED TV – Kick back with a movie ☕ Deluxe Nespresso – Pods, creamer, sugar provided 🧹 Professionally Cleaned – No cut corners You can walk to your event: 🏟 Autzen Stadium – 1 mile 🎓 University of Oregon – 2 miles 🌊 River Path – 2 blocks Guest's say it best, check out our reviews!

Starlight Guesthouse

The Starlight Guesthouse is an artistic, musical space in a serene garden patio set in the heart of the Whitaker neighborhood, walking distance to amazing restaurants, craft breweries, and tasting rooms. The guesthouse includes two spacious bedrooms with a piano and guitar, shared bathroom with heated floors, entryway with bar, mini fridge, tea station and microwave. The outdoor patio has a NEW HOT TUB, lounge area, dining table and chairs. Access to laundry facilities. ADA accessible.

McKenzie cabin w/sauna near hot springs & trails

One of McKenzie's best rentals! Secluded updated space for couples, friends, mountain bikers & families. Enjoy the sauna, relax in the hammocks, have a campfire or take a hike to nearby Horse Creek. Gatherings are awesome on the large deck. Inside there is a wood-burning fireplace and super comfy beds. McKenzie River trail's bike shuttle is across the street - ride back to the house. Perfectly situated, close to the McKenzie River Trail & other trails, local hot springs & restaurants.

Tamolitch cabin near Hoodoo, Hot Springs, Trails

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!

Cozy Ashland Getaway

This bright two-bedroom ranch features a master bedroom with a king-sized bed and a smaller bedroom with a queen-sized bed. The living room is furnished with a couch and two comfortable chairs. The kitchen comes fully equipped, and the fenced yard is perfect for dogs. Enjoy a shaded front porch and a back deck ideal for watching sunsets. Interested guests can also inquire about including our 15-foot trailer in their reservation for an extra charge, which accommodates up to two people.

Studio Cottage near downtown Ashland - Queen Bed!

Take it easy at this unique and tranquil small studio cottage getaway. Our guest cabin is perfectly located minutes off the 5 freeway and just 3 miles from downtown Ashland's Shakespeare Festival, Plaza shops, beautiful Lithia Park and Restaurants. Venture to local lakes including Crater Lake, historic Jacksonville, and wineries in the picturesque Rogue Valley from our central location. Enjoy the privacy of our gated property with peaceful surroundings! Pets accepted with pet fee.

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!

Westside "Bud-And- Breakfast"

The first and only "Bud-And-Breakfast" in Bend, Or, located in the heart of Bend's Westside. Situated above Tokyo Starfish, the unparalleled cannabis dispensary in Central Oregon, this fantastic 2-bedroom apartment isn't just in a great location, but is also cannabis friendly. Just head downstairs to Tokyo Starfish with your complimentary gift card and experience the freshest selection of flower, edibles, drinks and other top cannabis products the dispensary has on hand.

Grampie's Cabin

The family created Grampie’s Cabin on 2 acres in Central Oregon, just a few miles from Crescent Lake and a short distance from Willamette Pass Ski Resort. Miles of trails to walk or atv. Our hope is your family/friends will make wonderful memories. We do allow dogs but you must declare them and pay a $25. cleaning fee for the pets. Maximum 2 dogs please and they are NOT allowed on any furniture. Please respect this so we can continue to allow your fur babies.

BEE WELL Organic Spa Garden Studio w/ Hot Tub

This detached 420 sf apartment is perfect for 1 or 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 endless wilderness. Come enjoy! We celebrate diversity!