Smoking friendly vacation rentals in Southern Oregon

Home Away From Home. Stocked Kitchen, Coffee Bar

Our home is designed for a comfortable and relaxing stay, with thoughtful amenities throughout. Enjoy a fully stocked kitchen, cozy beds, and a well-equipped coffee bar. The coffee bar includes coffee pods and ground coffee, along with a Keurig, French press, cold brew press, teas, hot chocolate, apple cider, liquid creamers, and more Additional amenities include: • Waffle maker with waffle mix • Washer and dryer • Patio with grill and seating • Level 2 EV charger • Fully fenced yard with gate

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.

Steelhead Guest House W/Game Room

Unwind and have a fun time at Steelhead Guesthouse! We are nestled in the beautiful heart of nature in Idleyld Park, Or. On your way to Diamond Lake(60 miles away), Crater Lake(78 miles away), or any of our amazing waterfalls and hiking trails? How about doing some steelhead fishing on the world famous North Umpqua River? Look no further. We are minutes away from some of the best fly fishing spots you can find. We also have a large game room, w/ air hockey, basketball and darts, for family fun!

Romantic Barn Guest House Quiet & Coastal

Barney’s Guest House is a private, stand-alone barn retreat offering peace, privacy, and easy access to S. OR stunning coastline. Thoughtfully remodeled and exceptionally quiet, it’s ideal for couples or solo travelers looking to unwind just minutes from Samuel H. Boardman State Park, Brookings, and Gold Beach. Pets may be accepted with prior approval; pet fees apply. Long-term stays and cleaning fees must be arranged in advance. Instant Book is not available for weekly or monthly reservations

Perfect for two! Hot tub, King Bed, Fire pit

Click the heart to wishlist this gem! ❤️ Washburne Studio offers a pocket-size luxury experience. This cozy 425 sq ft attached studio includes: 🛏️ King size bed 🧖‍♀️Hot tub 📺 55” TV 🎬 Netflix 🔥 Fire table 🌿 Private courtyard 🧺 Washer/dryer ⚡ Fast WiFi ♿ Universal design features ☕ Nespresso 📍 You'll be within 3 miles of: 🎓 University of Oregon 🏟️ Autzen Stadium 🏀 Matthew Knight Arena 🍻 Downtown Springfield (walk to Public House!) Feel free to message me with any questions! 😊

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**

Studio Cottage near downtown Ashland - Queen Bed!

Take it easy at this unique and tranquil tiny studio cottage. Perfectly located minutes off I-5 and just 3 miles from downtown Ashland—home to the Oregon Shakespeare Festival, Plaza shops, Lithia Park and restaurants. Explore Crater Lake, historic Jacksonville, and wineries in the picturesque Rogue Valley. Enjoy the privacy of our gated property with peaceful farm surroundings! Pets accepted with pet fee. No cleaning fee's for stays! Large parking lot for trailers and moving trucks.

Tamolitch cabin near Tokatee, 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!

Ripple Rock Lodge- Gateway to Crater Lake

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!

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.

Modern Home In Heart Of Downtown Klamath Falls

Beautiful new flooring, re-textured walls, and fresh paint in every room give our home a bright, crisp feel. Tasteful furnishings and clean lines throughout will appeal to the weekend warrior passing through just as the memory foam mattresses, touch-activated kitchen faucet, and brand new washer and dryer will provide practical comforts for the extend guest. We worked hard to create this beautiful, high quality resting place and look forward to sharing it with you!