Smoking friendly holiday rentals in Southern Oregon

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

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.

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!

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!

Full Kitchen & Coffee Bar Grill Patio EV + 3 Beds

Our home has been described as being a home away from home with a fully stocked kitchen. This kitchen is for you if you like to cook and save on food expenses. We offer an amazing Coffee Bar with pods and ground coffee. Keurig system (pot & pods) Various teas, hot chocolate, Apple Cider, Liquid creamers and more *Waffle maker, Mix and Toppings *Snacks *Washer & Dryer *Grill & Picnic Bench on Patio *Swing set *EV Charger Level 2 *Fenced yard/gate

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!