Smoking friendly vacation rentals in Portland

Find and book unique smoking friendly rentals on Airbnb

Top-rated smoking friendly rentals in Portland

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite

4.96 out of 5 average rating, 400 reviews

Hawthorne Hobbit Hole: special Portland experience

The Hobbit Hole is a cozy, comfortable sculpted suite to stay. It's an enchanting oasis, crafted with love and with guests in mind. This is a walking, biking, and transit paradise with easy curbside parking. We are around the corner from an organic grocery store, iconic restaurants, shopping, bike share programs and entertainment on perfectly Portland Hawthorne and Division streets. We are an open and affirming household who welcomes all. We do allow smoking/vaping outside, including cannabis

Guest favorite

Apartment

4.93 out of 5 average rating, 132 reviews

Comfort Close To Portland, Wine Country, Beaches!

Sky High Acres Apartment atop Cooper Mt. welcomes you to relax in a 2 private acre Estate Setting framed by majestic Douglas Fir trees. In 1200 sq. ft. of custom designed living space you will enjoy 2 King bedrooms with down comforters, stone fireplace while watching the 42" TV, dining or playing pool. Meals are easily prepared in the kitchenette or go to one of the many nearby restaurants. Outside, enjoy the expansive lawn area from the gas fireplace on the covered patio. 10% DISCOUNT ON 7 NTS

Guest favorite

Home

4.87 out of 5 average rating, 115 reviews

•Rustic Home • Acreage • Hot tub • Events Welcome

Bring the whole group and stay in this large home w/ lots of room to entertain, or relax! Minutes from freeways making an easy commute to anywhere. PRIVATE hot tub. LOTS of parking, including RV. Enjoy two indoor fireplaces and an outdoor firepit. Open and spacious living room/dining area. **Events are allowed with prior authorization, please message to inquire. Event fee may apply *3.6 miles to downtown Battle ground *6.6 miles to Ampitheater *9.8 miles to Ilani Casino *20 miles to Portland!!

Guest favorite

Cottage

4.93 out of 5 average rating, 107 reviews

Blue Cottage with Stunning Views

Welcome to the Blue Cottage, a serene retreat nestled in the picturesque West Hills of Portland. Prepare to be captivated by breathtaking vistas that encompass the majestic Mt. Hood, the meandering Willamette River, the imposing presence of Mt. St. Helens, and the vibrant tapestry of Downtown Portland. The Blue Cottage is located on a small hill. For those who rise with the sun, witnessing its ascent over Mt. Hood from the Blue Cottage is an unforgettable spectacle that simply must not be miss.

Superhost

Treehouse

4.78 out of 5 average rating, 386 reviews

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

Guest favorite

Guest suite

4.91 out of 5 average rating, 111 reviews

Spacious two-room private suite. Clean and quiet!

Centrally located to Portland's cultural centers, brew pubs, wineries, and the unrivaled recreation of the Columbia River Gorge with world-class hiking, wind, and snow sports! 500 sq. ft. of comfort and cleanliness in two thoughtfully appointed rooms. Kitchenette with fridge, microwave, toaster, coffee-maker for breakfast prep. Bathroom with full laundry facilities. Two separate rooms and a private entrance. Come enjoy the solitude of our space or rest, fuel up, and launch to your adventures!

Guest favorite

Guest suite

4.92 out of 5 average rating, 108 reviews

Daylight Basement with Private Entry

Your personal path brings you to a cheery 700 SF basement space with street parking in a suburban setting. The space is ideal for 1-2 people & separate office includes desk, lamp, chair & high-speed wifi No cooking allowed though close to many great restaurants & microwave & hot water kettle provided. Since we live upstairs you may hear footsteps & quiet voices. Day trips nearby abound! Easy access to I-5 & I-205 Due to allergies unable to accept pets. NO smoking or vaping on our property 🚭

Guest favorite

Cabin

4.95 out of 5 average rating, 410 reviews

Fern Cabin

The Fern Cabin has everything to enjoy your Portland stay. There's a private bedroom, living space w/ (small) sleeper sofa/kitchen/table. Full bath & jetted tub. WiFi and cable. Heating/air conditioning keeps you comfortable all seasons. Fully equipped kitchen. Private patio. Cozy lodging for 4. Located in SE Portland between Hawthorne & Division close to Mt Tabor park. Shops, cafes, food carts & restaurants abound. walk to everything. $20 pet fee per night. Cannabis friendly, outside only.

Guest favorite

Home

4.9 out of 5 average rating, 389 reviews

Secluded Gem, 3Bd/2 Bth. AC, Hot Tub, Self Checkin

Newer (4 year old) 3 bed/2 bath house. Located in a quiet neighborhood, just 2 minutes from I-5. Your clean and private space includes a full kitchen, new queen beds, mounted TVs, and a microwave in each room. Free WiFi, of course. Large flat screen TV in a common area. New ductless mini split w/ AC. Free parking. Keurig coffee too! We also have an honor bar w/ snacks & drinks. Less than 10 miles to Moda Center or Clark County Event Center. We are a great stay spot for your show!

Guest favorite

Guesthouse

4.89 out of 5 average rating, 413 reviews

420 Friendly: Tiny House Living with A/C

Close to the airport, Alberta, Hollywood, Concordia, and Mississippi Districts, this loft studio is perfect for tiny house living in the city. Queen Tuft & Needle bed in the loft is reachable via custom-crafted ladder. The main floor has a fully-functional kitchen with a whimsical vintage stove and reclaimed touches. The spacious bathroom includes tub/shower combo with subway tile. The seating area includes room for a queen sofa bed and small dining table - try tiny house living here!

Guest favorite

Guest suite

4.97 out of 5 average rating, 253 reviews

Purple House PDX- HUGE SW Apt. 10-15 min to town

ALL fully vaccinated/boosted guests are welcome to our city permitted, private, close-in RESIDENTIAL studio •Up to two well-trained, vaccinated dogs are welcome (extra fee(s)) •Separate EASY keyless entrance •FAST EV CHARGER- Free Parking •420 friendly OUTSIDE ONLY •Close great public transportation •FULL Kitchen w/essentials & breakfast items •Smart TV, blue ray •Dedicated high speed Wi-Fi •Private balcony •Laundry •Musical instruments/drum set for YOUR MUSIC,

Guest favorite

Guesthouse

4.91 out of 5 average rating, 529 reviews

Luxury Garden Cottage in Central PDX

✦ Beautiful new guest cottage located in the Historic Irvington neighborhood. ✦ Located a mere 6-10 minutes from downtown. ✦ Tall ceilings and gorgeous A-Frame house ✦Walk, bike or drive to the many cafes, shops and restaurants at nearby destination neighborhoods, including Alberta Arts District (1.5 miles), Broadway, (.5 miles) Williams District (.9 miles), Mississippi Ave. (1.5 miles)