Smoking friendly vacation rentals in Portland Downtown

Find and book unique smoking friendly rentals on Airbnb

Top-rated smoking friendly rentals in Portland Downtown

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

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Guest favorite

Apartment in Alberta Arts District

4.89 out of 5 average rating, 711 reviews

Authentic Alberta Arts Abode

Every nook and cranny of this joint has been spruced up and is anticipating your arrival. This apartment is only used through airbnb meaning it is staged so you feel like you live in it and have every cozy thing you will need like a hotel but so much better...There is an all equipped kitchen and an incredibly comfy queen bed in the albeit small cozy bedroom. The bedroom has a sliding door, closet, and the bed built into the corner with TV with Netflix. There is also a simple couch in the living area that has a bed inside of it for an extra guest. There are heated floors so that your feet are warm in the winter time. A ton of great books to curl up and read and a patio outside of your french doors and private entrance from the street. There is also a driveway in front of the apartment which is yours to use or not. This abode was made to feel rustic so much of the wood is unfinished. If you prefer brand new construction with a rustic finish this is the place for you. Location! Location! Location! We are in an awesome location! Not near the Alberta district but IN it yet we are a couple of blocks away which means our street is quiet. We are a stone's throw from so many great bars and restaurants. This could be a vacation of all walking or you could hop on one of the many public transit options a few blocks away. Or you could rent bikes on Alberta St. This neighborhood is so fun and filled with cute and unique small businesses, shops and establishments yet it is also peaceful. The farmer's market is exactly three blocks down the street and takes place each Sunday. Last Thursday is a festival once a month on Alberta St. We are also walkable/bikeable to other neighborhoods in the NE like the Williams Corridor and Mississippi St. Our abode is like a retreat in a very fun city! We are here as your hosts to help create the best stay possible but it is likely we may never see you as your apartment is completely private from our home. The space is a garden level so it is underneath our house but has french doors and a big window overlooking your own outside space. This space gets great light and truly feels like a cabin. Even though we took great measures in sound proofing you still will hear us pittering and pattering upstairs, our dog barking at the mailman, or our washer/dryer when it is on. You will have a sound machine in your bedroom in case you are a sensitive sleeper and the above might disturb you. We will also leave you an extensive homegrown list of the best spots in town and will only be a text away! Feel free to partake in 420 activities as the kids say these days outside the abode. We prefer if you smoke in the middle of the driveway or sidewalk however if it is a quick hit you can use the patio table and chairs. The driveway is yours to use however the door to our basement is to the left of the driveway so we may at times walk in and out if needed. We try to give our guests utmost privacy so we hope you would not even notice. The feeling of the apartment is truly unique and quite an experience we hope most can afford. We look forward to creating the best nest for your Portland adventure.

Guest favorite

Home in Portland

4.99 out of 5 average rating, 272 reviews

Modern Urban Barn Guesthouse

Featured in Portland Monthly Magazine, the Urban Barn Guesthouse, built in 2016, is a two bedroom gem in culinary-rich Division St. where you'll mix with quirky neighbors, track down nearby food finds and experience SE Portland's cultural richness. The Barn has cathedral-height ceilings in 800 sf of style and comfort - a full stocked gourmet kitchen and private, gated patio and yard. Because you're on vacation the cleaning fee covers all cleaning. You don't have to strip the beds or empty trash

Top guest favorite

Guest suite in Sunnyside

4.97 out of 5 average rating, 436 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

Cottage in Portland

4.86 out of 5 average rating, 702 reviews

The "Old Barn" in the woods. Peace, Romance, Ahhh

"Best Airbnb I've ever been to." Recent Guest "The location is unbelievable, like a mountain retreat in town!" Recent Guest The "Old Barn" is a gem just minutes from downtown. You will feel as if you are in a forest yet, minutes away, is the best of Portland. It's all at your fingertips. Yet, you might not want to leave the "Old Barn."

Top guest favorite

Home in Tigard

5 out of 5 average rating, 100 reviews

Mama J's

I've created what I think is a relaxing stay. You will sleep on a memory foam mattress with cotton linens. Additionally, there is a 55 inch smart TV with free Netflix and Apple TV, along with a selection of books and games. The patio and gazebo are also available and are the smoking areas. This master suite in my house has a private entrance and yard. There are no shared spaces and there is a lock on both sides of the sound-baffled door to the main house to value your privacy as well as mine.

Guest favorite

Cabin in Richmond

4.95 out of 5 average rating, 439 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 in Portland

4.96 out of 5 average rating, 269 reviews

Cozy modern staycation workplace close to downtown

Entire space is very private. Enjoy the cozy modern 1 bedroom queen bed, 2 large sofas that are comfortable to sleep on, oversize soaking tub large walk-in closet , 2 TVs, Blue Ray player, stereo, gorgeous private garden with table seating & tranquil water, feature, & private entry. 5 minute drive to downtown, 2 minute walk to get to Forest Park trails. Several amazing restaurants just minutes away. There is a pet fee or $40 each pet. Preferably just one pet or the fee is $70 for two.

Guest favorite

Guesthouse in Cully

4.9 out of 5 average rating, 431 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!

Top guest favorite

Yurt in Portland

4.99 out of 5 average rating, 1,387 reviews

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

Guest favorite

Farm stay in Oregon City

4.91 out of 5 average rating, 461 reviews

Romantic ‘Glamping’ Farm Tiny Cottage

Glamping at its finest! This adorable, warm and cozy, artistic, and truly unique storybook cabin is nestled in a quiet, close-in farm setting (but only 30 min to DT PDX). You’ll love the magical vibe, artwork, decor, lighting, coffee bar, comfy bed, cute outhouse w/cold water sink, and a private outdoor heated shower! We welcome ALL colors, LGBTQ, and outdoor tobacco friendly. Cannabis flower allowed indoors in separate, fun and funky TV/game shed. You'll LOVE it here!

Top guest favorite

Guest suite in West Portland Park

4.97 out of 5 average rating, 261 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

Cabin in Milwaukie

4.88 out of 5 average rating, 697 reviews

Rustic Creekside Cabin

This tranquil hideaway feels like you're in the middle of the forest, but is just minutes from Portland. Relax next to the burbling creek surrounded by towering cedar trees. The MAX Orange line and downtown Milwaukie are only five minutes away. Built in 1928, the cabin has one bedroom and bathroom, living room, full kitchen and central heat. The bedroom has one queen bed and an en suite bathroom. There is a pull-out queen futon in the living room.