Smoking friendly holiday rentals in Portland Downtown

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Top-rated smoke-friendly rentals in Portland Downtown

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

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Top guest favourite

Guest suite in Portland

4.96 out of 5 average rating, 455 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

Top guest favourite

Guest suite in Northeast Portland

4.77 out of 5 average rating, 853 reviews

✧ Chic Suite in Central PDX w/ Comfy King Bed ✧

• Secluded Guest Suite • 7 minute drive to downtown & close to most cool spots in Portland • Easy keypad entry • Beautiful & safe residential neighborhood • Several Cute coffee shops close to house • Newly Renovated Bathroom • Well-appointed kitchenette • Basement suite with private feel • Highly-reviewed King bed • Modern-chic design ★ "Great place to stay, and close to public transportation. Suja is a great host and wants to make sure your stay is perfect. Would definitely stay here again!"

Guest favourite

Treehouse in Portland

4.81 out of 5 average rating, 455 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.

Top guest favourite

Cabin in Portland

4.95 out of 5 average rating, 455 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.

Top guest favourite

Home in Southwest Portland

4.96 out of 5 average rating, 274 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.

Top guest favourite

Home in Tigard

5 out of 5 average rating, 132 reviews

Mama J's

For whatever brings you to Oregon, stay at Mama J’s comfortable, peaceful, safe and convenient spot. Portland is just ten miles away, the closest beaches, Columbia River Gorge and Mt. Hood are all about an hour, and there are numerous hikes from the forest right down the street to Silver Falls and beyond. The neighborhood is peaceful and your private patio is the perfect place for a beverage and some bird and squirrel watching. If it rains, hang out in the gazebo! Hope to host you here!

Guest favourite

Guest house in Central Northeast Portland

4.9 out of 5 average rating, 449 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 favourite

Home in Portland

4.99 out of 5 average rating, 281 reviews

Modern Urban Barn Guesthouse

Featured in Portland Monthly Magazine, the Urban Barn Guesthouse 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 favourite

Yurt in Portland

4.99 out of 5 average rating, 1,441 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.

Top guest favourite

Farm stay in Oregon City

4.91 out of 5 average rating, 488 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 favourite

Guest suite in Southwest Portland

4.97 out of 5 average rating, 271 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 favourite

Guest house in Northeast Portland

4.96 out of 5 average rating, 114 reviews

Private Studio in NE Portland

Escape to a charming guesthouse in Portland’s Alberta Arts District, brimming with eateries, murals, coffee shops, bars, galleries and unique shops. Relax in your private retreat, furnished with a queen bed, fold-out couch, fully-equipped kitchen, and serene outdoor space. The space is nestled in the backyard, separate from the main house, ensuring ultimate privacy & tranquility. Relax and unwind with everything you'll need for your time in Portland.