Smoking friendly vacation rentals in Southeast Portland

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Top-rated smoking friendly rentals in Southeast Portland

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

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Top guest favorite

The interior space showcases a unique design with a sculpted ceiling featuring twisting branches. A cozy seating area includes a leather sofa and a small dining table with four chairs. Light from a window fills the room, highlighting the warm, earthy tones of the walls.

Guest suite in Sunnyside

4.96 out of 5 average rating, 453 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

A suspension bridge is shown, constructed with wooden beams and ropes, linking the platform of a treehouse to the surrounding forest. A person is seen using a zip line, gliding above the deck while tall trees and greenery frame the scene.

Treehouse in Portland

4.81 out of 5 average rating, 454 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 favorite

A charming cabin is framed by lush greenery and colorful trees, showcasing a wooden deck that offers outdoor seating. Large windows provide views into the inviting interior, complemented by a well-maintained outdoor space featuring additional landscaping.

Cabin in Richmond

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 favorite

A modern studio space is highlighted by a spacious bed with a patterned duvet and coordinating pillows. A sleek kitchen area is visible in the background, featuring a bar with high stools and decorative elements. Soft lighting enhances the minimalist decor throughout the room.

Home in 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 favorite

A bright master suite features a spacious bed dressed in white linens. Natural light filters through large windows, illuminating the room. Wall sconces provide gentle lighting, while decorative items are displayed on the walls, adding character to the space.

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 favorite

The interior showcases an open layout with a custom-crafted ladder leading to the lofted sleeping area. A gray sofa is positioned near a wooden dining table, while a fully-equipped kitchen with a vintage stove is visible. Natural light enters through large windows, enhancing the welcoming space.

Guesthouse in Cully

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!

Superhost

A vibrant pool area is highlighted with colorful lights and surrounded by lush greenery. Lounge chairs are positioned for relaxation, and an umbrella offers shade. String lights create a warm ambiance over the space, enhancing the inviting atmosphere.

Guesthouse in Portland

4.83 out of 5 average rating, 127 reviews

Cascadia Cabana | Poolside Suite with Spa

Modern Scandi Guest Suite located on a 1/3 of an acre within the Powell Butte Natural Area. Equipped with a Heated Pool, Oversized Hot Tub Spa, Water Slide, Outdoor Shower, & plenty of privacy and room for activities. A grand sculpture arches over the large pool displaying a gorgeous disco ball! It is the perfect feature to swim under or use as a backdrop for a unique photo. The large deck and pool get full sun almost all day. This space boasts total privacy and all the amenities!

Top guest favorite

A two-story modern barn-style house is depicted, featuring dark wood siding and large windows. Lush greenery surrounds the base, with shrubs and small trees, while flowering plants add color and texture to the setting. The roof peaks sharply, showcasing the contemporary design.

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 favorite

A lush green yard is framed by trees, featuring a cozy yurt and stone pathway. Colorful flower pots overflow with blossoms, while seating areas with chairs and a small table invite relaxation. A play structure and well-maintained garden add to the inviting atmosphere.

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 favorite

A charming storybook cabin is framed by lush trees, adorned with hanging lights that warm the inviting facade. Flower boxes beneath the windows add color, while a pink door and decorative accents enhance the whimsical aesthetic. An ornamental fence encloses a neat garden area.

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!

Guest favorite

A neatly arranged sleeping area is furnished with a bed featuring a decorative metal headboard. A patterned blanket covers the bed, complementing the light-colored walls. A small round table with a lamp and a chair are positioned beside the bed, while a mirror reflects the space.

Guest suite in Mt. Tabor

4.88 out of 5 average rating, 129 reviews

AC! ~ Petite Palazzo VlLLA ~ Small+Stylish +chicks

★ INCLUDES OATMEAL BREAKFAST, TEA & STARBUCKS COFFEE ★ ENTIRE SPACE is PRIVATE, BATH TOO! ★ BABY CHICKS! ★ FIBER OPTIC WIFI ★AC ★LUXURIOUS STEARNS & FOSTER MATTRESS ★ PRIVATE OUTDOOR ENTRANCE with LOCKBOX - ARRIVE ANYTIME! ★ REFRIGERATOR, MICROWAVE, TOASTER, MR COFFEE MAKER, KETTLE + MORE! ★ KOI POND & TROPICAL GARDENS ★ RAIN HEAD NATURAL STONE SHOWER ★ BABY CHICKS: We have 2 week old baby chicks as of July 9th!!! Message me for visits! They are adorable!

Guest favorite

A covered outdoor seating area is surrounded by flowering vines, providing a serene backdrop. Two chairs and a small table are set on a colorful rug, inviting relaxation. A bench is positioned nearby, with the entrance to the guesthouse visible in the background.

Guesthouse in Concordia

4.96 out of 5 average rating, 113 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.