Tiny house holiday rentals in Portland

Hawthorne Schoolhouse

Nestled between the popular and bustling streets of Hawthorne and Division in SE Portland, this tiny home provides a playful retreat. Walking distance to many shops, restaurants, bars, and cafes. Across from Sewallcrest Park and only a few blocks from Bagdad Theater and Powells Bookstore. Equipped with mini kitchen, lofted sleeping space, living room and bathroom. 80” 4K Smart Projector. Shared back yard with sauna. LGBTQA and 420 friendly. A golden retriever lives on property but please no pets

Tiny House in Alameda/Alberta Arts ~ Dog Friendly

Quaint Urban retreat located in the heart of NE Portland near the Alberta Arts District. Offers everything you could need for a relaxing, central stay! The home features bright, open concept living with a fully equipped kitchen, an inviting lounge with sofa bed, queen bedroom space, Smart 43" TV, modern bathroom & café style dining that doubles as a workspace. Steps from the vibrant Alberta Arts district and Fremont Place with Whole Foods, Rose City Book Pub, cafes, restaurants & so much more!

Market Street Guesthouse PDX

This is THE ONE! A perfect blend of upscale finishes, fixtures, and appliances in a beautiful and welcoming cottage. Soaring ceilings welcome the weary traveler into a space that offers fine linens, a fully stocked kitchen, two full baths with heated tile floors and a custom, versatile layout. No expense was spared building the space: the vibe is true Pacific NW, with wood trim, warmth and beauty all around. IDEAL walkable location smack dab amongst Portland's coolest neighborhood amenities!

Private Oasis! Cozy & Close to Everything!

Beautiful, one of a kind guest house nestled in one of Portland's most desirable locations! This chic and cozy space features vaulted ceilings, all new appliances, comfortable furniture, and tons of natural light! A quiet street, peaceful atmosphere (and awesome soaking tub) make this the perfect spot for relaxation. Enjoy exploring the surrounding neighborhood and easily walk to shops, restaurants, bars and Laurelhurst Park! Central location allows quick travel to other areas of the city!

Little Cedar House Cottage near coffee and shops

5 year old detached guest house in Laurelhurst/North Tabor. Bright and spacious with vaulted cedar ceilings. Modern Industrial style with many eco-friendly features such as mini-split heat/ac, tankless water heater, and all-natural fiber area rugs and linens means fewer toxins and a low carbon footprint. Situated near Laurelhurst and Mount Tabor parks with restaurants and amenities nearby. We are also pet friendly and allow well-behaved dogs on leashes for a $30 fee per dog, per visit.

Accessible, AIA-Award Winning, Urban Garden Oasis

A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

Maple Cottage PDX/ Fun Historic Mississippi Ave.

The Maple Cottage is located in the Historic Mississippi district of Portland. It offers a full kitchen, bedroom and generous dining room table that doubles as a work area. Just outside, is a small patio great for enjoying the garden. Restaurants and pubs are just a step away. Let's not forget Blue Star donuts! Downtown Portland is just a short distance and our city is widely known for it's excellent transit system. Bikes are available for rent just a few blocks away. Welcome to our home!

Portland Airbnb Private Guesthouse, Alberta Arts

NE Portland Alberta Arts; cozy guest house, sleeps 4. We welcome ALL guests!! No cleaning chores. Dogs ok- $50 fee. Full kitchen, bath/tub; courtyard w/fire pit. Cathedral ceiling, exposed woodwork, local art. Spiral staircase to loft w/adjustable queen bed; comfortable sofa bed, sleeps two; washer/dryer; desk/workspace; Kitchen w/ dishwasher, fridge, cooking supplies, oven, microwave. Coffee, tea, seltzer and snacks supplied. Bluetooth radio, WiFi, hard-wired Ethernet, TV/Roku/Netflix.

Concordia Fir Cabin

The ultimate cozy Portland place to stay (reviews) near great pubs, tasty restaurants, dispensaries, coffee & tea, airport, and much more! The shopping/dining of Alberta St, Dekum St, 42nd Ave just blocks away. Queen size bed, eucalyptus wood floor, quality decor, turntable and extensive vinyl record collection, private yard, outdoor fire-pit, bench seating, heating/AC, coffee maker/tea kettle, hot plate & microwave. Parking currently available Dec-Apr -street park ONLY 75 steps away

Fresh North Portland Studio

Walk to Restaurants, Coffee Shops, Bars, Shopping, Mississippi Avenue District, MAX Yellow Line, Public Library, PCC-Cascade Campus. Beautifully furnished space with a fully stocked kitchen, high ceilings, comfy bed and custom-built features like the walk-in shower and kitchen bar. Bright and open indoor/outdoor living with French doors that open to a private patio. Great for couples, solo adventurers, and business travelers. Well-behaved dogs are permitted. No cats.

Colorful, spacious, light-filled guesthouse on MAX

Welcome to Juniper House! We designed our backyard guesthouse to be a bright, cozy loft, full of sunlight, exposed wood, tasteful furnishings and colorful finishes. Enjoy a private, 600-sq-ft space with an outdoor patio in a quiet, close-in Portland neighborhood, just blocks from light rail and within walking distance to a wide variety of great restaurants and watering holes. Perfect for couples and longer stays.

The Diamond

The Diamond is a rental in the heart of the Alberta Arts district of Portland, OR. The two floor unit is the pinnacle of comfort and modern aesthetic. From the simple, clean decor to the windows featuring an abundant garden, you will find our home is the beacon of relaxation and peace you are looking for.