Tiny house holiday rentals in Portland

Woodstock Tiny House

Detached, very small (300 sq ft) guest house in the Southeast Portland neighborhood of Woodstock. Lots of walkable eateries as well as New Seasons and Safeway within a 5 minute walk. Close to Reed College, Woodstock Village, Springwater Trail, Southeast Portland Neighborhoods, Public Transportation. You’ll love the location, the outdoors space, and the ambiance. Good for couples, solo adventurers, and business travelers. TV (Netflix enabled!), A/C (summer months), heat, coffee, fridge/freezer.

Cozy Fireplace~Walk Alberta Arts~SilverStarCottage

Come stay in our sweet, new guesthouse! This is NOT a basement space. It has a real bedroom (not a studio) & full kitchen. The Silver Star cottage is in our backyard but very separate with its own city lane access. Lots of beautiful wood and a cozy vibe. We are 1 block from the fabulous Alberta Arts St. but far enough away that it's quiet here. Perfect! Walk to shops & restaurants. Also easy to access anywhere in the city. There's a double-sized hide a bed couch in the airy living space.

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.

Private city retreat; Cozy Studio w/backyard.

Truly in the heart of Portland's east side, this dreamy + cozy oasis is the perfect sanctuary to welcome you home. Located in the famous Laurelhurst neighborhood- straddling the NE & SE sections- you'll have easy access to all things Portland (walking, driving, public transportation). A completely private studio apt with stylish touches inside, this gem also opens onto a luscious backyard right outside your door; perfect for the fur babies too! Come make your Portland experience extra special.

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

Cozy Vintage Cottage in the Woods

The studio cottage is located in an east Portland neighborhood bordering the city of Gresham. It is close to public transport (near a MAX light rail station), the airport and outdoor activities (the Columbia Gorge; Mt Hood) and is a 20-30 min drive to downtown. It's cozy (eclectic vintage style), a wooded 1-acre setting within the city limits, and has secure premises (electric gate). Our place is good for couples, solo adventurers, and business travelers. Please no young children.

The Haseman House

Come stay in our Architectural micro home in NE Portland. Close to Mississippi and everything that NE Williams has to offer. Thoughtfully deigned with many amenities. A great WFH vacation retreat. This little house is located in the back of a main house. The backyard is shared with the main front house. There is only street parking but it is free and typically available. We are close to public transportation and rental bikes as well as an organic grocery store... very walkable.

Overlook BackShack

NOTE: Separate entrance. Great place for social distance! We have made this small space feel fun and cozy with bright colors, modern amenities, custom design elements, brand new construction and vintage furnishings. Bamboo floors and big windows give the single room a spaciousness that you would not expect in 220 square feet! We've decorated with plants and art to create a totally unique and comfortable experience.

ROSE CITY PARK Guesthouse!

Welcome to our little house! Located in the wonderful Rose City Park neighborhood and close to the 60th Ave. MAX station, Hollywood District, and downtown Portland - this little house is great for couples, solo adventurers, business travelers, and families. With a short 10 minute drive to downtown Portland and the convenience of public transportation, enjoy everything our city has to offer - your home away from home.

Creative & Clean Bungalow in Portland Hot Spot

Welcome to The ArtHaus. Soak up the sun on the patio of this creatively crafted home. Inside, polished concrete floors combine with classic finishes and attention to detail, including a sliding timber door. Vibrant color pops abound, not least from the original artworks. Accepting guests and implementing extra cleaning protocols. Excellent wireless internet speeds!

Woodlawn Retreat

Get comfortable in your own home while visiting northeast Portland's charming Woodlawn neighborhood. The guesthouse was built in 2018 and boasts quality construction, craftsmanship, and attention to detail with a modern aesthetic. The guesthouse is detached from the main house on the lot, and due to it being a corner lot, has its own street facing view.

Casa Chica PDX

A mini house in the Rose City Park neighborhood of the City of Roses that will make you feel right at home. Casa Chica is full of natural light, and a short walk away from Portland-caliber coffee, a local brewery, wood-fired pizza, a neighborhood wine shop, two beautiful parks, groceries, and the best Vietnamese food in Portland (in our opinion).