Tiny house holiday rentals in Southeast 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.

Open garden studio in the heart of the SE Portland

This spacious and open floor plan garden studio is in the heart of SE Portland. Within steps of the Belmont District, a few blocks from Hawthorne Blvd, Division St, Stark St, 28th & Burnside, and so much more. You can easily walk, bike, or bus to awesome places to see, drink, eat, visit, etc. An excellent launching point for all of the Rose City, we are a short bike ride or bus to Downtown, museums, and concert venues. Enjoy all that Portland has to offer at this centrally-located neighborhood.

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!

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

Willow Tree Guesthouse

Pet friendly guest house in SE Portland 1 block from the heart of SE Division street. Located on a quiet dead-end street, with a full kitchen, ground floor bedroom/bathroom, spacious walk-in shower, and super cozy upstairs loft makes for the perfect work remote office. Grocery stores in every direction, neighborhood wine shop, and weed shop, restaurants and bars right around the corner. Location and walk score - 100! Gigabit fiber internet - good bandwidth for the digital nomads!

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, fully detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

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.

Newly built studio in perfect SE location

A cozy newly renovated space with a modern motif. Plenty of natural light, high ceilings. Large walk in shower,walk in closet, washer +dryer and kitchenette with microwave. Queen size bed with European style bedding:fitted sheet, pillows and king size duvet with duvet cover, NO FLAT SHEET or TOP SHEET. The apartment is located in one of the best neighborhoods on the east side.Close to downtown, bus lines, bikes and scooters rental,shopping,casual and fine dining.

Intimate Casita. Hot-tub, Movie Loft and Chiminea.

Our beautiful Spanish style Casita is the perfect, intimate and romantic getaway to explore Portland from. Soft white linens, handmade ceramics, rustic furniture, original artwork, tranquil outdoor area. movie loft, private courtyard with hammocks, hot tub and fire pit. The Casita is close to restaurants, bars, ice-cream parlors, famous food cart scenes, boutiques, supermarkets, dogs parks & much more. We LOVE your pets & welcome them to stay with you!

Tibbetts Coop - A beautiful SE Portland urban farm

Tibbetts Coop is located on a double cul-de-sac, where you will feel like you are in the country when you are really in beautiful inner SE Portland. Bring your walking shoes so you can walk through the neighborhood to SE Division to find coffee shops, cart pods, tap houses, cafes, restaurants, and bars to suit everyone, or stay at the coop to relax under a tree or on the deck. Small dogs can be approved on a case-by-case basis (fees apply).

Urban Oasis Retreat + sauna

Our guest house is a completely private space, accessible by an outdoor walkway, and has an outdoor patio. We designed the space to be light-filled, feel cozy yet roomy, fitting a lot into a small space. Vaulted ceilings, a ceiling fan, full kitchen, bathroom, a bed alcove with a comfy queen mattress and soft bedding and lots of extra touches. Our 335 sq ft guest house is fitted with all you'll need for your time in Portland.