Holiday houses in Portland Downtown

Gorgeous, walkable detached Laurelhurst home!

Welcome to The Laurelhurst Townhouse! CE, roomy, and stylish -- with a walk score of 93! Enjoy the: -- airy, light-filled living area -- cozy upstairs bedroom and full bath --private downstairs "theater" room with queen bed and attached half-bath --library nook --backyard patio. Walk to many of Portland's most famous restaurants, bars and shops, and only a few minutes away from downtown and the Pearl District. Quiet, private, but in the heart of it all!

Magnificent finishes and views!

A rare opportunity to get to stay in Portland's most coveted view neighborhood, full of multi-million dollar homes, and under 200 feet away from the house with the highest listing price in Portland (at $7mil). This is an every surface touched renovation in 2023/2024, utilizing Italian tile, Oregon black walnut, rare mid-century modern furniture pieces and decades old original works of art. We renovated this space in the vision of the finest boutique hotels we have stayed at throughout Europe.

Modern Home — Prime Alberta Arts

This new home is steps from lively Alberta Street, the heart of NE Portland. It's perfect for couples, business travelers, and anyone looking to explore Northeast, Portland's best neighborhood. Plush king-size bed, open kitchen and living room, 1.5 bathrooms, and private yard. Explore awesome restaurants, bars, and shops around the corner, while staying on a quiet residential street. This home is just 15 minutes from the airport, and close to downtown (transit friendly!). Hablamos español.

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

Chic Belmont retreat w/tree views & king bed!

Experience weird and wonderful SE Portland from a serene, newly-built home in a walkable/bikeable neighborhood with king bed and lots of light! Wake up well rested and open curtain on floor to ceiling windows to morning light. Enjoy the full kitchen & soaker tub in a breathtaking architect-designed home perfect for foodies, couples, and remote work. Great location just steps from bakeries, shops, parks and taprooms. Discover the quirky character and trendy eats of Belmont-Hawthorne-Tabor!

The Sneakaway

Built to feel like a little touch of luxury, with the quaintness and quality of a craft home. This place is a true sneak-away with a two person soaking tub, marble shower, king tempurpedic bed and a fully stocked kitchen. This open studio has 15 ft ceilings allowing ample sunlight and a large, light feeling. This house was designed and built by me my friends so no detail is overlooked or unintentional. This was our labor of love for a year and Im so excited to now be able to share it.

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Collection, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

Modern Guesthouse in Portland's Central Eastside

Tall ceilings, an open staircase and walls of windows flood the space with light (even in Portland), while molded plywood Eames chairs add mid-century style. Located in the heart of Portland within walking distance to great restaurants, coffee and parks. Fast, gigabit fiber internet, full kitchen, large table, and private outdoor spaces help maximize your stay and comfort, whether you're alone or with a group. Editor's pick in Dwell.

Serene Forest Retreat mins to Downtown

Escape to one of Portland's most peaceful neighborhoods in this bright, cozy 2-bedroom, 1.5-bath home nestled in SW Hills. Perfectly situated for outdoor lovers and urban explorers alike, you'll be just steps from Forest Park's iconic trails while only minutes from downtown. This charming home is ideal for couples, small families, or business travelers looking for a quiet, comfortable stay surrounded by nature.

Historic NW Nob Hill Firehouse No. 17

Firehouse No. 17 is a unique and interesting place to stay. The engine bays of the Firehouse have been converted into a beautiful and spacious living area. There are historic photos of the Firehouse that help tell its story from a working firehouse to a fabulous residence. Please come experience this historic firehouse, located in NW Portland. It is an easy walk to bustling NW 23rd restaurants and shops.

Remodeled 1906 Craftsman home in Nob Hill district

Enjoy Portland from this centrally located, meticulously maintained Craftsman style home. Just steps away from trendy 23rd street, this cozy independent home lets you truly experience Portland. Original character with tasteful upgrades provides both comfort and style to make your vacation memorable. Please note that parking is either in the paid public parking lot or metered street parking only.