House holiday rentals in Portland Downtown

Explore Trails & Downtown From Guesthouse Getaway

This clean, chic Northwest Portland guesthouse is perfect for being close to the action yet staying separate from other people. It’s just right for experiencing the best this city has to offer. Walk to marvelous Forest Park or NW 23rd. Take a short ride to Downtown, The Pearl, The Blazers Rose Garden Arena or the Rose Garden and Japanese Garden in Washington Park! The Guesthouse Getaway was designed and constructed in 2008 to reflect the charm of the property's 1926 main house. Its elevated simplicity is welcoming and homey while still achieving that pristine quality you desire. This upscale lodging is situated in the West Hill's prominent Willamette Heights neighborhood where historic classics meet the urban edge. The best part? The place is all your own! No worries about whether the TV will wake your host; no sounds of snoring will come through the walls; no need to tippy toe around to keep from bothering light sleepers and there will be no wake-up blast of somebody else's alarm clock! Just sweet, sweet privacy. Lighted parking a few steps from the door makes for safe and easy access, and a four number key code allows for arrival at any hour without concern of disturbing your hosts. Enjoy as much tea and coffee as you need to stay comfortably caffeinated. If you're lacking something important like a specialty kitchen gadget, personal item or office supply, let me know I'm happy to help! The garage of the Guesthouse cottage serves as my artist (painting) studio, so I am generally working on the premises if you need me. The Guesthouse Getaway is in a fun area with over fifty exceptional restaurants within a mile of the home. Go for a hike in the surrounding nature, check out some of the breathtaking galleries, and catch a live sporting event or show in the evening. Getting around is easy whether you prefer public transportation (bus stop is 4 blocks away), Uber, Lyft, taxi cabs, rental car, bicycle or foot. Enjoy the use of wifi or hard wire connections for internet access and basic cable TV with STARZ movies channels. If you are visiting Portland as part of a larger group, our 2 Airbnb lodgings at this address (Guesthouse Getaway and Sleeping Beauty) together will accommodate as many as 7 guests. Please contact Tracie with inquiry details.

Peaceful Retreat With Sauna + Outdoor Spa

Step into your own enchanted urban oasis nestled in the heart of Portland's finest delights! Behold our cedar barrel sauna, outdoor shower, and bubbling hot tub—all yours to unwind in bliss Stoke up the fireplace, sip on tea or coffee, and lose yourself in a whimsical tale amidst the sunroom's embrace. Or, spin a record and let the melodies transport you to a dreamy realm W/ nearby culinary wonders of our neighborhood beckoning, you'll be irresistibly drawn to dine out at every charming corner

Portland Modern

Welcome to our Midcentury Modern – a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

New Home Near it All on Division w/ EV Charger

Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

Loft in Kenton- Hot tub, MAX line, Weed friendly

House with 650 sq ft and patio to yourself. The loft, with vaulted ceilings and beautiful tile and woodwork throughout, is settled behind the main house, and includes a comfortable king bed, modern decor, fold down couch, well functioning kitchen, and access to hot tub. Kenton has great food, retail shops, and bars two blocks away, and guests are a short MAX train ride to Downtown. LGBTQ+ and rec. marijuana friendly. This home is not suitable for any guests under 18. Please read pet policy.

RoseCity Getaway - New Modern Private Home

Newly built, modern, beautiful, private, stand alone home! Entire house is for you alone! Designed and built by local, award winning architect! This cozy, quiet, relaxing escape has great access to the city. Just minutes to airport, 15 minutes to downtown and near two major freeways. Close to the action but just off the beaten path. Full amenities, Kitchen, dining, comfy queen memory foam mattress, washer/dryer, 45" smart TV with WIFI, AC/split unit, W/D, private, quiet, great workspace!

Epic record collection & hot tub in bright home

Close to Willamette River waterfront trails. Two blocks from Ladds Rose Gardens, Clinton Street (several cool bars, patios, Loyly spa, and theater!) and Division Street - home to some of the city's best restaurants — Ava Gene, Omas, Fairweather, Quaintrelle, and more. My home is good for couples, solo adventurers, business travelers, and families. Enjoy the extensive record collection (old blues, rock, and jazz), relax in the covered outdoor patio and spa, and enjoy the well stocked kitchen.

Urban Victoria Historic Registry home with 4 beds!

This stunning renovation of an 1884 historic Victorian is perfect for your next visit. The home is stacked with luxe finishes, gourmet kitchen, charming antiquities, fenced yard. King bdrm, Queen bdrm, plus 2 twin beds in bonus space. Central location with quick access to dining, nightlife and freeway. The ideal spot to relax and explore central Portland! As experienced SuperHosts with 4.97 rating and 100+ reviews, we can’t wait to welcome you to our latest offering. Welcome home!

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

Spacious Forest Retreat w/ Hot Tub & Views

In the woods, next to a creek, but still in Portland! Forget your worries in this spacious and serene space. There is a private entrance to this large two story guest suite, which includes a family room, living area with dining area and kitchenette, bedroom and bathroom, central AC, and private balcony. Located in a quiet neighborhood, close to hiking trails in Woods Memorial Park. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland.

Modern Apt | Close to Everything

Located within the trendy Boise neighborhood and only minutes to central Portland is this chic sun-filled apartment that offers all the modern comforts of home. With stylish décor and bright open plan living, the apartment features a fully equipped kitchen, soft comfortable furnishings, a spacious master bedroom and a sparkling modern bathroom. Walk to the popular Williams and Mississippi streets with its top restaurants, coffee shops and Portland’s world-famous food carts.

Multnomah Village Hideout

Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.