Holiday rentals with a patio in Pearl District

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.

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Cozy vintage camper in the woods of Portland.

Warm & cozy vintage trailer nestled next to Forest Park. Enjoy a fire pit, covered patio, uninterrupted forest vista, and hot, dreamy outdoor bath. Minutes to the center of PDX by car, rideshare, or bus. Comfortable, easy, & whimsical camping experience. Forest Park trail is steps away, Sauvie Island and the historic Cathedral Bridge are 5 minutes by car, and 10 minutes to Slab Town and Alphabet District. The beauty and privacy of this spot may make it hard to venture out. IG: @lilpoppypdx

Cabin Charli~Backyard Oasis

Enjoy a private stay at this modern tiny home with easy access to local restaurants, bars, and coffee shops just a block away or a 5-10min drive to popular neighborhoods such as Mississippi, Alberta and Williams. You'll have everything you need to be comfortable in this cozy, fully functional home that features a queen size bed, full bathroom, kitchenette, and off street parking in our driveway. We are dog friendly so feel free to bring your well-trained pup! No cats please due to allergies.

Brand New Tiny Home/Pottery Studio in Cute Village

Welcome to DARK MODE, the tiny home/pottery studio 2 blocks from adorable Multnomah Village. Find peace in this serene hidden backyard oasis. Unit is 200 square feet plus loft and deck, behind the main house. Features include: - Jetted tub - Sleeping loft (queen) - Pull out bed (full) - Fire pit - Porch swing - Work desk - Cascading water feature - Outdoor dining table No kitchen but has a sink, fridge, microwave, water boiler, and plenty of wonderful food options within a few blocks.

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.

Luxury Apartment with Laundry in Best Neighborhood

Welcome to your home away from home! This beautifully designed apartment is perfect for your visit. The open-concept main space includes a cozy living room, fully-equipped kitchen, and dining area. You’ll sleep soundly on our top-rated queen beds with high thread count cotton sheets. We’ve thought of every detail to make your stay enjoyable and the location is unbeatable - just a short walk to some of the best restaurants, bars, boutiques, and picturesque streets in Portland!

Luxury Spa Retreat Studio for 1-2 Guests

Welcome to your perfect spa retreat fit for any romantic getaway or a business trip. This luxury spa-like bathroom keeps comfort in mind with heated tile floors, dual rain-head shower, and a view of your completely private garden patio. You won't miss a thing in the city from your centrally located private suite with light rail access to downtown, the airport, and central Eastside. Walkable pubs, restaurants, and coffee make this guest suite ideal for any trip to Portland.

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.

Private Entry, Cork Floors, Foodie Heaven

Explore North Portland walking districts (restaurants, food carts, shops!) or the roses at Peninsula Park🌹, then retire to this hip and spacious basement apartment. Recently renovated, you’ll love its cork floors (that feel so nice under foot) and its custom and creative finishes. I live upstairs, but I am mindful of noise, and my guests find my place to be quiet and relaxing. I provide ample toiletries, quality coffee and tea, and travel guides.

The Kenilworth Guest House

Showcased in the Modern Home tour of Portland, this newly built ADU is the amazing creation of Portland architect Webster Wilson. A private, airy and elegant oasis set in urban Portland. A glass house with intentional frosted glass to ensure privacy. Escape and experience the elegant grace of this unique guesthouse. Threading the needle of a city lot, the Kenilworth House lives along side a 1905 Victorian, where the host resides.

Spacious private whole guest house in NE Portland!

Stylish and comfortable separate apartment in a house in Woodlawn neighborhood has own entrance, kitchen, bath and bedroom. Digital lock allows anytime arrival. Over 800 sqft. Easily accessible via public transit or car. Plentiful street parking. 2.5m to PDX, 4m to downtown, close to I-5. Comfortably appointed and well stocked. Great pillows. Big 4K TV. High speed WiFi. Friendly owner accepting of all!