House holiday rentals in Portland

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

Secluded Studio

This a fully private and detached guest house is quiet and relaxing. Walk down your very own pathway to a completely private, safe and secure patio with a quaint garden, a small yard and outdoor seating. With tall ceilings and a large nice bright kitchen, this place is very comfortable. Blackout curtains. Close to many desirables: Max Orange Line Commuter Train, Reed College, Woodstock, Sellwood, & East Moreland & Milwaukie Providence Hospital. Ride, walk or run along the Springwater Corridor.

RoofTop FirePit, HotTub & Outdoor Theater

Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

Spacious, Cozy, Artsy Flat w new stove & Bathroom!

Located in the heart of inner Eastside Portland, you'll enjoy easy access to everything from this centrally located place. Many of Portland's best restaurants, coffee shops, breweries, and parks are within easy walking distance. This is a wonderful space and we put a lot of love into it... complete with a new bathroom and A/C. The space is great for couples, solo adventures, and business travelers who are looking for a convenient home base with easy access to all the Eastside has to offer.

Lovely NE bright hideaway, walk to food/beer/shops

Welcome to your Portland Hideaway! This charming 2-bedroom, 1-bath home is the perfect base for exploring the city. Located in a vibrant neighborhood, you're just steps away from Portland's best bars, restaurants, shopping, and parks. Enjoy the convenience of nearby outdoor recreation, with hiking trails only a short drive away. The home features a fully equipped kitchen, cozy living area, and fast Wi-Fi. Whether you're here to relax or explore, this is the ideal spot to experience Portland!

Cozy modern staycation workplace close to downtown

Entire space is very private. Enjoy the cozy modern 1 bedroom queen bed, 2 large sofas that are comfortable to sleep on, oversize soaking tub large walk-in closet , 2 TVs, Blue Ray player, stereo, gorgeous private garden with table seating & tranquil water feature, & private entry. 5 minute drive to downtown, 2 minute walk to Forest Park & Marquam trails. Several amazing restaurants just minutes away. There is a pet fee of $40 each pet. Preferably just one pet or the fee is $70 for two.

Cozy Bungalow in Ladd’s Addition • Walk/Dine/Shop

Welcome to “Happy Place”, your cozy retreat that feels like a home-away-from-home in the vibrant heart of Portland! Our sanctuary in the bustling SE Clinton/Division area offers fast internet, perfect for work-from-home needs, and is a short stroll from top restaurants, bars, and boutiques. Boasting a walkability score of 92, city exploration is a breeze. Ideal for foodies, culture lovers, and outdoor adventurers, we provide FREE on-site parking and embrace the spirit of Portland living.

Designer curated Mississippi home NO CLEAN FEE

Blocks away from Mississippi Ave, this darling designer/ curator owned home is the perfect base for your Portland adventures. Recently renovated, this 1927 home features old Portland charm, contemporary finishes and art covering most every wall. Walkable to everything that Portland is renowned for: restaurants, breweries, coffee roasters, music venues and shops. Minutes from City Center via very close public transportation, bike or car share. The basement in-law suite is owner occupied.

The Plex PDX

Live Like a Local! The Plex will immerse you in mid century style and vintage charm with privacy and modern comforts-all in the heart of Portland. Sip coffee on the patio while you plan your adventures. Eat, drink, and play in this walkable central neighborhood. Just a few blocks from destination casual and upscale dining, coffee shops, boutiques, and historic Laurelhurst Park and Theater. Perfect for up to 4 people with driveway parking and a garage to store bikes and other gear.

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.

Casa Dolce Casa / Home Sweet Home in Alberta Arts

Welcome to my charming detached guest house, filled with touches inspired by my home country, Italy. Experience the quaint charm of a tiny house with the comfort and openness of a traditional home. Stroll to Alberta Arts District's restaurants, bars, breweries, food cart pods, and unique local shops. Explore the Oregon Coast, local hikes, and wineries. Public transport is nearby for city exploration, and the airport is just a 12-minute drive away.

Heart of Hawthorne Craftsman | Walk Score 92 | Mod

Centrally located in the Heart of Hawthorne, this gorgeous, newly renovated and spacious 1925 Craftsman home (with numerous upgrades and finishes) is within walking distance to some of the best eateries and coffee shops in Southeast PDX, including ¿Por Qué No?, Apizza Scholls, Fried egg, Ruby Jewel, Common Grounds, I'm in love and Black Ink cafe. This incredible home is great for couples, business travelers, families (with kids) and big groups!