House holiday rentals in Raleigh Hills

Portland Southwest Suite Stay

Cozy, top 1% rated SW Portland retreat with privacy, comfort and exceptional hospitality. You’ll love the spotless, comfortable space, quiet and safe neighborhood, and incredibly comfy bed. Seamless 24-hr self check-in, continental breakfast, thoughtful family-friendly amenities (crib, change table, high chair, sofa bed). With a private entrance, covered outdoor seating, easy transit access, parks, dining, OHSU, Oregon Zoo, Japanese Gardens and downtown. Best for 1-2 adults + small children.

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.

Hidden Garden Cottage

This 850 sf. cottage is a century old but was completely updated 12 years ago with era-appropriate furnishings, giving it a period (and safe) feel. Breakfast goodies, art, books, and a woodstove make it cozy. It sits on half an acre so lots of room for kids . It's in SW Portland, minutes from downtown. It's quiet, great for working or vacationing. An outdoor fire pit and gardens make it unique. There's even a zip line for kids. Family gatherings also fine. (Note: There is a $60 fee per dog.)

Spacious Forest Retreat w/ Hot Tub & Views

In the woods, next to a creek, but still in Portland! Spacious and serene. 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. Please note that owners live on site as required by Portland laws. Located in a quiet neighborhood, close to hiking trails. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland

Peaceful Garden House in SW Portland

This darling 1940's home sits on 1/4 acre and is nestled in a peaceful neighborhood in Southwest Portland. It gets tons of natural light, has greenery from every window, is super private and full of vintage charm and character. The home has served as a source of inspiration for the artists, writers and herbalists who’ve lived here throughout the years and now you can experience it for yourself! If you’re looking for an oasis of calm just outside of Portland, you've found the perfect spot.

Rock N Roll House + Hot Tub

Featured in The Destination Channel’s TV show “Staycation- Sports Edition” in the fall of 2025 and found on YouTube. Contemporary-style music-themed home. Jam out with instruments, classic albums and record player by the pool table. Stunning gourmet kitchen. Big lawn and deck with teak dining table and bbq. Hot tub plus gas and real fire pits. Garage is packed! Ping pong table, pinball, foosball, Pop-a-Shot basketball, Treadmill, Peloton bike, dumbbells, and four mountain bikes+helmets.

A centralized newly remodeled luxury living

Look no further if you are looking for a sparkling clean home. Minutes away from our premier Washington Square shopping mall, groceries, and restaurants. Centrally located for a day trip to the Oregon coast, wine country, beautiful Columbia Gorge, or Mount Hood National forests. WiFi download speed 400 Mbps; upload speed 10 Mbps. Smoking or vaping is strictly prohibited in property. Please consider booking some other Airbnb property if someone in your party is a smoker or vaper.

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.

#StayInMyDistrict Raleigh Hills Serene Havens Nest

Stay in My District Raleigh Hills! Convenient to Shopping, Dining & Entertainment. Single level guest home is spacious, bright and tastefully appointed. Nestled down a private driveway on a quiet culdesac, w/ all the conveniences of the City. Close to SW Beaverton Hillsdale Hghwy & US 26, 15 min downtown PDX. This NEW private guest house is a cozy 500 ft.², with Queen bed/ sofa bed /1 bath. Sleeps up to 4. Full Kitchen, Washer/Dryer, FREE Parking, Smart TV & WIFI.

Mid Century Modern Home

Enjoy your travel in a rare iconic mid century house. An updated mid century ranch built in the 60's with open layout, minimalist style that is filled with light. Whether you have morning coffee or enjoy a book in the atrium, lunch in the backyard under the shade of giant Redwood or dinner in open living/dining room, you'll have the entire place to yourself. We're 10 mins from Nike WHQ, 5 mins to Downtown Beaverton & the Mall, & 15 mins to Downtown Portland.

Little Oasis - 24 hour self checkin - Brand New

Welcome to Little Oasis, your perfect home away from home! This brand new, fully remodeled one-bedroom, one-bathroom apartment is designed with your comfort in mind. Whether you're here for a weekend getaway or a longer stay, you'll find everything you need to make your trip enjoyable and stress-free. 24 hour self check in. Washer and Dryer. Enjoy the convenience and privacy of your own entrance. Perfect for solo travelers, couples, or small families.

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.