House holiday rentals in Raleigh Hills

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Top-rated house rentals in Raleigh Hills

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Top guest favourite
A cozy sleeping area features a light gray upholstered headboard with decorative tufting. A bedside table holds a turquoise lamp with a soft glow, a small clock, and a vase with flowers. Soft linens and a patterned throw blanket are layered on the spacious bed.
Home in Northwest District
4.93 out of 5 average rating, 271 reviews

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.

Top guest favourite
A mid-century living space features high vaulted wood ceilings and large windows that invite natural light. A leather sofa and patterned rug provide comfort, while a kitchen island with bar stools enhances functionality. Artwork adorns the wall, adding a touch of character to the room.
Home in Multnomah
4.96 out of 5 average rating, 126 reviews

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.

Top guest favourite
A spacious living area features warm wood flooring, a queen bed adorned with decorative pillows, and a vintage rug. Two inviting armchairs are positioned nearby, complemented by a decorative lamp and a dresser. A brick wall adds character, while natural light brightens the room.
Home in Maplewood
4.9 out of 5 average rating, 206 reviews

Portland Vintage Hideaway

Portland Vintage Hideaway is a lovely, private, completely self-contained unit in our light-filled 1950's day-ranch basement. Enjoy 600+ sq.ft., queen bed with memory foam topper, double sofa bed, TV with streaming, workspace area, wi-fi, and adorable fully appointed kitchenette! The private, gated garden and patio offer a serene and lovely setting in which to hang out for meals & enjoy a glass of wine. We accept a maximum of two dogs and there is a pet fee. Please see details in the listing.

Top guest favourite
A century-old cottage is framed by lush gardens and tall trees. The vibrant red exterior is complemented by inviting porches and white railings. A gravel pathway leads to a cozy seating area, surrounded by an array of plants and foliage, enhancing the tranquil setting.
Home in Portland
4.99 out of 5 average rating, 263 reviews

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.)

Guest favourite
A welcoming living area is illuminated by natural light from a large window, complemented by a cozy grey sectional sofa. A light rug anchors the space, with a wooden coffee table at the center. A TV is mounted on the wall, alongside decor elements.
Home in Portland
4.9 out of 5 average rating, 140 reviews

SW Portland Retreat, Full amenities, kitchen + W/D

Welcome to the Relaxing SW Portland Getaway! We are proud to offer our beautiful home nestled in the Sylvan Highlands. Inside you will find accommodations designed to help our guests recharge and prepare for a full day exploring the beautiful city. This is a great landing point for your trip to PDX with close proximity to hotspots such as: The Oregon Zoo, Washington Park, Japanese Gardens, & Downtown Portland (all are within an 8-12 minute drive / UBER) We look forward to having you!

Guest favourite
A modern studio space is highlighted by a spacious bed with a patterned duvet and coordinating pillows. A sleek kitchen area is visible in the background, featuring a bar with high stools and decorative elements. Soft lighting enhances the minimalist decor throughout the room.
Home in Portland
4.96 out of 5 average rating, 275 reviews

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 get to Forest Park trails. Several amazing restaurants just minutes away. There is a pet fee or $40 each pet. Preferably just one pet or the fee is $70 for two.

Guest favourite
A bright living area features a light-colored sofa adorned with a decorative pillow, paired with a simple armchair. A glass coffee table sits at the center, showcasing a floral arrangement. Natural light filters through sheer curtains, illuminating the hardwood flooring.
Home in Portland
4.86 out of 5 average rating, 113 reviews

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.

Top guest favourite
A bright master suite features a spacious bed dressed in white linens. Natural light filters through large windows, illuminating the room. Wall sconces provide gentle lighting, while decorative items are displayed on the walls, adding character to the space.
Home in Tigard
5 out of 5 average rating, 152 reviews

Mama J's

For whatever brings you to Oregon, stay at Mama J’s comfortable, peaceful, safe and convenient spot. Portland is just ten miles away, the closest beaches, Columbia River Gorge and Mt. Hood are all about an hour, and there are numerous hikes from the forest right down the street to Silver Falls and beyond. The neighborhood is peaceful and your private patio is the perfect place for a beverage and some bird and squirrel watching. If it rains, hang out in the gazebo! Hope to host you here!

Top guest favourite
Home in Portland
4.97 out of 5 average rating, 447 reviews

Portland Southwest Suite Stay

Cozy suite in quiet, safe neighborhood with private, digital key-coded entrance for convenience. Private kitchenette & bathroom/shower, comfy queen sized bed, fold-out sofa, air-bed, pack & play, high chair & change table. Lots of closet space, included continental breakfast, and private covered outdoor sitting area. Very close to bus stops, so you won't need car. Walking-distance to parks, grocery, and restaurants. Close to downtown, Zoo, Japanese, Chinese & Rose Gardens, OHSU, OMSI.

Top guest favourite
A cozy outdoor deck area is furnished with a glass-top table and two chairs. Lush green grass and trees are visible in the background, along with a serene stream that meanders through the landscape.
Home in Portland
4.87 out of 5 average rating, 677 reviews

A River (stream) Runs Through It

Okay, well, it's a stream, but it's all yours to enjoy. For the nature lovers we have deer, beavers, ducks, nutria, fish, etc. (think wetlands). For everyone, the house (duplex) is fully equipped with a fireplace, BBQ, hot tub central gas heat and central AC. This is a bright, clean and cozy space to land for folks who love the suburbs (not in the city city but we are close drive to the city center) but want to be surrounded by nature. With ambient noise from the creek and highway.

Guest favourite
A spacious family room features a large L-shaped couch with comfortable seating. A plush green ottoman rests on a striped rug, complementing a contemporary armchair. Natural light filters through multiple windows, illuminating the room, which includes a TV and a cozy gas-lit fireplace.
Home in Portland
4.94 out of 5 average rating, 254 reviews

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.

Top guest favourite
A charming outdoor area is visible, featuring a stone pathway leading to a cozy seating arrangement with two black chairs. The bungalow is framed by lush greenery, with warm light emanating from the windows, inviting a peaceful ambiance.
Home in Multnomah
4.97 out of 5 average rating, 105 reviews

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.

Popular amenities for house rentals in Raleigh Hills

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Quick stats about house rentals in Raleigh Hills

  • Total holiday rentals

    Explore 40 holiday rentals in Raleigh Hills

  • Nightly prices starting at

    Raleigh Hills holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 2,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Raleigh Hills holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Raleigh Hills rentals

  • 4.9 Average rating

    Raleigh Hills stays are highly rated by guests – averaging 4.9 out of 5!