House holiday rentals in Raleigh Hills

A modern bathroom is featured with a deep soaking tub and sleek wood vanity. A round mirror and stylish light fixtures provide illumination. Neutral-toned tiles add warmth to the space, while a small plant decorates the bathtub area.

4.91 out of 5 average rating, 137 reviews

Hawthorne House - A+ Location! Pet Friendly!

Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

FamilyValueNearby

4.97 out of 5 average rating, 476 reviews

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.

FamilyValueOutdoor spaces

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.

4.99 out of 5 average rating, 281 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.)

LocationFamilyEV charging

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.

4.93 out of 5 average rating, 287 reviews

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

LocationFamilyCheckout

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.

4.86 out of 5 average rating, 132 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.

ValueLocationWi-Fi

A spacious living area features a black leather sofa adorned with colorful cushions, accompanied by a glass coffee table set on a decorative area rug. Natural light filters through sheer curtains, creating a warm and inviting atmosphere, complemented by modern artwork on the walls.

4.93 out of 5 average rating, 160 reviews

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.

LocationValueAccess

A spacious living area features a warm color palette with leather sofas and a woven coffee table. Natural light floods in from large windows, enhancing the openness of the room. A dining area is visible in the background, complemented by tasteful decor.

4.95 out of 5 average rating, 101 reviews

1.2M Luxury Home, Hot Tub, 4 King Beds, Fast Wifi

Escape to this stunning, upscale-appointed home that's far from your average Airbnb. Perfect for large families, groups, or multi-generational getaways, this serene oasis comfortably accommodates up to 14 guests with spacious living areas, 5 private bedrooms, and endless amenities for relaxation, fun, and gourmet cooking. Nestled in a quiet neighborhood with uniquely convenient access to two major freeway exits (HWY 26 & 217), you're just 6 minutes from vibrant downtown Portland.

LocationValueAccuracy

A cozy library/living room is filled with built-in bookshelves lined with books. A comfortable sofa and two accent chairs are arranged on bamboo flooring. Natural light streams in through large windows that provide a view of the dining area in the background.

4.88 out of 5 average rating, 419 reviews

Amazing Portland West Hills Home

Stonehaven is a unique Artsy home in the forested West Hills 6 miles from downtown Portland. Perfect for family and friends traveling together. Sleeps up to 15 with 6 bedrooms, 10 beds & 3 baths. Host lives on premises. Not a party house. Please note that the February wind and ice storms destroyed the back yard pond. The back porch is still usable, but has the "beauty" of the destruction of nature and not the beauty of the hard work of creating an elegant landscaped pond.

ValueFamilyCleanliness

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.

4.97 out of 5 average rating, 160 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.

LocationValueDecor

A bright living area showcases a stylish orange sofa paired with a patterned accent chair. Natural light floods through the window, which overlooks an outdoor deck area. A soft area rug adds texture to the hardwood floor, while greenery is positioned nearby.

4.92 out of 5 average rating, 204 reviews

#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.

FamilyValueHiking

4.8 out of 5 average rating, 596 reviews

A spacious living area features a comfortable sofa adorned with decorative pillows. A modern coffee table sits on a large area rug, surrounded by natural light from wide windows. A dining table with stylish chairs is positioned nearby, complemented by lush greenery enhancing the inviting atmosphere.

Home in Cedar Hills

3BR Single-Level Ranch House In Beaverton

Welcome to our cozy suburban ranch house in safe, quiet Beaverton 🌿. It’s a simple, comfortable home — perfect for families, friends, or business travelers. 🛏 3 bedrooms, 1 bath, 3 queen size beds 🍳 Full kitchen + Keurig ❄️ AC/heat & washer/dryer 📺 60” TV w/ HBO Max, Netflix, YouTube 🌐 100 Mbps internet 🚗 Driveway parking for 1–4 cars 📍 Close to Intel/Nike, 20 minutes to Portland, 90 mins to coast & falls

LocationValueAir conditioning

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.

4.95 out of 5 average rating, 150 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 renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. License number is 26ASTR-REN-00301

ValueLocationAmenities

Popular amenities for Raleigh Hills house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A charming Craftsman home is set against a vibrant blue sky, featuring a well-maintained garden filled with colorful flowers. The entrance is framed by lush greenery and a small set of steps leads to the welcoming front porch.

4.93 out of 5 average rating, 59 reviews

Frankie's Place; Walkable Craftsman luxury!

LocationFamilyCheck-in

A spacious outdoor area surrounds a private pool, featuring a gentle blue hue. A smooth decking is present, accompanied by a wooden privacy fence. Colorful pool floats are visible, and a waterslide can be seen at one end, enhancing the recreational space.

4.92 out of 5 average rating, 26 reviews

One level Entertainers Dream *Heated Pool*

FamilyLocationHot tub

4.96 out of 5 average rating, 160 reviews

The Starburst Inn: Enclosed Heated Pool, Theater

FamilyValueCheck-in

A heated in-ground pool is surrounded by a concrete patio, featuring a slide on one end. Lush greenery and vibrant flowers are visible nearby, creating an inviting outdoor space. A covered deck area with seating is seen in the background, providing shade and relaxation options.

5 out of 5 average rating, 23 reviews

5bdrm,Heated Pool, Hot Tub, Sauna.

ValueLocationAccuracy

4.75 out of 5 average rating, 85 reviews

Home in Milwaukie

Private Pool & Hot Tub Oasis | Cowboy Retreat

LocationFamilyAccess

4.97 out of 5 average rating, 165 reviews

An airy kitchen features sloped ceilings with wooden beams and warm wood cabinetry. A vintage-style aqua refrigerator complements stainless steel appliances. Natural light filters through three windows, while a vibrant rug adds a pop of color to the space.

Home in North Portland

Rose City Hideaway

ValueFamilyParking

4.97 out of 5 average rating, 86 reviews

Home in North Plains

1BR - Private House, Pool, Hot Tub & Forest Trails

LocationValuePool

A spacious living room features vaulted ceilings with exposed beams. A cozy fireplace is situated against a stone wall, while multiple windows allow natural light to illuminate the marble flooring. Comfortable furniture, including a plush sectional and a lounge chair, provides inviting seating options.

4.84 out of 5 average rating, 121 reviews

Serene Oasis: Swim Spa, Sauna, huge deck and grill

FamilyLocationNearby

Weekly house rentals

A spacious bedroom features a plush queen bed with an orange coverlet and a soft white throw casually draped over it. Two large windows allow natural light to fill the room, offering views of greenery outside. Nightstands with lamps are positioned on either side.

4.97 out of 5 average rating, 188 reviews

Unwind in a Trendy Home in Heart of Downtown

FamilyValueRiver

The backyard displays a well-maintained landscape featuring a hot tub surrounded by lush greenery. A shaded seating area is visible under an umbrella, while a wooden footbridge leads to a gently flowing waterfall, contributing to the tranquil setting.

4.98 out of 5 average rating, 314 reviews

Garden Oasis in the City

LocationFamilyTV

The kitchen features modern white cabinetry, stainless steel appliances, and a large island with seating for two. A window above the sink allows natural light to illuminate the space, while patterned tiles extend across the floor for added visual interest.

4.93 out of 5 average rating, 111 reviews

Backyard Forest Retreat

ValueLocationAccuracy

Home in Northwest Portland

4.96 out of 5 average rating, 139 reviews

Luxury Living on NW 23rd Ave, Walk Score 99

FamilyValueOutdoor spaces

An open living space features a stylish wooden staircase, enhancing the flow of natural light. A modern dining table is accompanied by Arne Jacobsen Ant dining chairs. Decorative plants and a round mirror add a touch of elegance, while large glass doors provide a view of the outdoor area.

4.99 out of 5 average rating, 467 reviews

Modern Guesthouse in Portland's Central Eastside

ValueFamilyParks

A modern kitchen features a spacious island with seating for six, illuminated by pendant lights. Light wood cabinetry and stainless steel appliances create a contemporary look. The open floor plan connects to a dining area, visible through arched openings that enhance the flow of the space.

4.91 out of 5 average rating, 126 reviews

💎Quintessential Home w/King Bed & Spacious Yard💎

ValueLocationWi-Fi

4.9 out of 5 average rating, 135 reviews

A fire pit is illuminated in the foreground, casting warm light on the surrounding stones. In the background, a colorful sunset paints the sky with shades of orange and pink, while trees and distant hills create a serene landscape.

Home in Happy Valley

RoofTop FirePit, HotTub & Outdoor Theater

FamilyLocationCheckout

Home in Northeast Portland

4.94 out of 5 average rating, 110 reviews

Mississippi Victorian House - Pet friendly!

ValueLocationPets

Private house rentals

Home in Northeast Portland

A welcoming living area features light wood flooring and soft gray walls. A comfortable sofa sits alongside a wooden coffee table, creating a cozy seating arrangement. Two armchairs are positioned near the windows, allowing natural light to filter through sheer curtains. A flat-screen TV is mounted on the wall.

4.77 out of 5 average rating, 337 reviews

Central, Pet-Friendly Home Steps From Mississippi!

ValueFamilyGetting around

4.95 out of 5 average rating, 22 reviews

Canyon Ridge Retreat | 4 Bedroom Home in Portland

LocationFamilyAccuracy

A modern single-story home features a grey exterior and a well-maintained lawn. The driveway leads to a spacious two-car garage. Shrubbery borders the front yard, and large trees provide a natural backdrop, creating an inviting first impression of the property.

4.91 out of 5 average rating, 104 reviews

New! Beaverton Haven with yard/pets allowed

LocationFamilyIndoor spaces

4.96 out of 5 average rating, 114 reviews

A detached guest house is highlighted, featuring a blue exterior with large windows and a front door. A small patio area with a wooden table is visible, surrounded by lush greenery and decorative plants. A wooden fence provides additional privacy.

Home in Milwaukie

Secluded Studio

LocationValueParks

4.94 out of 5 average rating, 48 reviews

Quiet SW Portland Home 15 mins from Downtown

ValueFamilyLong stay

5 out of 5 average rating, 39 reviews

Charming and Cozy Single level Tiny Home

LocationFamilyQuiet

Luxe

5 out of 5 average rating, 10 reviews

Aqua Star – Iconic Floating Home on the Columbia

LocationKitchenCleanliness

A living room features vaulted wood ceilings and large windows allowing natural light to fill the space. Comfortable seating arrangements are arranged around a coffee table, with decorative cushions enhancing the neutral tones. A warm rug adds texture, complementing the brick fireplace.