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Holiday houses in Raleigh Hills

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Top-rated holiday rentals in Raleigh Hills

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A suspension bridge is shown, constructed with wooden beams and ropes, linking the platform of a treehouse to the surrounding forest. A person is seen using a zip line, gliding above the deck while tall trees and greenery frame the scene.
Treehouse in Portland
4.82 out of 5 average rating, 476 reviews

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

Top Guest favourite
The exterior of a NW Modernist home is shown, surrounded by lush greenery and trees. A pathway leads to the entrance, framed by diverse plants and well-maintained landscaping. A colorful flag is displayed, adding a welcoming touch to the atmosphere.
Guest suite in Portland
4.94 out of 5 average rating, 285 reviews

Popular studio in verdant West Hills + EV charger

Robins’ Roost is a stylish, peaceful hideaway located in SW Portland’s West Slope neighborhood. You'll be midway between downtown & the Nike/tech corridor, with easy access to freeways in all directions. Suitable as a HQ for trips to wine country, the Coast or Mt. Hood while convenient to the delights of Portland. Nearby Beaverton offers shopping, dining & cultural options. The Roost is not appropriate for children under 12. NEW : Own or rent an electric car? Our level 2 charger is available.

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, 266 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.)

Top Guest favourite
A serene backyard oasis features a cascading water feature flowing over wooden planks and rocks. The modern tiny home with a dark exterior stands behind an elevated wooden deck, surrounded by lush greenery. Outdoor seating is visible, offering a calm retreat.
Guesthouse in Multnomah
4.95 out of 5 average rating, 128 reviews

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.

Top Guest favourite
A lush green yard is framed by trees, featuring a cozy yurt and stone pathway. Colorful flower pots overflow with blossoms, while seating areas with chairs and a small table invite relaxation. A play structure and well-maintained garden add to the inviting atmosphere.
Yurt in Portland
4.99 out of 5 average rating, 1,472 reviews

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

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
4.93 out of 5 average rating, 261 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 well-equipped kitchen features wooden cabinetry, a stainless steel sink, and a gas stove. A refrigerator stands beside the stove, and a bowl is placed on the counter. Soft lighting illuminates the space, complementing the hardwood floor.
Guest suite in Beaverton
4.97 out of 5 average rating, 199 reviews

Tucked Inn: Work/Live, Social Distance.

Tucked Inn is a quiet, isolated separate unit in back of my home. You will enjoy an innovative space, surrounded by gardens with plenty of comfort and privacy. A darkened bedroom with an excellent bed and bedding provides great nights of sleep. The well-equipped kitchen is ideal for meal prep and relaxation. A large, light and bright, bathroom offers a spa-like experience. If you are looking for respite after a day of work or other activities Tucked Inn is a place to refresh!

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
4.96 out of 5 average rating, 112 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.

Top Guest favourite
A bright, open kitchen and living area features a centrally located counter with two yellow stools. Large glass doors open to a private backyard, complemented by modern decor and natural light. A variety of plants and flowers are arranged on the counter, adding color to the space.
Guesthouse in Maplewood
5 out of 5 average rating, 316 reviews

Newly Built Guesthouse with Private Courtyard

Newly built one-bedroom guesthouse with charming private backyard in the popular Maplewood neighborhood. Light-filled, open floor plan with vaulted ceilings. Walk to Maplewood Coffee & Tea. Located 1 ½ miles from Multnomah Village, 3-4 miles from downtown Portland, Lewis & Clark College and OHSU, 7 miles from Nike. Easy day trips to the Oregon Coast, Columbia River Gorge, Mt Hood, and Yamhill County’s Wine Country. ASTR Permit #18-220704-HO

Top Guest favourite
A compact living space is showcased with a kitchen area featuring open shelving and a small refrigerator. A queen bed with a floral quilt is positioned against the wall, complemented by wall-mounted sconces. Natural light illuminates the neutral-toned decor, emphasizing a welcoming atmosphere.
Guesthouse in Portland
4.96 out of 5 average rating, 701 reviews

Private & Cozy Casita

Private unattached ADU, new, cute and comfortable, light and bright, off-street parking, quiet neighborhood, close to public transportation, 10 minutes from downtown, hiking trails, parks, near Portland Community College, one hour to the beach, one hour to Mt Hood. Portland is known for its good food, breweries, wineries, coffee shops, shopping, all close by.

Guest favourite
A modern kitchen is highlighted by sleek green cabinetry and a spacious island with high stools. A large window offers natural light, while the open floor plan connects to a cozy seating area nearby. Wood flooring and contemporary appliances complete the inviting space.
Guest suite in Multnomah
4.92 out of 5 average rating, 261 reviews

At Modern

Private modern guest house near Multnomah Village and Gabriel Park. Just 10 minutes from downtown Portland, tucked away in the SW hills on a forested half-acre property. Unit has a private driveway, a full kitchen, full bath, full laundry, 1 bedroom and a deep sofa. Heated floor, AC, rain shower. Walk or bike to bars, restaurants, shops, etc.

Top Guest favourite
A spacious living area features a colorful couch with accent pillows and a wooden coffee table in front. A rocking chair is placed beside a contemporary television setup. Soft lighting and a decorative mantle create a cozy ambiance, while a kitchen space is visible in the background.
Guest suite in Portland
4.96 out of 5 average rating, 182 reviews

Studio with patio in charming 50’s neighborhood.

The apartment is open and airy with a private bath, fully stocked kitchen and a wonderful patio right off the kitchen. It is a studio, so no bedrooms, but is very spacious at over 500 sq ft in the living/sleeping area. The neighborhood is 5 miles from downtown Portland, it is very quiet and great for walking. Close to shopping and parks.

Popular amenities for Raleigh Hills holiday rentals

When is the best time to visit Raleigh Hills?

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Frequently Asked Questions

  • Do private suite rentals in Raleigh Hills have a kitchen?

    Absolutely! We offer over 10 private suite rentals with a kitchen in Raleigh Hills. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Raleigh Hills?

    Four-legged friends are welcome in Raleigh Hills. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Raleigh Hills have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Raleigh Hills. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Raleigh Hills have wifi?

    Absolutely! We offer over 10 private suite rentals with wifi in Raleigh Hills. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in private suite rentals in Raleigh Hills?

    Experience the best of Raleigh Hills with our private suite rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Raleigh Hills?

    Yes! Work meets play with ease at over 40 vacation rentals in Raleigh Hills featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Raleigh Hills?

    Raleigh Hills has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Raleigh Hills?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with a kitchen, over 40 homes with free parking, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Raleigh Hills

  • Total holiday rentals

    Explore 70 holiday rentals in Raleigh Hills

  • Nightly prices starting at

    Raleigh Hills holiday rentals start at $60 AUD per night before taxes and fees

  • Verified guest reviews

    Over 7,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Raleigh Hills holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Raleigh Hills rentals

  • 4.9 Average rating

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