Holiday rentals 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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Guest favourite
Treehouse in Portland
4.82 out of 5 average rating, 521 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, 296 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
The cottage's entrance features a covered porch with decorative lighting and vibrant hanging plants. Stone steps lead to a welcoming front door, surrounded by lush greenery and potted plants, creating a serene and inviting atmosphere.
Home in Portland
4.99 out of 5 average rating, 279 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 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, 1,515 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.

Top guest favourite
A wooden deck features a shaded seating area with striped chairs and a large green umbrella. Lush greenery surrounds the space, including flowering plants and trellises. A dining table is positioned nearby, providing a suitable setting for outdoor meals and relaxation.
Guest suite in Beaverton
4.98 out of 5 average rating, 207 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
Guest house in Beaverton
4.95 out of 5 average rating, 349 reviews

Cozy Detached ADU - 20 min from Portland

Make yourself at home in this cozy detached ADU and explore Beaverton's budding downtown scene, or hop on the Max for a quick trip into Portland. With a walking score of 81 you can walk to a variety of restaurants and parks anytime, and a wonderful Farmer's Market on Saturdays. This rental includes a separate entrance, patio, full kitchen, washer and dryer, dining area, queen bed, and large TV. Owners are on site and eager to ensure you have the best experience possible.

Guest favourite
The guest house is set against a lush backdrop of greenery, featuring large windows that provide views of the surrounding nature. A pool is positioned in front, accompanied by two wooden lounge chairs and a shaded umbrella, creating a serene outdoor relaxation area.
Guest house in Northwest Portland
4.91 out of 5 average rating, 102 reviews

Poolhouse of Portland Architectural Gem

Private guest house adjacent to Pietro Belluschi's "Sutor House", featured in Dec 2017 Dwell Magazine. Pool-house is 750 square feet, and features a master bedroom, full bath, living area with kitchenette, and access to and shared use (With our family) of the swimming pool in summer months (June, July, August). Surrounded by private wooded garden with Japanese plantings and water features. Located in Portland's West Hills, just minutes from Downtown.

Top guest favourite
Double doors open to a private deck, revealing wooden flooring and a small chair. Lush greenery forms a natural barrier, providing privacy and a serene atmosphere. Natural light filters through the open doors, enhancing the connection to the outdoor space.
Guest house in Southwest Portland
5 out of 5 average rating, 330 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

Guest favourite
Guest suite in Portland
4.97 out of 5 average rating, 118 reviews

The Willow: Centrally Located Suite w/ King Bed

Welcome to Willow Suite, where the peace and quiet allows you to relax after an exciting day experiencing our amazing town. Enjoy the Nespresso coffee bar before exploring the breathtaking Pacific Northwest and come back to unwind by the fireplace or private garden. You are only minutes away to from The Oregon Zoo, Washington Park, Downtown Portland, Beaverton, Nike, and much more.

Top guest favourite
A scenic view captures the city lights twinkling below at dusk, framed by silhouetted trees and distant mountains. The sky transitions in soft hues of orange, purple, and blue, creating a gentle backdrop against the illuminated landscape.
Guest house in Portland
4.95 out of 5 average rating, 193 reviews

Private Cottage, Valley View, Downtown Close

This listing is our private guest cottage, located on our property. We're close to the Oregon Zoo, OHSU, art and culture, the city center. We're a 10 minute walk to bus 58, which goes straight to downtown Portland. You’ll love our place because of the private, tree-house feel and quiet neighborhood. Our place is good for couples, solo adventurers, and business travelers.

Guest favourite
Home in Portland
4.88 out of 5 average rating, 109 reviews

Spacious Portland Home with Fire Pit

Bright, modern 2-bed, 2-bath, 1 den home in SW Portland's quiet Garden Home neighborhood. Perfect for families or small groups, this open-concept retreat features a luxurious Cal King bed with adjustable frame, updated kitchen/bath, two patios with a fire pit and an optional hot tub. Just a 10-min drive from downtown Portland & Beaverton. Comfortably sleeps 4 guests.

Top guest favourite
A private outdoor patio features a smooth concrete surface with two adirondack chairs. A small round table sits between them. A wooden railing leads to steps, with lush greenery surrounding the area, creating a serene and welcoming space.
Guest suite in Portland
4.96 out of 5 average rating, 187 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

  • 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.

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

    Experience the best of Raleigh Hills with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • 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.

  • 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 house rentals in Raleigh Hills have a kitchen?

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

  • Do house rentals in Raleigh Hills have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Raleigh Hills. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Raleigh Hills have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Raleigh Hills. Enjoy a tailored experience with all the comforts you desire.

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 €34 per night before taxes and fees

  • Verified guest reviews

    Over 7,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 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!