Family-friendly holiday rentals in Raleigh Hills

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Top-rated family-friendly rentals in Raleigh Hills

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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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, 510 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, 290 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, 276 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, 1,497 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 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
4.98 out of 5 average rating, 204 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!

Guest favourite
Guest suite in Portland
4.82 out of 5 average rating, 618 reviews

Quiet SW Portland Studio With Hot Tub

Cozy, efficient, studio, centrally located in Washington County between Portland and Beaverton. Not a hotel or motel but a secluded, quiet, nifty space separate from the house at private residence. No other guests, babies, pets or children. No charge for off street driveway parking. keyless door lock. Shop until you drop, no Oregon sales tax, then Relax in hot tub. I may ask for ETA. No extra cleaning fees. Check in anytime after 3:00. No same day bookings after 3:00PM.

Top guest favourite
A cozy living area features a light gray sofa adorned with patterned cushions. A wooden coffee table sits centrally, while a large television is positioned on a dark stand. Soft pink curtains frame a window that allows natural light to fill the space.
Guest house in Beaverton
4.95 out of 5 average rating, 335 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.

Superhost
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.
Home in Bridlemile
4.92 out of 5 average rating, 202 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.

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.
Guest house in Maplewood
5 out of 5 average rating, 325 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 cozy seating area features a soft gray sofa and a comfortable armchair. A small wooden coffee table sits in the center, with brochures arranged neatly on top. A warm lamp casts gentle light, while a sliding barn door leads to the bedroom area.
Guest suite in Washington County
4.93 out of 5 average rating, 367 reviews

Private SW Portland Guest Suite

Welcome to our private guest suite located in desirable Southwest Portland neighborhood. Close to Garden Home and Multnomah Village and a short 20 minute drive to downtown Portland. Redtail Golf Course is within 5 minutes. With easy freeway access and public transportation right down the street, our convenient location is perfect for business travelers and families alike. Also a short distance to Washington Square Mall.

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, 187 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.

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, 186 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 family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Raleigh Hills

  • Total holiday rentals

    Explore 30 holiday rentals in Raleigh Hills

  • Nightly prices starting at

    Raleigh Hills holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 2,030 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 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!