Family-friendly holiday rentals in Raleigh Hills

Hidden Gem Secluded Garden Oasis Family Getaway

This contemporary home is perfect for your family getaway. Enjoy secluded private garden oasis while relaxing with friends and family. Home is furnished with everything you need full-kitchen equipped with basic cooking essentials, smart TV, washer/dryer, private patio, and off-street parking. Have a culinary feast in nearby downtown Portland (10 minutes drive) and spend the rest of the evening shopping at nearby Washington Square Mall or just relax at the backyard and enjoy Portland fresh air!

Indoor spaces · Kitchen · Walkability

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.

Indoor spaces · Family · Condition

West Side Portland Home

This is a refurbished daylight basement apartment, with a separate entrance, and free parking. We are in a quiet neighborhood in West Slope, with easy access to the freeway into downtown Portland (5 miles), or the highway into Beaverton (2 miles). We are also close to Forest Park where the zoo, Washington Park, hiking trails, Pittock Mansion, and other outdoor activities are located. We are not far from restaurants, bars, movies, shopping, etc. (The rental does not have a stovetop or oven.)

Kitchen · Family · Decor

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 for both short or extended stays whether you're traveling for work or leisure. This open-concept retreat features a luxurious California King bed with adjustable mechanical frame, updated kitchen/baths, two patios, comfortable outdoor seating with fire pit and BBQ grill. Just a 10-min drive from downtown Portland & Beaverton food carts. Comfortably sleeps 4 guests.

Family · Kitchen · Getting around

Charming Backyard Casita

The best part of our home is its location at the end of a quiet dead-end street, no through traffic. We're nestled in a peaceful urban oasis, yet conveniently close to major highways that easily connect you to the rest of the city. Just a 5-minute drive to shops and restaurants, 10 minutes to Washington Park, 15 minutes to both Downtown and Forest Park and 5-15 minutes to major hospitals. Its a perfect place for those here to explore Portland on a getaway or for a business trip!

Family · Indoor spaces · Nearby

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.

Kitchen · Family · View

950 sq ft Guest House w/Gourmet Kitchen

Renovated cottage with spacious gourmet kitchen. Outdoor patio. Dedicated fast, high speed internet, only Cottage guests have access to it. Scent free. 3 beds, 2 smart TVs, desk, large living area. Centrally located close to Washington Square shopping mall, Trader Joe's, local restaurants; short drive to downtown Portland, Nike, Intel, Multnomah Village. Off-street parking. 950 square feet on two levels! We welcome guests of all races, faiths, genders, and sexual orientations

Family · Kitchen · Long stay

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!

Kitchen · Indoor spaces · Walkability

Yeti's Tree House: Where Dreams Come True

“Best Tree House I’ve Ever Seen!” — Guest Climb into your childhood dream—a real treehouse held by four trees, 18 feet above the ground! Zip line through the woods, soak in the giant tub, and wander to the suspension bridge. It feels wonderfully wild and private, yet Portland’s famous attractions are just minutes away. A short 2-minute forest hike gets you there, so wear good shoes. Want your own guaranteed Bigfoot sighting? Contact Peter after booking :-)

Family · Indoor spaces · Cleanliness

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

Indoor spaces · Family · Long stay

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

Family · Indoor spaces · TV

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.

Indoor spaces · Kitchen · Sleep quality