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!

Family · Indoor spaces · View

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.

Kitchen · Family · Hospitality

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.)

Indoor spaces · Kitchen · Shared spaces

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!

Indoor spaces · Kitchen · Air conditioning

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 · Bathroom

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

Kitchen · Indoor spaces · Parks

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 · Family · Cleanliness

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.

Indoor spaces · Kitchen · Condition

#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.

Indoor spaces · Family · Decor

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 :-)

Kitchen · Indoor spaces · Layout

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

Kitchen · Family · Heating

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.

Kitchen · Indoor spaces · Decor