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!

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.

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.

Portland Southwest Suite Stay

Cozy, top 1% rated SW Portland retreat with privacy, comfort and exceptional hospitality. You’ll love the spotless, air-conditioned comfortable space, quiet, safe neighborhood, and incredibly comfy bed. Seamless 24-hr self check-in, continental breakfast, thoughtful family-friendly amenities (crib, change table, high chair, sofa bed). With private entrance, covered outdoor seating, transit access, parks, dining, OHSU, Oregon Zoo, Japanese Gardens downtown. Best for 1-2 adults + small children.

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.)

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.

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.

Spacious Forest Retreat w/ Hot Tub & Views

In the woods, next to a creek, but still in Portland! Spacious and serene. 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. Please note that owners live on site as required by Portland laws. Located in a quiet neighborhood, close to hiking trails. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland

A Cute, Clean, & Comfy SW Portland Guest Apartment

Jasper House is a very clean, pet friendly one bedroom "in-law" apartment in Garden Home. Located on a quiet Culdesaq. Easy access to 217 and I-5. The perfect West side location, close to everything. Great for business and pleasure travelers a like! No additional pet fees for up to 3 pets! This 450 sq ft apartment has a private deck, cozy sitting room w/double futon, 40" TV w/Roku, dining table & kitchenette. The bedroom has a comfy King bed & vanity/desk. We have A/C as well!

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.

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!

Multnomah Hidden Pond - stunning upscale romantic!

Our B&B is an *experience* and not just a place to spend the night. Situated in the coveted neighborhood of Multnomah Village, this is a super romantic garden cottage style gem. Here, you will feel like royalty sleeping in the carved mahogany four-poster QUEEN SIZE bed, embraced by an amazing mattress, and surrounded by designer bed colors, prints and toss pillows. You will find a gorgeous, top-notch tiled bathroom, a modern beautiful kitchen and many delightful surprises..