Holiday rentals with a fireplace in Raleigh Hills

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 completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

Secluded Studio

This a fully private and detached guest house is quiet and relaxing. Walk down your very own pathway to a completely private, safe and secure patio with a quaint garden, a small yard and outdoor seating. With tall ceilings and a large nice bright kitchen, this place is very comfortable. Blackout curtains. Close to many desirables: Max Orange Line Commuter Train, Reed College, Woodstock, Sellwood, & East Moreland & Milwaukie Providence Hospital. Ride, walk or run along the Springwater Corridor.

15 min to NW, downtown, private-suite w gardens

Beautiful 1000-sq. foot downstairs suite has huge windows you'll look out to our manicured lawn and garden beds. We're currently offering a 3-night minimum and a 10% Weekly & 20% Monthly Discount. Remote workers will love the two large desks, Aeron chairs, and fast WiFi. The suite is beautifully appointed with wall-to-wall wool carpeting and artwork. The kitchenette is well-appointed with appliances. Separate bedroom and bathroom. This location is serene and quiet, if you need to rest.

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.

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.)

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

Forest Park Hideaway | Nature Oasis Near City

Take it easy at this unique and tranquil getaway. A cross between a cabin & a treehouse, this hidden oasis is just outside the city located in one of the largest urban parks in the country. Explore the wooded area, and nature trails right outside the front door. Disconnect from the world or work from the woods while trying not to be distracted by the incredible views. With all of the modern conveniences you'll have the best of both worlds. The city seems far but is only minutes away.

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.

Artsy, private lower level. Minutes from downtown.

Rhonda, an architectural designer, lends a creative vibe to this 1940 home. She created this spacious 525 sf. basement studio - leopard skin carpet, queen bed, sitting area, table, private bath and closet. Doug's show biz background's reflected with his movie memorabilia throughout. Quiet, safe SW Portland neighborhood, close to downtown. SPACE: Entrance & main floor is shared by us. LONG STAYS: We request a chat before booking. City of Portland ASTR Type A Permit

Gorgeous Art Home. Family, pets, friends, welcome.

Gorgeous 1927 craftsman home with modern updates and the artistic touch. I love my house. It’s been thoughtfully decorated and designed to be bright, welcoming and inviting. Your pet family is invited to join you, at no additional charge, kids have their own place to hang out. Fenced backyard is a great way to have a private picnic and front yard gazebo is the best for making winter s’mores. I hope you are as comfortable here as I have been the past 7 years.

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