Holiday rentals with a patio in Lake Oswego

Charming one bedroom apartment in the forest.

This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

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.

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

Private Renovated Studio w full kitchen & Parking!

Enjoy a stylish and Private experience at this centrally-located studio in Portland. No cleaning fee added! 2 mins from the PCC Campus, 10 mins from OHSU & Downtown. Perfect for professionals & vacationers ! Remodeled with all new stainless steel kitchen appliances, Furniture, Freshly painted walls and new LVP floors! Included Washer/dryer, AC/Heat, air fryer, keurig Coffee maker, Coffee, comfy couch and a workstation! Netflix, Hulu, Disney+ Chrome-cast and WiFi all available for guests!

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.

Cheerful 2 bedroom cabin on the Clackamas River

Take it easy at this unique and tranquil getaway. Nested on a bluff with sweeping territorial views bordered by the Clackamas River, this 2 bedroom home sits on an acre of property just outside of Portland. It has been completely updated with a new gourmet kitchen, spa-like bathroom, master with a private balcony, dedicated work space, and a huge deck to enjoy all that nature has to offer. The upper yard is fully fenced for your pup and there is private walking path to the river.

Mid-Century Hillsdale Retreat

Welcome to our chic 2-bedroom, 1-bath Mid-Century Modern retreat, where timeless design meets contemporary comfort. Our fully renovated apartment offers a stylish and inviting space, perfect for your getaway. Enjoy the convenience of walking distance to culinary delights, with City Thai, Gigi's Cafe, and the Hillsdale Food Cart Park just steps away. Immerse yourself in the vibrant local scene, or stay home and utilize the fully equipped kitchen to cook a delicious meal.

Multnomah Village Hideout

Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.

“Sucker Creek Inn” - with partial lake view

This home is in a great location only a 10 minute walk to downtown Lake Oswego where you'll find a wide variety of restaurants, bars, and shopping. It's also just a five minute walk from the Willamette River, so bring your kayaks and SUPs to explore all that Lake Oswego has to offer, or take a short Uber ride (10 minutes) into downtown Portland. Lastly, the lot is next to one of the oldest homes in Lake Oswego- built when Lake Oswego was known as Sucker Creek

Luxury Tiny Home with a view!

Escape to peace and tranquility at Tiny Timber, a cozy retreat set on a scenic 65-acre Christmas tree and timber farm. Take in sweeping Cascade views, unwind with luxurious amenities, and enjoy your own private oasis. Start or end your day with a soak in the private hot tub under the open sky. Ideally located near the Clackamas River, Mt. Hood National Forest, and greater Portland, Tiny Timber is your gateway to adventure, exploration, and true relaxation.

Blue Heron Sanctuary · Private Riverfront Cottage

Welcome to Riverfront Cottage, a serene retreat set along the Willamette River within a protected natural habitat rich with wildlife and seasonal beauty. Originally built in 1944 and thoughtfully updated, this private guesthouse blends vintage character with modern comfort. Enjoy peaceful mornings, river views, and a quiet setting shaped by blue herons, songbirds, and river life. A perfect place to slow down and unwind just minutes from town.

Rustic Barn | Country Getaway

Nestled atop Parrett Mountain is our countryside barn ready for you to enjoy! Conveniently located to many vineyards, and a picturesque drive to close by cities. This space offers a fully stocked kitchen and plush bedding (1 Queen/ 1 Double). Come and slow down with our rural pace of life, unique accommodations and say hi to the mini cows. Check out our photos to imagine yourself in this peaceful paradise.