Lake Oswego, Portland holiday accommodation: short-term house rentals & properties

Discover a selection of 35 homes and other holiday rentals in Lake Oswego that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

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Find the best place to stay - Lake Oswego

The main house of the Roloff Farms provides an incredible experience for all who stay.

World Renowned Roloff Farms, Billiards, Game Room, On Acres of Farmland

Sleeps 16 · 6 bedrooms · 5+ bathrooms

fully private and lovely guest home with private deck and dimmable lights

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Sleeps 4 · 1 bedroom · 1 bathroom

Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside

Sleeps 4 · 2 bedrooms · 1+ bathroom

Very nice space! Electric fireplace was great. -Ethan N.

Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars - Park 2 Blocks Away

Sleeps 4 · 1 bedroom · 1 bathroom

Top rated rentals - Lake Oswego

Stanhope Cottage Duplex - VRBO unit main floor. 1400 SQ Feet with two decks.

Premier Host

Lovely plant-filled house above Portland

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All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Friendly Lake Oswego will entice you

Enjoy the temples and other features of Lake Oswego. Revered for its lake, shopping and restaurants, this city is both welcoming and walkable. Oregon Convention Center and Moda Center are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Lake Oswego

Are you searching for attractions to visit while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Lake Oswego a fun place to get away to. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

Oswego Hills Vineyard and Winery (2.3 mi / 3.7 km)
Oaks Amusement Park (3.6 mi / 5.8 km)
Eastmoreland Golf Course (4 mi / 6.5 km)
North Clackamas Aquatic Park (4.3 mi / 7 km)
Oregon Golf Club (6.2 mi / 10.1 km)
Wineries of Washington County Oregon (6.3 mi / 10.2 km)

Exploring the natural landscape of Lake Oswego

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Lake Oswego. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre: