Lake Oswego holiday homes, OR, USA: holiday houses & more

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.

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

Find spaces that suit your style

House

Condo/Apartment

Top rated rentals - Lake Oswego

Queen sized bed with both feather and foam pillows, fireplace, tv, stereo, etc.

A Wonderful Experience

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
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:

Sellwood Riverfront Park (3.3 mi / 5.3 km)
Westmoreland Park (3.5 mi / 5.7 km)
Crystal Springs Rhododendron Garden (4.4 mi / 7 km)
Tualatin Lake of the Commons (5.1 mi / 8.2 km)
Woodstock Park (5.2 mi / 8.4 km)
Willamette River (5.6 mi / 9 km)

Travelling to and around Lake Oswego

The nearest airport is in Portland International Airport (PDX), located 12.2 mi (19.7 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Oldtown?

Season, property type and length of stay are some factors that can affect the price of a holiday home. Simply enter your travel dates to find your ideal match. From quaint country cottages to expansive luxury villas, all Bookabach holiday homes provide incredible value.

How much does it cost to rent a beach house in Oldtown?

The average price for a holiday home close to the beach in Oldtown depends on when you'll be there and the size and style of property you're searching for. You can easily and quickly find prices on Bookabach by entering your destination and preferred travel dates. Then use our filter tool to choose the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a hot tub.

What are the top attractions for families in Oldtown?

Keeping the kiddos entertained during your Oldtown holiday is a snap with these exciting family-friendly attractions:

Willamette Shore Trolley
Portland Temple Visitors Centre
Arts Council of Lake Oswego

How old do you have to be to rent a holiday home in Oldtown?

The minimum required age is normally 16, 18 or 21. It can change between properties on Bookabach, so look at the rules of your chosen Oldtown holiday home before booking.

How long can I rent a holiday home in Oldtown for?

The amount of time you can book an Oldtown holiday home for is up to each property. Simply enter your dates of travel to see options offering extended stays. They come with all you require to make your extended trip more enjoyable and comfortable, like kitchens and yards. Some properties might also offer discounted weekly or monthly prices, so you can stay even longer for less.