Lake Oswego vacation rentals

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your current months are May, 2024 and June, 2024.
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Discover a selection of 35 homes and other vacation rentals in Lake Oswego that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, including WiFi and parking. Whatever you're looking for, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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An oasis, but not where you'd expect it

While "the 'burbs" might not evoke the perfect getaway, this suburban neighborhood just 30 minutes south of Portland is exactly that. After a scenic drive, visitors can breathe in the fresh air, and enjoy the locally owned boutiques and restaurants situated on the banks of Lake Oswego. Art galleries and theaters bring new life to the area, too, with constantly changing exhibits, productions, and performances. As one of Portland's most affluent suburbs, there are plenty of upscale Lake Oswego vacation rentals to please even the most discerning of travelers.

Food, art, and culture thrive on the banks of Lake Oswego

If someone claimed Lake Oswego invented farm-to-table, you just might believe them. Nearly every restaurant touts its "farm fresh" quality, and those eager to learn more about the local organic and sustainable agriculture scene should pay a visit to the city-run Luscher Farm. Cultural highlights include an outdoor public art exhibit called the Gallery Without Walls, and the annual theater season at the Lakewood Center for the Arts. Visitors looking to get even further away from city life will enjoy scenic drives through nearby wine country, or hiking one of the city's 5 main trails that loop around Lake Oswego.

Where nature lovers and culture vultures unite

Whether escaping the city in search of small town charm and local hidden gems, or just seeking some fresh air, Lake Oswego delivers. Nature lovers will enjoy the city's surrounding hiking trails and the many public parks and gardens. Culture vultures, meanwhile, will stay busy hopping from boutiques to galleries, or taking in a show or concert. Everyone can end the day with a delicious meal at one of the town's many charming lakefront restaurants, or in the comfort of a Lake Oswego vacation rental.

Don't let the rain get you down

Like Portland, Lake Oswego is known for its rainfall - but don't let that stop you! April showers certainly bring a burst of May flowers, while the summer is your best bet for sunny and dry days that aren't too hot. The fall is perfect for a flash of autumnal color, but keep in mind that a spot of rain is usually on the horizon, too. Winter visitors should use the gray, damp weather as the perfect excuse to hole up in a Lake Oswego vacation rental with an Oregon-made Pinot Noir or a locally-brewed craft beer.

Small-town charm in this lakefront gem

Situated on the banks of its namesake lake, Lake Oswego is practically picture perfect. With sprawling homes nestled among the hills and hiking trails that loop around the town, it's the perfect place to escape the hustle and bustle of Portland. The town has the added bonus of being on the edge of wine country and under 2 hours from the coast, for any travelers interested in venturing just a bit further to explore the rocky coastline of the Pacific Northwest.

Traveling to and around Lake Oswego

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

Frequently asked questions

What is the best area to stay in Lake Oswego when booking a vacation rental?

First Addition is one of the most sought-after neighborhoods where you can book a vacation property in Lake Oswego. While in the area, check out big-hitting attractions like Bike Gallery and Lakeside Bicycles.

What is the most popular type of vacation rental accommodation in Lake Oswego?

The most sought-after types of vacation rentals in Lake Oswego are houses. Hoping for something different? Vrbo has numerous options to match our guests' needs, so you'll see vacation properties in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — discover yours today.

How much does it cost to rent a vacation rental in Lake Oswego?

A number of things can affect what you'll pay for a vacation rental in Lake Oswego, including the time of year, property type and length of stay. Still, all of our vacation homes have something in common — incredible value. Just add your travel dates to find your perfect fit.

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

Prices for beach houses in Lake Oswego may differ depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to view your rental options and prices. From there you can use our filter tool to refine your search by ratings, nearby activities, amenities and more.

Are there pet-friendly vacation rentals in Lake Oswego?

Pack a squeezy toy and a bone for your pup because Lake Oswego has 29 vacation rentals that roll out the welcome mat to doggie guests. Let your happy hound join in on the family trip at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.

Can I rent a house with a pool in Lake Oswego?

Add another level of fun to your trip by booking your crew into one of the three houses with a private pool in Lake Oswego. Use our handy search filter to find the kind of property you want on Vrbo, and then spend carefree days frolicking in a swimming pool that's just for you.

What are popular rental amenities in Lake Oswego?

A barbecue grill, a fireplace and a nearby waterfront top the list of most popular rental amenities in Lake Oswego. Whether you plan to travel on your own, with your better half or a group of dear friends, Vrbo will help you find a vacation rental that matches your tastes with all the features you'll enjoy.

Are there large group vacation rentals in Lake Oswego?

With 15 Lake Oswego vacation homes that can accommodate a group of five or more people, you can bring a few extra family members or buddies along. Whether you're planning an informal gathering or a special celebration, we'll help you find a comfy space to fit the occasion.

Are there vacation rentals in Lake Oswego that welcome kids?

Gather your whole crew for the adventure of a lifetime in Lake Oswego at one of our 29 family-friendly properties. A lot of these stays provide conveniences that are just perfect for getaways with children, like laundry facilities, living rooms and swimming pools. Just click on the "Properties good for families" filter and choose your favorite.

What are the top attractions for families in Lake Oswego?

Keep your kids occupied at these leading family-friendly attractions in Lake Oswego:

  • Oregon Zoo
  • Oregon Museum of Science and Industry
  • Wilsonville Family Fun Center and Bullwinkles Restaurant

Are there one-bedroom vacation rentals in Lake Oswego?

Yes, you can choose from nine one-bedroom rentals in Lake Oswego. Whether you're looking for a cozy cottage or a cabin, Vrbo's one-bedroom rentals are just right if you don't need lots of room. One of the best things about having your own digs? You'll never need to share your vacation with strangers.

Can I find two-bedroom vacation rentals in Lake Oswego?

Gather your besties and enjoy total privacy and comfort in one of the four two-bedroom vacation homes Lake Oswego has to offer.

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