Lake Oswego vacation rentals

We found 1,720 vacation rentals — enter your dates for availability

Discover a selection of 31 homes, 11 apartments, 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.

Vacation rentals with weekly discounts - Lake Oswego

Showing deals for:Jul 31 - Aug 7

Image gallery for Cozy Modern Farmhouse, King bed, great yard, pets!

Living area
10 out of 10, Exceptional, (53 reviews)
Exceptional
(53 reviews)

Cozy Modern Farmhouse, King bed, great yard, pets!

Milwaukie

17% off
Price is $376
$2,635 for 7 nights
All fees included
Cozy Modern Farmhouse, King bed, great yard, pets!

Find spaces that suit your style

Find out more about Lake Oswego

Why visit Lake Oswego

  • Scenic Waterfront: Enjoy the serene ambiance of Lake Oswego's beautiful lake and peaceful shorelines, perfect for relaxation.
  • Outdoor Adventures: Engage in various outdoor activities, from hiking to water sports, amidst the stunning natural landscapes.
  • Family-Friendly Activities: Discover a range of attractions and parks ideal for family outings and fun-filled adventures.
  • Diverse Accommodations: Choose from a variety of lodging options, including private vacation homes, condos, and lakeside rentals.
  • Vibrant Neighborhoods: Explore charming neighborhoods that offer unique dining, shopping, and cultural experiences.

Popular types of accommodation in Lake Oswego

Planning a getaway to Lake Oswego? You're in for a treat. With a variety of accommodation options, including houses, apartments, and condos, you're sure to find the perfect place to stay. Whether you're looking for lakeside house rentals or ideal house rentals for a family trip, Lake Oswego has something for everyone. Explore our top picks for condo rentals and enjoy a memorable vacation in this beautiful area.

  • Houses: These are the top choice for travelers in Lake Oswego, offering spacious and comfortable stays perfect for families and groups.
  • Apartments: A popular second option, apartments provide a convenient and homely atmosphere for your vacation.
  • Condos: Third on the list, condos offer modern amenities and a community feel, ideal for short or extended stays.
  • Cottages: Our fourth choice, cottages deliver a quaint and cozy escape amidst beautiful surroundings.
  • Villas: Rounding out the list, villas offer luxurious accommodations for those seeking a more upscale experience.**

Top attractions in and around Lake Oswego

Lake Oswego, Oregon, is perfect for family-friendly, city-themed, and outdoor vacations. Visitors can enjoy various points of interest, including urban parks, attractions, and the scenic river, offering a great blend of outdoor adventures and urban experiences. Whether you're exploring the beautiful lake or engaging in family activities, there's something for everyone in this charming area.

  • Oswego Lake Country Club: This picturesque golf course offers a welcoming atmosphere for families and business gatherings alike. Enjoy stunning views of Oswego Lake while playing a round of golf or relaxing in the serene surroundings.
  • Tom McCall Waterfront Park: Located a short distance away, this vibrant urban park is perfect for family outings. Enjoy outdoor activities with breathtaking views of the Willamette River and the city skyline.
  • Oregon Museum of Science and Industry: This engaging science museum features interactive exhibits that appeal to all ages, making it a wonderful destination for families interested in culture and learning.

Things to do recommended for couples

For a romantic getaway in Lake Oswego, indulge in the luxurious ambiance of Tualatin Country Club, just 5 miles away. Enjoy a round of golf together or savor a fine dining experience while soaking in the beautiful surroundings, making memories that will last a lifetime.

Things to do recommended for families

Families visiting Lake Oswego can enjoy outdoor adventures at George Rogers Park, explore the interactive children’s exhibits at the Lake Oswego Children's Theatre, and take scenic walks along the Willamette River, providing fun and engaging experiences for all ages.

Things to do recommended for groups

Groups visiting Lake Oswego can enjoy a scenic boat tour on the Willamette River, explore the picturesque Lake Oswego parks, and indulge in local dining experiences at charming restaurants along the waterfront. Don't miss the chance to visit the nearby wine country for tastings and tours.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Lake Oswego

When traveling with a group, family, pets, or planning extended stays, it's important to prioritize your needs during the booking process. Here are some helpful tips for booking on Vrbo.

  • Traveling to Lake Oswego with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Lake Oswego with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Lake Oswego: For many, a family vacation wouldn’t feel complete without their furry companion. If you relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Lake Oswego: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Lake Oswego

Lake Oswego, Oregon, offers a delightful mix of outdoor adventures and family-friendly activities. Explore the serene waterfront ambiance and fresh air at the charming Oxberg Lake Retreat or enjoy peaceful moments along the shore. With its welcoming atmosphere and vibrant neighborhoods, this picturesque city is perfect for romantic getaways or budget-friendly trips, ensuring every traveler finds their ideal experience in and around Lake Oswego.

  • Portland: As a vibrant metropolis, Portland is a must-visit for travelers seeking a mix of family-friendly activities, outdoor adventures, and urban exploration. Located just a short drive from Lake Oswego, the city boasts a diverse array of attractions including the Moda Center for arena entertainment, numerous shopping malls, and unique local boutiques. Nature lovers can enjoy the nearby Columbia River Gorge National Scenic Area and Forest Park, which offers miles of hiking trails. Don't miss the chance to explore the lively food scene, famous for its food trucks and craft breweries, providing a true taste of the Pacific Northwest.
  • Forest Highlands: Nestled around the picturesque Lake Oswego, the Forest Highlands neighborhood is perfect for those who appreciate outdoor and family-oriented experiences. This charming area features recreational opportunities such as golf at the local private country club and scenic walks through urban parks. Additionally, residents and visitors can access modern educational facilities, creating a vibrant community atmosphere. The proximity to the tranquil lake offers various water activities, making it an ideal spot for relaxation and leisure.
  • Oak Grove: Located just 2 miles from Lake Oswego, Oak Grove is a delightful neighborhood that caters to outdoor enthusiasts and families alike. The area is known for its beautiful hiking trails and easy trail access, ideal for both casual walkers and experienced hikers. The local urban parks provide serene spots for picnicking and enjoying nature. With a modern college university nearby, the community has a youthful vibe, ensuring there’s always something happening. Oak Grove’s rivers and green spaces make it a perfect destination for those looking to enjoy the great outdoors.

Best time to go to Lake Oswego

If you're planning a trip to Lake Oswego, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.0°F (5.0°C)Light RainMostly CloudyAverageSlightly Low
February41.4°F (5.2°C)Light RainMostly CloudyAverageSlightly Low
March45.0°F (7.2°C)Light RainMostly CloudyAverageSlightly Low
April49.6°F (9.8°C)Light RainMostly CloudySlightly HighAverage
May56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
July69.4°F (20.8°C)No Rain (Dry)SunnySlightly HighSlightly High
August70.7°F (21.5°C)No Rain (Dry)SunnyAverageSlightly High
September64.4°F (18.0°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowAverage
November45.5°F (7.5°C)Light RainMostly CloudySlightly LowAverage
December39.9°F (4.4°C)Moderate RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can easily create new trips, continue from where you paused, or manage your travel plans. You can find your saved or booked properties neatly sorted into categories: Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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, Oregon, United States of America when booking a vacation rental?
When considering a vacation rental in Lake Oswego, Oregon, a popular area to stay is the downtown district. This vibrant neighborhood offers a charming atmosphere with a variety of shops, cafes, and restaurants, making it convenient for travelers to explore local cuisine and culture. A highlight of the downtown area is the picturesque Lake Oswego itself, where visitors can enjoy activities like kayaking, paddleboarding, or simply relaxing by the water.

Another appealing option is the neighborhood surrounding the scenic George Rogers Park. This area is known for its beautiful green spaces and walking trails that meander along the lake, providing a wonderful opportunity for outdoor enthusiasts. Additionally, the park often hosts community events, adding a lively local flavor to your stay.

Overall, Lake Oswego features a diverse range of properties, from cozy homes to modern condos, ensuring that visitors can find the superb rental to suit their needs.
How much does it cost to rent a vacation home in Lake Oswego?
Prices for vacation rentals in Lake Oswego vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Lake Oswego to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Lake Oswego vacation house rentals?
You can find great discounts on house rentals in Lake Oswego on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Lake Oswego?
For renting a beach house in Lake Oswego, the best areas to consider are along the shores of the picturesque Oswego Lake. This region offers a variety of vacation rentals that provide stunning lakefront views and easy access to water activities. Many properties in this area come equipped with private docks, outdoor decks, and spacious yards, ideal for families looking to enjoy a tranquil lakeside retreat.

The neighborhoods surrounding the lake, such as the Lake Grove area, feature charming homes that often have modern amenities like fully equipped kitchens, fire pits, and large windows that let in plenty of natural light. These rentals are conveniently located near local parks and walking trails, superb for outdoor enthusiasts.

Additionally, the proximity to downtown Lake Oswego allows travelers to explore local shops, restaurants, and cultural attractions.
What is the most popular type of vacation rental accomodation in Lake Oswego?
In Lake Oswego, vacation houses are the most popular rental choice, with about 31 available throughout the area. These houses often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, ideal for families or groups looking to enjoy the beautiful surroundings. Additionally, there are approximately 12 apartments and several condos, which provide a more compact living option, typically including essential amenities like kitchen facilities and comfortable living areas.
Are there any family house rentals in Lake Oswego?
In Lake Oswego, Oregon, there are numerous family-friendly house rentals available—around 25 options to choose from. This charming city, known for its beautiful parks and proximity to the Willamette River, offers accommodations that cater to families seeking comfort and convenience. Many of these homes feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where children can play or enjoy a barbecue.

Visitors can explore nearby attractions such as the serene George Rogers Park, which boasts walking trails and picnic spots, or take a short drive to the vibrant downtown area filled with shops and restaurants.
Can I rent a vacation home with a pool or hot tub in Lake Oswego?
In Lake Oswego, there are several vacation homes available for rent that feature pools and hot tubs. This picturesque suburb of Portland is known for its beautiful lakes and parks, providing a serene setting for travelers. Many of the rentals come equipped with private pools and outdoor hot tubs, great for relaxing after a day of exploring the area.

Travelers can expect amenities such as spacious backyards, modern kitchens, and comfortable living areas, making these homes ideal for families or groups. The nearby parks and lake offer opportunities for hiking, boating, and enjoying nature, further enhancing the overall vacation experience.
Can I find long-stay vacation rentals in Lake Oswego?
A long-stay vacation rental in Lake Oswego is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Lake Oswego?
In Lake Oswego, travelers can find a variety of pet-friendly house rentals, with around 27 options available to suit different needs and preferences. Many of these homes come equipped with desirable amenities such as spacious backyards, modern kitchens, and cozy living areas, making them ideal for families or groups traveling with pets.

The neighborhoods in Lake Oswego are known for their scenic beauty, with easy access to parks and outdoor spaces that welcome pets. Tryon Creek State Natural Area is a popular spot nearby, offering miles of trails for walking and exploring with pets amidst lush forests. Additionally, the charming downtown area features pet-friendly cafes and shops that enhance the overall experience for visitors with furry companions.
Are there any remote work vacation rentals in Lake Oswego?
In Lake Oswego, there are numerous options for remote work vacation rentals, with about 46 properties available. This picturesque city, located just south of Portland, offers a serene environment great for productivity. Many rentals come equipped with essential remote work amenities such as high-speed internet, dedicated workspaces, and free Wi-Fi, ensuring that guests can stay connected and focused during their stay.

Travelers can expect comfortable living spaces that may include features like cozy desks, ample lighting, and quiet surroundings conducive to working from home. The beautiful scenery of the area, including nearby parks and the stunning Oswego Lake, provides excellent opportunities for relaxation and leisure when it's time to take a break from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Lake Oswego vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Lake Oswego with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Lake Oswego?
In Lake Oswego, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals. Many rentals also offer onsite parking, making it convenient for guests with vehicles. For those who enjoy their morning coffee or tea, most properties feature coffee and tea makers. Additionally, outdoor spaces like decks or patios are common, providing a pleasant area to relax and enjoy the surroundings. Pet-friendly options are available as well, permitting travelers to bring their furry companions along for the stay.
When is the best time to visit Lake Oswego for a vacation rental?
The peak season for visiting Lake Oswego is during the summer months, from June to August, with July being the most popular time for travelers. This vibrant period is superb for outdoor enthusiasts who enjoy warm weather, as locals and visitors alike flock to the area's beautiful parks, lakes, and scenic trails. You can indulge in various activities, such as kayaking on Oswego Lake or taking leisurely strolls along the picturesque waterfront.

During the summer, temperatures typically range from the mid-60s to the high 80s Fahrenheit, creating ideal conditions for sightseeing and outdoor adventures. The lively option is enhanced by community events, farmers' markets, and outdoor concerts that showcase the local culture.

If you're seeking a more budget-friendly time to experience Lake Oswego, consider visiting in November, when the tourist crowds have thinned out. This month offers a chance to enjoy the tranquil beauty of the area, with fewer visitors and the stunning fall foliage providing a picturesque backdrop for leisurely walks and cozy evenings by the fireplace.

Ultimately, the best time to visit Lake Oswego depends on your preference for lively summer activities or the peaceful charm of the fall season.
How early should I book a Lake Oswego vacation rental?
Book your Lake Oswego vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Lake Oswego, Oregon, United States of America?
In Lake Oswego, travelers can enjoy a blend of natural beauty and cultural attractions. The picturesque Lake Oswego itself is a central feature, offering opportunities for kayaking, paddleboarding, and scenic walks along its shores. Visitors can explore the charming downtown area, which is home to a variety of shops, restaurants, and cafes, superb for leisurely afternoons.

For those interested in history and art, the Lake Oswego Arts Council often hosts exhibitions and events throughout the year, and the nearby Lake Oswego Historical Society offers insight into the area's rich past. Parks like George Rogers Park provide ample green space for picnics, walking trails, and views of the Willamette River, making it an ideal spot for outdoor enthusiasts.

Additionally, the nearby Tryon Creek State Natural Area features miles of hiking trails through lush forests, allowing visitors to immerse themselves in Oregon's natural landscape.
Can I change or cancel my Lake Oswego home rental booking on Vrbo?
To find Lake Oswego vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Lake Oswego vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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