Lake Oswego Vacation Rentals, Portland: house rentals & more

Discover a selection of 34 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.

Vacation rentals with weekly discounts - Lake Oswego

Showing deals for:Jul 25 - Aug 1

Exceptional

(5 reviews)

Bear Lodge - Heart of Wine Country

Tualatin, OR

5% off

Chat, relax or play a board game in the charming main floor living room.

Exceptional

(17 reviews)

Stunning Remodeled 5-BR Craftsman. 4x King Beds + 2x Twin XL! With AC & Laundry

Portland, OR

10% off

Main living space has travertine stone tile, wall to wall carpet and cherry wood

Exceptional

(122 reviews)

Comfort Close To Portland, Wine Country, Beaches, Rivers, And Mt. Hood

Beaverton, OR

10% off

Relaxing open living space with comfortable furnishings and modern kitchen

Exceptional

(15 reviews)

Luxury Apartment In Best Area, 94 walk score. With AC, Laundry, and Patio

Portland, OR

10% off

Find spaces that suit your style

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Condo/Apartment

Find properties near top attractions in Lake Oswego

Lake Oswego Farmers' Market

Find the best place to stay - Lake Oswego

Modern Downtown Lake Oswego Home!

Sleeps 6 · 3 bedrooms · 1 bathroom

Top rated rentals - Lake Oswego

Premier Host

Great family home close to all things Portland

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Enjoy full kitchens, laundry, pools, yards and more
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Find out more about Lake Oswego

Why visit Lake Oswego

Scenic Outdoor Adventures: Lake Oswego offers stunning parks and lake views, perfect for hiking, boating, and picnicking.
Charming Neighborhoods: Explore picturesque communities known for their vibrant local art scenes and friendly atmospheres.
Family-Friendly Activities: Enjoy a variety of attractions suitable for all ages, from parks to cultural events.
Diverse Accommodation Options: Choose from luxurious homes, cozy cottages, and modern condos tailored to your needs.
Nearby Urban Attractions: Visit unique boutiques and cafes in surrounding cities to enhance your experience.

Popular types of accommodation in Lake Oswego

Planning a getaway to Lake Oswego? Discover the charm of this beautiful town with a range of vacation rentals tailored to your needs. From houses and cozy cottages to stylish apartments, there’s something for everyone. Whether you're looking for a pool house, the best Oregon apartments, or a Lafayette townhome, you'll find the perfect spot to unwind and enjoy your stay. Dive into your Lake Oswego adventure today!

Houses: These are the most sought-after lodging options in Lake Oswego, ideal for families, groups, or couples seeking a cozy and spacious stay.
Apartments: A popular choice for travelers, offering the convenience of home with kitchen amenities, perfect for extended stays.
Cottages: Charming and often nestled in serene settings, cottages provide a quaint escape for those looking for a rustic experience.
Condos: Often located in vibrant areas, condos offer modern comforts and easy access to local attractions.
Villas: Luxurious and spacious, villas are perfect for travelers seeking an upscale experience in Lake Oswego.**

Top attractions in Lake Oswego

Lake Oswego, Oregon, is perfect for family, city, and outdoor vacations, offering a variety of attractions to explore. Visitors can enjoy urban parks, modern colleges and universities, and nearby national and state parks. Whether you're seeking outdoor adventures or a family-friendly atmosphere, Lake Oswego has something for everyone, making it an ideal destination for travelers looking to experience both nature and city life.

Oregon Convention Center: This modern event venue is just 7 miles from Lake Oswego and hosts a variety of conferences and events. With its sleek architecture and professional atmosphere, it serves as a hub for business networking and innovative gatherings.
Oregon Health and Science University: Located 5 miles away, this cutting-edge university offers a vibrant urban environment. It is a leader in health education and research, featuring impressive facilities and a diverse campus life.
Hawthorne District: Situated 6 miles from Lake Oswego, this eclectic neighborhood is known for its unique shops, local eateries, and lively arts scene, making it a great spot to explore Portland's culture.

Things to do recommended for couples

Experience romance in Lake Oswego with a visit to Oswego Hills Vineyard and Winery for wine tasting, then catch a show at McMenamins Crystal Ballroom for live music. For a touch of luxury, unwind at the Oswego Lake Country Club, enjoying the serene surroundings together.

Things to do recommended for families

During your family vacation in Lake Oswego, you can catch a thrilling game at the Moda Center, enjoy rides at Oaks Amusement Park, or relax at Westmoreland Park. Each destination offers a unique experience, perfect for creating lasting memories together.

Things to do recommended for groups

Explore the vibrant Washington Square Mall for shopping and entertainment just 6 miles away from Lake Oswego. Visit Powell's City of Books, a must-see for book lovers, located 7 miles away. Enjoy a show at Keller Auditorium, a cultural gem also 6 miles from your base.

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

If you're traveling with a group, family, or pets, or if you're interested in longer stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to guide you.

Traveling to Lake Oswego with a group: Think about how many bedrooms you'll require, along with amenities like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
Traveling to Lake Oswego with young kids: Traveling with young kids can be quite a task. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you’ll be to family-friendly attractions.
Taking your pets with you to Lake Oswego: For many families, a vacation wouldn’t be the same without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
Planning for a long term stay visiting Lake Oswego: If you're searching for vacation rentals with 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 rental options. Don't forget to enhance your search by including features like a parking space, a well-equipped kitchen, or a private pool.

Where to stay in Lake Oswego

Lake Oswego, Oregon, offers a delightful mix of family-friendly activities and scenic outdoor adventures. Explore charming neighborhoods with stunning ocean views and vibrant local art scenes. Whether you’re strolling by the lake or enjoying the friendly atmosphere, you’ll find plenty of romantic spots and welcoming communities. Nearby cities enhance your experience with unique boutiques and cafes, making Lake Oswego an ideal destination for a memorable vacation.

Portland: Portland, located 7 miles away from Lake Oswego, is a vibrant city known for its eclectic culture and diverse activities. Whether you're looking to enjoy family-friendly attractions, conduct business, or explore the city's unique character, Portland has something for everyone. Visitors can experience the excitement of arena entertainment, shop at popular malls, and attend events at its various conference venues. Don't miss local landmarks like the iconic stadium and sports facilities, which host a range of events throughout the year, making it a fantastic hub for entertainment and leisure.
Forest Highlands: Nestled around Lake Oswego, Forest Highlands is a charming neighborhood that invites travelers seeking outdoor adventures and family-friendly experiences. With its picturesque parks and scenic rivers, it's perfect for those who appreciate nature. The area features educational institutions and recreational spaces where families can spend quality time together. Key highlights include the modern college university, which brings a youthful energy to the community, as well as well-maintained parks that offer trails for walking, biking, and enjoying the serene surroundings.
Oak Grove: Just 2 miles from Lake Oswego, Oak Grove is a delightful neighborhood known for its outdoor charm and community spirit. Ideal for families, Oak Grove offers a variety of recreational areas and entertainment options. Visitors can enjoy the local parks, which provide ample space for picnics and leisurely walks along the river. The neighborhood also features an arena entertainment facility and educational resources, making it a well-rounded destination for both relaxation and exploration. Catch a game at the local stadium or enjoy the welcoming atmosphere that Oak Grove has to offer.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	41.0°F (5.0°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	41.4°F (5.2°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	45.0°F (7.2°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	49.6°F (9.8°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly High
May	56.8°F (13.8°C)	Light Rain	Mostly Sunny	Average	Average
June	62.4°F (16.9°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Average
July	69.4°F (20.8°C)	No Rain (Dry)	Sunny	Slightly High	Slightly High
August	70.7°F (21.5°C)	No Rain (Dry)	Sunny	Average	Slightly High
September	64.4°F (18.0°C)	Light Rain	Mostly Sunny	Average	Average
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	45.5°F (7.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
December	39.9°F (4.4°C)	Moderate Rain	Mostly Cloudy	Slightly Low	Average

Booking with Vrbo is simple

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

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its perks! By enrolling in our travel rewards program, One Key, you can unlock exclusive member savings and earn as well as redeem OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform for planning your travel. You can easily create new trips, continue your previous work, or manage and organize your travel arrangements. You'll see the properties you've saved or booked neatly sorted into categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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 popular neighborhoods where you’ll find a vacation rental in Lake Oswego. While here, don’t miss impressive attractions such as Bike Gallery and Lakeside Bicycles.

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

Condos are the most popular type of vacation rental in Lake Oswego, according to our data. Even if you’ve got a different idea about what you want, Vrbo has vacation homes in many sizes and shapes. Explore our options to find your perfect Lake Oswego pad.

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

The average price for a vacation rental in Lake Oswego can vary depending on factors like length of stay, property type and season. Whether you’re in search of a sprawling villa with lots of space or a comfy cabin just for the two of you, just add your dates of travel to find stays with unbeatable value.

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

When you travel and the style and size of the property will influence how much you’ll pay for your beachside stay. Type in your Lake Oswego travel dates to view your available options on Vrbo. Did someone just say “hot tub”? Use our filters to choose the features and amenities you need.

Are there pet-friendly vacation rentals in Lake Oswego?

Yes, there are. Take your pick of 36 stays that welcome pets in Lake Oswego on Vrbo. Our cuddly best friends deserve a break too, so simply use our search function for pet-friendly vacation rentals to book a perfect pad where Fido can share in the good times.

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

Check the “pool” box in our handy filter tool and you’ll find six houses with private pools in Lake Oswego on Vrbo. Morning swim, sunset soak or midnight dip? How you spend your leisure time is up to you when your Vrbo vacation home has its own pool.

What are popular rental amenities in Lake Oswego?

A nearby river, a firepit and a barbecue grill top the list of most popular rental amenities in Lake Oswego. Whether you’re traveling on your own, with a partner or a group of friends, Vrbo can help you find a vacation rental that suits your tastes with all the features you’re looking for.

Are there large group vacation rentals in Lake Oswego?

With two properties that can host 10 or more people in Lake Oswego, you won’t have to leave anyone off your invite list. From family vacations to events like Christmas and birthday parties, Vrbo can help you find a large group rental to suit the occasion.

Are there vacation rentals in Lake Oswego that welcome kids?

Lake Oswego has 36 family-friendly vacation homes to pick from. And securing a stay that welcomes kiddos is a breeze with Vrbo’s “Properties good for families” filter. Besides having the entire place to yourselves, you can also look forward to conveniences and perks like bunk beds, pools and kitchens.

What are the top attractions for families in Lake Oswego?

Keeping the kids happy during your Lake Oswego vacation is simple with these cool family-friendly attractions:

Lakewood Center for the Arts
Portland Temple Visitors’ Center
Oswego Lake Country Club

Are there one-bedroom vacation rentals in Lake Oswego?

You can pick from 11 one-bedroom rentals in Lake Oswego. Whether you’d prefer a cozy chalet or a condo, Vrbo’s one-bedroom properties are great if you don’t need tons of space. One of the best parts about having your own pad? You won’t ever need to share your vacation with strangers.

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

Lake Oswego has six two-bedroom vacation rentals to pick from. Find a vacation home with all the comfort and privacy you want at a price that’s hard to resist on Vrbo.

Are there vacation rentals with WiFi in Lake Oswego?

Lake Oswego has 10 vacation rentals with WiFi, so you can stay connected while traveling. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming TV shows with the family to sending emails, these Vrbo homes make it a breeze to go online.

How can I find vacation rentals with air conditioning in Lake Oswego?

There are 33 Vrbo vacation rentals with air conditioning in Lake Oswego giving you that cooling breeze and extra level of comfort. Enter your dates of travel and then take advantage of our filter tool to search for properties with air conditioning.

How old do you have to be to rent a vacation rental in Lake Oswego?

You’ll have to check with the Lake Oswego vacation home you’re looking at on Vrbo as age restrictions vary. However, it’s normally 16, 18 or 21.

How long can I rent a vacation rental in Lake Oswego for?

It’s really down to the Lake Oswego property. To browse available options offering extended stays, just type your travel dates and guest number into Vrbo’s search page. Enjoy having the entire property to yourself, as well as amenities such as a full kitchen, air conditioning and a yard where the kids can run and play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

Does Vrbo offer discounts for vacation homes in Lake Oswego?

On Vrbo, we’ve got some amazing deals and discounts for Lake Oswego. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re off on a short getaway or an extended escape, Vrbo offers options for all styles and budgets.