Lake Oswego holiday lettings

We found 1,655 holiday rentals — enter your dates for availability

Discover a selection of 29 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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Why visit Lake Oswego

  • Charming neighbourhoods: Explore the picturesque Lake Grove area, perfect for family outings and leisurely strolls.
  • Outdoor activities: Enjoy a variety of urban parks and scenic rivers ideal for picnics, walks, and recreational activities.
  • Proximity to Portland: Just a short drive away, experience the vibrant culture and diverse dining options of Portland.
  • Family-friendly attractions: Lake Oswego offers engaging sights and experiences suitable for visitors of all ages.
  • Diverse accommodation: Choose from a range of holiday rentals, including private homes and modern apartments.

Popular types of accommodation in Lake Oswego

Discover the charm of Lake Oswego with our selection of vacation rentals. From private holiday homes to modern apartments and stylish condos, there's something to suit every traveler's needs. Whether you're seeking a short getaway or considering monthly rentals, our properties in Lake Oswego offer the perfect base for your adventures. Enjoy the beauty of the area while benefiting from transparency and savings with our curated options.

  • Houses: These are the top choice for holiday rentals in Lake Oswego, ideal for families or groups seeking space and comfort.
  • Flats: A popular option for solo travellers or couples, these self-contained units offer convenience and accessibility.
  • Condos: These offer a blend of privacy and community amenities, making them a great choice for those looking for a home-away-from-home.
  • Cottages: Charming and often situated in picturesque settings, cottages provide a cosy retreat for your stay.
  • Villas: For those seeking luxury, villas offer spacious living and upscale facilities in scenic locations.**

Top attractions near Lake Oswego

Lake Oswego is an ideal destination for families and business travellers alike, offering a variety of attractions such as urban parks, modern colleges, and scenic rivers. Visitors can enjoy a mix of outdoor activities and city experiences, ensuring a memorable holiday filled with engaging sights and experiences suitable for all ages.

  • Oregon Health and Science University: A leading modern university renowned for its cutting-edge research and healthcare education. Nestled in a vibrant urban environment, it offers a glimpse into the intersection of innovation and community.
  • Tom McCall Waterfront Park: This delightful urban park features lush greenery and scenic views of the Willamette River, making it perfect for family outings, picnics, and leisurely walks amidst the city buzz.
  • Oregon Museum of Science and Industry: A fascinating science museum that engages visitors of all ages with interactive exhibits and educational programmes, celebrating the wonders of technology and culture.

Things to do recommended for couples

For a romantic getaway in Lake Oswego, explore Oswego Hills Vineyard and Winery for a delightful wine tasting. Take a scenic ride on the Portland Aerial Tram for stunning views, and enjoy an evening at the McMenamins Crystal Ballroom for lively music and entertainment.

Things to do recommended for families

During your family vacation in Lake Oswego, you can catch a thrilling match at Providence Park, enjoy rides at Oaks Amusement Park, or unwind at the tranquil Westmoreland Park, all offering unique experiences that cater to family fun and relaxation.

Things to do recommended for groups

Explore Washington Square Mall for shopping and entertainment, just 3.7km from Lake Oswego. Enjoy a cultural evening at Keller Auditorium, also 3.7km away, or visit the vibrant Lake Oswego Farmers' Market for local produce and a taste of city life.

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

If you're travelling with a group, family, pets, or planning an extended stay, it's important to refine your search based on your specific needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Lake Oswego with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options, and many more, on Vrbo.
  • Traveling to Lake Oswego with young kids: Travelling with young children can present some challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Lake Oswego: For many, a family holiday wouldn't be the same without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels completely at home.
  • Planning for a long term stay visiting Lake Oswego: If you're seeking holiday 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 rentals. Don't forget to include amenities like parking, a well-equipped kitchen, or even a private pool in your search.

Where to stay in and around Lake Oswego

Lake Oswego, a charming city in Oregon, offers a delightful blend of family-friendly attractions and serene landscapes. Ideal for family holidays, visitors can explore the picturesque Lake Grove neighbourhood, enjoy local parks, and experience a welcoming atmosphere. Just a short drive away, the vibrant city of Portland beckons with its unique culture and dining options. Whether you seek a romantic getaway or a business trip, Lake Oswego is a splendid destination for all types of travellers.

  • Forest Highlands: Nestled around Lake Oswego, Forest Highlands offers a delightful blend of urban charm and outdoor adventure. Visitors are drawn to this neighbourhood for its family-friendly atmosphere and city-themed experiences. The area is home to several educational institutions and shopping venues, making it perfect for a day out. Enjoy the scenic beauty of the local urban park or take a leisurely stroll along the river. Highlights include a modern college university that adds a vibrant energy to the community, along with ample opportunities for shopping and dining.
  • Oak Grove: Just 1.2km from Lake Oswego, Oak Grove is a picturesque neighbourhood that beckons nature lovers and families alike. Known for its stunning scenery and outdoor recreational areas, this locale offers a variety of activities suitable for all ages. Discover the local parks and a recreational area that invites you to engage in sports or a peaceful picnic. The presence of a modern college university and an entertainment arena further enriches the cultural fabric of Oak Grove, ensuring there's always something to see and do.
  • Lake Forest: Also located around Lake Oswego, Lake Forest is a charming neighbourhood that caters to families and business travellers. The area boasts numerous shopping centres and educational facilities, making it an ideal spot for both leisure and work. Nature enthusiasts will appreciate its proximity to a national park and a state park, offering ample opportunities for exploration and relaxation. The modern college university nearby adds a youthful vibe, ensuring that Lake Forest is a vibrant community with plenty 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.

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 eager to save on your next holiday? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of accommodation.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new journeys, refine your existing arrangements, or manage your bookings. Your saved or reserved properties are neatly categorised into Potential, Upcoming, or Current Trips. To delve into the Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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)
  • Eagle Landing Golf Course (5.7 mi / 9.2 km)
  • Oregon Golf Club (6.2 mi / 10.1 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)
  • Cook Park (5.1 mi / 8.2 km)
  • Woodstock Park (5.2 mi / 8.4 km)
  • Willamette Falls (5.4 mi / 8.7 km)
  • Sam Jackson Park (5.5 mi / 8.8 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

What is the best area to stay in Lake Oswego when booking a holiday rental?
First Addition is one of the most sought-after neighbourhoods where you can book a holiday 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 holiday rental accommodation in Lake Oswego?
The most sought-after types of holiday rentals in Lake Oswego are houses. Hoping for something different? Vrbo has numerous options to match our guests' needs, so you'll see holiday 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 holiday rental in Lake Oswego?
A number of things can affect what you'll pay for a holiday rental in Lake Oswego, including the time of year, property type and length of stay. Still, all of our holiday 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 holiday rentals in Lake Oswego?
Pack a squeezy toy and a bone for your pup because Lake Oswego has 29 holiday 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 holiday 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 holiday rental that matches your tastes with all the features you'll enjoy.
Are there large group holiday rentals in Lake Oswego?
With 15 Lake Oswego holiday 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 holiday 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 favourite.
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 Centre and Bullwinkles Restaurant

Are there one-bedroom holiday rentals in Lake Oswego?
Yes, you can choose from nine one-bedroom rentals in Lake Oswego. Whether you're looking for a cosy 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 holiday with strangers.
Can I find two-bedroom holiday rentals in Lake Oswego?
Gather your besties and enjoy total privacy and comfort in one of the four two-bedroom holiday homes Lake Oswego has to offer.
Are there holiday rentals with WiFi in Lake Oswego?
Lake Oswego has eight holiday rentals with WiFi, so you'll be able to stay connected while you're travelling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming TV shows with the family to posting pics on social media, these Vrbo homes make it a cinch to get online.
How can I find holiday rentals with air conditioning in Lake Oswego?
You can pick from 26 holiday homes with air conditioning in Lake Oswego giving you that gentle, cool breeze and extra element of comfort. Just enter your chosen travel dates and then take advantage of our filters to help you book properties with air conditioning.
How old do you have to be to rent a holiday rental in Lake Oswego?
We recommend checking with the Lake Oswego holiday home you're looking at on Vrbo as the minimum age varies. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental in Lake Oswego for?
It's really down to the Lake Oswego property. To see all available options offering extended stays, just enter your dates and number of guests into the Vrbo search page. You can look forward to having the whole property to yourself, along with home comforts like air conditioning, a fully-equipped kitchen and a yard where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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