Lake Oswego holiday lettings

We found 1,719 holiday rentals — enter your dates for availability

Discover a selection of 31 homes, 11 apartments 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.

Holiday rentals with weekly discounts - Lake Oswego

Showing deals for:31 Jul - 7 Aug

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 £1,990
for 7 nights, 1 room
£284 per night
includes taxes & fees
Cozy Modern Farmhouse, King bed, great yard, pets!

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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. 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:

  • Oregon Zoo (6.5 mi / 10.4 km)
  • Oswego Hills Vineyard and Winery (2.3 mi / 3.7 km)
  • Oaks Amusement Park (3.6 mi / 5.8 km)
  • Eagle Landing Golf Course (5.7 mi / 9.2 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)
  • Burlingame Park (3.3 mi / 5.4 km)
  • Custer City Park (3.7 mi / 6 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)

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?
When considering a holiday rental in Lake Oswego, Oregon, the area around the downtown region is particularly appealing. This charming neighbourhood boasts a delightful mix of boutique shops, cafes, and restaurants, making it a vibrant hub for visitors. One of the top attractions nearby is the serene Lake Oswego itself, superb for leisurely strolls, kayaking, or simply enjoying the picturesque views. Additionally, the nearby Oswego Heritage House offers fascinating insights into the local history and culture.

Another great option is the area surrounding George Rogers Park, which is known for its beautiful green spaces and scenic walking trails alongside the Willamette River. This park not only provides ample opportunities for outdoor activities but also hosts various community events throughout the year, enhancing the local experience.

In terms of properties, the downtown area features a good selection of rentals, ranging from cosy apartments to larger family homes, suiting a variety of preferences and budgets.
How much does it cost to rent a holiday home in Lake Oswego?
Prices for holiday 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 holiday 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, consider the picturesque areas along the shores of the Willamette River and the nearby Oswego Lake. The waterfront properties on the eastern side of Oswego Lake provide stunning views and a tranquil atmosphere, great for families or groups looking to enjoy a lakeside retreat. Many of these properties come with amenities such as private docks, outdoor decks, and spacious living areas, ideal for entertaining or relaxing after a day of water activities.

The area around George Rogers Park is particularly appealing, as it offers easy access to sandy beaches and picnic spots. Rentals in this vicinity often feature well-equipped kitchens, fire pits, and large outdoor spaces for barbecues and gatherings, making them excellent choices for summer getaways.

Additionally, the nearby Lake Oswego Village offers a charming atmosphere with boutique shops and dining options, adding convenience for travellers. Properties here may also include access to community amenities like swimming pools and walking trails, ensuring a comfortable and enjoyable stay.
What is the most popular type of holiday rental accomodation in Lake Oswego?
In Lake Oswego, holiday houses are the predominant type of holiday rental, with approximately 124 available throughout the area. These spacious homes typically feature multiple bedrooms, fully equipped kitchens, and private outdoor spaces such as gardens or patios, making them ideal for families or groups seeking comfort and convenience. Additionally, there are around 48 apartments and 28 condos, which offer a more compact living arrangement. These properties often include amenities like modern kitchens, communal facilities, and proximity to local attractions such as the scenic Lake Oswego waterfront and the charming downtown area.
Are there any family house rentals in Lake Oswego?
In Lake Oswego, Oregon, there are numerous family-friendly house rentals available, with around 25 options to choose from. This picturesque area is known for its beautiful parks, scenic waterfronts, and a welcoming community atmosphere, making it an excellent choice for families. Many of these homes provide spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where children can play and enjoy the fresh air. Essential amenities such as Wi-Fi and air conditioning are typically included, ensuring a comfortable stay.

Families can explore the nearby parks, such as George Rogers Park, which offers playgrounds, walking trails, and stunning views of the lake. The local community also hosts various events and activities throughout the year, providing a vibrant setting for family outings.
Can I rent a holiday home with a pool or hot tub in Lake Oswego?
In Lake Oswego, there are several holiday homes available for rent that come with pools or hot tubs. This picturesque city, located just south of Portland, offers a variety of charming neighbourhoods with access to serene lakes and wooded areas. Many of the rentals feature private pools, hot tubs, and spacious outdoor patios, ideal for relaxation and entertaining.

Travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and often access to beautiful gardens or lake views, enhancing the overall experience. The community also boasts nearby parks and recreational areas, providing opportunities for outdoor activities like hiking and boating.
Can I find long-stay holiday rentals in Lake Oswego?
A long-stay holiday rental in Lake Oswego is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Lake Oswego?
In Lake Oswego, there are numerous pet-friendly house rentals available, with a total of 27 options for travellers seeking to bring their furry companions along. The area is known for its beautiful surroundings, including picturesque parks and scenic waterfronts, making it an inviting destination for both pets and their owners.

Many of the holiday rentals in Lake Oswego feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces, great for families or groups. Some properties may even offer additional features like outdoor patios or decks, providing a lovely space to relax while enjoying the views of the lake or gardens.

Within Lake Oswego, visitors can explore several parks that are ideal for pets, including George Rogers Park, which offers walking paths, picnic areas, and access to the Willamette River. The local community is generally pet-friendly, with various shops and cafes welcoming pets, enhancing the overall experience for those travelling with animals.
Are there any remote work holiday rentals in Lake Oswego?
In Lake Oswego, there are numerous remote work-friendly holiday rentals available, with around 184 options to choose from. This picturesque city, located just south of Portland, offers a serene environment ideal for productivity while enjoying a pleasant stay. Many of the rentals come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated workspaces, and printers.

Travellers can expect various property types, from modern apartments to spacious homes, often featuring comfortable living areas and well-equipped kitchens for easy meal preparation. The scenic surroundings include beautiful parks, such as George Rogers Park and Lake Oswego itself, providing opportunities for outdoor breaks and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Lake Oswego holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Lake Oswego with parking available—perfect for families or travellers 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 rental amenities include fully equipped kitchens, making it convenient for guests to prepare their own meals. Many properties also offer onsite parking, which is a bonus for travellers with vehicles. Additionally, rentals typically feature coffee and tea makers for a quick caffeine fix, and most come with decks or patios where guests can relax and enjoy the pleasant surroundings. Furthermore, a number of these holiday rentals permit pets, allowing guests to bring their furry companions along for the stay.
When is the best time to visit Lake Oswego for a holiday rental?
The best time to visit Lake Oswego for a holiday rental is during the peak season from June to August, with July being the most popular month. This vibrant period attracts families and outdoor enthusiasts eager to enjoy the picturesque parks, lakes, and local events. The warm weather, often reaching the high 20s Celsius, creates the superb environment for activities such as hiking, kayaking, and picnicking along the scenic waterfront.

July in Lake Oswego is particularly enchanting, as the community comes alive with summer festivals and outdoor concerts. Visitors can engage in the lively option while exploring the quaint downtown area, filled with charming shops and delightful dining options.

For those looking to experience Lake Oswego at a more relaxed pace, consider visiting in November. This month offers a quieter experience, allowing you to appreciate the beauty of the autumn leaves and the tranquil surroundings. While the weather can be cooler, generally ranging from 0 to 10 degrees Celsius, it provides an excellent opportunity for peaceful walks and enjoying the local art scene without the crowds.
How early should I book a Lake Oswego holiday rental?
Book your Lake Oswego holiday 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 holiday 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?
In Lake Oswego, visitors can enjoy a variety of attractions that showcase the area's natural beauty and community spirit. The picturesque Lake Oswego itself is a focal point, offering opportunities for boating, kayaking, and scenic walks along the waterfront. The nearby Oswego Heritage House provides insights into the local history and culture, while the charming downtown area features boutique shops and delightful eateries.

For outdoor enthusiasts, the stunning parks like George Rogers Park and the expansive Tryon Creek State Natural Area offer lush trails for hiking and nature walks. The city's vibrant arts scene is highlighted by the Lakewood Centre for the Arts, where guests can catch performances or view local art exhibitions.
Can I change or cancel my Lake Oswego home rental booking on Vrbo?
To find Lake Oswego holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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