Lake Oswego vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Lake Oswego

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Lake Oswego vacation rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$72 - $275$275 - $478$478 - $681$681 - $884$884+ per night

Property Types

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Lake Oswego

Show all
Lake Oswego Mid-Century - Lake Oswego - Living room
Lake Oswego Mid-Century
Lake Oswego, OR
9.2Wonderful(45)
Pet friendly
$423+
Check availability
Oswego Lakefront Studio - Lake Oswego
Oswego Lakefront Studio
Lake Oswego, OR
9.2Wonderful(19)
$134+
Check availability
#stayinmydistrict Lake Oswego Honey Bee Cottage - Lake Oswego - Bedroom
#stayinmydistrict Lake Oswego Honey Bee Cottage
Lake Oswego, OR
8.8Very good(12)
$359+
Check availability
Luxury on the Lake - Lake Oswego - Living room
Luxury on the Lake
Lake Oswego, OR
8.3Very good(15)
$595+
Check availability
Historic English Country Lake House - Lake Oswego - Living room
Historic English Country Lake House
Lake Oswego, OR
10Wonderful(19)
Pet friendly
$385+
Check availability
Condo on the Lake - Lake Oswego - Living room
Condo on the Lake
Lake Oswego, OR
10Wonderful(1)
$97+
Check availability
Original 1927 Cozy Lakefront Bungalow With Wrap Around Porch - Lake Oswego - Balcony
Original 1927 Cozy Lakefront Bungalow With Wrap Around Porch
Lake Oswego, OR
7.3Good(18)
Pet friendly
$342+
Check availability
The House at Gery National - Lake Oswego - Patio
The House at Gery National
Lake Oswego, OR
9.1Wonderful(30)
Parking
Free Wi-Fi
Pet friendly
$709+
Check availability
Dove Nest Guest House - Lake Oswego
Dove Nest Guest House
Lake Oswego, OR
$106+
Check availability
Lake Oswego Home with Deck 9 Mi to Downtown Portland - Lake Oswego
Lake Oswego Home with Deck 9 Mi to Downtown Portland
Lake Oswego, OR
9.5Wonderful(4)
Free Wi-Fi
Pet friendly
$325+
Check availability
Charming Cottage in Lake Oswego! - Lake Oswego
Charming Cottage in Lake Oswego!
Lake Oswego, OR
$115+
Check availability
Peaceful Private Beautifully Furnished Air Cond. Apartment-Free Wify - Lake Oswego
Peaceful Private Beautifully Furnished Air Cond. Apartment-Free Wify
Lake Oswego, OR
Free Wi-Fi
$95+
Check availability
Be Delighted! Enjoy This Charming Cottage! - Lake Oswego
Be Delighted! Enjoy This Charming Cottage!
Lake Oswego, OR
$155+
Check availability
Luxury Private Beautiful Modern Lake Front Home on Oswego Lake , Entire Home - Lake Oswego
Luxury Private Beautiful Modern Lake Front Home on Oswego Lake , Entire Home
Lake Oswego, OR
Free Wi-Fi
$765+
Check availability
Lake Oswego Home! - Lake Oswego
Lake Oswego Home!
Lake Oswego, OR
Free Wi-Fi
Pet friendly
$241+
Check availability
Luxe Private Getaway In The Heart Of Lake Oswego! - Lake Oswego
Luxe Private Getaway In The Heart Of Lake Oswego!
Lake Oswego, OR
$369+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
April
$353
$176
Cheapest month to stay with an average 67% drop in price.
Most expensive month to stay with an average 132% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Lake Oswego vacation rental deals

  • Vacation rentals in Lake Oswego are around 15% more expensive than hotels on average. Search here to compare prices for all accommodation types in Lake Oswego.
  • The best vacation rental properties in Lake Oswego are This Lake Oswego Cottage has stunning views of the Tualatin River!! (9.9, 57 reviews), Lake Oswego Mid-Century (9.2, 45), and The House at Gery National (9.1, 30), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Lake Oswego, you should consider visiting during the low season. The cheapest vacation homes in Lake Oswego can be found in October and March.
  • The cheapest night for renting a vacation home in Lake Oswego is Tuesday. In contrast, the most expensive is Thursday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Lake Oswego for 13 days.

FAQs when booking a vacation home in Lake Oswego

  • What types of vacation rentals are available in Lake Oswego?

    There are loads of different property types that you can make your vacation home in Lake Oswego. You’ll find apartments, condos, houses and homestays.

  • Are there any pet-friendly vacation rentals in Lake Oswego?

    There are a number of dog and pet-friendly Lake Oswego vacation rentals, with around 18% allowing you to bring your pet along with you.

  • How much is a vacation rental in Lake Oswego for tonight?

    In the last 72 hours, users have found Lake Oswego vacation rentals for tonight for as low as $86. Search here for similar prices

  • How can I find vacation rentals near me in Lake Oswego?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Lake Oswego?

Our map will help you find the perfect place to stay in Lake Oswego by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Lake Oswego

Not what you’re looking for? Find thousands of other hotels, flight deals, car rentals and package deals with KAYAK.