Book Holiday Homes in Lake Oswego

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Featured Holiday Homes in Lake Oswego

Cheerful 4 bedroom house with gym access

Cheerful 4 bedroom house with gym access

Lake Oswego
With a stay at this vacation home in Lake Oswego, you'll be within a 15-minute drive of Oregon Convention Center and Washington Square Mall.
Cheerful 4 bedroom house with gym access
Spectacular Single Level Estate, Pet Friendly, Huge Fully Fenced Backyard, Covered Patio, Game Room

Spectacular Single Level Estate, Pet Friendly, Huge Fully Fenced Backyard, Covered Patio, Game Room

Portland
With a stay at this vacation home in Portland (Cedar Hills), you'll be within a 10-minute drive of Oregon Zoo and Washington Square Mall.
Spectacular Single Level Estate, Pet Friendly, Huge Fully Fenced Backyard, Covered Patio, Game Room
Exquisite Historic Suite Close to Downtown  14-21673

Exquisite Historic Suite Close to Downtown 14-21673

Portland
The price is AU$287 per night from 12 Aug to 13 Aug
AU$287
12 Aug - 13 Aug
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Portland, a 4-minute drive from Portland State University and 9 minutes from Oregon Convention ...
Exquisite Historic Suite Close to Downtown 14-21673
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Hillsdale Spacious, comfortable home

Hillsdale Spacious, comfortable home

Portland
With a stay at this vacation home in Portland (Southwest Portland), you'll be within a 10-minute drive of Oregon Health and Science University and Portland State ...
Hillsdale Spacious, comfortable home
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

Troutdale
The price is AU$278 per night from 5 Aug to 6 Aug
AU$278
5 Aug - 6 Aug
includes taxes & fees
Located in Troutdale, this vacation home is a 1-minute drive from Columbia River Gorge National Scenic Area and 6 minutes from Sandy River.
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood
Cozy 3 bedroom home with Hot Tub and Ping Pong table, 20 Mins to DT Portland

Cozy 3 bedroom home with Hot Tub and Ping Pong table, 20 Mins to DT Portland

Milwaukie
The price is AU$609 per night from 19 Aug to 20 Aug
AU$609
19 Aug - 20 Aug
includes taxes & fees
With a stay at this vacation home in Milwaukie (Oak Grove), you'll be a 2-minute drive from Willamette River and 8 minutes from Oregon City Shopping Center.
Cozy 3 bedroom home with Hot Tub and Ping Pong table, 20 Mins to DT Portland
Pacific University Stay,  very close to the University and downtown Forest Grove

Pacific University Stay, very close to the University and downtown Forest Grove

Forest Grove
With a stay at this vacation home in Forest Grove, you'll be within a 5-minute drive of Pacific University and Valley Art Gallery.
Pacific University Stay, very close to the University and downtown Forest Grove
Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!

Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!

Portland
With a stay at this vacation home in Portland (Southeast Portland), you'll be within a 10-minute drive of Oregon Convention Center and Moda Center.
Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!
Great Deals on Summer Stays!

Great Deals on Summer Stays!

Lake Oswego
With a stay at this vacation home in Lake Oswego, you'll be within a 10-minute drive of Washington Square Mall and Bridgeport Plaza Mall.
Great Deals on Summer Stays!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lake Oswego Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Lake Oswego vacation homes are the perfect way for you to wing it.

Holiday houses in Lake Oswego let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Lake Oswego in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Lake Oswego adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Lake Oswego with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Lake Oswego vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Lake Oswego Holiday Homes essential information

Accommodation
1212 Holiday Homes
Lowest Price
AU$116
Highest Price
AU$609
Popular accommodation
Cheerful 4 bedroom house with gym access, Spectacular Single Level Estate, Pet Friendly, Huge Fully Fenced Backyard, Covered Patio, Game Room, Exquisite Historic Suite Close to Downtown 14-21673, Hillsdale Spacious, comfortable home, Springdale Farm & Views - the Gorge, Downtown, Mt. Hood, Cozy 3 bedroom home with Hot Tub and Ping Pong table, 20 Mins to DT Portland, Pacific University Stay, very close to the University and downtown Forest Grove, Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!, Great Deals on Summer Stays!

Top trending hotels in Lake Oswego

Motel 6 Tigard, OR - Portland South - Lake Oswego

Motel 6 Tigard, OR - Portland South - Lake Oswego

2 out of 5
17950 SW Mcewan Ave, Lake Oswego, OR
Fully refundableReserve now, pay when you stay
The price is AU$116 per night from 1 Sept to 2 Sept
AU$116
1 Sept - 2 Sept
includes taxes & fees
Located in Lake Oswego, Motel 6 Tigard, OR - Portland South - Lake Oswego is a 2-minute drive from Bridgeport Village and 13 minutes from Portland State ...
Motel 6 Tigard, OR - Portland South - Lake Oswego
AC Hotel by Marriott Lake Oswego

AC Hotel by Marriott Lake Oswego

3.5 out of 5
14811 Kruse Oaks Drive, Lake Oswego, OR
The price is AU$285 per night from 17 Aug to 18 Aug
AU$285
17 Aug - 18 Aug
includes taxes & fees
With a stay at AC Hotel by Marriott Lake Oswego in Lake Oswego (Lake Forest), you'll be within a 15-minute drive of Washington Square Mall and Portland State ...
AC Hotel by Marriott Lake Oswego
Hilton Garden Inn Portland/Lake Oswego

Hilton Garden Inn Portland/Lake Oswego

3 out of 5
14850 Kruse Oaks Dr., Lake Oswego, OR
Fully refundableReserve now, pay when you stay
The price is AU$209 per night from 3 Sept to 4 Sept
AU$209
3 Sept - 4 Sept
includes taxes & fees
With a stay at Hilton Garden Inn Portland/Lake Oswego in Lake Oswego (Lake Forest), you'll be within a 15-minute drive of Washington Square Mall and Portland ...
Hilton Garden Inn Portland/Lake Oswego
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DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street, Portland, OR
Fully refundableReserve now, pay when you stay
The price is AU$213 per night from 10 Aug to 11 Aug
AU$213
10 Aug - 11 Aug
includes taxes & fees
A stay at DoubleTree by Hilton Hotel Portland places you in the heart of Portland, within a 15-minute walk of Oregon Convention Center and Moda Center.
DoubleTree by Hilton Hotel Portland
Don't see what you're looking for?
See all available properties in Lake Oswego
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.