Book Holiday Homes in Lake Oswego

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Featured Holiday Homes in Lake Oswego

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Portland
With a stay at this vacation home, you'll be centrally located in Portland, within a 5-minute drive of Oregon Convention Center and Moda Center.
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Large Cozy Home

Large Cozy Home

Happy Valley
The price is AU$527 per night from 27 Jan to 28 Jan
AU$527
includes taxes & fees
27 Jan - 28 Jan
With a stay at this vacation home in Happy Valley (Southgate), you'll be within a 5-minute drive of Clackamas Town Center and Kaiser Permanente Sunnyside Medical ...
Large Cozy Home
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

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

Troutdale
The price is AU$306 per night from 6 Feb to 7 Feb
AU$306
includes taxes & fees
6 Feb - 7 Feb
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
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Exquisite Historic Suite Close to Downtown  14-21673

Exquisite Historic Suite Close to Downtown 14-21673

Portland
The price is AU$296 per night from 2 Feb to 3 Feb
AU$296
includes taxes & fees
2 Feb - 3 Feb
With a stay at this vacation home, you'll be centrally located in Portland, within a 10-minute drive of Oregon Health and Science University and Oregon Zoo.
Exquisite Historic Suite Close to Downtown 14-21673
Lush Paradise 4 BR/2BA~Next to Park~ Walkscore 98

Lush Paradise 4 BR/2BA~Next to Park~ Walkscore 98

Portland
The price is AU$661 per night from 26 Jan to 27 Jan
AU$661
includes taxes & fees
26 Jan - 27 Jan
With a stay at this vacation home in Portland (Northeast Portland), you'll be a 4-minute drive from Oregon Convention Center and 5 minutes from Moda Center.
Lush Paradise 4 BR/2BA~Next to Park~ Walkscore 98
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

Portland
The price is AU$582 per night from 27 Jan to 28 Jan
AU$582
includes taxes & fees
27 Jan - 28 Jan
Located in Portland (Northwest Portland), this vacation home is within a 10-minute drive of Moda Center and Oregon Health and Science University.
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
Gem in Milwaukie 2 bedroom - 2 Bathroom -  Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Milwaukie
The price is AU$493 per night from 28 Jan to 29 Jan
AU$493
includes taxes & fees
28 Jan - 29 Jan
With a stay at this vacation home in Milwaukie, you'll be within a 15-minute drive of Oregon Health and Science University and Oregon Convention Center.
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Single Level, Pet Friendly, Fenced Backyard, Close to Nike, Shopping, Portland

Single Level, Pet Friendly, Fenced Backyard, Close to Nike, Shopping, Portland

Beaverton
Located in Beaverton (Cedar Hills), this vacation home is within a 10-minute drive of Oregon Zoo and Washington Square Mall.
Single Level, Pet Friendly, Fenced Backyard, Close to Nike, Shopping, Portland
Remodeled one level w/ yard , heart of lake oswego

Remodeled one level w/ yard , heart of lake oswego

Lake Oswego
Located in Lake Oswego, this vacation home is within a 15-minute drive of Washington Square Mall and Oregon Health and Science University.
Remodeled one level w/ yard , heart of 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.

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
952 Holiday Homes
Lowest Price
AU$99
Highest Price
AU$661
Popular accommodation
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row, Large Cozy Home, Springdale Farm & Views - the Gorge, Downtown, Mt. Hood, Exquisite Historic Suite Close to Downtown 14-21673, Lush Paradise 4 BR/2BA~Next to Park~ Walkscore 98, Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything, Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard, Single Level, Pet Friendly, Fenced Backyard, Close to Nike, Shopping, Portland, Remodeled one level w/ yard , heart of lake oswego

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$99 per night from 26 Jan to 27 Jan
AU$99
includes taxes & fees
26 Jan - 27 Jan
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
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is AU$170 per night from 31 Jan to 1 Feb
AU$170
includes taxes & fees
31 Jan - 1 Feb
Courtyard by Marriott Portland City Center is centrally located in Portland, a 4-minute walk from Pioneer Courthouse Square and 8 minutes by foot from Portland ...
Courtyard by Marriott Portland City Center
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

3 out of 5
7101 NE 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 26 Jan to 27 Jan
AU$153
includes taxes & fees
26 Jan - 27 Jan
With a stay at Red Lion Hotel Portland Airport in Portland (Northeast Portland), you'll be within a 15-minute drive of Oregon Convention Center and Moda ...
Red Lion Hotel Portland Airport
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The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 24 Jan to 25 Jan
AU$179
includes taxes & fees
24 Jan - 25 Jan
With a stay at The Paramount Hotel, you'll be centrally located in Portland, steps from Arlene Schnitzer Concert Hall and within a 5-minute walk of Portland ...
The Paramount Hotel
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.