Book Holiday Homes in Lake Oswego

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Featured Holiday Homes in Lake Oswego

Exquisite Historic Suite Close to Downtown  14-21673

Exquisite Historic Suite Close to Downtown 14-21673

Portland
The price is AU$290 per night from 4 May to 5 May
AU$290
includes taxes & fees
4 May - 5 May
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
Cozy 3-beds house in NE Portland. No garage No driveway.  Street Parking only.

Cozy 3-beds house in NE Portland. No garage No driveway. Street Parking only.

Portland
With a stay at this vacation home in Portland (Northeast Portland), you'll be within a 5-minute drive of Oregon Convention Center and Moda Center.
Cozy 3-beds house in NE Portland. No garage No driveway. Street Parking only.
Casa del Sol - Walk to Alberta Arts District

Casa del Sol - Walk to Alberta Arts District

Portland
The price is AU$676 per night from 27 Apr to 28 Apr
AU$676
includes taxes & fees
27 Apr - 28 Apr
Located in Portland (Northeast Portland), this vacation home is within a 10-minute drive of Oregon Convention Center and Moda Center.
Casa del Sol - Walk to Alberta Arts District
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Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

Milwaukie
With a stay at this vacation home in Milwaukie (Oak Grove), you'll be within a 15-minute drive of Tom McCall Waterfront Park and Oregon Health and Science ...
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
Sensationally Furnished *Hot Tub*, Pet Friendly, Game Room w/ Ping Pong, Foosball, Darts, Etc

Sensationally Furnished *Hot Tub*, Pet Friendly, Game Room w/ Ping Pong, Foosball, Darts, Etc

Vancouver
When you stay at this vacation home in Vancouver, you'll be in the mountains, within a 10-minute drive of Vancouver Mall and Cascade Station.
Sensationally Furnished *Hot Tub*, Pet Friendly, Game Room w/ Ping Pong, Foosball, Darts, Etc
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

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

Troutdale
The price is AU$301 per night from 9 May to 10 May
AU$301
includes taxes & fees
9 May - 10 May
With a stay at this vacation home in Troutdale, you'll be 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
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops

Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops

Portland
The price is AU$549 per night from 5 May to 6 May
AU$549
includes taxes & fees
5 May - 6 May
With a stay at this vacation home in Portland (Northwest Portland), you'll be within a 5-minute drive of Tom McCall Waterfront Park and Portland State ...
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
Luxury Smart System Enabled Home on the Hill with Beautiful View

Luxury Smart System Enabled Home on the Hill with Beautiful View

Happy Valley
With a stay at this vacation home in Happy Valley, you'll be within a 5-minute drive of Clackamas River and Kaiser Permanente Sunnyside Medical Center.
Luxury Smart System Enabled Home on the Hill with Beautiful View
La Casa with Luxury Amenities -hot tub and massage chair

La Casa with Luxury Amenities -hot tub and massage chair

Portland
The price is AU$581 per night from 5 May to 6 May
AU$581
includes taxes & fees
5 May - 6 May
With a stay at this vacation home in Lake Oswego (Oak Creek), you'll be within a 15-minute drive of Oregon Convention Center and Washington Square Mall.
La Casa with Luxury Amenities -hot tub and massage chair
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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
1143 Holiday Homes
Lowest Price
AU$97
Highest Price
AU$676
Popular accommodation
Exquisite Historic Suite Close to Downtown 14-21673, Cozy 3-beds house in NE Portland. No garage No driveway. Street Parking only., Casa del Sol - Walk to Alberta Arts District, Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown, Sensationally Furnished *Hot Tub*, Pet Friendly, Game Room w/ Ping Pong, Foosball, Darts, Etc, Springdale Farm & Views - the Gorge, Downtown, Mt. Hood, Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops, Luxury Smart System Enabled Home on the Hill with Beautiful View, La Casa with Luxury Amenities -hot tub and massage chair

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$97 per night from 26 May to 27 May
AU$97
includes taxes & fees
26 May - 27 May
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
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$195 per night from 27 Apr to 28 Apr
AU$195
includes taxes & fees
27 Apr - 28 Apr
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
Holiday Inn Airport - Portland by IHG

Holiday Inn Airport - Portland by IHG

3 out of 5
8439 Ne Columbia Blvd, Portland, OR
Fully refundable
The price is AU$141 per night from 11 May to 12 May
AU$141
includes taxes & fees
11 May - 12 May
With a stay at Holiday Inn Airport - Portland by IHG in Portland (Northeast Portland), you'll be a 4-minute drive from Cascade Station and 11 minutes from Lloyd ...
Holiday Inn Airport - Portland by IHG
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Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

3 out of 5
12226 N JANTZEN DRIVE, Portland, OR
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 28 Apr to 29 Apr
AU$199
includes taxes & fees
28 Apr - 29 Apr
Located in Portland (North Portland), Oxford Suites Portland - Jantzen Beach is within a 5-minute drive of Jantzen Beach Center and Delta Park West.
Oxford Suites Portland - Jantzen Beach
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.