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Holiday Rentals in Lake Oswego

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50 rentals in Lake Oswego.
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This Lake Oswego Cottage has stunning views of the Tualatin River!!, holiday rental in Lake Oswego

This Lake Oswego Cottage has stunning views of the Tualatin River!!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Peaceful Get-a-way, holiday rental in Lake Oswego

Charming Peaceful Get-a-way

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Guest Cottage In First Addition Lake Oswego, holiday rental in Lake Oswego

Private Guest Cottage In First Addition Lake Oswego

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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ORIGINAL 1927 COZY LAKEFRONT BUNGALOW WITH WRAP AROUND PORCH, holiday rental in Lake Oswego

ORIGINAL 1927 COZY LAKEFRONT BUNGALOW WITH WRAP AROUND PORCH

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private house on the Lake for Monthly rent, holiday rental in Lake Oswego

Private house on the Lake for Monthly rent

5 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
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Historic English Country Lake House, holiday rental in Lake Oswego

Historic English Country Lake House

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Better than a 5-star hotel for extended business stay or romantic getaway, holiday rental in Lake Oswego

Better than a 5-star hotel for extended business stay or romantic getaway

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Month-to-Month Portland | Lake Oswego 2 br Condo, holiday rental in Lake Oswego

Month-to-Month Portland | Lake Oswego 2 br Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'The Bentley' - Spacious Seclusion in the Heart of It All, holiday rental in Lake Oswego

'The Bentley' - Spacious Seclusion in the Heart of It All

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Brand New Guesthouse with Riverfront Patio, holiday rental in Lake Oswego

Brand New Guesthouse with Riverfront Patio

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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LAKESIDE URBAN INN . . . truly a HIDDEN GEM on the LAKE in Downtown Tualatin!!!, holiday rental in Lake Oswego

LAKESIDE URBAN INN . . . truly a HIDDEN GEM on the LAKE in Downtown Tualatin!!!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Willamette Riverfront Oasis - Whole House, holiday rental in Lake Oswego

Private Willamette Riverfront Oasis - Whole House

5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Live the Dream on the Lovely Willamette River, holiday rental in Lake Oswego

Live the Dream on the Lovely Willamette River

Downtown
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Willamette Riverfront Oasis - Main Level, holiday rental in Lake Oswego

Private Willamette Riverfront Oasis - Main Level

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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TRULY A TREASURE~MCA 524~Spectacular home with amazing outdoor living space., holiday rental in Lake Oswego

TRULY A TREASURE~MCA 524~Spectacular home with amazing outdoor living space.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gladstone Garden Retreat, holiday rental in Lake Oswego

Gladstone Garden Retreat

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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La Casa with Luxury Amenities, holiday rental in Lake Oswego

La Casa with Luxury Amenities

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Daylight Apartment In Private Setting, holiday rental in Lake Oswego

Spacious Daylight Apartment In Private Setting

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Suite will give you the comfort of home with detailed warm touches., holiday rental in Lake Oswego

The Suite will give you the comfort of home with detailed warm touches.

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Home in Spectacular Setting With Fabulous River Views!, holiday rental in Lake Oswego

Beautiful Home in Spectacular Setting With Fabulous River Views!

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury River Retreat, holiday rental in Lake Oswego

Luxury River Retreat

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Willamette riverfront  with stunning view near downtown Milwaukie and Sellwood, holiday rental in Lake Oswego

Willamette riverfront with stunning view near downtown Milwaukie and Sellwood

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lovely Art Filled Home 15 Min to Downtown, holiday rental in Lake Oswego

Lovely Art Filled Home 15 Min to Downtown

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Guest House located in between Lake Oswego and West Linn.  20 Minutes, holiday rental in Lake Oswego

Guest House located in between Lake Oswego and West Linn. 20 Minutes

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Gem close to downtown!, holiday rental in Lake Oswego

Gem close to downtown!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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West Linn Oregon Relaxing Escape 20 Minutes to Downtown Portland, holiday rental in Lake Oswego

West Linn Oregon Relaxing Escape 20 Minutes to Downtown Portland

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elegant & Comfortable House by Willamette River!, holiday rental in Lake Oswego

Elegant & Comfortable House by Willamette River!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5, holiday rental in Lake Oswego

Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious ¾ Acre Home with lots of Privacy and a Pool!, holiday rental in Lake Oswego

Spacious ¾ Acre Home with lots of Privacy and a Pool!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cool! Mid Centry Modem 6 bedroom 2 kitchens great for groups, holiday rental in Lake Oswego

Cool! Mid Centry Modem 6 bedroom 2 kitchens great for groups

6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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South Of Portland Restored Victorian, Two Blocks To Park and Clackamas River, 11, holiday rental in Lake Oswego

South Of Portland Restored Victorian, Two Blocks To Park and Clackamas River, 11

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Close in SW Portland - 5 mins to Downtown/OHSU - 3 Bedroom House - Large Yard, holiday rental in Lake Oswego

Close in SW Portland - 5 mins to Downtown/OHSU - 3 Bedroom House - Large Yard

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Single Level Southeast Portland Open Floor Plan Home + Large Covered Deck, Just, holiday rental in Lake Oswego

Single Level Southeast Portland Open Floor Plan Home + Large Covered Deck, Just

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Newly Renovated Retreat w/ Huge Gorgeous Deck on Green Space, Ping Pong Table, 1, holiday rental in Lake Oswego

Newly Renovated Retreat w/ Huge Gorgeous Deck on Green Space, Ping Pong Table, 1

4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Southeast Portland Home w/ Incredible Backyard Covered Patio, BBQ, Fireplace, 8, holiday rental in Lake Oswego

Southeast Portland Home w/ Incredible Backyard Covered Patio, BBQ, Fireplace, 8

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect Couples Escape! Next to MAX Station ~ 7Miles 2 Downtown ~ Quite Neighbor, holiday rental in Lake Oswego

Perfect Couples Escape! Next to MAX Station ~ 7Miles 2 Downtown ~ Quite Neighbor

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New Southeast Portland Construction, Bright Open Floor Plan, Foosball Table, Nex, holiday rental in Lake Oswego

New Southeast Portland Construction, Bright Open Floor Plan, Foosball Table, Nex

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New Southeast Portland Construction, Bright Open Floor Plan, Foosball Table, Wal, holiday rental in Lake Oswego

New Southeast Portland Construction, Bright Open Floor Plan, Foosball Table, Wal

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Brand New Southeast Portland Studio, Bright Open Floor Plan, Next to MAX Station, holiday rental in Lake Oswego

Brand New Southeast Portland Studio, Bright Open Floor Plan, Next to MAX Station

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern, dog-friendly condo with free WiFi, full kitchen, & private entrance!, holiday rental in Lake Oswego

Modern, dog-friendly condo with free WiFi, full kitchen, & private entrance!

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Couples Getaway! Walk to Rivers & Parks ~ Kitchenette ~ Private & Quiet Detached, holiday rental in Lake Oswego

Couples Getaway! Walk to Rivers & Parks ~ Kitchenette ~ Private & Quiet Detached

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Wescott House in Historic Willamette District, holiday rental in Lake Oswego

Wescott House in Historic Willamette District

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! Charming Portland Home w/Yard 9Mi to Downtown, holiday rental in Lake Oswego

NEW! Charming Portland Home w/Yard 9Mi to Downtown

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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SE Park Ave 4B Retreat, Walk to MAX Station, holiday rental in Lake Oswego

SE Park Ave 4B Retreat, Walk to MAX Station

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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New listing! Lovely dwelling with riverfront views , large deck, & patio seating, holiday rental in Lake Oswego

New listing! Lovely dwelling with riverfront views , large deck, & patio seating

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lower-level dwelling in a riverfront home w/ shared dock & scenic views!, holiday rental in Lake Oswego

Lower-level dwelling in a riverfront home w/ shared dock & scenic views!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning riverfront home w/ spacious deck, grill, two kitchens, & private dock!, holiday rental in Lake Oswego

Stunning riverfront home w/ spacious deck, grill, two kitchens, & private dock!

8 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Quiet and Cozy Single Level Guest Home /w Manicured Patio Area, Garden & BBQ, 8, holiday rental in Lake Oswego

Quiet and Cozy Single Level Guest Home /w Manicured Patio Area, Garden & BBQ, 8

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Top-floor of riverfront home w/ wraparound deck, free WiFi, & great location!, holiday rental in Lake Oswego

Top-floor of riverfront home w/ wraparound deck, free WiFi, & great location!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Peaceful and Serene Wooded Single Lvl Home, Countless Upgrades, Walk to Park, Si, holiday rental in Lake Oswego

Peaceful and Serene Wooded Single Lvl Home, Countless Upgrades, Walk to Park, Si

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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