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Lake Oswego Holiday Rentals

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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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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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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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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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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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Phenomenal Single Level Home Featuring Incredible Outdoor Golf Option w/ Gazebo,, holiday rental in Lake Oswego

Phenomenal Single Level Home Featuring Incredible Outdoor Golf Option w/ Gazebo,

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Carman Garden Bungalow, holiday rental in Lake Oswego

Carman Garden Bungalow

3 bedrooms
2 bathrooms
Sleeps 8
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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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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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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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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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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

5 bedrooms
4 bathrooms
Sleeps 10
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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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.

0 bedrooms
1 bathroom
Sleeps 2
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Comfy & Bright 2BR Flat W/ Fenced Yard Near Washington Square, holiday rental in Lake Oswego

Comfy & Bright 2BR Flat W/ Fenced Yard Near Washington Square

2 bedrooms
1 bathroom
Sleeps 4
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THE TRAVELERS RETREAT at the COTTAGE- PORTLAND, holiday rental in Lake Oswego

THE TRAVELERS RETREAT at the COTTAGE- PORTLAND

1 bedroom
1 bathroom
Sleeps 2
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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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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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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Sunset Vista in Happy Valley, holiday rental in Lake Oswego

Sunset Vista in Happy Valley

5 bedrooms
1 bathroom
Sleeps 6
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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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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Attractive & Comfortable Upscale Condo Close to Everything, holiday rental in Lake Oswego

Attractive & Comfortable Upscale Condo Close to Everything

2 bedrooms
2 bathrooms
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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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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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 6
Match: Sleeps
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Southwest Portland Single Level Wheelchair Accessible Home With Open Floor Plan, holiday rental in Lake Oswego

Southwest Portland Single Level Wheelchair Accessible Home With Open Floor Plan

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Beautifully Restored Victorian, *Pet Friendly*, 2 Blocks To Park and River, 11 M, holiday rental in Lake Oswego

Beautifully Restored Victorian, *Pet Friendly*, 2 Blocks To Park and River, 11 M

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 5
Match: Sleeps
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Spacious 3 Bedroom Townhouse in Happy Valley, holiday rental in Lake Oswego

Spacious 3 Bedroom Townhouse in Happy Valley

3 bedrooms
3 bathrooms
Sleeps 4
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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Perfect Couples Escape! Next to MAX Station ~ 7Miles 2 Downtown ~ Quiet Neighbor, holiday rental in Lake Oswego

Perfect Couples Escape! Next to MAX Station ~ 7Miles 2 Downtown ~ Quiet 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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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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Newly Listed! Beautiful Views - Street Parking - BBQ - Mins to Shopping - 14 Mil, holiday rental in Lake Oswego

Newly Listed! Beautiful Views - Street Parking - BBQ - Mins to Shopping - 14 Mil

1 bedroom
1 bathroom
Sleeps 5
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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Gorgeous Classic 2BR Retreat, holiday rental in Lake Oswego

Gorgeous Classic 2BR Retreat

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Unbeatable Location, Huge Yard, *Pet Friendly*, Deck, Hot Tub & BBQ New Décor, 7, holiday rental in Lake Oswego

Unbeatable Location, Huge Yard, *Pet Friendly*, Deck, Hot Tub & BBQ New Décor, 7

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Chic Simple Living Townhome, holiday rental in Lake Oswego

Chic Simple Living Townhome

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Excellent Location, Close to Parks, Groceries, Single Level Detached Retreat, 5, holiday rental in Lake Oswego

Excellent Location, Close to Parks, Groceries, Single Level Detached Retreat, 5

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sellwood Retreat, New Construction, Open Patio w/ Deck, BBQ and Fire-Table, Walk, holiday rental in Lake Oswego

Sellwood Retreat, New Construction, Open Patio w/ Deck, BBQ and Fire-Table, Walk

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Captivating and Charming Retreat, Game Rooms, Pool Table, Pop a Shot, Foosball,, holiday rental in Lake Oswego

Captivating and Charming Retreat, Game Rooms, Pool Table, Pop a Shot, Foosball,

6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Single Level Southeast Portland Home, Pet Friendly, Large Covered Deck, Just 7 M, holiday rental in Lake Oswego

Single Level Southeast Portland Home, Pet Friendly, Large Covered Deck, Just 7 M

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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