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Happy Valley Holiday Rentals

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50 rentals in Happy Valley.
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Sunset Vista in Happy Valley, holiday rental in Happy Valley

Sunset Vista in Happy Valley

5 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Incredible Home w/ Enormous Deck and View, Media Room, Foosball, Near Nature Par, holiday rental in Happy Valley

Incredible Home w/ Enormous Deck and View, Media Room, Foosball, Near Nature Par

6 bedrooms
4 bathrooms
Sleeps 16
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Newly Listed! Beautiful Views - Street Parking - BBQ - Mins to Shopping - 14 Mil, holiday rental in Happy Valley

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

1 bedroom
1 bathroom
Sleeps 5
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Chic Simple Living Townhome, holiday rental in Happy Valley

Chic Simple Living Townhome

2 bedrooms
3 bathrooms
Sleeps 4
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Spacious 3 Bedroom Townhouse in Happy Valley, holiday rental in Happy Valley

Spacious 3 Bedroom Townhouse in Happy Valley

3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Newly renovated large one bedroom apartment. Private entry. Basement., holiday rental in Happy Valley

Newly renovated large one bedroom apartment. Private entry. Basement.

1 bedroom
1 bathroom
Sleeps 4
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Brand New Guesthouse with Riverfront Patio, holiday rental in Happy Valley

Brand New Guesthouse with Riverfront Patio

2 bedrooms
1 bathroom
Sleeps 8
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Private Willamette Riverfront Oasis - Whole House, holiday rental in Happy Valley

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 Happy Valley

Live the Dream on the Lovely Willamette River

Downtown
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Willamette riverfront  with stunning view near downtown Milwaukie and Sellwood, holiday rental in Happy Valley

Willamette riverfront with stunning view near downtown Milwaukie and Sellwood

3 bedrooms
2 bathrooms
Sleeps 8
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Private Guest Cottage In First Addition Lake Oswego, holiday rental in Happy Valley

Private Guest Cottage In First Addition Lake Oswego

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Private Willamette Riverfront Oasis - Main Level, holiday rental in Happy Valley

Private Willamette Riverfront Oasis - Main Level

3 bedrooms
3 bathrooms
Sleeps 9
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Charming Peaceful Get-a-way, holiday rental in Happy Valley

Charming Peaceful Get-a-way

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic English Country Lake House, holiday rental in Happy Valley

Historic English Country Lake House

3 bedrooms
2 bathrooms
Sleeps 5
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Gem close to downtown!, holiday rental in Happy Valley

Gem close to downtown!

3 bedrooms
1 bathroom
Sleeps 6
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The Blessings Farm Hideaway, holiday rental in Happy Valley

The Blessings Farm Hideaway

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Home in Spectacular Setting With Fabulous River Views!, holiday rental in Happy Valley

Beautiful Home in Spectacular Setting With Fabulous River Views!

3 bedrooms
2 bathrooms
Sleeps 4
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Lovely Art Filled Home 15 Min to Downtown, holiday rental in Happy Valley

Lovely Art Filled Home 15 Min to Downtown

2 bedrooms
1 bathroom
Sleeps 4
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The Charming Little Cottage, holiday rental in Happy Valley

The Charming Little Cottage

3 bedrooms
1 bathroom
Sleeps 8
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Guest House located in between Lake Oswego and West Linn.  20 Minutes, holiday rental in Happy Valley

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

1 bedroom
1 bathroom
Sleeps 4
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Better than a 5-star hotel for extended business stay or romantic getaway, holiday rental in Happy Valley

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

1 bedroom
1 bathroom
Sleeps 3
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Private house on the Lake for Monthly rent, holiday rental in Happy Valley

Private house on the Lake for Monthly rent

5 bedrooms
5 bathrooms
Sleeps 7
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Boutique-Hotel Style Apt. - Certified with City., holiday rental in Happy Valley

Boutique-Hotel Style Apt. - Certified with City.

0 bedrooms
1 bathroom
Sleeps 4
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MODERN COUNTRY ESTATE, holiday rental in Happy Valley

MODERN COUNTRY ESTATE

3 bedrooms
3 bathrooms
Sleeps 6
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Modern, spacious, close to everything!!!, holiday rental in Happy Valley

Modern, spacious, close to everything!!!

3 bedrooms
3 bathrooms
Sleeps 10
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Deluxe  Condo In Innercity Portland, Oregon, holiday rental in Happy Valley

Deluxe Condo In Innercity Portland, Oregon

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Elegant & Comfortable House by Willamette River!, holiday rental in Happy Valley

Elegant & Comfortable House by Willamette River!

3 bedrooms
3 bathrooms
Sleeps 6
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Mount Tabor Suite with Garage, holiday rental in Happy Valley

Mount Tabor Suite with Garage

1 bedroom
1 bathroom
Sleeps 2
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Beautiful Portland Eastside Studio Loft, holiday rental in Happy Valley

Beautiful Portland Eastside Studio Loft

1 bedroom
1 bathroom
Sleeps 2
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Private Zen Cottage in Close In Alberta Arts Area, holiday rental in Happy Valley

Private Zen Cottage in Close In Alberta Arts Area

1 bedroom
1 bathroom
Sleeps 4
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Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars -, holiday rental in Happy Valley

Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars -

1 bedroom
1 bathroom
Sleeps 4
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South Of Portland Restored Victorian, Two Blocks To Park and Clackamas River, 11, holiday rental in Happy Valley

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

4 bedrooms
3 bathrooms
Sleeps 10
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Newly Renovated Retreat w/ Huge Gorgeous Deck on Green Space, Ping Pong Table, 1, holiday rental in Happy Valley

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

4 bedrooms
2 bathrooms
Sleeps 14
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Perfect Couples Escape! Next to MAX Station ~ 7Miles 2 Downtown ~ Quiet Neighbor, holiday rental in Happy Valley

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

0 bedrooms
1 bathroom
Sleeps 4
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New Southeast Portland Construction, Bright Open Floor Plan, Foosball Table, Nex, holiday rental in Happy Valley

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 Happy Valley

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

3 bedrooms
2 bathrooms
Sleeps 8
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Brand New Southeast Portland Studio, Bright Open Floor Plan, Next to MAX Station, holiday rental in Happy Valley

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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Space for meditation and Disability friendly, holiday rental in Happy Valley

Space for meditation and Disability friendly

8 bedrooms
7 bathrooms
Sleeps 8
Match: Sleeps
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Just Southeast of Portland, Fenced Backyard, Fire Pit, Ping Pong, 15 Miles to Do, holiday rental in Happy Valley

Just Southeast of Portland, Fenced Backyard, Fire Pit, Ping Pong, 15 Miles to Do

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Couples Getaway! Walk to Rivers & Parks ~ Kitchenette ~ Private & Quiet Detached, holiday rental in Happy Valley

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

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Portland Home w/Yard 9 Miles to Downtown!, holiday rental in Happy Valley

Charming Portland Home w/Yard 9 Miles to Downtown!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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SE Park Ave 4B Retreat, Walk to MAX Station, holiday rental in Happy Valley

SE Park Ave 4B Retreat, Walk to MAX Station

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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'The Bentley' - Spacious Seclusion in the Heart of It All, holiday rental in Happy Valley

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

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous Classic 2BR Retreat, holiday rental in Happy Valley

Gorgeous Classic 2BR Retreat

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Incredible NE Portland Location , Private Comfortable Patio, Walk to Groceries,, holiday rental in Happy Valley

Incredible NE Portland Location , Private Comfortable Patio, Walk to Groceries,

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Boring Bungalow--Mt Retreat--Honeymoon Suite, holiday rental in Happy Valley

Boring Bungalow--Mt Retreat--Honeymoon Suite

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Excellent Location, Close to Parks, Groceries, Single Level Detached Retreat, 5, holiday rental in Happy Valley

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

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Perfect Portland Location, Tiki Backyard Layout /w Fire-pit, Open Floor Plan, 6, holiday rental in Happy Valley

Perfect Portland Location, Tiki Backyard Layout /w Fire-pit, Open Floor Plan, 6

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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NEW! Cozy Studio w/ Deck - 9 Mi to Dtwn Portland!, holiday rental in Happy Valley

NEW! Cozy Studio w/ Deck - 9 Mi to Dtwn Portland!

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

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

3 bedrooms
1 bathroom
Sleeps 6
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