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Holiday Rentals in Portland

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40 rentals in Portland.
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Exquisite Historic Suite walk to Downtown, holiday rental in Portland
Exquisite Historic Suite walk to Downtown, holiday rental in Portland
Exquisite Historic Suite walk to Downtown, holiday rental in Portland

Exquisite Historic Suite walk to Downtown

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Piedmont Vacation Rental, holiday rental in Portland
Piedmont Vacation Rental, holiday rental in Portland
Piedmont Vacation Rental, holiday rental in Portland

Piedmont Vacation Rental

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Boutique-Hotel Style Apt. - Certified with City. , holiday rental in Portland
Boutique-Hotel Style Apt. - Certified with City. , holiday rental in Portland
Boutique-Hotel Style Apt. - Certified with City. , holiday rental in Portland

Boutique-Hotel Style Apt. - Certified with City.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Portland Eastside Studio Loft, holiday rental in Portland
Beautiful Portland Eastside Studio Loft, holiday rental in Portland
Beautiful Portland Eastside Studio Loft, holiday rental in Portland

Beautiful Portland Eastside Studio Loft

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous Classic 2BR Retreat, holiday rental in Portland
Gorgeous Classic 2BR Retreat, holiday rental in Portland
Gorgeous Classic 2BR Retreat, holiday rental in Portland

Gorgeous Classic 2BR Retreat

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spectacular Views, Single Level w/ Huge Deck & BBQ, Pet Friendly, Next to Forest, holiday rental in Portland
Spectacular Views, Single Level w/ Huge Deck & BBQ, Pet Friendly, Next to Forest, holiday rental in Portland
Spectacular Views, Single Level w/ Huge Deck & BBQ, Pet Friendly, Next to Forest, holiday rental in Portland

Spectacular Views, Single Level w/ Huge Deck & BBQ, Pet Friendly, Next to Forest

Holiday Rental House in Northwest District
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Divine Location, Next to Park, Bright Open Floor Plan, Countless Custom Upgrades, holiday rental in Portland
Divine Location, Next to Park, Bright Open Floor Plan, Countless Custom Upgrades, holiday rental in Portland
Divine Location, Next to Park, Bright Open Floor Plan, Countless Custom Upgrades, holiday rental in Portland

Divine Location, Next to Park, Bright Open Floor Plan, Countless Custom Upgrades

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars -, holiday rental in Portland
Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars -, holiday rental in Portland
Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars -, holiday rental in Portland

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Excellent Location, Close to Parks, Groceries, Single Level Detached Retreat, 5, holiday rental in Portland
Excellent Location, Close to Parks, Groceries, Single Level Detached Retreat, 5, holiday rental in Portland
Excellent Location, Close to Parks, Groceries, Single Level Detached Retreat, 5, holiday rental in Portland

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Wondrous Woodstock Townhouse, Huge Open Floor Plan, Custom Décor and Artwork, Fo, holiday rental in Portland
Wondrous Woodstock Townhouse, Huge Open Floor Plan, Custom Décor and Artwork, Fo, holiday rental in Portland
Wondrous Woodstock Townhouse, Huge Open Floor Plan, Custom Décor and Artwork, Fo, holiday rental in Portland

Wondrous Woodstock Townhouse, Huge Open Floor Plan, Custom Décor and Artwork, Fo

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Forested Quiet Retreat, Pet Friendly, Private Patio, BBQ, Near Parks, Zoo, 5 Min, holiday rental in Portland
Forested Quiet Retreat, Pet Friendly, Private Patio, BBQ, Near Parks, Zoo, 5 Min, holiday rental in Portland
Forested Quiet Retreat, Pet Friendly, Private Patio, BBQ, Near Parks, Zoo, 5 Min, holiday rental in Portland

Forested Quiet Retreat, Pet Friendly, Private Patio, BBQ, Near Parks, Zoo, 5 Min

Condo/Apartment in Northwest District
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sun-filled, Spacious Craftsman in the Heart of PDX, holiday rental in Portland
Sun-filled, Spacious Craftsman in the Heart of PDX, holiday rental in Portland
Sun-filled, Spacious Craftsman in the Heart of PDX, holiday rental in Portland

Sun-filled, Spacious Craftsman in the Heart of PDX

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Private Zen Cottage in Close In Alberta Arts Area, holiday rental in Portland
Private Zen Cottage in Close In Alberta Arts Area, holiday rental in Portland
Private Zen Cottage in Close In Alberta Arts Area, holiday rental in Portland

Private Zen Cottage in Close In Alberta Arts Area

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Wonderful N. Portland Home, Ping-Pong Table, 1 Mile to UofP,  Under 4 Miles 2 Do, holiday rental in Portland
Wonderful N. Portland Home, Ping-Pong Table, 1 Mile to UofP,  Under 4 Miles 2 Do, holiday rental in Portland
Wonderful N. Portland Home, Ping-Pong Table, 1 Mile to UofP,  Under 4 Miles 2 Do, holiday rental in Portland

Wonderful N. Portland Home, Ping-Pong Table, 1 Mile to UofP, Under 4 Miles 2 Do

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Mount Tabor Suite with Garage, holiday rental in Portland
Mount Tabor Suite with Garage, holiday rental in Portland
Mount Tabor Suite with Garage, holiday rental in Portland

Mount Tabor Suite with Garage

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Immaculate Newly Listed Cottage - Walk to MAX, Drinks, Dining, 3 Miles to Dwntwn, holiday rental in Portland
Immaculate Newly Listed Cottage - Walk to MAX, Drinks, Dining, 3 Miles to Dwntwn, holiday rental in Portland
Immaculate Newly Listed Cottage - Walk to MAX, Drinks, Dining, 3 Miles to Dwntwn, holiday rental in Portland

Immaculate Newly Listed Cottage - Walk to MAX, Drinks, Dining, 3 Miles to Dwntwn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Heart of Alberta Arts District, Single Level, New Decor, Walk to Alberta Park, F, holiday rental in Portland
Heart of Alberta Arts District, Single Level, New Decor, Walk to Alberta Park, F, holiday rental in Portland
Heart of Alberta Arts District, Single Level, New Decor, Walk to Alberta Park, F, holiday rental in Portland

Heart of Alberta Arts District, Single Level, New Decor, Walk to Alberta Park, F

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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One Mississippi Ave - Adventures in Portland!, holiday rental in Portland
One Mississippi Ave - Adventures in Portland!, holiday rental in Portland
One Mississippi Ave - Adventures in Portland!, holiday rental in Portland

One Mississippi Ave - Adventures in Portland!

Condo/Apartment
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 Portland
Sellwood Retreat, New Construction, Open Patio w/ Deck, BBQ and Fire-Table, Walk, holiday rental in Portland
Sellwood Retreat, New Construction, Open Patio w/ Deck, BBQ and Fire-Table, Walk, holiday rental in Portland

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Incredible NE Portland Location , Private Comfortable Patio, Walk to Groceries,, holiday rental in Portland
Incredible NE Portland Location , Private Comfortable Patio, Walk to Groceries,, holiday rental in Portland
Incredible NE Portland Location , Private Comfortable Patio, Walk to Groceries,, holiday rental in Portland

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Excellent Location Next to Mississippi Ave, Covered Gazebo, Seating, Walk to Dri, holiday rental in Portland
Excellent Location Next to Mississippi Ave, Covered Gazebo, Seating, Walk to Dri, holiday rental in Portland
Excellent Location Next to Mississippi Ave, Covered Gazebo, Seating, Walk to Dri, holiday rental in Portland

Excellent Location Next to Mississippi Ave, Covered Gazebo, Seating, Walk to Dri

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stunning Renovated Daylight/Look-out Basement, Filled with Art and Décor, Walk 2, holiday rental in Portland
Stunning Renovated Daylight/Look-out Basement, Filled with Art and Décor, Walk 2, holiday rental in Portland
Stunning Renovated Daylight/Look-out Basement, Filled with Art and Décor, Walk 2, holiday rental in Portland

Stunning Renovated Daylight/Look-out Basement, Filled with Art and Décor, Walk 2

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Perfect Portland Location, Tiki Backyard Layout /w Fire-pit, Open Floor Plan, 6, holiday rental in Portland
Perfect Portland Location, Tiki Backyard Layout /w Fire-pit, Open Floor Plan, 6, holiday rental in Portland
Perfect Portland Location, Tiki Backyard Layout /w Fire-pit, Open Floor Plan, 6, holiday rental in Portland

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Elegant, Recently Upgraded Apt – Pearl District & Fast Wifi!, holiday rental in Portland
Elegant, Recently Upgraded Apt – Pearl District & Fast Wifi!, holiday rental in Portland
Elegant, Recently Upgraded Apt – Pearl District & Fast Wifi!, holiday rental in Portland

Elegant, Recently Upgraded Apt – Pearl District & Fast Wifi!

Condo/Apartment in Pearl
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Luxury Open Plan Apt, Fast Wifi & Free Parking (long term stays). Work From, holiday rental in Portland
Luxury Open Plan Apt, Fast Wifi & Free Parking (long term stays). Work From, holiday rental in Portland
Luxury Open Plan Apt, Fast Wifi & Free Parking (long term stays). Work From, holiday rental in Portland

Luxury Open Plan Apt, Fast Wifi & Free Parking (long term stays). Work From

Condo/Apartment in Pearl
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Fantastic Custom New Construction, Open Floor Plan, Large Patio, Walk to Shoppin, holiday rental in Portland
Fantastic Custom New Construction, Open Floor Plan, Large Patio, Walk to Shoppin, holiday rental in Portland
Fantastic Custom New Construction, Open Floor Plan, Large Patio, Walk to Shoppin, holiday rental in Portland

Fantastic Custom New Construction, Open Floor Plan, Large Patio, Walk to Shoppin

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Walk to everything in Woodstock!, holiday rental in Portland
Walk to everything in Woodstock!, holiday rental in Portland
Walk to everything in Woodstock!, holiday rental in Portland

Walk to everything in Woodstock!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Recently Upgraded 1BR Apt – Downtown Location, holiday rental in Portland
Recently Upgraded 1BR Apt – Downtown Location, holiday rental in Portland
Recently Upgraded 1BR Apt – Downtown Location, holiday rental in Portland

Recently Upgraded 1BR Apt – Downtown Location

Condo/Apartment in Pearl
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Modern, Upgraded Apartment - fast wifi and parking!, holiday rental in Portland
Modern, Upgraded Apartment - fast wifi and parking!, holiday rental in Portland
Modern, Upgraded Apartment - fast wifi and parking!, holiday rental in Portland

Modern, Upgraded Apartment - fast wifi and parking!

Condo/Apartment in Pearl
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Fantastic Forested Retreat, Pet Friendly, Multiple Decks, Lots of Natural Light,, holiday rental in Portland
Fantastic Forested Retreat, Pet Friendly, Multiple Decks, Lots of Natural Light,, holiday rental in Portland
Fantastic Forested Retreat, Pet Friendly, Multiple Decks, Lots of Natural Light,, holiday rental in Portland

Fantastic Forested Retreat, Pet Friendly, Multiple Decks, Lots of Natural Light,

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous 1BR Apt in the heart of Downtown PDX, holiday rental in Portland
Gorgeous 1BR Apt in the heart of Downtown PDX, holiday rental in Portland
Gorgeous 1BR Apt in the heart of Downtown PDX, holiday rental in Portland

Gorgeous 1BR Apt in the heart of Downtown PDX

Condo/Apartment in Pearl
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Sellwood Custom Private Space, holiday rental in Portland
Sellwood Custom Private Space, holiday rental in Portland
Sellwood Custom Private Space, holiday rental in Portland

Sellwood Custom Private Space

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bright Recently Upgraded Apt – Downtown Location, holiday rental in Portland
Bright Recently Upgraded Apt – Downtown Location, holiday rental in Portland
Bright Recently Upgraded Apt – Downtown Location, holiday rental in Portland

Bright Recently Upgraded Apt – Downtown Location

Condo/Apartment in Pearl
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Great spacious Apartment - Downtown Location, holiday rental in Portland
Great spacious Apartment - Downtown Location, holiday rental in Portland
Great spacious Apartment - Downtown Location, holiday rental in Portland

Great spacious Apartment - Downtown Location

Condo/Apartment in Pearl
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Impeccable Custom Design and Décor Throughout, Fully Fenced Half Acre w/ Private, holiday rental in Portland
Impeccable Custom Design and Décor Throughout, Fully Fenced Half Acre w/ Private, holiday rental in Portland
Impeccable Custom Design and Décor Throughout, Fully Fenced Half Acre w/ Private, holiday rental in Portland

Impeccable Custom Design and Décor Throughout, Fully Fenced Half Acre w/ Private

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern 1BR Apartment - Downtown Location, holiday rental in Portland
Modern 1BR Apartment - Downtown Location, holiday rental in Portland
Modern 1BR Apartment - Downtown Location, holiday rental in Portland

Modern 1BR Apartment - Downtown Location

Condo/Apartment in Pearl
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Work from anywhere, fast wifi, great amenities and parking, holiday rental in Portland
Work from anywhere, fast wifi, great amenities and parking, holiday rental in Portland
Work from anywhere, fast wifi, great amenities and parking, holiday rental in Portland

Work from anywhere, fast wifi, great amenities and parking

Condo/Apartment in Pearl
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Pristine Renovation w/ Epic Location, Pet Friendly, Fully Fenced, Hot Tub, Walk, holiday rental in Portland
Pristine Renovation w/ Epic Location, Pet Friendly, Fully Fenced, Hot Tub, Walk, holiday rental in Portland
Pristine Renovation w/ Epic Location, Pet Friendly, Fully Fenced, Hot Tub, Walk, holiday rental in Portland

Pristine Renovation w/ Epic Location, Pet Friendly, Fully Fenced, Hot Tub, Walk

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Wonderful Piedmont Craftsman, Pet Friendly, Fully Fenced Backyard w/ Fire-Pit, 5, holiday rental in Portland
Wonderful Piedmont Craftsman, Pet Friendly, Fully Fenced Backyard w/ Fire-Pit, 5, holiday rental in Portland
Wonderful Piedmont Craftsman, Pet Friendly, Fully Fenced Backyard w/ Fire-Pit, 5, holiday rental in Portland

Wonderful Piedmont Craftsman, Pet Friendly, Fully Fenced Backyard w/ Fire-Pit, 5

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Wonderful Custom New Construction, Open Floor Plan, Large Patio, Walk to Shoppin, holiday rental in Portland
Wonderful Custom New Construction, Open Floor Plan, Large Patio, Walk to Shoppin, holiday rental in Portland
Wonderful Custom New Construction, Open Floor Plan, Large Patio, Walk to Shoppin, holiday rental in Portland

Wonderful Custom New Construction, Open Floor Plan, Large Patio, Walk to Shoppin

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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