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Holiday Rentals in Pittsburgh

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Bedrooms

Bathrooms

Amenities

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Property type

Distinctive Features

Neighbourhood

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5 km
673 rentals in Pittsburgh.
Beautiful Allegheny West Condo-Walk to Acrisure Stadium, PNC Park, Casino, holiday rental in Pittsburgh
Beautiful Allegheny West Condo-Walk to Acrisure Stadium, PNC Park, Casino, holiday rental in Pittsburgh
Beautiful Allegheny West Condo-Walk to Acrisure Stadium, PNC Park, Casino, holiday rental in Pittsburgh

Beautiful Allegheny West Condo-Walk to Acrisure Stadium, PNC Park, Casino

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Awesome Allegheny West Condo-Walk To Acrisure Stadium, PNC Park, Rivers Casino, holiday rental in Pittsburgh
Awesome Allegheny West Condo-Walk To Acrisure Stadium, PNC Park, Rivers Casino, holiday rental in Pittsburgh
Awesome Allegheny West Condo-Walk To Acrisure Stadium, PNC Park, Rivers Casino, holiday rental in Pittsburgh

Awesome Allegheny West Condo-Walk To Acrisure Stadium, PNC Park, Rivers Casino

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxury Pittsburgh Grandview Ave Apt, holiday rental in Pittsburgh
Luxury Pittsburgh Grandview Ave Apt, holiday rental in Pittsburgh
Luxury Pittsburgh Grandview Ave Apt, holiday rental in Pittsburgh

Luxury Pittsburgh Grandview Ave Apt

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Skyline Views ★ Stunning Balconies ★ Luxe Home!, holiday rental in Pittsburgh
Skyline Views ★ Stunning Balconies ★ Luxe Home!, holiday rental in Pittsburgh
Skyline Views ★ Stunning Balconies ★ Luxe Home!, holiday rental in Pittsburgh

Skyline Views ★ Stunning Balconies ★ Luxe Home!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Paris of Appalachia- walk to stadiums & downtown, holiday rental in Pittsburgh
The Paris of Appalachia- walk to stadiums & downtown, holiday rental in Pittsburgh
The Paris of Appalachia- walk to stadiums & downtown, holiday rental in Pittsburgh

The Paris of Appalachia- walk to stadiums & downtown

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Dazzling South Side Loft on Carson Street, holiday rental in Pittsburgh
Dazzling South Side Loft on Carson Street, holiday rental in Pittsburgh
Dazzling South Side Loft on Carson Street, holiday rental in Pittsburgh

Dazzling South Side Loft on Carson Street

Holiday Rental House in Southside Flats
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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★Family-Friendly Victorian ★Quiet and Spacious, holiday rental in Pittsburgh
★Family-Friendly Victorian ★Quiet and Spacious, holiday rental in Pittsburgh
★Family-Friendly Victorian ★Quiet and Spacious, holiday rental in Pittsburgh

★Family-Friendly Victorian ★Quiet and Spacious

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
More info
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Historic Home In The South Side, holiday rental in Pittsburgh
Historic Home In The South Side, holiday rental in Pittsburgh
Historic Home In The South Side, holiday rental in Pittsburgh

Historic Home In The South Side

Condo/Apartment in Southside Flats
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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PROFESSIONALLY CLEANED/QUARANTINED, holiday rental in Pittsburgh
PROFESSIONALLY CLEANED/QUARANTINED, holiday rental in Pittsburgh
PROFESSIONALLY CLEANED/QUARANTINED, holiday rental in Pittsburgh

PROFESSIONALLY CLEANED/QUARANTINED

Holiday Rental House in Southside Flats
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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NEW! Allegheny West Luxury Condo, holiday rental in Pittsburgh
NEW! Allegheny West Luxury Condo, holiday rental in Pittsburgh
NEW! Allegheny West Luxury Condo, holiday rental in Pittsburgh

NEW! Allegheny West Luxury Condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Enjoy the best of Pittsburgh in comfort: Only minutes from Downtown !, holiday rental in Pittsburgh
Enjoy the best of Pittsburgh in comfort: Only minutes from Downtown !, holiday rental in Pittsburgh
Enjoy the best of Pittsburgh in comfort: Only minutes from Downtown !, holiday rental in Pittsburgh

Enjoy the best of Pittsburgh in comfort: Only minutes from Downtown !

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Modern Spacious Home • Rooftop Deck, holiday rental in Pittsburgh
Modern Spacious Home • Rooftop Deck, holiday rental in Pittsburgh
Modern Spacious Home • Rooftop Deck, holiday rental in Pittsburgh

Modern Spacious Home • Rooftop Deck

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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South Side Cool in the Heart of the Flats, holiday rental in Pittsburgh
South Side Cool in the Heart of the Flats, holiday rental in Pittsburgh
South Side Cool in the Heart of the Flats, holiday rental in Pittsburgh

South Side Cool in the Heart of the Flats

Condo/Apartment in Southside Flats
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Perfect Place and Breakfast Too!, holiday rental in Pittsburgh
Perfect Place and Breakfast Too!, holiday rental in Pittsburgh
Perfect Place and Breakfast Too!, holiday rental in Pittsburgh

Perfect Place and Breakfast Too!

Holiday Rental House in Southside Flats
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Relax & Feel At Home During Your Pittsburgh Stay, holiday rental in Pittsburgh
Relax & Feel At Home During Your Pittsburgh Stay, holiday rental in Pittsburgh
Relax & Feel At Home During Your Pittsburgh Stay, holiday rental in Pittsburgh

Relax & Feel At Home During Your Pittsburgh Stay

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Amazing Mount Washington house 9 min to downtown, holiday rental in Pittsburgh
Amazing Mount Washington house 9 min to downtown, holiday rental in Pittsburgh
Amazing Mount Washington house 9 min to downtown, holiday rental in Pittsburgh

Amazing Mount Washington house 9 min to downtown

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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PBR - Pittsburgh Bloomfield Rowhouse, holiday rental in Pittsburgh
PBR - Pittsburgh Bloomfield Rowhouse, holiday rental in Pittsburgh
PBR - Pittsburgh Bloomfield Rowhouse, holiday rental in Pittsburgh

PBR - Pittsburgh Bloomfield Rowhouse

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Beautiful Rooftop Tranquility! 2 Car Garage! Sleeps +12!, holiday rental in Pittsburgh
Beautiful Rooftop Tranquility! 2 Car Garage! Sleeps +12!, holiday rental in Pittsburgh
Beautiful Rooftop Tranquility! 2 Car Garage! Sleeps +12!, holiday rental in Pittsburgh

Beautiful Rooftop Tranquility! 2 Car Garage! Sleeps +12!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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*New* Huge!  Spacious 3 Bedroom in Oakland that sleeps 12! over 3000+ sq ft, holiday rental in Pittsburgh
*New* Huge!  Spacious 3 Bedroom in Oakland that sleeps 12! over 3000+ sq ft, holiday rental in Pittsburgh
*New* Huge!  Spacious 3 Bedroom in Oakland that sleeps 12! over 3000+ sq ft, holiday rental in Pittsburgh

*New* Huge! Spacious 3 Bedroom in Oakland that sleeps 12! over 3000+ sq ft

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Cozy Home w/ Great Patios, Easy Walk to Stadiums, holiday rental in Pittsburgh
Cozy Home w/ Great Patios, Easy Walk to Stadiums, holiday rental in Pittsburgh
Cozy Home w/ Great Patios, Easy Walk to Stadiums, holiday rental in Pittsburgh

Cozy Home w/ Great Patios, Easy Walk to Stadiums

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Beautiful  Row home located in the heart of Lawrenceville, holiday rental in Pittsburgh
Beautiful  Row home located in the heart of Lawrenceville, holiday rental in Pittsburgh
Beautiful  Row home located in the heart of Lawrenceville, holiday rental in Pittsburgh

Beautiful Row home located in the heart of Lawrenceville

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10, holiday rental in Pittsburgh
Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10, holiday rental in Pittsburgh
Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10, holiday rental in Pittsburgh

Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Cliffside Contemporary With Spectacualr City Views, holiday rental in Pittsburgh
Cliffside Contemporary With Spectacualr City Views, holiday rental in Pittsburgh
Cliffside Contemporary With Spectacualr City Views, holiday rental in Pittsburgh

Cliffside Contemporary With Spectacualr City Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy escape close to downtown, stadiums & parks, holiday rental in Pittsburgh
Cozy escape close to downtown, stadiums & parks, holiday rental in Pittsburgh
Cozy escape close to downtown, stadiums & parks, holiday rental in Pittsburgh

Cozy escape close to downtown, stadiums & parks

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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2 Br Modern Urban Loft 1.1 Mi To Downtown , Scenic City Views, holiday rental in Pittsburgh
2 Br Modern Urban Loft 1.1 Mi To Downtown , Scenic City Views, holiday rental in Pittsburgh
2 Br Modern Urban Loft 1.1 Mi To Downtown , Scenic City Views, holiday rental in Pittsburgh

2 Br Modern Urban Loft 1.1 Mi To Downtown , Scenic City Views

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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4 Bedroom Vintage W/ Plenty Of Parking I Pitt, holiday rental in Pittsburgh
4 Bedroom Vintage W/ Plenty Of Parking I Pitt, holiday rental in Pittsburgh
4 Bedroom Vintage W/ Plenty Of Parking I Pitt, holiday rental in Pittsburgh

4 Bedroom Vintage W/ Plenty Of Parking I Pitt

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
More info
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Updated home with 2 car off street parking pad in Southside Pittsburgh!, holiday rental in Pittsburgh
Updated home with 2 car off street parking pad in Southside Pittsburgh!, holiday rental in Pittsburgh
Updated home with 2 car off street parking pad in Southside Pittsburgh!, holiday rental in Pittsburgh

Updated home with 2 car off street parking pad in Southside Pittsburgh!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Best skyline view of CMU/PITT Historical Oakland 5BR storybook house 3000sf, holiday rental in Pittsburgh
Best skyline view of CMU/PITT Historical Oakland 5BR storybook house 3000sf, holiday rental in Pittsburgh
Best skyline view of CMU/PITT Historical Oakland 5BR storybook house 3000sf, holiday rental in Pittsburgh

Best skyline view of CMU/PITT Historical Oakland 5BR storybook house 3000sf

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Maple Terrace -Mt Washington -Grandview Ave. views are amazing!, holiday rental in Pittsburgh
Maple Terrace -Mt Washington -Grandview Ave. views are amazing!, holiday rental in Pittsburgh
Maple Terrace -Mt Washington -Grandview Ave. views are amazing!, holiday rental in Pittsburgh

Maple Terrace -Mt Washington -Grandview Ave. views are amazing!

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Heart of Oakland w/parking - short walk to CMU, Pitt, Hospitals, holiday rental in Pittsburgh
Heart of Oakland w/parking - short walk to CMU, Pitt, Hospitals, holiday rental in Pittsburgh
Heart of Oakland w/parking - short walk to CMU, Pitt, Hospitals, holiday rental in Pittsburgh

Heart of Oakland w/parking - short walk to CMU, Pitt, Hospitals

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Spacious Loft 2 bedroom in North Oakland 400, sleeps 8, holiday rental in Pittsburgh
Spacious Loft 2 bedroom in North Oakland 400, sleeps 8, holiday rental in Pittsburgh
Spacious Loft 2 bedroom in North Oakland 400, sleeps 8, holiday rental in Pittsburgh

Spacious Loft 2 bedroom in North Oakland 400, sleeps 8

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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�Warren Castle� - Cozy 2 BR Incredible View �, holiday rental in Pittsburgh
�Warren Castle� - Cozy 2 BR Incredible View �, holiday rental in Pittsburgh
�Warren Castle� - Cozy 2 BR Incredible View �, holiday rental in Pittsburgh

�Warren Castle� - Cozy 2 BR Incredible View �

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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House on a hill - beautiful view of Pittsburgh, holiday rental in Pittsburgh
House on a hill - beautiful view of Pittsburgh, holiday rental in Pittsburgh
House on a hill - beautiful view of Pittsburgh, holiday rental in Pittsburgh

House on a hill - beautiful view of Pittsburgh

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Victorian Fully Equipped Chef’s Kitchen w/ 2 King Beds 4BR + Gym, holiday rental in Pittsburgh
Victorian Fully Equipped Chef’s Kitchen w/ 2 King Beds 4BR + Gym, holiday rental in Pittsburgh
Victorian Fully Equipped Chef’s Kitchen w/ 2 King Beds 4BR + Gym, holiday rental in Pittsburgh

Victorian Fully Equipped Chef’s Kitchen w/ 2 King Beds 4BR + Gym

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Historic Home • Former Convent, holiday rental in Pittsburgh
Historic Home • Former Convent, holiday rental in Pittsburgh
Historic Home • Former Convent, holiday rental in Pittsburgh

Historic Home • Former Convent

Holiday Rental House in Southside Flats
8 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Industrial Loft  -5 min from Downtown Shadyside East Liberty Oakland, 3E, Sleeps, holiday rental in Pittsburgh
Industrial Loft  -5 min from Downtown Shadyside East Liberty Oakland, 3E, Sleeps, holiday rental in Pittsburgh
Industrial Loft  -5 min from Downtown Shadyside East Liberty Oakland, 3E, Sleeps, holiday rental in Pittsburgh

Industrial Loft -5 min from Downtown Shadyside East Liberty Oakland, 3E, Sleeps

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Neicy's Nest - West, 10 Min From Downtown Pittsburgh, holiday rental in Pittsburgh
Neicy's Nest - West, 10 Min From Downtown Pittsburgh, holiday rental in Pittsburgh
Neicy's Nest - West, 10 Min From Downtown Pittsburgh, holiday rental in Pittsburgh

Neicy's Nest - West, 10 Min From Downtown Pittsburgh

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 18
Match: Sleeps
More info
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South Side House w/ Parking, Outdoor Space & Fire Pit!, holiday rental in Pittsburgh
South Side House w/ Parking, Outdoor Space & Fire Pit!, holiday rental in Pittsburgh
South Side House w/ Parking, Outdoor Space & Fire Pit!, holiday rental in Pittsburgh

South Side House w/ Parking, Outdoor Space & Fire Pit!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming Home • Vibrant Neighborhood, holiday rental in Pittsburgh
Charming Home • Vibrant Neighborhood, holiday rental in Pittsburgh
Charming Home • Vibrant Neighborhood, holiday rental in Pittsburgh

Charming Home • Vibrant Neighborhood

Holiday Rental House in Southside Flats
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Carey Cottage � - Cozy 3BR Stay in ❤️ of Southside!, holiday rental in Pittsburgh
Carey Cottage � - Cozy 3BR Stay in ❤️ of Southside!, holiday rental in Pittsburgh
Carey Cottage � - Cozy 3BR Stay in ❤️ of Southside!, holiday rental in Pittsburgh

Carey Cottage � - Cozy 3BR Stay in ❤️ of Southside!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Cozy, Eclectic 3BR / 3Bath  About 7 min from Downtown with Patio, holiday rental in Pittsburgh
Cozy, Eclectic 3BR / 3Bath  About 7 min from Downtown with Patio, holiday rental in Pittsburgh
Cozy, Eclectic 3BR / 3Bath  About 7 min from Downtown with Patio, holiday rental in Pittsburgh

Cozy, Eclectic 3BR / 3Bath About 7 min from Downtown with Patio

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxury Mountainside with Spectacular City Views, holiday rental in Pittsburgh
Luxury Mountainside with Spectacular City Views, holiday rental in Pittsburgh
Luxury Mountainside with Spectacular City Views, holiday rental in Pittsburgh

Luxury Mountainside with Spectacular City Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Frontdesk | Spacious 1BR in the Strip District, holiday rental in Pittsburgh
Frontdesk | Spacious 1BR in the Strip District, holiday rental in Pittsburgh
Frontdesk | Spacious 1BR in the Strip District, holiday rental in Pittsburgh

Frontdesk | Spacious 1BR in the Strip District

Condo/Apartment in Strip District
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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South Side Paradise, holiday rental in Pittsburgh
South Side Paradise, holiday rental in Pittsburgh
South Side Paradise, holiday rental in Pittsburgh

South Side Paradise

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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❤️Carey Chateau - Bright and Cozy 3BR Home ❤️, holiday rental in Pittsburgh
❤️Carey Chateau - Bright and Cozy 3BR Home ❤️, holiday rental in Pittsburgh
❤️Carey Chateau - Bright and Cozy 3BR Home ❤️, holiday rental in Pittsburgh

❤️Carey Chateau - Bright and Cozy 3BR Home ❤️

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Pgh's Artist's Gallery B&B. Walk to All Games!, holiday rental in Pittsburgh
Pgh's Artist's Gallery B&B. Walk to All Games!, holiday rental in Pittsburgh
Pgh's Artist's Gallery B&B. Walk to All Games!, holiday rental in Pittsburgh

Pgh's Artist's Gallery B&B. Walk to All Games!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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The Glassy House, Chic, Modern, 40ft Atrium, In South Side Pittsburgh, holiday rental in Pittsburgh
The Glassy House, Chic, Modern, 40ft Atrium, In South Side Pittsburgh, holiday rental in Pittsburgh
The Glassy House, Chic, Modern, 40ft Atrium, In South Side Pittsburgh, holiday rental in Pittsburgh

The Glassy House, Chic, Modern, 40ft Atrium, In South Side Pittsburgh

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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PGH Emerald ★City Views ★6min to Downtown ★Parking, holiday rental in Pittsburgh
PGH Emerald ★City Views ★6min to Downtown ★Parking, holiday rental in Pittsburgh
PGH Emerald ★City Views ★6min to Downtown ★Parking, holiday rental in Pittsburgh

PGH Emerald ★City Views ★6min to Downtown ★Parking

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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100% renovated House 8 minutes to downtown, holiday rental in Pittsburgh
100% renovated House 8 minutes to downtown, holiday rental in Pittsburgh
100% renovated House 8 minutes to downtown, holiday rental in Pittsburgh

100% renovated House 8 minutes to downtown

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Frontdesk | Bright and Open 2 BR Apt, holiday rental in Pittsburgh
Frontdesk | Bright and Open 2 BR Apt, holiday rental in Pittsburgh
Frontdesk | Bright and Open 2 BR Apt, holiday rental in Pittsburgh

Frontdesk | Bright and Open 2 BR Apt

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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