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Holiday Rentals in Pittsburgh

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Bedrooms

Bathrooms

Amenities

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5 km
524 rentals in Pittsburgh.
Peaceful Treetop Living  10 min. to downtown/ stadium, large deck, pet friendly, holiday rental in Pittsburgh
Peaceful Treetop Living  10 min. to downtown/ stadium, large deck, pet friendly, holiday rental in Pittsburgh
Peaceful Treetop Living  10 min. to downtown/ stadium, large deck, pet friendly, holiday rental in Pittsburgh

Peaceful Treetop Living 10 min. to downtown/ stadium, large deck, pet friendly

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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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
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Historic Charmer completely renovated, holiday rental in Pittsburgh
Historic Charmer completely renovated, holiday rental in Pittsburgh
Historic Charmer completely renovated, holiday rental in Pittsburgh

Historic Charmer completely renovated

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Grandview Balcony with Stunning Skyline Views, holiday rental in Pittsburgh
Grandview Balcony with Stunning Skyline Views, holiday rental in Pittsburgh
Grandview Balcony with Stunning Skyline Views, holiday rental in Pittsburgh

Grandview Balcony with Stunning Skyline Views

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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307 37th St · Lawrenceville Row House - Walk to Everything!, holiday rental in Pittsburgh
307 37th St · Lawrenceville Row House - Walk to Everything!, holiday rental in Pittsburgh
307 37th St · Lawrenceville Row House - Walk to Everything!, holiday rental in Pittsburgh

307 37th St · Lawrenceville Row House - Walk to Everything!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury TownHome 4Bedroom3Bath 2K SQFT of Space Sleeps 10 Close to Stadium/Casino, holiday rental in Pittsburgh
Luxury TownHome 4Bedroom3Bath 2K SQFT of Space Sleeps 10 Close to Stadium/Casino, holiday rental in Pittsburgh
Luxury TownHome 4Bedroom3Bath 2K SQFT of Space Sleeps 10 Close to Stadium/Casino, holiday rental in Pittsburgh

Luxury TownHome 4Bedroom3Bath 2K SQFT of Space Sleeps 10 Close to Stadium/Casino

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Panoramic City Views from Atop Mount Washington!, holiday rental in Pittsburgh
Panoramic City Views from Atop Mount Washington!, holiday rental in Pittsburgh
Panoramic City Views from Atop Mount Washington!, holiday rental in Pittsburgh

Panoramic City Views from Atop Mount Washington!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Momma Mary's Place * Lawrenceville, holiday rental in Pittsburgh
Momma Mary's Place * Lawrenceville, holiday rental in Pittsburgh
Momma Mary's Place * Lawrenceville, holiday rental in Pittsburgh

Momma Mary's Place * Lawrenceville

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Historic Luxury loft completely renovated, holiday rental in Pittsburgh
Historic Luxury loft completely renovated, holiday rental in Pittsburgh
Historic Luxury loft completely renovated, holiday rental in Pittsburgh

Historic Luxury loft completely renovated

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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King Bed / Free Parking / BBQ / Fire pit / Arcade, holiday rental in Pittsburgh
King Bed / Free Parking / BBQ / Fire pit / Arcade, holiday rental in Pittsburgh
King Bed / Free Parking / BBQ / Fire pit / Arcade, holiday rental in Pittsburgh

King Bed / Free Parking / BBQ / Fire pit / Arcade

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Frontdesk | Modern 2 BR in Troy Hill, holiday rental in Pittsburgh
Frontdesk | Modern 2 BR in Troy Hill, holiday rental in Pittsburgh
Frontdesk | Modern 2 BR in Troy Hill, holiday rental in Pittsburgh

Frontdesk | Modern 2 BR in Troy Hill

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sweeping Stadium Views | 24/7 Valet Gym WiFi, holiday rental in Pittsburgh
Sweeping Stadium Views | 24/7 Valet Gym WiFi, holiday rental in Pittsburgh
Sweeping Stadium Views | 24/7 Valet Gym WiFi, holiday rental in Pittsburgh

Sweeping Stadium Views | 24/7 Valet Gym WiFi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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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
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420 FRIENDLY /ROMANTIC GETAWAY/ GREAT HOSTING SPACE, holiday rental in Pittsburgh
420 FRIENDLY /ROMANTIC GETAWAY/ GREAT HOSTING SPACE, holiday rental in Pittsburgh
420 FRIENDLY /ROMANTIC GETAWAY/ GREAT HOSTING SPACE, holiday rental in Pittsburgh

420 FRIENDLY /ROMANTIC GETAWAY/ GREAT HOSTING SPACE

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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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
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View from the Top!  Steps from Grandview, Sleeps 8, holiday rental in Pittsburgh
View from the Top!  Steps from Grandview, Sleeps 8, holiday rental in Pittsburgh
View from the Top!  Steps from Grandview, Sleeps 8, holiday rental in Pittsburgh

View from the Top! Steps from Grandview, Sleeps 8

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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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
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Apt Mt Washington-w/Office Room-Pack n Play - Sky Line View -1 King 2 Queen Beds, holiday rental in Pittsburgh
Apt Mt Washington-w/Office Room-Pack n Play - Sky Line View -1 King 2 Queen Beds, holiday rental in Pittsburgh
Apt Mt Washington-w/Office Room-Pack n Play - Sky Line View -1 King 2 Queen Beds, holiday rental in Pittsburgh

Apt Mt Washington-w/Office Room-Pack n Play - Sky Line View -1 King 2 Queen Beds

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cheerful 2 Bedroom Townhouse, holiday rental in Pittsburgh
Cheerful 2 Bedroom Townhouse, holiday rental in Pittsburgh
Cheerful 2 Bedroom Townhouse, holiday rental in Pittsburgh

Cheerful 2 Bedroom Townhouse

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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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
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Convenient and Cozy Two Bedroom Townhouse, holiday rental in Pittsburgh
Convenient and Cozy Two Bedroom Townhouse, holiday rental in Pittsburgh
Convenient and Cozy Two Bedroom Townhouse, holiday rental in Pittsburgh

Convenient and Cozy Two Bedroom Townhouse

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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PGH Oasis★Modern 3BR★8min to Downtown★Free Parking, holiday rental in Pittsburgh
PGH Oasis★Modern 3BR★8min to Downtown★Free Parking, holiday rental in Pittsburgh
PGH Oasis★Modern 3BR★8min to Downtown★Free Parking, holiday rental in Pittsburgh

PGH Oasis★Modern 3BR★8min to Downtown★Free Parking

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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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
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Luxe Bloomfield Apt | Free Parking | UPMC/Pitt/CMU, holiday rental in Pittsburgh
Luxe Bloomfield Apt | Free Parking | UPMC/Pitt/CMU, holiday rental in Pittsburgh
Luxe Bloomfield Apt | Free Parking | UPMC/Pitt/CMU, holiday rental in Pittsburgh

Luxe Bloomfield Apt | Free Parking | UPMC/Pitt/CMU

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Insta-Worthy 3 Story Rowhouse w King Suite in Central PGH, holiday rental in Pittsburgh
Insta-Worthy 3 Story Rowhouse w King Suite in Central PGH, holiday rental in Pittsburgh
Insta-Worthy 3 Story Rowhouse w King Suite in Central PGH, holiday rental in Pittsburgh

Insta-Worthy 3 Story Rowhouse w King Suite in Central PGH

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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★NEW★ Walk to PPG! Skyline Views and Free Parking, holiday rental in Pittsburgh
★NEW★ Walk to PPG! Skyline Views and Free Parking, holiday rental in Pittsburgh
★NEW★ Walk to PPG! Skyline Views and Free Parking, holiday rental in Pittsburgh

★NEW★ Walk to PPG! Skyline Views and Free Parking

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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2 King Beds - Free Parking - Arcade - Patio - Yard, holiday rental in Pittsburgh
2 King Beds - Free Parking - Arcade - Patio - Yard, holiday rental in Pittsburgh
2 King Beds - Free Parking - Arcade - Patio - Yard, holiday rental in Pittsburgh

2 King Beds - Free Parking - Arcade - Patio - Yard

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!, holiday rental in Pittsburgh
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!, holiday rental in Pittsburgh
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!, holiday rental in Pittsburgh

Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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5 min to UPMC Shadyside Oakland East Liberty, sleeps 6 unit 304, holiday rental in Pittsburgh
5 min to UPMC Shadyside Oakland East Liberty, sleeps 6 unit 304, holiday rental in Pittsburgh
5 min to UPMC Shadyside Oakland East Liberty, sleeps 6 unit 304, holiday rental in Pittsburgh

5 min to UPMC Shadyside Oakland East Liberty, sleeps 6 unit 304

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Perfect Mount Washington Home, Walkable w/Parking, holiday rental in Pittsburgh
Perfect Mount Washington Home, Walkable w/Parking, holiday rental in Pittsburgh
Perfect Mount Washington Home, Walkable w/Parking, holiday rental in Pittsburgh

Perfect Mount Washington Home, Walkable w/Parking

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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1B1B Modern Chic in DT Pittsburgh | Valet Gym WiFi, holiday rental in Pittsburgh
1B1B Modern Chic in DT Pittsburgh | Valet Gym WiFi, holiday rental in Pittsburgh
1B1B Modern Chic in DT Pittsburgh | Valet Gym WiFi, holiday rental in Pittsburgh

1B1B Modern Chic in DT Pittsburgh | Valet Gym WiFi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Unwind in a Bright, Comfortable Apartment for 3, holiday rental in Pittsburgh
Unwind in a Bright, Comfortable Apartment for 3, holiday rental in Pittsburgh
Unwind in a Bright, Comfortable Apartment for 3, holiday rental in Pittsburgh

Unwind in a Bright, Comfortable Apartment for 3

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Eclectic Historic Sunny Vista Home with City Views, Northshore, holiday rental in Pittsburgh
Eclectic Historic Sunny Vista Home with City Views, Northshore, holiday rental in Pittsburgh
Eclectic Historic Sunny Vista Home with City Views, Northshore, holiday rental in Pittsburgh

Eclectic Historic Sunny Vista Home with City Views, Northshore

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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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
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Beautiful, Walkable Strip District Studio w/ Outdoor Loggia, holiday rental in Pittsburgh
Beautiful, Walkable Strip District Studio w/ Outdoor Loggia, holiday rental in Pittsburgh
Beautiful, Walkable Strip District Studio w/ Outdoor Loggia, holiday rental in Pittsburgh

Beautiful, Walkable Strip District Studio w/ Outdoor Loggia

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charming 2BD/3BM home w/hut tub/fireplace/private patio, holiday rental in Pittsburgh
Charming 2BD/3BM home w/hut tub/fireplace/private patio, holiday rental in Pittsburgh
Charming 2BD/3BM home w/hut tub/fireplace/private patio, holiday rental in Pittsburgh

Charming 2BD/3BM home w/hut tub/fireplace/private patio

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Park Free★Amazing Space★Professionally Cleaned!, holiday rental in Pittsburgh
Park Free★Amazing Space★Professionally Cleaned!, holiday rental in Pittsburgh
Park Free★Amazing Space★Professionally Cleaned!, holiday rental in Pittsburgh

Park Free★Amazing Space★Professionally Cleaned!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Stylish 4 Bedroom Loft Home, North Shore, City Skyline View, Steps to NHL, NFL, holiday rental in Pittsburgh
Stylish 4 Bedroom Loft Home, North Shore, City Skyline View, Steps to NHL, NFL, holiday rental in Pittsburgh
Stylish 4 Bedroom Loft Home, North Shore, City Skyline View, Steps to NHL, NFL, holiday rental in Pittsburgh

Stylish 4 Bedroom Loft Home, North Shore, City Skyline View, Steps to NHL, NFL

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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4 Bedroom / 2 Bathroom South Side I Pittsburgh, holiday rental in Pittsburgh
4 Bedroom / 2 Bathroom South Side I Pittsburgh, holiday rental in Pittsburgh
4 Bedroom / 2 Bathroom South Side I Pittsburgh, holiday rental in Pittsburgh

4 Bedroom / 2 Bathroom South Side I Pittsburgh

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Newly renovated home close to Monroeville Mall, holiday rental in Pittsburgh
Newly renovated home close to Monroeville Mall, holiday rental in Pittsburgh
Newly renovated home close to Monroeville Mall, holiday rental in Pittsburgh

Newly renovated home close to Monroeville Mall

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Payment Protection
Pittsburgh Retreat w/ Deck & Outdoor Dining!, holiday rental in Pittsburgh
Pittsburgh Retreat w/ Deck & Outdoor Dining!, holiday rental in Pittsburgh
Pittsburgh Retreat w/ Deck & Outdoor Dining!, holiday rental in Pittsburgh

Pittsburgh Retreat w/ Deck & Outdoor Dining!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sophisticated Elegance in Pgh’s Most Scenic Locale, holiday rental in Pittsburgh
Sophisticated Elegance in Pgh’s Most Scenic Locale, holiday rental in Pittsburgh
Sophisticated Elegance in Pgh’s Most Scenic Locale, holiday rental in Pittsburgh

Sophisticated Elegance in Pgh’s Most Scenic Locale

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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2BR 2BA Lux Historic Loft With Pool, holiday rental in Pittsburgh
2BR 2BA Lux Historic Loft With Pool, holiday rental in Pittsburgh
2BR 2BA Lux Historic Loft With Pool, holiday rental in Pittsburgh

2BR 2BA Lux Historic Loft With Pool

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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
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Beautiful Pittsburgh home-walkable area w parking, holiday rental in Pittsburgh
Beautiful Pittsburgh home-walkable area w parking, holiday rental in Pittsburgh
Beautiful Pittsburgh home-walkable area w parking, holiday rental in Pittsburgh

Beautiful Pittsburgh home-walkable area w parking

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cute and Cozy Deck Suite, holiday rental in Pittsburgh
Cute and Cozy Deck Suite, holiday rental in Pittsburgh
Cute and Cozy Deck Suite, holiday rental in Pittsburgh

Cute and Cozy Deck Suite

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Fantastic Family Home in Central Mount Washington, holiday rental in Pittsburgh
Fantastic Family Home in Central Mount Washington, holiday rental in Pittsburgh
Fantastic Family Home in Central Mount Washington, holiday rental in Pittsburgh

Fantastic Family Home in Central Mount Washington

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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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
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Pittsburgh Bed and Breakfasts, holiday rental in Pittsburgh
Pittsburgh Bed and Breakfasts, holiday rental in Pittsburgh
Pittsburgh Bed and Breakfasts, holiday rental in Pittsburgh

Pittsburgh Bed and Breakfasts

Private Room
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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2BR Spacious Historic Loft With Pool, holiday rental in Pittsburgh
2BR Spacious Historic Loft With Pool, holiday rental in Pittsburgh
2BR Spacious Historic Loft With Pool, holiday rental in Pittsburgh

2BR Spacious Historic Loft With Pool

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Showing results 1-50 of 524
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