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Results: 313 Rentals

  • Modern Spacious Home β€’ Rooftop Deck
    From $831 per night (USD)

    VRBO

    Modern Spacious Home • Rooftop Deck

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Updated and professionally managed quiet home in Pittsburgh's South Side. Steps from busy East Carson Street but far eno ...

    From $831 per night (USD)

    VRBO

    Details
  • *Historic Gem* Heart of Southside-Sleeps 10
    From $213 per night (USD)

    Expedia

    *Historic Gem* Heart of Southside-Sleeps 10

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Summary: Come and relax in our new location with many original architectural elements. This property includes 3 bedrooms ...

    From $213 per night (USD)

    Expedia

    Details
  • Sophisticated Elegance in Pghs Most Scenic Locale
    From $354 per night (USD)

    VRBO

    Sophisticated Elegance in Pghs Most Scenic Locale

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    11

    Summary: Welcome to your home away from home! With 3 floors of living, a side yard, off street parking and outdoor spac ...

    From $354 per night (USD)

    VRBO

    Details
  • Mt. Washington Home located conveniently just outside of downtown Pittsburgh.
    From $171 per night (USD)

    VRBO

    Mt. Washington Home located conveniently just outside of downtown Pittsburgh.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    My home is conveniently located minutes from the beautiful views of Downtown Pittsburgh. A 10-15 Minute Uber away from ...

    From $171 per night (USD)

    VRBO

    Details
  • Super updated 4BR w\/ large deck
    From $215 per night (USD)

    VRBO

    Super updated 4BR w\/ large deck

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Experience easy living in this spacious and fully updated home just steps away from Grandview Avenue. This prop ...

    From $215 per night (USD)

    VRBO

    Details
  • Peaceful full home in the heart of Southside Flats.
    From $138 per night (USD)

    VRBO

    Peaceful full home in the heart of Southside Flats.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Perfect, exceptional location. A peaceful home located in the heart of the Southside Flats. Far enough back from Carson ...

    From $138 per night (USD)

    VRBO

    Details
  • Amazingly Homey w\/Garage + Outdoor Space! 5B\/2B
    From $390 per night (USD)

    VRBO

    Amazingly Homey w\/Garage + Outdoor Space! 5B\/2B

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Magnificent 5bedroom Southside townhome with private garage parking! Originally built in the early 1900s, the property r ...

    From $390 per night (USD)

    VRBO

    Details
  • Pittsburgh Indigo Oasis
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    Expedia

    Pittsburgh Indigo Oasis

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Pittsburgh Indigo Oasis, minutes from downtown Pittsburgh, Oakland and Bakery Square, you will be in the center of it al ...

    Click For Pricing

    Expedia

    Details
  • Cliffside Contemporary With Spectacualr City Views
    From $707 per night (USD)

    VRBO

    Cliffside Contemporary With Spectacualr City Views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Amazing views, rooftop patio, contemporary design and furnishings are just the beginning for your amazing stay at our cl ...

    From $707 per night (USD)

    VRBO

    Details
  • Historic Home In The South Side
    From $182 per night (USD)

    Expedia

    Historic Home In The South Side

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy a private apartment located in the heart of the East Carson Street Historic District on South 19th Street. Close w ...

    From $182 per night (USD)

    Expedia

    Details
  • The Glassy House, Chic, Modern, 40ft Atrium, In South Side Pittsburgh
    From $493 per night (USD)

    VRBO

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

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to the “Glass House” , a truly out of the ordinary and luxurious masterpiece designed by Pittsburgh Magazine’s 2 ...

    From $493 per night (USD)

    VRBO

    Details
  • Skyline Views β˜… Stunning Balconies β˜… Luxe Home!
    From $382 per night (USD)

    Expedia

    Skyline Views ★ Stunning Balconies ★ Luxe Home!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    You have to see the view to believe it - walk out onto one of two balconies and say woah! Amazing views are visible from ...

    From $382 per night (USD)

    Expedia

    Details
  • Historic Home β€’ Former Convent
    From $882 per night (USD)

    VRBO

    Historic Home • Former Convent

    Bedrooms:
    4
    Bathrooms:
    9
    Sleeps:
    14

    Gorgeous renovation of a former Convent in the heart of Pittsburgh's Historic South Side. Space for your family to be to ...

    From $882 per night (USD)

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    Details
  • Charming Home β€’ Vibrant Neighborhood
    From $319 per night (USD)

    VRBO

    Charming Home • Vibrant Neighborhood

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Contemporary yet historic row home in Pittsburgh's South Side. This home is steps from busy East Carson Street but far e ...

    From $319 per night (USD)

    VRBO

    Details
  • On Site Gymβ˜… Purple Mattress β˜… City Views!
    From $166 per night (USD)

    VRBO

    On Site Gym★ Purple Mattress ★ City Views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of ...

    From $166 per night (USD)

    VRBO

    Details
  • On Site Gymβ˜… Purple Mattress β˜…Park Free Downtown
    From $205 per night (USD)

    Expedia

    On Site Gym★ Purple Mattress ★Park Free Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of ...

    From $205 per night (USD)

    Expedia

    Details
  • Maple Terrace -Mt Washington -15 steps to Grandview Ave. and the amazing views!
    From $200 per night (USD)

    VRBO

    Maple Terrace -Mt Washington -15 steps to Grandview Ave. and the amazing views!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    Mt Washington Overlook -a few steps from our door. This location has everything you need within walking distance and ve ...

    From $200 per night (USD)

    VRBO

    Details
  • Stunning City Living! Open Floor Plan!
    From $235 per night (USD)

    VRBO

    Stunning City Living! Open Floor Plan!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Summary: This place is a stunner It is minutes to Downtown Pittsburgh, and a short car ride to the Stadiums. The home fe ...

    From $235 per night (USD)

    VRBO

    Details
  • South Side Cool in the Heart of the Flats
    From $174 per night (USD)

    VRBO

    South Side Cool in the Heart of the Flats

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Our home in the heart of the historic South Side Flats neighborhood, is a five minute drive to revitalized downtown Pitt ...

    From $174 per night (USD)

    VRBO

    Details
  • Luxury Pittsburgh Grandview Ave Apt
    From $274 per night (USD)

    VRBO

    Luxury Pittsburgh Grandview Ave Apt

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Best Location in the City of Pittsburgh! Center of Grandview Ave - Panoramic City views from the living room and the mas ...

    From $274 per night (USD)

    VRBO

    Details
  • Cozy Pittsburgh Home with King Beds - short drive to all
    From $240 per night (USD)

    VRBO

    Cozy Pittsburgh Home with King Beds - short drive to all

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    **4 minute drive or 10 minute walk to PPG Arena!!** Imagine yourself relaxing in this beautifully designed 4 Bed / 2 Fu ...

    From $240 per night (USD)

    VRBO

    Details
  • Elegant & Cozy Escape - 5Beds\/2.5Bath - Sleeps 10
    From $340 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Wonderfully charming home with open concept living/dining/kitchen and plenty of room for the group to spread out and rel ...

    From $340 per night (USD)

    Expedia

    Details
  • Exquisite 4Bed\/3.5Bath Home W\/Garage +Rooftop Deck
    From $348 per night (USD)

    VRBO

    Exquisite 4Bed\/3.5Bath Home W\/Garage +Rooftop Deck

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Ground up new construction boasting a wonderful mix of classic and modern. Garage parking for 1 vehicle. Ground floor co ...

    From $348 per night (USD)

    VRBO

    Details
  • Crash Pad off Carson
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    Expedia

    Crash Pad off Carson

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Updated 2 bedroom house in Pittsburgh's lively South Side! A cozy home for family/friends to relax and unwind, especiall ...

    Click For Pricing

    Expedia

    Details
  • β˜… Modern Studio Apt Downtown and Gym β˜…
    Click For Pricing

    VRBO

    ★ Modern Studio Apt Downtown and Gym ★

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Abundant Stays! This Luxury studio apartment is located in the downtown area. This apartment is within walkin ...

    Click For Pricing

    VRBO

    Details
  • Free Parking!β˜… Private Gymβ˜… Great Views!
    From $271 per night (USD)

    Expedia

    Free Parking!★ Private Gym★ Great Views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of ...

    From $271 per night (USD)

    Expedia

    Details
  • β˜…Private Gymβ˜… Free Parking!β˜… Awesome Viewsβ˜…
    From $168 per night (USD)

    VRBO

    ★Private Gym★ Free Parking!★ Awesome Views★

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of ...

    From $168 per night (USD)

    VRBO

    Details
  • β˜… Gourmet Kitchen β˜… Park Freeβ˜… Gym β˜… Views!β˜…
    From $178 per night (USD)

    Expedia

    ★ Gourmet Kitchen ★ Park Free★ Gym ★ Views!★

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of ...

    From $178 per night (USD)

    Expedia

    Details
  • Free Garage Parking!β˜… Private Gymβ˜… End Unit!
    From $167 per night (USD)

    VRBO

    Free Garage Parking!★ Private Gym★ End Unit!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of ...

    From $167 per night (USD)

    VRBO

    Details
  • Park Free!β˜… Private Gymβ˜… City Skyline Views!
    From $166 per night (USD)

    Expedia

    Park Free!★ Private Gym★ City Skyline Views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of ...

    From $166 per night (USD)

    Expedia

    Details
  • ❀️Cozy Townhome on Carey with Private Deck Space ❀️
    From $135 per night (USD)

    VRBO

    ❤️Cozy Townhome on Carey with Private Deck Space ❤️

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to our charming 3-bedroom, 1-bathroom unit in the heart of Pittsburgh's vibrant South Side! This stylish and coz ...

    From $135 per night (USD)

    VRBO

    Details
  • Stefanos Pittsburgh Paradise
    From $347 per night (USD)

    Expedia

    Stefanos Pittsburgh Paradise

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    9

    Home away from home when staying in the Pittsburgh area! 2 full bathrooms 3 bedrooms (2 queen beds, 1 king bed) 1 3rd fl ...

    From $347 per night (USD)

    Expedia

    Details
  • Beautiful Rooftop Tranquility! 2 Car Garage! Sleeps +12!
    From $403 per night (USD)

    VRBO

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Welcome to our newly renovated extravagant South Side Slopes 4br/2.5ba home! Perfect for traveling business partners, fa ...

    From $403 per night (USD)

    VRBO

    Details
  • House on a hill - view of Pittsburgh
    From $196 per night (USD)

    Expedia

    House on a hill - view of Pittsburgh

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Must love steep driving! This newly renovated house boasts breathtaking views of Pittsburgh city and comes full ...

    From $196 per night (USD)

    Expedia

    Details
  • Large 1BR on hill close to everything in Pitt
    From $130 per night (USD)

    VRBO

    Large 1BR on hill close to everything in Pitt

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: This space is the perfect way to experience the best of Pittsburgh! It is conveniently situated close to all th ...

    From $130 per night (USD)

    VRBO

    Details
  • PROFESSIONALLY CLEANED\/QUARANTINED
    From $422 per night (USD)

    VRBO

    PROFESSIONALLY CLEANED\/QUARANTINED

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    4 bedroom/ 3 bath house, 1 1/2 block from historic East Carson St. in Pittsburgh's South Side, the entertainment capital ...

    From $422 per night (USD)

    VRBO

    Details
  • Pittsburgh’s Tropicana with outdoor year round hot tub. Fantastic location!
    From $479 per night (USD)

    VRBO

    Pittsburgh’s Tropicana with outdoor year round hot tub. Fantastic location!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    11

    My beautiful, high end, tropical Tommy Bahama inspired home is located in the historic Southside of Pittsburgh, only 3 b ...

    From $479 per night (USD)

    VRBO

    Details
  • The Schenley!  8 Bed\/5 bath! Sleeps 22!  4 x Free Parking!
    From $537 per night (USD)

    Expedia

    The Schenley! 8 Bed\/5 bath! Sleeps 22! 4 x Free Parking!

    Bedrooms:
    5
    Bathrooms:
    10
    Sleeps:
    22

    Entire apartment building with 3 separate units! 8Bedrooms/5Bathrooms comprised of 8 queen beds, 3 queen sleeper sofas a ...

    From $537 per night (USD)

    Expedia

    Details
  • Dazzling South Side Loft on Carson Street
    From $171 per night (USD)

    VRBO

    Dazzling South Side Loft on Carson Street

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Incredible space in the heart of the South Side of Pittsburgh. Located on the action packed, Carson Street next to the l ...

    From $171 per night (USD)

    VRBO

    Details
  • Kasa | Studio, Marina in SouthSide | Pittsburgh
    From $157 per night (USD)

    VRBO

    Kasa | Studio, Marina in SouthSide | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $157 per night (USD)

    VRBO

    Details
  • Kasa | Walk to South Side Marina with the Family | Pittsburgh
    From $271 per night (USD)

    VRBO

    Kasa | Walk to South Side Marina with the Family | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $271 per night (USD)

    VRBO

    Details
  • Kasa | Spacious 3 Bedroom with Amenity Access | Pittsburgh
    From $275 per night (USD)

    VRBO

    Kasa | Spacious 3 Bedroom with Amenity Access | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $275 per night (USD)

    VRBO

    Details
  • Kasa | Studio, Marina in SouthSide | Pittsburgh
    From $160 per night (USD)

    VRBO

    Kasa | Studio, Marina in SouthSide | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $160 per night (USD)

    VRBO

    Details
  • Kasa | Studio, Marina in SouthSide | Pittsburgh
    From $153 per night (USD)

    VRBO

    Kasa | Studio, Marina in SouthSide | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $153 per night (USD)

    VRBO

    Details
  • Kasa | Welcoming Space Near South Side Marina | Pittsburgh
    From $269 per night (USD)

    VRBO

    Kasa | Welcoming Space Near South Side Marina | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $269 per night (USD)

    VRBO

    Details
  • Kasa | Inviting 2 Bedroom with Amenity Access | Pittsburgh
    From $268 per night (USD)

    VRBO

    Kasa | Inviting 2 Bedroom with Amenity Access | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $268 per night (USD)

    VRBO

    Details
  • Kasa | Stay in or Go out in Steel City | Pittsburgh
    From $276 per night (USD)

    VRBO

    Kasa | Stay in or Go out in Steel City | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $276 per night (USD)

    VRBO

    Details
  • Kasa | Studio, Marina in SouthSide | Pittsburgh
    From $158 per night (USD)

    VRBO

    Kasa | Studio, Marina in SouthSide | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $158 per night (USD)

    VRBO

    Details
  • 2 Connecting Suites at a  Hotel
    From $546 per night (USD)

    VRBO

    2 Connecting Suites at a Hotel

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Close to the lively Market Square area, the 1 King Bed Junior Suite With Sofabed features 300 square feet of comfortable ...

    From $546 per night (USD)

    VRBO

    Details
  • 1 Bedroom Summit Apartment - Walkable to Incline
    From $112 per night (USD)

    VRBO

    1 Bedroom Summit Apartment - Walkable to Incline

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Completely Renovated Retreat on the Hill. Just Minutes from Downtown, steps from stunning city vistas at Baily ...

    From $112 per night (USD)

    VRBO

    Details
  • Skyline Views & Adventure β˜… Dogs πŸ‘ β˜… Professionally Cleaned β˜… Close to all!
    From $192 per night (USD)

    VRBO

    Skyline Views & Adventure ★ Dogs 👍 ★ Professionally Cleaned ★ Close to all!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    ✔️ Pittsburgh skyline view ✔️ Dog-friendly! 2 dogs max (pls message for approval before booking) ✔️ Remote workstation w ...

    From $192 per night (USD)

    VRBO

    Details
  • Enjoy the best of Pittsburgh in comfort: Only minutes from Downtown !
    From $145 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    10 minutes from the David Lawrence Convention Center. Don’t miss the chance to see the newest in custom cars!! Centrall ...

    From $145 per night (USD)

    Expedia

    Details
  • 2 Connecting Suites at a  Hotel
    From $445 per night (USD)

    VRBO

    2 Connecting Suites at a Hotel

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    10

    At the Hampton Inn & Suites Pittsburgh-Downtown, guests can satisfy their hunger with a complimentary breakfast or an On ...

    From $445 per night (USD)

    VRBO

    Details
  • Perfect Place and Breakfast Too!
    From $402 per night (USD)

    Expedia

    Perfect Place and Breakfast Too!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    9

    The city's most desired neighborhood for location and fun . The 1917 Mill House is in Pittsburgh's historic Sout ...

    From $402 per night (USD)

    Expedia

    Details
  • City Skyline Views! β˜… Park Free!β˜… Private Gym
    From $204 per night (USD)

    VRBO

    City Skyline Views! ★ Park Free!★ Private Gym

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury living downtown! Whether you're staying for a few days or a few months, you can't beat the location and amenities ...

    From $204 per night (USD)

    VRBO

    Details
  • Park Free! β˜… Private Gym β˜… City Views!
    From $204 per night (USD)

    Expedia

    Park Free! ★ Private Gym ★ City Views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of ...

    From $204 per night (USD)

    Expedia

    Details
  • Classy 4bed 2 bath Mt Washington
    From $208 per night (USD)

    VRBO

    Classy 4bed 2 bath Mt Washington

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: This home offers the best of both worlds - located just steps away from Emerald View Park and easy access to do ...

    From $208 per night (USD)

    VRBO

    Details
  • Entire Home β€’ Lux Master β€’ Terraces β€’ 4 Car
    From $363 per night (USD)

    Expedia

    Entire Home • Lux Master • Terraces • 4 Car

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    10

    Premier Host: Andrea and Anthony You have found your official “Key To The City.” NO TRICK PHOTOGRAPHY OR EMBELLISHED ...

    From $363 per night (USD)

    Expedia

    Details
  • A Million Dollar View and Off Street Parking!
    From $293 per night (USD)

    VRBO

    A Million Dollar View and Off Street Parking!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Summary: 4 floors of living space, 6 off street parking spots, a serene park like private setting and spectacular city v ...

    From $293 per night (USD)

    VRBO

    Details
  • Urban Retreat with Garage on Mt Washington
    From $148 per night (USD)

    Expedia

    Urban Retreat with Garage on Mt Washington

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The whole group will enjoy easy access to everything Pittsburgh has to offer from this centrally located place. Steps aw ...

    From $148 per night (USD)

    Expedia

    Details
  • Breathtaking Spacious PGH Skyline Loft On Carson Street
    From $218 per night (USD)

    VRBO

    Breathtaking Spacious PGH Skyline Loft On Carson Street

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Incredibly Spacious Skyline Loft in the heart of the South Side of Pittsburgh. The Views from our Skyline Loft are truly ...

    From $218 per night (USD)

    VRBO

    Details
  • Luxury Mountainside with Spectacular City Views
    From $707 per night (USD)

    Expedia

    Luxury Mountainside with Spectacular City Views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Furnished with high end furnishings to deliver a one of a kind luxury experience. Amazing views, two huge patios, one w ...

    From $707 per night (USD)

    Expedia

    Details
  • Light and Bright! Renovated Farmhouse in the City!
    From $202 per night (USD)

    VRBO

    Light and Bright! Renovated Farmhouse in the City!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Summary: Absolutely Gorgeous 4 bed 2.5 bath houses just minutes to downtown and a stones throw from the scenic views of ...

    From $202 per night (USD)

    VRBO

    Details
  • Gorgeous Southside Slopes home with outdoor hot tub and city view!
    From $488 per night (USD)

    Expedia

    Gorgeous Southside Slopes home with outdoor hot tub and city view!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    13

    Our privately owned and family managed property is an immaculate one of a kind custom home that overlooks the entire cit ...

    From $488 per night (USD)

    Expedia

    Details
  • Stunning views, stylish 3-bedroomΒ w\/ king suite
    From $323 per night (USD)

    VRBO

    Stunning views, stylish 3-bedroom w\/ king suite

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Wow! Enjoy Pittsburgh’s charm at this upscale home with spectacular views of downtown, nestled on a quiet hill in an ide ...

    From $323 per night (USD)

    VRBO

    Details
  • Independent hotel in historic building walking distance from the city
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    Expedia

    Independent hotel in historic building walking distance from the city

    Bedrooms:
    8
    Bathrooms:
    9
    Sleeps:
    29

    Welcome to our corner of Pittsburgh. The Traveler’s Rest is an independent hotel located along the Great Allegheny Passa ...

    Click For Pricing

    Expedia

    Details
  • Extravagant Duplex 6BR-4BR! Garage\/Sleeps 16!
    From $516 per night (USD)

    VRBO

    Extravagant Duplex 6BR-4BR! Garage\/Sleeps 16!

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    16

    Amazing newly renovated apartments in a private building completely reserved for your group! Both units combined a total ...

    From $516 per night (USD)

    VRBO

    Details
  • Modern Newly Renovated Duplex 6BR\/3BR Sleeps 16
    From $427 per night (USD)

    Expedia

    Modern Newly Renovated Duplex 6BR\/3BR Sleeps 16

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    16

    ABOUT THIS SPACE This fabulous newly renovated duplex has tons of space and great amenities such as an outdoor deck and ...

    From $427 per night (USD)

    Expedia

    Details
  • Cozy & Comfy Duplex! 7Bed\/4Bath w\/5 Car Parking!
    From $495 per night (USD)

    VRBO

    Cozy & Comfy Duplex! 7Bed\/4Bath w\/5 Car Parking!

    Bedrooms:
    4
    Bathrooms:
    8
    Sleeps:
    16

    Two beautifully renovated apartments in private building completely reserved for your group! Both units combined total 7 ...

    From $495 per night (USD)

    VRBO

    Details
  • Crash Pad off Carson - Pet Friendly!!!!
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    Expedia

    Crash Pad off Carson - Pet Friendly!!!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Updated 2 bedroom house in Pittsburgh's lively South Side! A cozy home for family/friends to relax and unwind, especiall ...

    Click For Pricing

    Expedia

    Details
  • King Bed \/ Free Parking \/ BBQ \/ Fire pit \/ Arcade
    From $274 per night (USD)

    VRBO

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

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Summary: ✓ King Bed ✓ Free parking ✓ Arcade / BBQ / Fire Pit / Patio ✓ On Carson St - nightlife ✓ White noise machines ✓ ...

    From $274 per night (USD)

    VRBO

    Details
  • South Side House w\/ Parking, Outdoor Space & Fire Pit!
    From $121 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Looking to stay in Pittsburgh's South Side but not wanting to deal w/ late night shenanigans, fighting with jagoffs over ...

    From $121 per night (USD)

    VRBO

    Details
  • Mt Washington Luxury Home with Views Galore - 2 Large Bedrooms + office
    From $132 per night (USD)

    VRBO

    Mt Washington Luxury Home with Views Galore - 2 Large Bedrooms + office

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy Mt Washington's long history and awesome views while staying in Pittsburgh. Minimum of 31 nights stay. Owner also ...

    From $132 per night (USD)

    VRBO

    Details
  • Kasa | See Steel City, Family Friendly Space | Pittsburgh
    From $441 per night (USD)

    VRBO

    Kasa | See Steel City, Family Friendly Space | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $441 per night (USD)

    VRBO

    Details
  • Kasa | Spacious SouthSide Works Studio | Pittsburgh
    From $250 per night (USD)

    VRBO

    Kasa | Spacious SouthSide Works Studio | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $250 per night (USD)

    VRBO

    Details
  • Kasa | Within Walking Distance of Three Museums | Pittsburgh
    From $275 per night (USD)

    VRBO

    Kasa | Within Walking Distance of Three Museums | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $275 per night (USD)

    VRBO

    Details
  • Kasa | Escape with the Family, Nearby Marina | Pittsburgh
    From $441 per night (USD)

    VRBO

    Kasa | Escape with the Family, Nearby Marina | Pittsburgh

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Summary: Next to the Monongahela River lies the perfect property for anyone who wants to get away for a weekend or longe ...

    From $441 per night (USD)

    VRBO

    Details
  • Grandview Ave β˜… Great Views β˜… Newly Remodeled!
    From $165 per night (USD)

    Expedia

    Grandview Ave ★ Great Views ★ Newly Remodeled!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    One of the only furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely ...

    From $165 per night (USD)

    Expedia

    Details
  • Well-Appointed Pittsburgh Home: 1 Mi to Dtwn!
    From $280 per night (USD)

    VRBO

    Well-Appointed Pittsburgh Home: 1 Mi to Dtwn!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    3

    Book a stay at this 1-bedroom, 2.5-bathroom vacation rental for your next adventure filled with Pittsburgh exploration! ...

    From $280 per night (USD)

    VRBO

    Details
  • Beautifully Restored Home in the Heart of Historic South Side
    From $920 per night (USD)

    VRBO

    Beautifully Restored Home in the Heart of Historic South Side

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Walk everywhere in Pittsburgh's Historic District, The South Side. Minutes to all major amenities in Pittsburgh and East ...

    From $920 per night (USD)

    VRBO

    Details
  • ⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂
    From $100 per night (USD)

    VRBO

    ⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Discover comfort and style in the heart of Pittsburgh's dynamic Southside neighborhood. Our renovated 1-bed, 1-bath firs ...

    From $100 per night (USD)

    VRBO

    Details
  • Pittsburgh Home w\/ Private Yard 3 Mi to Dtwn!
    From $200 per night (USD)

    Expedia

    Pittsburgh Home w\/ Private Yard 3 Mi to Dtwn!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    7

    Immerse yourself in Pittsburgh’s vibrant history while staying at this charming 3-bedroom, 1-bath abode! With close prox ...

    From $200 per night (USD)

    Expedia

    Details
  • Walk to PPG! Skyline Views, Free Parking
    From $309 per night (USD)

    VRBO

    Walk to PPG! Skyline Views, Free Parking

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Enjoy easy access to downtown, PPG Arena, Oakland, and The Strip District from this centrally-located home base. This m ...

    From $309 per night (USD)

    VRBO

    Details
  • Cozy & Comfy Cottage in the City - w\/ parking!
    From $125 per night (USD)

    VRBO

    Cozy & Comfy Cottage in the City - w\/ parking!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: You will love this comfy and cozy cottage. The property sits far back off the street on a double lot, with off ...

    From $125 per night (USD)

    VRBO

    Details
  • 4 Bedroom \/ 2 Bathroom South Side I Pittsburgh
    From $141 per night (USD)

    VRBO

    4 Bedroom \/ 2 Bathroom South Side I Pittsburgh

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    14

    Summary: 4bedroom/2bathroom single family hocated near the popular "South Side" with plenty of bars, restaurants and att ...

    From $141 per night (USD)

    VRBO

    Details
  • Charming 2BD\/3BM home w\/hut tub\/fireplace\/private patio
    From $204 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    4

    Ahoj and welcome to your elegant and cozy stay in a quiet street in the heart of South Side Flats. This is a perfect ba ...

    From $204 per night (USD)

    Expedia

    Details
  • β˜… HostWise Stays β˜… Park Free, Skyline Views, Private Gym!
    From $175 per night (USD)

    VRBO

    ★ HostWise Stays ★ Park Free, Skyline Views, Private Gym!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of ...

    From $175 per night (USD)

    VRBO

    Details
  • Carey Way Quarters - 3 Bedroom Loft
    From $152 per night (USD)

    Expedia

    Carey Way Quarters - 3 Bedroom Loft

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Welcome to Carey Way Quarters: 1 Block from Carson Street. Welcome to Carey Way Quarters: 1 Block from Carson S ...

    From $152 per night (USD)

    Expedia

    Details
  • Carey Way Quarters - Stylish 3 Bedroom
    From $161 per night (USD)

    VRBO

    Carey Way Quarters - Stylish 3 Bedroom

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Welcome to Carey Way Quarters: 1 Block from Carson Street. Our charming and stylishly decorated Airbnb is loca ...

    From $161 per night (USD)

    VRBO

    Details
  • Carey Way Quarters - Explorer's Dream Pad
    From $112 per night (USD)

    Expedia

    Carey Way Quarters - Explorer's Dream Pad

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Summary: Welcome to Carey Way Quarters: 1 Block from Carson Street. Discover the best of Pittsburgh from the comfort of ...

    From $112 per night (USD)

    Expedia

    Details
  • Studio - City Access - Amazing View Nearby!
    From $93 per night (USD)

    VRBO

    Studio - City Access - Amazing View Nearby!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to our beautiful home located in the heart of Pittsburgh. Our studio apartment is perfect for couples o ...

    From $93 per night (USD)

    VRBO

    Details
  • 1 BR - Parking - Amazing View Nearby!
    From $134 per night (USD)

    Expedia

    1 BR - Parking - Amazing View Nearby!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Welcome to your home away from home in the heart of the city! Our newly-renovated, spacious apartment is the pe ...

    From $134 per night (USD)

    Expedia

    Details
  • Perfect Mount Washington Home, Walkable w\/Parking
    From $138 per night (USD)

    VRBO

    Perfect Mount Washington Home, Walkable w\/Parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Summary: This one level home with private parking is perfect for long or short stays! This Mount Washington residential ...

    From $138 per night (USD)

    VRBO

    Details
  • Beautiful Pittsburgh home-walkable area w parking
    From $171 per night (USD)

    Expedia

    Beautiful Pittsburgh home-walkable area w parking

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Summary: You will love our newly renovated home for your Pittsburgh stay! This Mount Washington residential space is loc ...

    From $171 per night (USD)

    Expedia

    Details
  • Cozy Mount Washington Home with Private Parking
    From $121 per night (USD)

    VRBO

    Cozy Mount Washington Home with Private Parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Summary: This cozy, ground floor home with private parking will be your best stay yet! The perfect Mount Washington resi ...

    From $121 per night (USD)

    VRBO

    Details
  • Fantastic Family Home in Central Mount Washington
    From $298 per night (USD)

    VRBO

    Fantastic Family Home in Central Mount Washington

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Summary: Enjoy a stylish experience at this centrally-located place. This property offers so much. Walk-ability to groc ...

    From $298 per night (USD)

    VRBO

    Details
  • Uptown Stay *Near PPG Paints*
    From $213 per night (USD)

    VRBO

    Uptown Stay *Near PPG Paints*

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy a stylish experience at this centrally-located modern townhome. You will be only a short distance from all that Pi ...

    From $213 per night (USD)

    VRBO

    Details
  • Massive 4BR - Short Walk to Amazing View!
    From $142 per night (USD)

    Expedia

    Massive 4BR - Short Walk to Amazing View!

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    10

    Summary: Welcome to our charming and cozy home in the heart of the city! Our well-appointed and thoughtfully decorated s ...

    From $142 per night (USD)

    Expedia

    Details
  • Updated Townhome with Private Garage in South Side
    From $189 per night (USD)

    VRBO

    Updated Townhome with Private Garage in South Side

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Pittsburgh Espresso embraces the energy of city living, positioning you in the middle of everything Pittsburgh has to of ...

    From $189 per night (USD)

    VRBO

    Details
  • β˜… HostWise Stays β˜… Gym, Free Garage Parking, City Views, More!
    From $161 per night (USD)

    Expedia

    ★ HostWise Stays ★ Gym, Free Garage Parking, City Views, More!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of ...

    From $161 per night (USD)

    Expedia

    Details