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Vacation Homes in South Side

Stylish 4Bdr Loft Home, North Shore, City Skyline

10.0 out of 10, Exceptional, (27)
"Would definitely stay again. No problems whatsoever Recommend"
The price is ¥17,486
¥23,684 total
includes taxes & fees
Aug 11 - Aug 12
Stylish 4Bdr Loft Home, North Shore, City Skyline

Stylish & Central 3BD Home Pittsburgh/North Side

10.0 out of 10, Exceptional, (6)
The price is ¥15,526
¥21,391 total
includes taxes & fees
Aug 3 - Aug 4
Stylish & Central 3BD Home Pittsburgh/North Side

Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside

6.0 out of 10, (3)
"Excellent communication with owner. Fast, friendly and courteous. Located about 450 meter walk up a large hill from Penn Avenue (bus 88) which is about 35 minutes to downtown. Apartment showing its age but fair value for cost. "
The price is ¥17,921
¥49,326 total
includes taxes & fees
Aug 18 - Aug 19
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside

Urban Retreat with Garage on Mt Washington

10.0 out of 10, Exceptional, (54)
"We loved staying on Mt Washington! It was close to everything we wanted to do. The house was clean, and a really easy walk to the grocery store, bakery, coffee shop, ice cream shop, and the incline."
The price is ¥20,953
¥39,572 total
includes taxes & fees
Aug 20 - Aug 21
Urban Retreat with Garage on Mt Washington

Historic 4 Bed Northside Home - Amazing Location

7.4 out of 10, Good, (13)
"The property was exactly as expected, the pictures are very accurate. Property owner was very kind and responsive. Would definitely stay here again."
Historic 4 Bed Northside Home - Amazing Location

Not so tiny house with full kitchen & patio swing

9.6 out of 10, Exceptional, (55)
"The home was great!!! Small and quaint! Perfect for us!!! "
The price is ¥15,074
¥29,002 total
includes taxes & fees
Aug 3 - Aug 4
Not so tiny house with full kitchen & patio swing

Walkable Luxury 4 Br House

9.6 out of 10, Exceptional, (12)
"7 people stayed for 2 nights over New Years . We all enjoyed our stay. "
Walkable Luxury 4 Br House

The Beverly at Mt. Lebanon by Luxe PGH

4.0 star property
6.0 out of 10, (13)
"Beautiful place"
The Beverly at Mt. Lebanon by Luxe PGH

King Bed | Free Parking | Arcade | Fire Pit

2.0 star property
10.0 out of 10, Exceptional, (21)
"The parking and access for the property was excellent. We also like how close it was to the overlook/incline and stores and restaurants."
The price is ¥18,089
¥49,616 total
includes taxes & fees
Aug 12 - Aug 13
King Bed | Free Parking | Arcade | Fire Pit

2 King Beds | Free Parking | BBQ | Arcade | Patio

9.8 out of 10, Exceptional, (25)
"Had a great stay with 3 friends and our 7 year old boys for Pirates games. Would definitely stay here again!"
The price is ¥15,978
¥48,431 total
includes taxes & fees
Aug 6 - Aug 7
2 King Beds | Free Parking | BBQ | Arcade | Patio

King Bed | Free Parking | Arcade | Fire Pit

10.0 out of 10, Exceptional, (13)
"Very easy to use and so many great amenities!"
The price is ¥17,335
¥48,386 total
includes taxes & fees
Sep 1 - Sep 2
King Bed | Free Parking | Arcade | Fire Pit

6 Mi to Dtwn: Pittsburgh Townhome w/ Porch

9.8 out of 10, Exceptional, (36)
"The stay was wonderful."
6 Mi to Dtwn: Pittsburgh Townhome w/ Porch

Charming Carnegie Cottage 15 Minutes from Airport & Downtown

9.4 out of 10, Exceptional, (39)
"We had a fantastic stay in Pittsburgh! The property provided easy access to all the attractions we wanted to visit. It was a short trip to museums, PNC Park, and downtown, making it perfect for our sightseeing plans. The location was ideal, and the accommodations were comfortable and convenient. Highly recommend for anyone looking to explore the city!"
Charming Carnegie Cottage 15 Minutes from Airport & Downtown

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

10.0 out of 10, Exceptional, (20)
"Easy to locate. Comfortable bed. I would stay here again!"
The price is ¥9,798
¥28,143 total
includes taxes & fees
Aug 31 - Sep 1
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!

9.8 out of 10, Exceptional, (35)
"We had a great time staying at this house. It was clean, accurately represented and in a great location!"
Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!

Pet-Friendly Pittsburgh House: 3BR, Yard

10.0 out of 10, Exceptional, (3)
"We had a great time! Clean and as advertised!!! "
The price is ¥20,350
¥68,710 total
includes taxes & fees
Aug 11 - Aug 12
Pet-Friendly Pittsburgh House: 3BR, Yard

3-bedroom house and game room in Pittsburgh with WiFi, AC

10.0 out of 10, Exceptional, (3)
"Stay was a 10/10 definitely will be booking again also they are very detailed on to where to put and throw things out at during your stay also a lot of stuff had labels wig u where confused on anything "
The price is ¥27,133
¥36,199 total
includes taxes & fees
Aug 3 - Aug 4
3-bedroom house and game room in Pittsburgh with WiFi, AC

Kids Centered House - Free Parking, Wifi, Fully Functional Kitchen.

2.0 star property
9.2 out of 10, Wonderful, (12)
"Very spacious and modern property. Even though you are in the downtown area of Pittsburgh, this location offers a quiet neighborhood with easy access to so many highways and attractions. Everything worked well and as advertised. Comfortable beds and room for everyone to have their own space. The host was responsive communicated effectively. I would stay here again and would highly recommend this location. "
Kids Centered House - Free Parking, Wifi, Fully Functional Kitchen.

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

10.0 out of 10, Exceptional, (54)
"It was the perfect location for the bachelorette party. The house was clean and comfortable. Would definitely recommend! "
Gorgeous Southside Slopes home with outdoor hot tub and city view!

Explore Pittsburgh from a Modern, Hip Bungalow

9.6 out of 10, Exceptional, (48)
"This home is comfortable, nicely furnished, and decorated, clean, and very relaxing. Just what I wanted. "
The price is ¥8,818
¥24,450 total
includes taxes & fees
Aug 4 - Aug 5
Explore Pittsburgh from a Modern, Hip Bungalow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Side Hotel Reviews