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Browse Select South Side Holiday Homes

"Would definitely stay again. No problems whatsoever Recommend"

includes taxes & fees

12 Aug - 13 Aug

"Super clean and comfortable. Centrally located. Great for family. Everyone enjoyed their stay."

includes taxes & fees

6 Aug - 7 Aug

Over The Bar Bicycle Cafe offers a variety of services and products, including a selection of beers.

"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. "

includes taxes & fees

5 Aug - 6 Aug

Enjoy a peaceful view from the deck with a lounge chair and table.

"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."

includes taxes & fees

5 Aug - 6 Aug

Enjoy meals in this traditional dining area with a glass-top table and four chairs, surrounded by a forest-themed mural.

"The property was exactly as expected, the pictures are very accurate. Property owner was very kind and responsive. Would definitely stay here again."

Relax in this inviting room with a comfortable seating area and large window offering a view of the neighborhood.

"The home was great!!! Small and quaint! Perfect for us!!! "

includes taxes & fees

11 Aug - 12 Aug

Stylish townhouses line a quiet urban street, each with unique architectural flair.

"7 people stayed for 2 nights over New Years . We all enjoyed our stay. "

includes taxes & fees

10 Aug - 11 Aug

Enjoy cooking in this well-equipped kitchen with a central island, microwave, and oven, surrounded by white cabinetry and a black countertop.

"Beautiful place"

Enjoy cooking in this well-equipped kitchen with an oven, range hood, and large island with a sink.

"The parking and access for the property was excellent. We also like how close it was to the overlook/incline and stores and restaurants."

includes taxes & fees

12 Aug - 13 Aug

Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and dishwasher.

"Had a great stay with 3 friends and our 7 year old boys for Pirates games. Would definitely stay here again!"

includes taxes & fees

3 Sept - 4 Sept

Enjoy cooking in this well-lit kitchen with a large window offering a view of the surrounding garden.

"Very easy to use and so many great amenities!"

includes taxes & fees

1 Sept - 2 Sept

Enjoy cooking in this well-lit kitchen with a stainless steel range hood, dishwasher, stove, and microwave.

"The stay was wonderful."

Enjoy cooking in this well-equipped kitchen with an oven, dishwasher, and refrigerator.

"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!"

Cozy room features a fireplace with ornate mantelpiece and white columns.

"Easy to locate. Comfortable bed. I would stay here again!"

includes taxes & fees

31 Aug - 1 Sept

Enjoy cooking in this well-lit kitchen with a stove, microwave, and wooden countertop.

"Thoroughly enjoyed the stay here for my son's graduation "

Relax in a serene space with two single beds, a desk for work, and a potted plant.

"We had a great time! Clean and as advertised!!! "

includes taxes & fees

10 Aug - 11 Aug

Enjoy cooking in this well-equipped kitchen with stainless steel appliances, white cabinetry, and a large window offering a view of the outdoor area.

"We really enjoyed our stay in PA! The home was comfortable and great for our family. It was a good location for exploring the city. The host communicated well and made everything easy. We'd definitely recommend it to other families! Thank you!"

includes taxes & fees

7 Aug - 8 Aug

Stunning multi-level interior with a central staircase, fireplace, and dining area.

"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. "