Holiday rentals in South Side Flats, Pittsburgh

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Top-rated holiday rentals in South Side Flats, Pittsburgh

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Mexican War Streets

5 out of 5 average rating, 50 reviews

3 King Beds! Garage! Theater! Great Location!

DaphneRating, 5 stars2 weeks ago

Pristine, with all amenities, great location 3 level town home in a safe neighborhood. Parking garage included! 1 king size bedroom with en suite bathroom downstairs, kitchen, dining and living area, powder room on 2nd floor, 2 other king bedrooms and en suite baths with washer and dryer on 3rd floor. Plenty of steps to get your workout in! Everything was supplied. Located right next to Randyland and 10 minute walk to Starbucks, National Aviary and Carnegie’s Children Museum and nearby park. Check-in and out was easy and host was extremely responsive. No issues at all!

Superhost

Home in Pittsburgh

4.91 out of 5 average rating, 66 reviews

Modern Spacious Cozy Home Near Southside

MattRating, 5 stars4 days ago

Tapanga was helpful throughout the stay. The place was well taken care of and clean. The location was great and close to everywhere we needed to go. Necessities were covered, which was appreciated. Few things to keep in mind: the beds were firm, the was one full bath, and there wasn't a lot of closet space to hang things, but none of these negatively affected our trip. Overall, would recommend if you are visiting Pittsburgh with a larger group.

Guest favourite

Flat in Pittsburgh

4.97 out of 5 average rating, 122 reviews

Amazing views! Free Parking!

HollyRating, 5 stars5 days ago

Andrew’s place was the perfect spot to work remotely. It was peaceful, tucked away, and had a great view of the city. If you want somewhere remote but still in driving distance to downtown, this is a great spot. The apartment was larger than we expected and beautifully arranged. There is a coffee shop in walking distance if you don’t mind an aggressive hill, which we didn’t.

Top guest favourite

Home in Pittsburgh

4.97 out of 5 average rating, 400 reviews

Head to Pittsburgh From Mt. Lebanon Cottage

DavidRating, 5 stars1 week ago

Our brief stay in this beautiful house was outstanding in every way. The location is ideal -- the house is a block from Beverly Road, with a choice of quality restaurants and a terrific ice-cream store. The house is spacious -- three floors, plus a finished basement -- and comfortable. Leslie has put great effort into restoring this older house in a way that enhances its high-quality Craftsman features. There are also plenty of amenities and a complete kitchen and a grill. Leslie was responsive, clear, and helpful in all her messages. We will not hesitate to return to this house on our next visit.

Guest favourite

Home in South Side Flats

4.95 out of 5 average rating, 92 reviews

Cozy, Pet-Friendly Home in Pittsburgh South Side

KateRating, 5 stars2 weeks ago

The house was terrific! Very clean and the kitchen was well-stocked with everything we needed. We had a minor issue and Shelly took care of it right away - she was very responsive. We enjoyed the area and the house was perfect for us, a family of four. Thanks Shelly!

Guest favourite

Flat in Pittsburgh

4.96 out of 5 average rating, 174 reviews

Free Parking★ Walk Everywhere ★North Side Gem!

JenniRating, 5 stars2 months ago

We had a great stay in Chad’s characteristic apartment. It was very clean, the beds incredibly comfy and the fresh coffee beans are an excellent touch! We loved it and would highly recommend anyone staying in Pittsburgh to book Chad’s place

Guest favourite

Flat in East Liberty

4.9 out of 5 average rating, 50 reviews

Historical charm - 1bedroom spacious apartment

ValentinaRating, 5 stars2 weeks ago

Just as specified in the description. There were plenty of amenities to get myself situated without needing to run to the store right away. The place was very clean and Renee was always very responsive if there was a question or issue. Would highly recommend this cute place.

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Popular amenities for South Side Flats, Pittsburgh holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near South Side Flats, Pittsburgh's top sights

Mount Washington64 locals recommend

Phipps Conservatory and Botanical Gardens97 locals recommend

Carnegie Museum of Art57 locals recommend

Point State Park52 locals recommend

Schenley Park30 locals recommend

Gaucho Parrilla Argentina22 locals recommend

Other great holiday rentals in South Side Flats, Pittsburgh

Guest favourite

Home in South Side Flats

5 out of 5 average rating, 8 reviews

Spacious home with great views

JasonRating, 5 stars1 week ago

wonderful place to stay, and very homie. host was excellent, all and all ah wonder stay

Guest favourite

Home in Heidelberg

5 out of 5 average rating, 37 reviews

Glendale Chapel

LisaRating, 5 stars1 week ago

Another great trip to Pittsburgh. Such a treat to stay in an old chapel. The place is really lovely—just like the photos. Plenty of room for everyone to move around including furry friends. Kitchen is perfectly outfitted for dining in. Beds are comfy. Just a hop, skip and jump out of the city. And so, so quiet!

Guest favourite

Home in Troy Hill

4.89 out of 5 average rating, 55 reviews

Private Parking • Charming Getaway

KellyRating, 5 stars3 weeks ago

This was the perfect spot for a getaway. Everything looked new and was lovely. It was just what we were looking for. I would stay here again next time I come to Pittsburgh!

Guest favourite

Flat in Shadyside

4.93 out of 5 average rating, 30 reviews

Spacious 1 bd in Shadyside - Walk to CMU and Pitt

AideenRating, 5 stars10 months ago

We really enjoyed staying at Grace's place as it was spacious and comfortable. It's beautifully decorated and has period features and charm. In spite of early traffic we slept soundly in a very comfortable bed. The water was always hot and the shower powerful,the separate sinks was a novelty! It was great to be able to was our clothes too... We loved Shadyside too as it was a beautiful,peaceful neighbourhood with lots of good restaurants and bars which Grace recommended. The bus stops down the street and the 71B takes you to town near where the three rivers meet. Take the hop-on,hop-off tour and see the city. We got the 28x to the airport for $2.75,for nothing! Overall we would highly recommend Grace's place,Shadyside and Pittsburgh.

Guest favourite

Home in Pittsburgh

4.76 out of 5 average rating, 17 reviews

*NEW*Near Butler St- 2 King Beds

KyleRating, 5 stars4 months ago

Solid spot in a great location. Jillian is incredibly responsive, even on silly little things like not understanding the coffee maker (she was totally nonjudgmental on that and offered a straightforward step by step answer - it was actually really obvious, but we couldn't figure it out for some reason). Overall, this is a great spot in a great neighborhood.

Guest favourite

Flat in Pittsburgh

4.89 out of 5 average rating, 142 reviews

Luxury Apartment with Balcony Near Stadium

BrodyRating, 5 stars1 week ago

The place was very nice, easy to check in. Can do it all with your phone. Will stay again when we come back to Pittsburgh!

Superhost

Home in Pittsburgh

5 out of 5 average rating, 4 reviews

NEW! Luxe 4Br/3Ba, Walk to PPG/Duquesne, Free Park

BensonRating, 5 stars1 week ago

Great location, close to downtown and the universities. The house was beautifully redone and everything was brand new! Immaculate and spacious just like the pics. I must add that the beds were super comfortable. We also love that everything was well stocked, just like home! Lana was super responsive and the whole experience was very smooth. Easy check-in and check out. Lana got us free street parking for our two cars and we parked right in front of the house. Overall if you have a large group or want to have a lot of space you will love this house.

Superhost