Vacation rentals in South Side Flats

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Top-rated vacation rentals in South Side Flats

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Top guest favorite

A modern three-story home is shown, featuring large glass windows that allow ample natural light. The exterior showcases a combination of sleek metal siding and neutral tones, with a driveway leading up to the garage. Two neighboring buildings are visible on the right.

Home in Pittsburgh

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 stars3 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 favorite

A spacious living area features a large flat-screen TV mounted above an electric fireplace. A coffee table is positioned centrally, while large windows allow natural light to illuminate the room. Potted plants enhance the inviting atmosphere of the space.

Apartment in Pittsburgh

4.98 out of 5 average rating, 121 reviews

Amazing views! Free Parking!

HollyRating, 5 stars4 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 favorite

A comfortable living area features a dark leather sofa and an accent chair with a geometric pattern. Light spills in from a doorway leading to the dining area, where a wooden table is set for four. Decorative elements include a coffee table and wall art.

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 favorite

The dining area features a wooden table set for six, surrounded by matching chairs. A decorative area rug lies beneath the table. In the adjacent living space, a sofa and a chair invite relaxation, with large windows providing natural light.

Home in Pittsburgh

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 favorite

Apartment in Pittsburgh

4.96 out of 5 average rating, 174 reviews

Free Parking★ Walk Everywhere ★North Side Gem!

JenniRating, 5 stars1 month 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 favorite

The front porch features direct access to the apartment, showcasing wooden flooring and inviting blue doors. A welcome mat lies at the entrance, and a swing can be seen in the background, enhancing the outdoor seating space.

Apartment in Pittsburgh

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 vacation rentals

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Other great vacation rentals in South Side Flats

Guest favorite

The image captures a panoramic view of the city skyline at sunset, with colors transitioning in the sky. A wooden deck, adorned with string lights, extends over the scene, while lush greenery frames the foreground, providing a contrasting natural element to the urban landscape.

Home in Pittsburgh

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 favorite

A modern bathroom showcases elegant marble walls with a striking vein pattern. A sleek vanity with a square sink is complemented by a tall mirror and minimalist fixtures. A separate shower area features a rainfall showerhead and a black handheld fixture, with a small plant adding a touch of greenery.

Home in Pittsburgh

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 favorite

A spacious living room is highlighted by a comfortable sofa with decorative pillows and a wooden coffee table. Elegant windows allow natural light to brighten the space, complemented by a flat-screen TV and a decorative fireplace. A cozy armchair enhances the inviting atmosphere.

Apartment in Pittsburgh

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 favorite

A modern wall sconce is mounted on a textured gray wall, featuring a cylindrical light fixture that directs illumination downward. The design is minimalistic, with a sleek shape and a subtle switch panel below the light source. Light is softly cast onto the wall, enhancing the area.

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.

Superhost

A sectional sleeper sofa featuring colorful throw pillows is positioned against a bright orange accent wall. A white coffee table sits in front, complemented by a small potted plant. Natural light reflects off a large mirror above the sofa, enhancing the space's openness.

Apartment in Pittsburgh

5 out of 5 average rating, 3 reviews

2 Full Apartments, 4 Bedrooms w/ 11 beds + Parking

ElizabethRating, 5 stars1 month ago

This house is very clean. I recommend it

Guest favorite

The spacious kitchen features a central island with a seating area, modern appliances, and stylish cabinetry. Natural light enters through large windows, illuminating the comfortable living area that includes a sectional couch and a decorative rug, creating a welcoming ambiance.

Apartment 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!

Guest favorite

A spacious living area is highlighted by a vibrant blue sectional sofa adorned with yellow pillows. A round coffee table sits on a patterned rug, complemented by a large wall-mounted TV. The open layout leads to the dining area and kitchen, enhancing the inviting atmosphere.

Home in Pittsburgh

4.91 out of 5 average rating, 47 reviews

Family Home | Ping-Pong | Parking | Sleeps 13

JoshuaRating, 5 stars2 days ago

Dharmesh was incredibly helpful, very responsive and super accurate. We enjoyed our stay and 10/10 would recommend to anyone. The location was great and the neighbors were wonderful. Next time I’m in Pittsburgh I will try to stay in one of their Airbnb’s

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.

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Vacation rentals in South Side Flats

Top-rated vacation rentals in South Side Flats

Vacation rentals for every style

Popular amenities for South Side Flats vacation rentals

Other great vacation rentals in South Side Flats

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