
Vacation rentals in South Side Flats
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Top-rated vacation rentals in South Side Flats
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Walkable Southside Flats Fun
Within 2 blocks of all the fun the Southside has to offer. This fully equipped apartment is all yours. Sights and sounds of the city right outside your very private front door. Queen puffy lux hybrid bed, comfy living room space with room for a 3rd person on the coach. Great eat-in-kitchen. All you are missing is a dishwasher :) Laundry center provided in unit. Tub/shower combo. High speed internet, workspace desk, 2 Roku ready TVs just bring your streaming account info and call this home

UPSCALE HOME CENTRALLY LOCATED IN SOUTH SIDE FLATS
Centrally located in South Side Flats, many of the most popular S. Side restaurants & bars are a few minutes walk away. The stadiums/arenas are also only a short drive. The home has 1.5 bathrooms & 2 bedrooms (queen bed in each room plus a futon in 2nd BR). Features include air conditioning, 1st floor washer/dryer, private back patio, front porch, & kitchen basics for cooking. I can only register 1 car for parking & it's on-street parking only. There are no assigned spots; 1st come, 1st serve.

South Side Flats - Central to everything!
Artfully decorated, large, and open concept 1 bedroom apartment in the center of the South Side Flats entertainment district. Everything you need is within steps of your front door - restaurants, grocery, and entertainment. 5 min from downtown & within 15 min to anywhere in the city. IMPORTANT: This listing is exclusively for people visiting Pittsburgh. DO NOT book with us if you live in Allegheny County without 1st receiving permission from the host, or your reservation will be cancelled.

Historic Sunporch Suite
Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

King Bed, Artist's Flat
Kick back and relax in this calm, stylish space. Enjoy the evening around the fire pit or home theatre. 4 blocks to the exciting Riverfront and Southside Works stores, parks, restaurants and bars. 10 min. to Oakland or Downtown. The home has a newly remodeled kitchen, laundry and half bath on the main level. Upstairs is a spacious bedroom with a king bed, TV room, and a full bathroom. Out back is a lovely deck and Adirondack chairs around the fire pit. Perfect for a couple or young family.

*2100r Southside Slopes affordability!*
Convenient Slopes location with many updates. Not so walkable but a short Uber/lyft away from everything Pittsburgh. This space has everything you need to enjoy Pittsburgh affordably. This property features Verizon fios fiber optic high speed internet. Bring your provider passwords and stream your favorite premium stations with the Roku player. If you don’t have passwords enjoy the local stations on the 55 inch 4K TV in the family room. Perfect for bussiness travelers and nurses.

Free Parking!★ Private Gym★ Great Views!
Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of our apartment! ➤ Our fourth floor apartment features city views from huge windows (with motorized blinds) ➤ Relax in the multi-jet shower & jetted tub ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Work from home at your desk with 400mbps fiber internet ➤ Smart TVs in bedroom + living room Questions? Don't hesitate to ask!

Modern 1-bdrm South Side Flats
Located in Pittsburgh’s vibrant Southside Flats, our cozy, modern apartment is the perfect retreat for up to two guests. Steps from UPMC facilities, South Side Works, and the Three Rivers Heritage Trail, it’s ideal for exploring the city. Approximately 3.5 miles away from Acrisure Stadium, PPG Paints Arena, and PNC Park. Enjoy amenities like Wi-Fi, streaming, and nearby paid parking. Perfect for work or play, our space combines comfort, convenience, and charm. Book your stay today!

Urban converted gas station in heart of South Side
My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

Perfect Location | Free Parking | Walkable
* Downtown, Stadiums & Hospitals all 3 miles or less * In the Heart of the Entertainment District * King Bed * Roku Smart TV Whether you're here for a weekend getaway, or a business trip, you'll find our location incredibly convenient. You'll find yourself within minutes of the action, whether you're exploring downtown's bustling scene, catching a concert, cheering on the Steelers/Pens/Buccos or visiting the hospitals or cultural and academic institutions of Oakland.

Larkins Way Urban Oasis
Modern, bright South Side oasis just steps from Carson St. Sleeps 8 in 2 spacious bedrooms with en suite baths plus a comfy U-shaped sofa that can sleep two (one on each arm). Enjoy vaulted ceilings with skylights, 2.5 baths, and a fully equipped kitchen. The guest bedroom includes a desk and chair for remote work. Relax on the large private deck with grill, firepit, string lights, and plenty of seating under a peach tree. Driveway parking for one and pets welcome!

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)
This Bright basement studio is for anyone needing a stylish, clean place to stay while visiting Pittsburgh. It has a new queen bed, sleeper sofa, desk, bar and a very large bathroom. It has a private entrance at the back of a beautiful 1890s Pittsburgh mansion. It works very well for travelers that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).
Popular amenities for South Side Flats vacation rentals
Stay near South Side Flats's top sights
Other great vacation rentals in South Side Flats

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Cozy home in Spring Hill with a Single bedroom.

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Stylish Designer 3BR in Historic Iconic Southside
When is the best time to visit South Side Flats?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $133 CAD | $131 CAD | $144 CAD | $154 CAD | $182 CAD | $180 CAD | $166 CAD | $165 CAD | $158 CAD | $197 CAD | $165 CAD | $149 CAD |
| Avg. temp | -2 °C | 0 °C | 4 °C | 11 °C | 16 °C | 21 °C | 23 °C | 22 °C | 18 °C | 12 °C | 6 °C | 1 °C |
Quick stats about vacation rentals in South Side Flats

Total vacation rentals
Explore 290 vacation rentals in South Side Flats

Nightly prices starting at
South Side Flats vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 20,150 verified reviews to help you choose

Family-friendly vacation rentals
170 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
290 of South Side Flats vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across South Side Flats rentals

4.8 Average rating
South Side Flats stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Fitness-friendly rentals South Side Flats
- Rentals with a fireplace South Side Flats
- Rentals with outdoor seating South Side Flats
- Pet-friendly rentals South Side Flats
- Rentals with a washer and dryer South Side Flats
- Rentals with a patio South Side Flats
- Family-friendly rentals South Side Flats
- Apartment rentals South Side Flats
- House rentals South Side Flats
- Townhouse rentals South Side Flats
- Rentals with a firepit South Side Flats
- PNC Park
- Carnegie Mellon University
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Raccoon Creek State Park
- Kennywood
- National Aviary
- Ohiopyle State Park
- Fox Chapel Golf Club
- Phipps Conservatory and Botanical Gardens
- Point State Park
- Carnegie Museum of Art
- Narcisi Winery
- Schenley Park
- Senator John Heinz History Center
- Bella Terra Vineyards
- Children's Museum of Pittsburgh
- Cathedral of Learning
- Laurel Mountain Ski Resort
- Randyland




