Family-friendly holiday rentals in South Side Flats

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Top-rated family-friendly rentals in South Side Flats

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A nighttime view of Pittsburgh showcases a vibrant cityscape, with twinkling lights illuminating the skyline. The sloped foreground provides a natural boundary, creating a contrast against the urban setting. The scene captures the essence of life in a historically rich neighborhood.
Home in South Side Slopes
4.92 out of 5 average rating, 132 reviews

*z 2231 1BR Southside *Sloped* Home Close to Pgh

Quirky South Side Slopes home convenient to Pittsburgh and all local attractions. This property is located in one of Pittsburgh's original industrial neighborhoods which is remaking itself into a fun vibrant community. With fun views from high above the city this neighborhood was home to many Pittsburghers who worked in the steel mills that helped build our great nation. Come get a feel for the way Pittsburghers used to live and enjoy everything Pittsburgh has to offer today, yinzer approved!

Top guest favourite
A cozy living room is featured, with a dark couch positioned alongside a light-colored wall. A fluffy rug covers the floor, and a mounted television is visible on the wall. A round wicker chair and a small coffee table complete the welcoming atmosphere.
Flat in South Side Slopes
4.91 out of 5 average rating, 113 reviews

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

Top guest favourite
Flat in Mount Washington
4.93 out of 5 average rating, 147 reviews

Grandview Ave Luxe | City Views | Amenities Galore

Walk in and say wow! Stay on Grandview Ave., the street with million dollar views of Pittsburgh. Our completely remodeled penthouse features the luxe touches you'd expect - Breville espresso machine, wine fridge, wet bar, smart home features, bidet, rain shower, & more! Specifically designed for a couple that wants the nicest accommodations in the city, but comfortably sleeps 4 in 2 king beds. Park in our private lot, then walk 2 blocks to Shiloh St for bars & restaurants. Prepare to be amazed!

Guest favourite
A spacious living area features a navy blue couch and a large coffee table on a decorative area rug. Two lamps provide soft lighting, while a mirrored accent wall enhances the room's openness. The dining area is visible in the background, with a large table and chairs.
Flat in East Carson Street
4.85 out of 5 average rating, 770 reviews

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.

Guest favourite
The family room features a modern L-shaped sleeper sofa offering comfortable seating. A large wall-mounted television is positioned above a minimalist media console. A counter-height table with two adjustable stools provides an eating area, complemented by light streaming through a nearby window.
Home in South Side Slopes
4.85 out of 5 average rating, 126 reviews

*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.

Guest favourite
A cozy living room is highlighted by an oversized leather sofa positioned across from a mounted television. A checkered rug anchors the space, which is adorned with a brick fireplace. Natural light filters through large windows, enhanced by light blue curtains, creating a welcoming environment.
Flat in Mount Washington
4.92 out of 5 average rating, 102 reviews

Off-street Parking | Retro 1-bed | Great Area

Welcome home to Mt. Washington! Inspired by the retro diners that make Pittsburgh unique, you'll find vintage & locally sourced details at every turn in our newly renovated, bright and cheery apartment. The spacious bedroom and living room provide more than enough space for 1-2 people. Enjoy breakfast from our fully-equipped kitchen, then have your coffee on our front deck, and enjoy Netflix from the couch. Our place also features one off-street parking spot (a real treat in Pittsburgh!)

Top guest favourite
The open living area features a stylish kitchen with stainless steel appliances and a comfortable seating area with a blue couch. Large windows allow natural light to fill the space while offering city views.
Apartment in Downtown Pittsburgh
4.96 out of 5 average rating, 296 reviews

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!

Guest favourite
A modern living area is highlighted by large windows allowing natural light to fill the space. A comfortable sofa is adorned with decorative pillows, facing a wooden coffee table. A tall lamp stands nearby, and shelves display various books and decor.
Home in East Carson Street
4.91 out of 5 average rating, 414 reviews

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).

Guest favourite
A stunning view captures the Pittsburgh skyline during sunset, with vibrant hues of pink, purple, and orange illuminating the sky. The foreground features lush greenery, while the cityscape showcases a mixture of modern buildings and bridges along the river, creating a picturesque urban scene.
Flat in South Side Slopes
4.93 out of 5 average rating, 340 reviews

Spacious Studio w/ Million Dollar City Views

Enjoy a million-dollar view in our cozy studio apartment located on a quiet cul-de-sac with free off-street parking! Just minutes from E Carson Street in the South Side, you'll be close to shopping, dining, and nightlife. Downtown, stadiums, universities, cultural arts venues, and hospitals are all less than 10 minutes away. Plus, with easy access to I-376, you're a short drive to Monroeville or Robinson in about 20 minutes! Perfect for both work and play.

Guest favourite
A modern kitchen area features sleek cabinetry alongside a wooden countertop and stainless-steel appliances. A spacious gray sofa with decorative pillows is situated nearby, providing a comfortable seating option. Light streams through a window, illuminating the tiled floor and brick accent wall.
Flat in Friendship
4.9 out of 5 average rating, 472 reviews

PRIVATE FULL STUDIO IN PITTSBURGH (C2)

This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests 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).

Guest favourite
A cozy living room features a green sofa and a round dining table with two chairs. A patterned area rug lies beneath, adding warmth to the space. Natural light is invited through the front door, adorned with a colorful window design.
Flat in Beechview
4.94 out of 5 average rating, 214 reviews

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!

Superhost
The spacious bedroom features a large King bed covered with light bedding. A mounted TV is positioned above a decorative fireplace. Natural light is provided by a wide window adorned with elegant curtains. A dining table with chairs complements the modern decor.
Flat in East Carson Street
4.86 out of 5 average rating, 117 reviews

Spacious&Modern 2Bdr Apt Pittsburgh

Welcome to our modern 2-bedroom apartment, centrally located on East Carson Street in the vibrant South Side. Surrounded by shopping, dining, and entertainment, this is the perfect spot to experience the city. Downtown and the stadiums are less than 10 minutes away. The apartment features two King beds, a Full Kitchen, and a Smart Security System, ensuring a comfortable and secure stay.

Popular amenities for South Side Flats family-friendly rentals

When is the best time to visit South Side Flats?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$155 SGD$156 SGD$163 SGD$182 SGD$216 SGD$207 SGD$191 SGD$181 SGD$174 SGD$228 SGD$208 SGD$186 SGD
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Quick stats about holiday rentals that are family-friendly in South Side Flats

  • Total holiday rentals

    Explore 170 holiday rentals in South Side Flats

  • Nightly prices starting at

    South Side Flats holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,510 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    170 of South Side Flats holiday 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!