
Family-friendly holiday rentals in South Side Flats
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in South Side Flats
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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

Cozy! Micro Loft apartment! in N Oakland, sleeps 1
Come and relax in our new location! Perfect for work and pleasure! This historic warehouse was converted into apartments but still holds its original architectural features! Enjoy the industrial modern aesthetic with 15-foot-high ceilings, brick walls, original concrete floors, and atrium skylights that flood the space with natural light. These units come fully furnished and micro kitchen (microwave and mini fridge) and all your required accessories for you to just drop your suitcase and start r

Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10
Experience the splendor of a recently renovated townhome on the vibrant Southside. This charming and inviting property embraces you with its warm ambiance, featuring exposed brick and delightful touches that will make you feel instantly at ease. With four bedrooms and five beds (including one King and four Queen), along with 2.5 bathrooms, there is ample space for everyone. Unwind in the outdoor area, complete with a grill and comfortable furniture, providing the perfect retreat for relaxation.

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.

*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!

Grandview Ave - King Bed - Spectacular Views!
One of the few furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled to the studs as a short-term rental, our place exudes Pittsburgh charm. Work from home with spectacular views of the city from your vintage desk, relax on the couch and watch the 60" TV, or just hang out on the king size bed! We're just a block from Shiloh St., with 10+ bars & restaurants, but you're always able to cook at our fully stocked kitchen!

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).

South side apartment with game room
If you are looking for a hidden gem close to the restaurants, shops, and pubs of Southside, with lots of personality, this may be the place. This apartment boasts a loft game room with an air hockey table, arcade games, board games, a TV and a convertible sofa. Not included in the photos are the desk and chair in the living room, and a small deck outside the sliding glass doors of the living room. The cozy ambience of this apartment will have you feeling right at home.

PRIVATE MINI STUDIO (C1)
This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 2nd 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).

Convenient 1 BR With City View
Enjoy easy access to everything Pittsburgh has to offer from this cozy space with a city view! This is the third floor apartment (3 on door) Conveniently located close to downtown, public transportation, and plenty of amenities including shopping & dining. Within a 5 mile radius of all local sports arenas and concert venues. Includes 1 queen sized bed + a pull out couch for additional sleeping space. We look forward to hosting yinz!
Popular amenities for South Side Flats family-friendly rentals
Family-friendly home rentals with a hot tub

"The Spa Room" Renovated Flashlight Factory

420 friendly Luxury loft apt w jet tub & balcony

Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

NEW! Luxurious 5bdr w/ a hot tub. Walk to stadiums

HOT TUB KING bed Luxurious 2 bed in PRIME location

Mountain Retreat in the Heart of the City

Hot Tub | Light & Bright w/Deck | Walk to Butler!

HotTub/Firepit/Parking! Less than 1mi PNC Park
Family- and pet-friendly home rentals

Entire home near Kennywood without extra fees.

Seneca Place: A historic home in Mount Lebanon.

"April's Retreat" Regent Square King Bed Frick Prk

Bright & Upscale|King Bed|Free Parking w/Workspace

Hilltop Suite, Quiet Street

Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck

Amazing views! Free Parking!

King bed, no cleaning fees, dedicated parking
Family-friendly home rentals with a pool

1st Fl. Huge Flat on 2 Acres - Pets/Garage Parking

Posh Pittsburgh

Convenient townhome

Renovated Cozy Duplex w/pool, Close to downtown

PIT Staycation Retreat with Pool House!

20 mins to Downtown- pool table & fenced yard

Kasa | Family 2BD with Gym & Sauna | SoSide Flats

3BR Home w/ Pool, Deck, Scenery, near Pittsburgh
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 | $213 NZD | $215 NZD | $224 NZD | $250 NZD | $297 NZD | $284 NZD | $263 NZD | $249 NZD | $240 NZD | $313 NZD | $286 NZD | $256 NZD |
| 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 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 $18 NZD per night before taxes and fees

Verified guest reviews
Over 12,510 verified reviews to help you choose

Pet-friendly accommodation
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
170 of South Side Flats holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Apartment rentals South Side Flats
- Rentals with a fire pit South Side Flats
- Rentals with a patio South Side Flats
- Townhouse rentals South Side Flats
- House rentals South Side Flats
- Fitness-friendly rentals South Side Flats
- Rentals with a fireplace South Side Flats
- Rentals with a washing machine and dryer South Side Flats
- Pet-friendly rentals South Side Flats
- Rentals with outdoor seating South Side Flats
- Family-friendly rentals Pittsburgh
- Family-friendly rentals Allegheny County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- 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
- Phipps Conservatory and Botanical Gardens
- Fox Chapel Golf Club
- 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




