
South Side Flats holiday homes
We found 234 holiday rentals — enter your dates for availability
Select from 55 houses, 28 apartments and other holiday rentals to find the perfect place for your stay in South Side Flats. Whether you're staying in a holiday rental with your children or with friends, you'll find the amenities that you need and want, including parking and a TV. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - South Side Flats
Showing deals for:1 Aug - 8 Aug
Image gallery for Charming Home • Vibrant Neighborhood

1010 out of 10 rating
Exceptional
(11 reviews)
Charming Home • Vibrant Neighborhood
Pittsburgh, PA
16% off
Price is NZ$3,833
NZ$3,833
NZ$548 per night
includes taxes & fees
Image gallery for Amazingly Homey w/Garage + Outdoor Space! 5B/2B

9.49.4 out of 10 rating
Exceptional
(15 reviews)
Amazingly Homey w/Garage + Outdoor Space! 5B/2B
Pittsburgh, PA
7% off
Price is NZ$6,157
NZ$6,157
NZ$880 per night
includes taxes & fees
Image gallery for Modern & Cozy Getaway-Walk to Scenic Overlooks

9.69.6 out of 10 rating
Exceptional
(22 reviews)
Modern & Cozy Getaway-Walk to Scenic Overlooks
Pittsburgh, PA
8% off
Price is NZ$5,280
NZ$5,280
NZ$754 per night
includes taxes & fees
Image gallery for Trendy Downtown 1BR | Free Parking | Gym | Views

1010 out of 10 rating
Exceptional
(5 reviews)
Trendy Downtown 1BR | Free Parking | Gym | Views
Pittsburgh, Pennsylvania
8% off
Price is NZ$2,121
NZ$2,121
NZ$303 per night
includes taxes & fees
Image gallery for Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10

1010 out of 10 rating
Exceptional
(21 reviews)
Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10
Pittsburgh, PA
7% off
Price is NZ$5,483
NZ$5,483
NZ$783 per night
includes taxes & fees
Image gallery for Panoramic City Views from Atop Mount Washington!

1010 out of 10 rating
Exceptional
(23 reviews)
Panoramic City Views from Atop Mount Washington!
Pittsburgh, Pennsylvania
8% off
Price is NZ$5,679
NZ$5,679
NZ$811 per night
includes taxes & fees
Image gallery for Light and Bright! Renovated Farmhouse in the City!

8.68.6 out of 10 rating
Excellent
(30 reviews)
Light and Bright! Renovated Farmhouse in the City!
Pittsburgh, PA
8% off
Price is NZ$4,579
NZ$4,579
NZ$654 per night
includes taxes & fees
Image gallery for Gorgeous Southside Slopes home with outdoor hot tub and city view!

9.89.8 out of 10 rating
Exceptional
(50 reviews)
Gorgeous Southside Slopes home with outdoor hot tub and city view!
Pittsburgh, PA
8% off
Price is NZ$5,907
NZ$5,907
NZ$844 per night
includes taxes & fees
Image gallery for 3 Bed - Million Dollar View -Off Street Parking!

9.49.4 out of 10 rating
Exceptional
(27 reviews)
3 Bed - Million Dollar View -Off Street Parking!
Pittsburgh, PA
8% off
Price is NZ$4,974
NZ$4,974
NZ$711 per night
includes taxes & fees
Image gallery for Spacious 4-BR Home – Open Concept, Deck & Parking!

9.09.0 out of 10 rating
Wonderful
(55 reviews)
Spacious 4-BR Home – Open Concept, Deck & Parking!
Pittsburgh, PA
8% off
Price is NZ$4,194
NZ$4,194
NZ$599 per night
includes taxes & fees
Image gallery for 4 Bedroom / 2 Bathroom South Side I Pittsburgh

8.68.6 out of 10 rating
Excellent
(14 reviews)
4 Bedroom / 2 Bathroom South Side I Pittsburgh
Pittsburgh, Pennsylvania
11% off
Price is NZ$2,950
NZ$2,950
NZ$421 per night
includes taxes & fees
Image gallery for Amazing Views- George Washington on Mt. Washington

4.04.0 out of 10 rating
(1 review)
Amazing Views- George Washington on Mt. Washington
Pittsburgh, PA
8% off
Price is NZ$2,188
NZ$2,188
NZ$313 per night
includes taxes & fees
Image gallery for Cozy 1-Bed Retreat-Steps from Pittsburgh's Incline

9.29.2 out of 10 rating
Wonderful
(10 reviews)
Cozy 1-Bed Retreat-Steps from Pittsburgh's Incline
Pittsburgh, PA
8% off
Price is NZ$2,179
NZ$2,179
NZ$311 per night
includes taxes & fees
Image gallery for Apt Mt Washington W/Office Room-Pack 'N Play, Min to Sheraton and Skyline

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Apt Mt Washington W/Office Room-Pack 'N Play, Min to Sheraton and Skyline
Pittsburgh, PA
8% off
Price is NZ$2,772
NZ$2,772
NZ$396 per night
includes taxes & fees
Image gallery for Classy 4bed 2 bath Mt Washington

9.89.8 out of 10 rating
Exceptional
(25 reviews)
Classy 4bed 2 bath Mt Washington
Pittsburgh, PA
13% off
Price is NZ$3,088
NZ$3,088
NZ$441 per night
includes taxes & fees
Image gallery for Private - Parking - King Bed - BBQ- Deck with View- 5 min DT- South Side Flats

1010 out of 10 rating
Exceptional
(9 reviews)
Private - Parking - King Bed - BBQ- Deck with View- 5 min DT- South Side Flats
Pittsburgh, PA
7% off
Price is NZ$2,880
NZ$2,880
NZ$411 per night
includes taxes & fees
Image gallery for Historic Home • Former Convent

1010 out of 10 rating
Exceptional
(20 reviews)
Historic Home • Former Convent
Pittsburgh, PA
16% off
Price is NZ$10,404
NZ$10,404
NZ$1,486 per night
includes taxes & fees
Image gallery for Historic Home In The South Side

1010 out of 10 rating
Exceptional
(30 reviews)
Historic Home In The South Side
Pittsburgh, PA
12% off
Price is NZ$2,344
NZ$2,344
NZ$335 per night
includes taxes & fees
Image gallery for CozySuites | Spacious 2BR, PPG Paints Arena, Pitts

8.68.6 out of 10 rating
Excellent
(8 reviews)
CozySuites | Spacious 2BR, PPG Paints Arena, Pitts
Pittsburgh, Pennsylvania
17% off
Price is NZ$2,259
NZ$2,259
NZ$323 per night
includes taxes & fees
Image gallery for Cozy Southside Pitt home w/ Pool Table +Yard

1010 out of 10 rating
Exceptional
(7 reviews)
Cozy Southside Pitt home w/ Pool Table +Yard
Pittsburgh, PA
7% off
Price is NZ$3,489
NZ$3,489
NZ$498 per night
includes taxes & fees
Image gallery for Stunning City View! Sleeps 10. Kids Game Room and Large Rooftop.

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Stunning City View! Sleeps 10. Kids Game Room and Large Rooftop.
Pittsburgh, PA
7% off
Price is NZ$3,866
NZ$3,866
NZ$552 per night
includes taxes & fees
Image gallery for King Bed / Free Parking / Arcade / Fire Pit

1010 out of 10 rating
Exceptional
(8 reviews)
King Bed / Free Parking / Arcade / Fire Pit
Pittsburgh, PA
8% off
Price is NZ$3,573
NZ$3,573
NZ$510 per night
includes taxes & fees
Image gallery for Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck

9.29.2 out of 10 rating
Wonderful
(29 reviews)
Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck
Pittsburgh, PA
7% off
Price is NZ$4,880
NZ$4,880
NZ$697 per night
includes taxes & fees
Image gallery for Urban Retreat with Garage on Mt Washington

1010 out of 10 rating
Exceptional
(43 reviews)
Urban Retreat with Garage on Mt Washington
Pittsburgh, PA
6% off
Price is NZ$2,381
NZ$2,381
NZ$340 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - South Side Flats
Kasa South Side Pittsburgh
Sleeps 5 · 2 bedrooms
8.48.4 out of 10
Very goodvery good
80 reviews(80 reviews)
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
Sleeps 8 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
Dazzling South Side Loft on Carson Street
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
Hip South Side Home - Walk to Food & Music
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Sleeps 8 · 3 bedrooms · 1 bathroom
8.68.6 out of 10
Excellentexcellent
23 reviews(23 reviews)
Stay Pittsburgh
Sleeps 4 · 2 bedrooms
7.67.6 out of 10
Goodgood
118 reviews(118 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in South Side Flats?
According to our data, apartments are the most desirable property type in South Side Flats. But that goes without saying, everyone’s idea of an epic stay isn’t going to be the same. Bookabach has holiday homes of all shapes, sizes and budgets, and we’ll help you to find the perfect fit.
How much does it cost to rent a holiday home in South Side Flats?
Different factors affect how much you’ll pay for a holiday home in South Side Flats, including the length of stay, type of property and season. However, all our holiday homes have one thing in common — incredible value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in South Side Flats?
Prices for beach houses in South Side Flats will vary depending on the size and type of the property and time of year you’re travelling. Just enter your travel dates into Bookabach and how many guests to view your holiday home options and prices. From there you can use our filters to refine your search results by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday homes in South Side Flats?
There certainly are. You’ll have your pick of 54 holiday homes that allow pets in South Side Flats on Bookabach. Our furry kids need a break too, so simply use our search function for pet-friendly holiday homes to find a pad where Fido can join the fun.
What are popular home amenities in South Side Flats?
Nearby museums, a chef and a barbecue grill are rated the most popular home amenities in South Side Flats. Whether you’re taking to the road by yourself, with your spouse or a group of dear friends, Bookabach can help you find a holiday home that matches your tastes with all the features you’re looking for.
Are there large group holiday homes in South Side Flats?
There are 11 holiday properties in South Side Flats that can accommodate 10 or more people. Whether you’re planning time away with extended family or a celebration like a birthday, there’s ample room to get your loved ones together under one roof.
Are there holiday homes in South Side Flats that welcome kids?
South Side Flats has 54 family-friendly holiday homes to choose from. And discovering a stay that welcomes youngsters is super easy with Bookabach’s “Properties good for families” filter. As well as having the entire place to yourselves, you’ll have access to conveniences and perks such as extra bedrooms, private pools and yards.
What are the top attractions for families in South Side Flats?
Keep your kids entertained at these fun family-friendly attractions in South Side Flats:
- Pittsburgh Zoo and PPG Aquarium
- Carnegie Science Centre
- Carnegie Museum of Natural History
Are there one-bedroom holiday homes in South Side Flats?
Take your pick from seven one-bedroom homes in South Side Flats. Whether you’d like a cosy chalet or a fancy condo, Bookabach’s one-bedroom homes are perfect if you don’t need lots of room. One of the best things about having your own digs? You won’t ever need to share your adventure with strangers.
Can I find two-bedroom holiday homes in South Side Flats?
Select from 15 two-bedroom homes in South Side Flats. Put the kids in the second room or fill it with a couple of your best buddies. There’s enough space for whoever’s fortunate enough to be joining your journey.
Are there holiday homes with WiFi in South Side Flats?
Whether you’d like to keep up with the news, look over emails or update your social media, there are 15 holiday homes with WiFi in South Side Flats. Check the “WiFi” box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in South Side Flats?
You can pick from 47 Bookabach holiday homes with air conditioning in South Side Flats giving you that gentle, cool breeze and extra level of comfort. Just enter your preferred dates of travel and then take advantage of our filters to help you book stays with air conditioning.
How old do you have to be to rent a holiday home in South Side Flats?
The minimum required age is generally 16, 18 or 21. It can differ from property to property on Bookabach, so look at the rules of your chosen South Side Flats holiday home before making a booking.
How long can I rent a holiday home in South Side Flats for?
It’s really down to the South Side Flats property. To browse available options offering extended stays, just enter your dates and guest number into the Bookabach search page. Enjoy having the whole property to yourself, along with amenities such as air conditioning, a kitchen and outdoor spaces where the kids can burn off energy. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.