Title: South Side Vacation Rentals from $112: Search Short-Term Rentals | Expedia.com

[South Side Travel Guide](https://expedia.com/South-Side.dx6343590)[Hotels in South Side](https://expedia.com/South-Side-Hotels.d6343590.Travel-Guide-Hotels)[Flights to South Side](https://expedia.com/Cheap-Flights-To-South-Side.d6343590.Travel-Guide-Flights)[Things to do in South Side](https://expedia.com/Things-To-Do-In-South-Side.d6343590.Travel-Guide-Activities)[Car Rentals in South Side](https://expedia.com/Car-Rentals-In-South-Side.d6343590.Car-Rental-Guide)[South Side Vacation Packages](https://expedia.com/South-Side.d6343590.Destination-Travel-Guides)

![South Side Flats showing a garden](https://images.trvl-media.com/place/6343589/4aa9fc8d-6a54-47bc-ab37-20ca38b4643c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6343589/4aa9fc8d-6a54-47bc-ab37-20ca38b4643c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6343590&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6343590&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6343590&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6343590&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for South Side vacation rentals

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/e1e42fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/535f5be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/18be142c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/4921b241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy&Modern 2Bdr Apt PIttsburgh

[](https://www.expedia.com/Pittsburgh-Hotels-CozyModern-2Bdr-Apt-PIttsburgh.h108410220.Hotel-Information)

South Side Flats

10/10

Exceptional

(11 reviews)

"Great spot!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin D.

$108 nightly

$122 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-CozyModern-2Bdr-Apt-PIttsburgh.h108410220.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/188ba8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/1a889274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/bef77efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/8a2a9f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

[](https://www.expedia.com/Pittsburgh-Hotels-Carey-Cottage-Cozy-3BR-Stay-In-Of-Southside.h83566134.Hotel-Information)

South Side Flats

7.6/10

Good

(10 reviews)

"Home was very comfy children enjoyed there stay I was able to relax and feel comfortable stay I would definitely book again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

bonita f.

$210 nightly

$238 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Carey-Cottage-Cozy-3BR-Stay-In-Of-Southside.h83566134.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/2be81e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/16b36819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/98479995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/009175df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carey Way Quarters – Modern 2BR Near Carson Street

[](https://www.expedia.com/Pittsburgh-Hotels-Carey-Way-Quarters-Modern-2-Bedroom.h103409625.Hotel-Information)

South Side Flats

9.0/10

Wonderful

(9 reviews)

"Great home in the heart of Southside Pittsburgh. Nice roomy location, extremely comfortable beds a quiet location, close to restaurants, shops and Southside Park. We’d definitely stay here again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michele E.

$193 nightly

$210 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Carey-Way-Quarters-Modern-2-Bedroom.h103409625.Hotel-Information)

![](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/07ab5ff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/4cb7911b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/2788270b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/d34c8797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Bed | Free Parking | Arcade | Fire Pit

[](https://www.expedia.com/Pittsburgh-Hotels-King-Bed-Free-Parking-Arcade.h96961617.Hotel-Information)

South Side Flats

9.8/10

Exceptional

(26 reviews)

"Great location to the things we wanted to go and do We celebrated my wife’s 60 birthday "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott A.

$447 nightly

$481 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-King-Bed-Free-Parking-Arcade.h96961617.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/d8d7afa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, printers](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/d631c95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/69a469c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/fb1ccb0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!

[](https://www.expedia.com/Pittsburgh-Hotels-Incredible-Views-Perfect-Combination-Of-Luxury-And-Entertainment.h90011428.Hotel-Information)

South Side Slopes

10/10

Exceptional

(16 reviews)

"Great stay! Very good location to get to the city and great restaurants. Amazing view! The host was very nice and great to work with. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric A.

$594 nightly

$672 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Incredible-Views-Perfect-Combination-Of-Luxury-And-Entertainment.h90011428.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823394/ec2f44a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823394/b8697da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823394/8534c9cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823394/edd47b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Iron City of South Side Flats Charming 2-bedroom Unit

[](https://www.expedia.com/Pittsburgh-Hotels-Iron-City-Of-South-Side-Flats-Charming-2-Bedroom-Unit.h111823394.Hotel-Information)

South Side Flats

$273 nightly

$309 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Iron-City-Of-South-Side-Flats-Charming-2-Bedroom-Unit.h111823394.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/17dc0876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/98e442a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/0b089b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/ce6d1b0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

[](https://www.expedia.com/Pittsburgh-Hotels-HostWise-Stays-Southside-Gem-Patio.h121500638.Hotel-Information)

South Side Flats

$179 nightly

$203 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-HostWise-Stays-Southside-Gem-Patio.h121500638.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/c4ea03a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/c2c64fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/7e983305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/fa3eb327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2615 Jane Down - Southside

[](https://www.expedia.com/Pittsburgh-Hotels-2615-Jane-Down-Southside.h121217187.Hotel-Information)

South Side Flats

10/10

Exceptional

(2 reviews)

"Location was excellent. The place was very nice, we had a great time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leah W.

$170 nightly

$192 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-2615-Jane-Down-Southside.h121217187.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823306/078772bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823306/55c7c678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823306/775380e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823306/72ff64da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Steel City of South Side Flats Charming 2-Bedroom Unit

[](https://www.expedia.com/Pittsburgh-Hotels-Steel-City-Of-South-Side-Flats-Charming-2-Bedroom-Unit.h111823306.Hotel-Information)

South Side Flats

$285 nightly

$322 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Steel-City-Of-South-Side-Flats-Charming-2-Bedroom-Unit.h111823306.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/170c896f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/835429a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/d83dc43d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/689f5fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views

[](https://www.expedia.com/Pittsburgh-Hotels-Modern-3BR-Skyline-Retreat-W-Rooftop-Deck-Free-Parking-Views.h122778621.Hotel-Information)

South Side Slopes

10/10

Exceptional

(2 reviews)

"Everything was great. We would definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason M.

$304 nightly

$345 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Modern-3BR-Skyline-Retreat-W-Rooftop-Deck-Free-Parking-Views.h122778621.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/125000000/124570000/124564900/124564873/cd8dac91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124570000/124564900/124564873/65a16f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124570000/124564900/124564873/5f8d042c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/125000000/124570000/124564900/124564873/a84664ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 5BR Retreat • Multiple En Suites • Prime South Side Location • Walkable

[](https://www.expedia.com/Pittsburgh-Hotels-Modern-5BR-Retreat-Multiple-En-Suites-Prime-South-Side-Location-Walkable.h124564873.Hotel-Information)

South Side Flats

10/10

Exceptional

(1 review)

"The place was very clean and well-equipped, within walking distance of food and entertainment. Jennifer is very responsive and an excellent communicator."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

fady c.

$367 nightly

$415 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Modern-5BR-Retreat-Multiple-En-Suites-Prime-South-Side-Location-Walkable.h124564873.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/8734f9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/65fb5873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/4ae38094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/30b6003f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Southside Getaway - Sleeps 12

[](https://www.expedia.com/Pittsburgh-Hotels-Pet-Friendly-Southside-Getaway-Sleeps-12.h121235700.Hotel-Information)

South Side Slopes

10/10

Exceptional

(1 review)

"House is in great shape, good location, everything is updated, and the host is very responsive for questions or issues "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brett K.

[](https://www.expedia.com/Pittsburgh-Hotels-Pet-Friendly-Southside-Getaway-Sleeps-12.h121235700.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/25467d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/ee236d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/d654c1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/1c7f875e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### City Skyline - Outside decks - Contemporary

[](https://www.expedia.com/Pittsburgh-Hotels-City-Skyline-Outside-Decks-Contemporary.h99776944.Hotel-Information)

South Side Slopes

10/10

Exceptional

(4 reviews)

"We appreciated the way most everything was as shown in photos and loved the 4 furnished decks. The owner quickly responded to our needs and questions. Nice to have parking not on street."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deborah C.

[](https://www.expedia.com/Pittsburgh-Hotels-City-Skyline-Outside-Decks-Contemporary.h99776944.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/d0dc13c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/979102dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/839fc4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/f6e8217a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Bed - BBQ & Hot Tub - Centrally Located

[](https://www.expedia.com/Pittsburgh-Hotels-3bd-BBQ-Hot-Tub-Centrally-Located.h107827506.Hotel-Information)

South Side Flats

8.0/10

Very Good

(2 reviews)

"It was an excellent stay and a very accurate property description. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

chad s.

$354 nightly

$401 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-3bd-BBQ-Hot-Tub-Centrally-Located.h107827506.Hotel-Information)

![](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/6ec41404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/43af305f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/c8a56c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/3442754f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot Tub | King Bed | Games | Free Parking

[](https://www.expedia.com/Pittsburgh-Hotels-Hot-Tub-King-Bed-Free-Parking-Arcade.h113630660.Hotel-Information)

South Side Flats

10/10

Exceptional

(6 reviews)

"Perfect vibes for a small girls trip. Great location. Such a fun place, thanks for the small details!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara P.

$543 nightly

$591 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Hot-Tub-King-Bed-Free-Parking-Arcade.h113630660.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90190000/90188100/90188001/6a85a529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/91000000/90190000/90188100/90188001/f9203fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90190000/90188100/90188001/a4e74534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90190000/90188100/90188001/6c32c87d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pittsburgh Pennsylvania house

[](https://www.expedia.com/Pittsburgh-Hotels-Pittsburgh-Pennsylvania-House.h90188001.Hotel-Information)

South Side Flats

6.0/10

(2 reviews)

"Great 3 bed, 1 bathroom place to stay in Southside Pittsburgh. One block walk to E Carson St. Be sure to bring your own bath towels and soap."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adrian C.

$267 nightly

$269 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Pittsburgh-Pennsylvania-House.h90188001.Hotel-Information)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/250bb485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/7f8a2525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/e5994e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/3ca1f5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*Historic Gem\* Heart of Southside-Sleeps 10

[](https://www.expedia.com/Pittsburgh-Hotels-Historic-Gem-Heart-Of-Southside-Sleeps-10.h71422167.Hotel-Information)

South Side Flats

9.2/10

Wonderful

(25 reviews)

"Nice location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shannon M.

$251 nightly

$284 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Historic-Gem-Heart-Of-Southside-Sleeps-10.h71422167.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/37958b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/bc0e9751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/54850ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/b0360537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!

[](https://www.expedia.com/Pittsburgh-Hotels-Carey-Way-Quarters-The-Speakeasy.h113215938.Hotel-Information)

South Side Flats

8.0/10

Very Good

(1 review)

"It was a nice and beautiful place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alyssa B.

$155 nightly

$170 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Carey-Way-Quarters-The-Speakeasy.h113215938.Hotel-Information)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125140000/125132300/125132248/335ec56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/126000000/125140000/125132300/125132248/8cdb2798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/126000000/125140000/125132300/125132248/44d8f367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/126000000/125140000/125132300/125132248/e295ee18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge

[](https://www.expedia.com/Pittsburgh-Hotels-Pittsburghs-Newest-Jacuzzi-Fire-Pit-Urban-Lodge.h125132248.Hotel-Information)

Allentown

$449 nightly

$508 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Pittsburghs-Newest-Jacuzzi-Fire-Pit-Urban-Lodge.h125132248.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/388010b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/bd3cd0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/edecdd8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/2ecb4620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces

[](https://www.expedia.com/Pittsburgh-Hotels-Big-Dog-Coffees-Little-Red-CatHistoric-Pittsburgh-HomeFREE-Parking-Spaces.h96758626.Hotel-Information)

South Side Flats

10/10

Exceptional

(20 reviews)

"Fantastic property. Intriguing history. Great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin M.

$548 nightly

$620 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Big-Dog-Coffees-Little-Red-CatHistoric-Pittsburgh-HomeFREE-Parking-Spaces.h96758626.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&regionId=6343590&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=CABIN)

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Save an average of 15% on thousands of hotels when you're signed in

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## Top South Side Hotel Reviews

![TRYP by Wyndham Pittsburgh/Lawrenceville](https://images.trvl-media.com/lodging/34000000/33230000/33229300/33229225/dde48ad1_y.jpg)

### TRYP by Wyndham Pittsburgh/Lawrenceville

10/10 Excellent

"The room was spotless, staff was nice, and there is a rooftop bar. Dislike, that parking was $28 per day. I had to find off sreeet parking."

[](https://expedia.com/Pittsburgh-Hotels-TRYP-By-Wyndham-PittsburghLawrenceville.h33229225.Hotel-Information)

![La Quinta Inn by Wyndham Pittsburgh Airport](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9_y.jpg)

### La Quinta Inn by Wyndham Pittsburgh Airport

10/10 Excellent

"Clean room. comfortable bed. It’s what we needed. "

[](https://expedia.com/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.Hotel-Information)

![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg)

### Omni William Penn Hotel

10/10 Excellent

"Great location."

[](https://expedia.com/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information)

![Hyatt House Pittsburgh/Bloomfield/Shadyside](https://images.trvl-media.com/lodging/10000000/9710000/9708000/9707925/f987c707_y.jpg)

### Hyatt House Pittsburgh/Bloomfield/Shadyside

10/10 Excellent

"Everything was perfect thank you"

[](https://expedia.com/Pittsburgh-Hotels-Hyatt-House-PittsburghBloomfieldShadyside.h9707925.Hotel-Information)

![Hyatt Place Pittsburgh-North Shore](https://images.trvl-media.com/lodging/4000000/3610000/3608300/3608245/60fea23f_y.jpg)

### Hyatt Place Pittsburgh-North Shore

10/10 Excellent

"Very clean room and friendly receptionist "

[](https://expedia.com/Pittsburgh-Hotels-Hyatt-Place-Pittsburgh-North-Shore.h3608245.Hotel-Information)

![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg)

### Wyndham Grand Pittsburgh Downtown

10/10 Excellent

"This place was great! We would definitely stay again! thx"

[](https://expedia.com/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information)

![The Landing Hotel at Rivers Casino ](https://images.trvl-media.com/lodging/104000000/103310000/103300300/103300276/e4bbb9fc_y.jpg)

### The Landing Hotel at Rivers Casino 

10/10 Excellent

"Staff was very courteous and the hotel and our room was exceptionally clean, fresh and very welcoming. "

[](https://expedia.com/Pittsburgh-Hotels-The-Landing-Hotel-At-Rivers-Casino.h103300276.Hotel-Information)

![Drury Plaza Hotel Pittsburgh Downtown](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/9183e33f_y.jpg)

### Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent

"Clean room, friendly staff"

[](https://expedia.com/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information)

![Courtyard by Marriott Pittsburgh University Center](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e_y.jpg)

### Courtyard by Marriott Pittsburgh University Center

10/10 Excellent

"The staff was very friendly "

[](https://expedia.com/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.Hotel-Information)

## Find out more about South Side

**Everything you need to know about South Side vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Side vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Side vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**South Side vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in South Side. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Side in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $112 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on South Side rentals**

At Expedia, we put the best South Side vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top South Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Side vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Apartments in South Side ](https://expedia.com/South-Side-Apartments.d6343590-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in South Side ](https://expedia.com/South-Side-Private-Vacation-Homes.d6343590-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in South Side ](https://expedia.com/South-Side-Cottages.d6343590-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in South Side ](https://expedia.com/South-Side-Condos.d6343590-aaCondos.Travel-Guide-Accommodation)
- [Motels in South Side ](https://expedia.com/South-Side-Motels.d6343590-aaMotels.Travel-Guide-Accommodation)
- [B&B in South Side ](https://expedia.com/South-Side-Bed-And-Breakfast.d6343590-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Aparthotels in South Side ](https://expedia.com/South-Side-Apart-Hotels.d6343590-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in South Side ](https://expedia.com/South-Side-Villas.d6343590-aaVillas.Travel-Guide-Accommodation)
- [Farmstay in South Side ](https://expedia.com/South-Side-Agritourism.d6343590-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in South Side ](https://expedia.com/South-Side-Cabins.d6343590-aaCabins.Travel-Guide-Accommodation)
- [Inns in South Side ](https://expedia.com/South-Side-Inns.d6343590-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in South Side ](https://expedia.com/South-Side-Guest-Houses.d6343590-aaGuestHouses.Travel-Guide-Accommodation)
- [Hostels in South Side ](https://expedia.com/South-Side-Hostels.d6343590-aaHostels.Travel-Guide-Accommodation)
- [Castles in South Side ](https://expedia.com/South-Side-Castles.d6343590-aaCastles.Travel-Guide-Accommodation)

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- [Petersen Events Center hotels](https://expedia.com/Petersen-Events-Center-Hotels.0-l6269545-0.Travel-Guide-Filter-Hotels)

Packages

- [Duquesne Incline](https://expedia.com/Duquesne-Incline-Duquesne-Heights.d6078687.Vacation-Attraction)
- [Cathedral of Learning](https://expedia.com/Cathedral-Of-Learning-Oakland.d6269525.Vacation-Attraction)
- [Point State Park](https://expedia.com/Point-State-Park-Downtown-Pittsburgh.d6078711.Vacation-Attraction)
- [Andy Warhol Museum](https://expedia.com/Andy-Warhol-Museum-North-Shore.d6078695.Vacation-Attraction)
- [University of Pittsburgh](https://expedia.com/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction)
- [Carnegie Science Center](https://expedia.com/Carnegie-Science-Center-North-Side.d6078691.Vacation-Attraction)
- [Carnegie Museum of Art](https://expedia.com/Carnegie-Museum-Of-Art-Oakland.d6078685.Vacation-Attraction)
- [PNC Park](https://expedia.com/PNC-Park-North-Shore.d6034814.Vacation-Attraction)
- [National Aviary](https://expedia.com/National-Aviary-North-Side.d6078697.Vacation-Attraction)
- [Acrisure Stadium](https://expedia.com/Acrisure-Stadium-North-Shore.d6058087.Vacation-Attraction)
- [Market Square](https://expedia.com/Market-Square-Downtown-Pittsburgh.d553248621532660539.Vacation-Attraction)
- [Children's Museum of Pittsburgh](https://expedia.com/Childrens-Museum-Of-Pittsburgh-North-Side.d6078703.Vacation-Attraction)
- [Carnegie Museum of Natural History](https://expedia.com/Carnegie-Museum-Of-Natural-History-Oakland.d6078701.Vacation-Attraction)

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