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 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6343590&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6343590&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6343590&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=6343590&startDate=2026-06-26&endDate=2026-06-28&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

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/5509c5e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 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)

### 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.

$214 nightly

$242 total

Mar 10 - Mar 11

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/74000000/73040000/73032000/73031981/96d3d4ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/9cb6c2d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/530e6600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/58dd1352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ❤️Cozy Townhome on Carey with Private Deck Space ❤️

[](https://www.expedia.com/Pittsburgh-Hotels-Carey-Chateau-A-Luxury-Stay-In-The-South-Side.h73031981.Hotel-Information)

South Side Flats

8.2/10

Very Good

(35 reviews)

"Great location near the local nightlife"

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

Andrew M.

$213 nightly

$241 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Carey-Chateau-A-Luxury-Stay-In-The-South-Side.h73031981.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)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/326a33ec.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.

$177 nightly

$200 total

Mar 8 - Mar 9

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/90000000/89740000/89732200/89732195/3a287f70.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/90000000/89740000/89732200/89732195/fd6d670d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89740000/89732200/89732195/bdd63049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89740000/89732200/89732195/b4428058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carey Way Quarters-Stylish 3BR Loft-Prime Location

[](https://www.expedia.com/Pittsburgh-Hotels-Carey-Way-Quarters-3-Bedroom-Loft.h89732195.Hotel-Information)

South Side Flats

9.2/10

Wonderful

(5 reviews)

"Good stay, easy check in, lovely location. "

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

Carolee V.

$233 nightly

$253 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Carey-Way-Quarters-3-Bedroom-Loft.h89732195.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/afe2d526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/07ab5ff5.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/97000000/96970000/96961700/96961617/2788270b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/5c5956b9.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)

"Beautiful, spacious home, perfect for hosting our Friendsgiving! Love the backyard space. "

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

Lia L.

$414 nightly

$444 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/bcfbdfd2.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

$181 nightly

$205 total

Mar 9 - Mar 10

Total with taxes and fees

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

![5 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/125000000/124570000/124564900/124564873/c334c263.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)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124570000/124564900/124564873/5f8d042c.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.

$394 nightly

$446 total

Mar 9 - Mar 10

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)

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

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823306/ff10892f.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)

![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

$247 nightly

$279 total

Mar 9 - Mar 10

Total with taxes and fees

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

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

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823394/24a4c74f.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)

### 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

$248 nightly

$280 total

Mar 10 - Mar 11

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/108000000/107830000/107827600/107827506/d0dc13c9.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)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/4329842d.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)

### 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.

$335 nightly

$379 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)

![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)

![Interior](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/3ca1f5a7.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/b9c09e96.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

(26 reviews)

"Nice location"

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

Shannon M.

$251 nightly

$284 total

Mar 8 - Mar 9

Total with taxes and fees

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

![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)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/087933f3.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 8 - Mar 9

Total with taxes and fees

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

![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/f6fced6b.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)

### 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.

$365 nightly

$414 total

Mar 12 - Mar 13

Total with taxes and fees

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

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106560000/106550400/106550398/c0824973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106560000/106550400/106550398/a3d7c154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/107000000/106560000/106550400/106550398/f18325b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106560000/106550400/106550398/73422a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Central 5BD Getaway - Spacious Home w/ BBQ

[](https://www.expedia.com/Pittsburgh-Hotels-Central-5BD-Getaway-Spacious-Home-W-BBQ.h106550398.Hotel-Information)

South Side Flats

10/10

Exceptional

(10 reviews)

"Great host and property "

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

Eric G.

$413 nightly

$467 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Central-5BD-Getaway-Spacious-Home-W-BBQ.h106550398.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/f2760e2c.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)

![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)

### 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.

$353 nightly

$399 total

Mar 29 - Mar 30

Total with taxes and fees

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

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

![Exterior](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/d271c934.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/114000000/113640000/113630700/113630660/c8a56c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/0ab4fd3c.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.

$545 nightly

$592 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)

![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)

![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)

### 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.

$260 nightly

$262 total

Mar 8 - Mar 9

Total with taxes and fees

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

![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)

![Dining](https://images.trvl-media.com/lodging/126000000/125140000/125132300/125132248/6a22db95.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)

### 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

$448 nightly

$507 total

Mar 15 - Mar 16

Total with taxes and fees

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

![](https://images.trvl-media.com/lodging/127000000/126980000/126978600/126978567/8f4436c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126980000/126978600/126978567/6b065833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126980000/126978600/126978567/3f44ed48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126980000/126978600/126978567/6cb49b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cabin in the City All the comforts of home, parking, pets allowed. Sleeps 8

[](https://www.expedia.com/Pittsburgh-Hotels-Cozy-Cabin-In-The-CityAll-The-Comforts-Of-Home.h126978567.Hotel-Information)

South Side Flats

$309 nightly

$350 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Cozy-Cabin-In-The-CityAll-The-Comforts-Of-Home.h126978567.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/75602cfa.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)

![Exterior detail](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/bd3cd0a1.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.

$549 nightly

$621 total

Mar 9 - Mar 10

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=2026-03-19&endDate=2026-03-20&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)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6343590)

## 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=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&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=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&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=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VACATION_HOME)

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=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=COTTAGE)

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=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VILLA)

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=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CONDO)

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

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Sign up, it's free

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## Top South Side Hotel Reviews

![Hyatt Regency Pittsburgh International Airport](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/34b3bae6_y.jpg)

### Hyatt Regency Pittsburgh International Airport

10/10 Excellent

"Yes I didn’t have any problems "

[](https://expedia.com/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.Hotel-Information)

![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/7eb3a999_y.jpg)

### Omni William Penn Hotel

10/10 Excellent

"Our recent stay at the Omni William Penn was largely fantastic—the kind of classic, high-end experience you expect from a historic Pittsburgh landmark. If you’re heading to an event at PPG Paints Arena, the location is unbeatable; it’s a quick, easy walk that saves you the headache of event-day traffic. The room was spotlessly clean with some of the most comfortable bedding we’ve encountered in a while. The bathroom was modern, with excellent water pressure, and a shower that actually feels like a luxury experience. We also grabbed a meal at The Tap Room on-site. The food was delicious and the convenience of staying in-house for a quality meal can’t be overstated. The only hiccup—which isn't a fault of the hotel’s service, but definitely a logistics "gotcha"—is the parking height restriction. The self-parking garage recommended on the hotel’s website has a 6'0" clearance. This effectively rules out most full-size trucks and many large SUVs. We spent about 15 minutes scouting nearby alternatives, but even the closest secondary garage topped out at 6'2". If you’re driving a larger vehicle, save yourself the search and head straight to the hotel’s valet. While valet is an additional expense, the staff was professional, quick, and handled everything perfectly. We would have simply brought a smaller car had the height restriction been clearly noted on the site, so hopefully, this helps the next traveler plan ahead! Despite the parking puzzle, we’d absolutely stay here again."

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

![La Quinta Inn by Wyndham Pittsburgh Airport](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/688276da_y.jpg)

### La Quinta Inn by Wyndham Pittsburgh Airport

10/10 Excellent

"We've enjoyed staying at this hotel for many years when visiting our daughter. The rooms and the entire hotel are consistently spotless, and they are always making improvements. The staff is consistently courteous and helpful, making us feel welcome. The complimentary breakfast is always delicious, and the breakfast area is kept very clean. Overall, the rooms and bathrooms are always pristine. We look forward to many more wonderful stays at this hotel!"

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

![TRYP by Wyndham Pittsburgh/Lawrenceville](https://images.trvl-media.com/lodging/34000000/33230000/33229300/33229225/9b751878_y.jpg)

### TRYP by Wyndham Pittsburgh/Lawrenceville

10/10 Excellent

"On site breakfast was delicious many food and bars close by rooftop bar food and drinks weee excellent "

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

![The Landing Hotel at Rivers Casino ](https://images.trvl-media.com/lodging/104000000/103310000/103300300/103300276/96157430_y.jpg)

### The Landing Hotel at Rivers Casino 

10/10 Excellent

"Enjoyed our stay. Staff every friendliness "

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

"Room was clean and staff were helpful "

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

![Joinery Hotel Pittsburgh, Curio Collection by Hilton](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg)

### Joinery Hotel Pittsburgh, Curio Collection by Hilton

10/10 Excellent

"Clean room, friendly staff. Fast check in"

[](https://expedia.com/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information)

![Drury Plaza Hotel Pittsburgh Downtown](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/67d45c3e_y.jpg)

### Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent

"Everything was great and the staff was wonderful"

[](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/1000000/10000/3300/3215/8b478daa_y.jpg)

### Courtyard by Marriott Pittsburgh University Center

10/10 Excellent

"Perfect location. Within walking distance of many restaurants, parks and University of Pitt. Rooms are clean and well maintained. Staff is nice and accomodating. "

[](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

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- [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)
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- [Castles in South Side ](https://expedia.com/South-Side-Castles.d6343590-aaCastles.Travel-Guide-Accommodation)

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- [Stage AE hotels](https://expedia.com/Stage-AE-Hotels.0-l6245455-0.Travel-Guide-Filter-Hotels)
- [Rivers Casino hotels](https://expedia.com/Rivers-Casino-Hotels.0-l6208944-0.Travel-Guide-Filter-Hotels)
- [Station Square hotels](https://expedia.com/Station-Square-Hotels.0-l6078709-0.Travel-Guide-Filter-Hotels)
- [Duquesne University hotels](https://expedia.com/Duquesne-University-Hotels.0-l553248633895441360-0.Travel-Guide-Filter-Hotels)
- [PPG Paints Arena hotels](https://expedia.com/PPG-Paints-Arena-Hotels.0-l6140367-0.Travel-Guide-Filter-Hotels)
- [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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