Title: South Side Vacation Rentals from $116: 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)

![](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

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6343590&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two 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 three 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)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=6343590&startDate=2026-07-24&endDate=2026-07-26&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

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124360000/124352200/124352121/bd4c3661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124360000/124352200/124352121/4bb7e7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124360000/124352200/124352121/a6fa5bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124360000/124352200/124352121/1b791403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Mi to Market Sq! Row House w/ Dedicated Office

[](https://www.expedia.com/Pittsburgh-Hotels-2-Mi-To-Market-Sq-Row-House-W-Dedicated-Office.h124352121.Hotel-Information)

South Side Slopes

$436 nightly

$497 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-2-Mi-To-Market-Sq-Row-House-W-Dedicated-Office.h124352121.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)

![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)

![Interior](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/98e442a9.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

$184 nightly

$209 total

Apr 6 - Apr 7

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/8a2a9f1d.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)

### 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

8.0/10

Very Good

(11 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.

$207 nightly

$234 total

Apr 6 - Apr 7

Total with taxes and fees

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

![Smart TV](https://images.trvl-media.com/lodging/84000000/83630000/83624400/83624321/accf6fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/84000000/83630000/83624400/83624321/2ba2de15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83630000/83624400/83624321/571ca5c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83630000/83624400/83624321/5e3f229c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂

[](https://www.expedia.com/Pittsburgh-Hotels-Cozy-Nook-Off-Carson-Free-Parking-Private-Entry.h83624321.Hotel-Information)

South Side Flats

9.0/10

Wonderful

(13 reviews)

"The host was attentive and the space was clean."

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

Jenn and George S.

$178 nightly

$201 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Cozy-Nook-Off-Carson-Free-Parking-Private-Entry.h83624321.Hotel-Information)

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

![TV, offices](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/42a1a85f.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/a5441535.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/97000000/96970000/96961700/96961617/962bfa50.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.

$424 nightly

$454 total

Apr 8 - Apr 9

Total with taxes and fees

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

![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)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/4929e7a0.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.

$205 nightly

$232 total

Apr 6 - Apr 7

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/fb1ccb0f.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)

![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)

"My family and I had an excellent stay. The home was very nice, the host was very helpful, and the view was incredible! If you are looking for a rental that is close to everything but gives you the opportunity to get away from the busy city for some relaxation, this is your place."

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

Jason M.

$583 nightly

$660 total

Apr 5 - Apr 6

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/90000000/89740000/89732200/89732195/b4428058.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)

### 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

9.4/10

Exceptional

(6 reviews)

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

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

Carolee V.

$199 nightly

$214 total

Apr 26 - Apr 27

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/126000000/125140000/125132300/125132248/44d8f367.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)

![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

$251 nightly

$284 total

Apr 8 - Apr 9

Total with taxes and fees

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

![Private kitchen](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823394/edd47b42.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)

![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)

### 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

$244 nightly

$276 total

Apr 12 - Apr 13

Total with taxes and fees

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

$244 nightly

$276 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106560000/106550400/106550398/cc867c72.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.

$390 nightly

$442 total

Apr 5 - Apr 6

Total with taxes and fees

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

9.6/10

Exceptional

(5 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.

$366 nightly

$415 total

Apr 6 - Apr 7

Total with taxes and fees

[](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)

![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.

$326 nightly

$369 total

Apr 14 - Apr 15

Total with taxes and fees

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

![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)

![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.

$178 nightly

$201 total

Apr 6 - Apr 7

Total with taxes and fees

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

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

![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/d9fe0176.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.

$583 nightly

$659 total

Apr 6 - Apr 7

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/125000000/124570000/124564900/124564873/65a16f13.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

(4 reviews)

"Great place to stay! Very responsive host. Plenty of space and great location!"

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

Megan W.

$381 nightly

$431 total

Apr 7 - Apr 8

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)

![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)

![Game room](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/e5994e08.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)

![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

(26 reviews)

"Nice location"

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

Shannon M.

$265 nightly

$300 total

Apr 5 - Apr 6

Total with taxes and fees

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

![TV, offices](https://images.trvl-media.com/lodging/96000000/95820000/95813800/95813715/cc1d3d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/96000000/95820000/95813800/95813715/6b852d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/96000000/95820000/95813800/95813715/77e8a203.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/96000000/95820000/95813800/95813715/84cbd4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fun Crash Pad • City Views • Off-Street Parking

[](https://www.expedia.com/Pittsburgh-Hotels-Urban-Oasis-3BR2BA-City-View-Private-Parking.h95813715.Hotel-Information)

South Side Slopes

7.8/10

Good

(12 reviews)

"Overall cozy visit. The off street parking was key and the owner communicated well"

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

Brody W.

$199 nightly

$214 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Urban-Oasis-3BR2BA-City-View-Private-Parking.h95813715.Hotel-Information)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/127000000/126980000/126978600/126978567/8f4436c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/127000000/126980000/126978600/126978567/bd5e0822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/127000000/126980000/126978600/126978567/3f402ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/127000000/126980000/126978600/126978567/1cf886e8.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

$275 nightly

$311 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Pittsburgh-Hotels-Cozy-Cabin-In-The-CityAll-The-Comforts-Of-Home.h126978567.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=2026-04-18&endDate=2026-04-19&regionId=6343590&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## 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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CONDO)

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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=VILLA)

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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CABIN)

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## Top South Side Hotel Reviews

![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

8/10 Good

"Rooms should be ready at 4pm check in time "

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

"Minimalist and chic. Very much enjoyed staying at Tryp. "

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

"Clean room. Good food and drinks. Staff was friendly "

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

![Homewood Suites by Hilton Pittsburgh Downtown](https://images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/26288e76_y.jpg)

### Homewood Suites by Hilton Pittsburgh Downtown

6/10 Okay

"Room not clean, "

[](https://expedia.com/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.Hotel-Information)

![DoubleTree by Hilton Pittsburgh - Green Tree](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg)

### DoubleTree by Hilton Pittsburgh - Green Tree

8/10 Good

"The staff was great but had to switch rooms as the original one did not have hot water and the toilet was leaking. They were quick to move me. The tv kept going out but other wise was a nice stay. I have stayed here before and would probably stay here again. "

[](https://expedia.com/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information)

![The Maverick by Kasa](https://images.trvl-media.com/lodging/72000000/71090000/71086700/71086666/208f1544_y.jpg)

### The Maverick by Kasa

10/10 Excellent

"The room was beautiful "

[](https://expedia.com/Pittsburgh-Hotels-The-Maverick-By-Kasa.h71086666.Hotel-Information)

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

### Hyatt Regency Pittsburgh International Airport

2/10 Terrible

"No comment 😞"

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

![Hilton Garden Inn Pittsburgh University Place](https://images.trvl-media.com/lodging/1000000/120000/119000/118998/6c759b6f_y.jpg)

### Hilton Garden Inn Pittsburgh University Place

8/10 Good

"The room was clean but a bit dated. Staff was genuinely friendly and helpful. We did not part take in the breakfast as we felt it was a bit pricey and we had an early morning appointment to keep. The valet parking service was terrific."

[](https://expedia.com/Pittsburgh-Hotels-Hilton-Garden-Inn-Pittsburgh-University-Place.h118998.Hotel-Information)

![DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/9f3454ce_y.jpg)

### DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

10/10 Excellent

"Loved the parking, hotel was very nice and clean "

[](https://expedia.com/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Suites-Pittsburgh-Downtown.h6149.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 $116 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.

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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)
- [Aparthotels in South Side ](https://expedia.com/South-Side-Apart-Hotels.d6343590-aaApartHotels.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)
- [Villas in South Side ](https://expedia.com/South-Side-Villas.d6343590-aaVillas.Travel-Guide-Accommodation)
- [Cabin Rentals in South Side ](https://expedia.com/South-Side-Cabins.d6343590-aaCabins.Travel-Guide-Accommodation)
- [Guest Houses in South Side ](https://expedia.com/South-Side-Guest-Houses.d6343590-aaGuestHouses.Travel-Guide-Accommodation)
- [Inns in South Side ](https://expedia.com/South-Side-Inns.d6343590-aaInns.Travel-Guide-Accommodation)
- [Farmstay in South Side ](https://expedia.com/South-Side-Agritourism.d6343590-aaAgritourism.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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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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