Title: South Side Vacation Rentals from CA $140: Short-Term Rentals for 2026 | Expedia.ca

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

![Interior](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/f00a6dc2.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)

### Cozy&Modern 2Bdr Apt PIttsburgh

[](https://www.expedia.ca/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.

CA $121

CA $167 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/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)

![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)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/bef77efc.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)

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

[](https://www.expedia.ca/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.

CA $59

CA $333 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/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)

![TV, offices](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/02757af4.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)

![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)

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

[](https://www.expedia.ca/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.

CA $119

CA $247 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/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.ca/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.

CA $271

CA $579 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/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)

![Private kitchen](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/69a469c3.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.ca/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.

CA $438

CA $921 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/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)

![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)

![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.ca/Pittsburgh-Hotels-Iron-City-Of-South-Side-Flats-Charming-2-Bedroom-Unit.h111823394.Hotel-Information)

South Side Flats

CA $174

CA $428 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/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)

![TV, stereo](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/ce6d1b0e.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)

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

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

South Side Flats

CA $112

CA $276 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/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)

![Interior](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/7e983305.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)

![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.ca/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.

CA $97

CA $266 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/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)

![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)

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

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

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

South Side Flats

CA $190

CA $450 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/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)

![Interior](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/d83dc43d.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)

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

[](https://www.expedia.ca/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.

CA $196

CA $502 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/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)

![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)

![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)

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

[](https://www.expedia.ca/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.

CA $132

CA $566 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/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)

![Interior](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/30b6003f.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)

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

### Pet-Friendly Southside Getaway - Sleeps 12

[](https://www.expedia.ca/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.ca/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)

![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)

![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/100000000/99780000/99777000/99776944/1c7f875e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### City Skyline - Outside decks - Contemporary

[](https://www.expedia.ca/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.

CA $176

CA $571 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/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)

![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)

![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.ca/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.

CA $192

CA $546 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/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.ca/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.

CA $465

CA $833 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/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)

![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)

![Interior](https://images.trvl-media.com/lodging/91000000/90190000/90188100/90188001/82c56b9a.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)

### Pittsburgh Pennsylvania house

[](https://www.expedia.ca/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.

CA $158

CA $381 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/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)

![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/b9c09e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/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.

CA $201

CA $393 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/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)

![TV, offices](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/a44d0209.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)

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

[](https://www.expedia.ca/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.

CA $130

CA $233 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/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)

![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)

![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.ca/Pittsburgh-Hotels-Pittsburghs-Newest-Jacuzzi-Fire-Pit-Urban-Lodge.h125132248.Hotel-Information)

Allentown

CA $251

CA $696 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/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)

![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)

![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)

![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.ca/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.

CA $445

CA $839 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/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.ca/Hotel-Search?startDate=2026-03-11&endDate=2026-03-12&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.ca/deals?rfrr=VR_SPRING_PROMO_6343590)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CABIN)

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

[Sign in

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Sign up, it's free

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## Top South Side Hotel Reviews

![Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/76c1ea4b_y.jpg)

### Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

10/10 Excellent

"Super clean rooms, very helpful staff"

[](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.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.ca/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

"Clean and friendly staff"

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

![Homewood Suites by Hilton Pittsburgh Downtown](https://images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/48a1d3a1_y.jpg)

### Homewood Suites by Hilton Pittsburgh Downtown

10/10 Excellent

"The staff was very helpful and courteous. The breakfast was wonderful always filled with food and cleaned up. The room was clean and comfort I enjoyed the peloton"

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

![Pittsburgh Marriott City Center](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/aaf723c4_y.jpg)

### Pittsburgh Marriott City Center

10/10 Excellent

"Convenient, clean and wonderful staff. "

[](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information)

![Etage Executive Living](https://images.trvl-media.com/lodging/23000000/22120000/22118100/22118076/d138301e_y.jpg)

### Etage Executive Living

10/10 Excellent

"yes room spotless staff great"

[](https://expedia.ca/Pittsburgh-Hotels-Etage-Executive-Living.h22118076.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

"Room was clean, helpful staff, great location. Loved the shuttle service to airport."

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

![Hyatt Regency Pittsburgh International Airport](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/1caa2404_y.jpg)

### Hyatt Regency Pittsburgh International Airport

10/10 Excellent

"Clean room and courteous staff"

[](https://expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.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

"Courteous staff and clean room with nice river view."

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

## Find out more about South Side

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Side. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Apartments in South Side ](https://expedia.ca/South-Side-Apartments.d6343590-aaApartments.Travel-Guide-Accommodation)
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- [Cottages in South Side ](https://expedia.ca/South-Side-Cottages.d6343590-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in South Side ](https://expedia.ca/South-Side-Condos.d6343590-aaCondos.Travel-Guide-Accommodation)
- [Motels in South Side ](https://expedia.ca/South-Side-Motels.d6343590-aaMotels.Travel-Guide-Accommodation)
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- [Farmstay in South Side ](https://expedia.ca/South-Side-Agritourism.d6343590-aaAgritourism.Travel-Guide-Accommodation)
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- [Guest Houses in South Side ](https://expedia.ca/South-Side-Guest-Houses.d6343590-aaGuestHouses.Travel-Guide-Accommodation)
- [Hostels in South Side ](https://expedia.ca/South-Side-Hostels.d6343590-aaHostels.Travel-Guide-Accommodation)
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Flights

- [Flights from Victoria to Edmonton](https://expedia.ca/lp/flights/yyj/yeg/victoria-to-edmonton)
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Cars

- [Car rentals in Edmonton](https://expedia.ca/Car-Rentals-In-Edmonton.d180002.Car-Rental-Guide)
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Packages

- [Acrisure Stadium](https://expedia.ca/Acrisure-Stadium-North-Shore.d6058087.Vacation-Attraction)
- [Market Square](https://expedia.ca/Market-Square-Downtown-Pittsburgh.d553248621532660539.Vacation-Attraction)
- [PNC Park](https://expedia.ca/PNC-Park-North-Shore.d6034814.Vacation-Attraction)
- [National Aviary](https://expedia.ca/National-Aviary-North-Side.d6078697.Vacation-Attraction)
- [Children's Museum of Pittsburgh](https://expedia.ca/Childrens-Museum-Of-Pittsburgh-North-Side.d6078703.Vacation-Attraction)
- [Carnegie Museum of Natural History](https://expedia.ca/Carnegie-Museum-Of-Natural-History-Oakland.d6078701.Vacation-Attraction)
- [Cathedral of Learning](https://expedia.ca/Cathedral-Of-Learning-Oakland.d6269525.Vacation-Attraction)
- [Carnegie Science Center](https://expedia.ca/Carnegie-Science-Center-North-Side.d6078691.Vacation-Attraction)
- [Duquesne Incline](https://expedia.ca/Duquesne-Incline-Duquesne-Heights.d6078687.Vacation-Attraction)
- [Carnegie Museum of Art](https://expedia.ca/Carnegie-Museum-Of-Art-Oakland.d6078685.Vacation-Attraction)
- [Point State Park](https://expedia.ca/Point-State-Park-Downtown-Pittsburgh.d6078711.Vacation-Attraction)
- [Carnegie Mellon University](https://expedia.ca/Carnegie-Mellon-University-Squirrel-Hill.d6090503.Vacation-Attraction)

General

- [Visit Wasa](https://expedia.ca/Wasa.dx3000008897)

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