Title: South Side Vacation Rentals from CA $170: 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)

# South Side Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-26&endDate=2025-12-27&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-27&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-01-02&endDate=2026-01-04&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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/ef354d9e.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)

### Apartment in South Side Flats

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

10/10

Exceptional

(10)

"Great spot!"

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

Kevin D.

CA $145

CA $195 total

includes taxes & fees

Dec 28 - Dec 29

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/c908e53f.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/cfd36995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/84ae5f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/18ba3244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Side Flats

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

10/10

Exceptional

(25)

"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 $178

CA $499 total

includes taxes & fees

Jan 6 - Jan 7, 2026

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/16c9f495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/cfb6e16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/ef7c91ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/a7475201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Side Flats

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

10/10

Exceptional

(5)

"Very clean! Amenities were fantastic Really loved the backyard with the hot tub. Quiet area and loved being able to walk to the local bars/restaurants. Brandon was always a text away. Parking was also easy. Would definitely stay there again."

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

Ruth F.

CA $191

CA $516 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Property grounds](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/w2079h1170x0y0-645cff29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/37b9f9dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, printers](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/6459ce66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/a94b7dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Side Slopes

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

10/10

Exceptional

(15)

"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 $915 total

includes taxes & fees

Dec 29 - Dec 30

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

![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)

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

![Game room](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/b07a92c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/5798aa4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in South Side Flats

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

9.4/10

Exceptional

(23)

"Nice location"

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

Shannon M.

CA $201

CA $387 total

includes taxes & fees

Dec 30 - Dec 31

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

![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)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/5c9fe64a.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)

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

### Vacation Home in South Side Flats

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

10/10

Exceptional

(20)

"Fantastic property. Intriguing history. Great location."

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

Kevin M.

CA $459

CA $848 total

includes taxes & fees

Jan 6 - Jan 7, 2026

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

![4 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/8567eac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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/100000000/99780000/99777000/99776944/94fc5be6.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)

### Vacation Home in South Side Slopes

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

10/10

Exceptional

(4)

"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 $185

CA $577 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/058c641f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/7e4b32a6.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)

![Interior](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/556d27c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Side Flats

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

8.2/10

Very good

(32)

"This house worked excellent for our family to stay for the weekend for college graduation. Perfect location to get around and see South Side."

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

Michael P.

CA $62

CA $328 total

includes taxes & fees

Dec 29 - Dec 30

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/9d224d65.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/122000000/121220000/121217200/121217187/44bc8378.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)

![Children's area](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/c910f2cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in South Side Flats

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

10/10

Exceptional

(2)

"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 $128

CA $300 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/6357c788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games, offices](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/06ec18cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/859d3fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/8f1e6aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Side Flats

[](https://www.expedia.ca/Pittsburgh-Hotels-Posh-4-Bedroom-On-Carson-St-W-Pro-Cleaning.h87368723.Hotel-Information)

9.8/10

Exceptional

(66)

"Very nice property. Property manager was very accessible and provided great details. If recommend for anyone wishing to have easy access to Carson Street and the Southside neighborhoods. "

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

Steve D.

CA $135

CA $459 total

includes taxes & fees

Jan 26 - Jan 27, 2026

[](https://www.expedia.ca/Pittsburgh-Hotels-Posh-4-Bedroom-On-Carson-St-W-Pro-Cleaning.h87368723.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/391c97af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Interior](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/188ba8b3.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)

### Vacation Home in South Side Flats

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

7.8/10

Good

(8)

"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 $62

CA $328 total

includes taxes & fees

Dec 29 - Dec 30

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

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/4329842d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/b598a374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/f3927214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/968d922c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Side Flats

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

8.0/10

Very good

(2)

"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 $175

CA $509 total

includes taxes & fees

Dec 29 - Dec 30

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

![Exterior](https://images.trvl-media.com/lodging/71000000/70900000/70891100/70891071/6ac37499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City Loft, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Living room](https://images.trvl-media.com/lodging/71000000/70900000/70891100/70891071/771e1ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70900000/70891100/70891071/a7151c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/71000000/70900000/70891100/70891071/01e4524c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in South Side Flats

[](https://www.expedia.ca/Pittsburgh-Hotels-Kasa-Pittsburgh-South-Side.h70891071.Hotel-Information)

8.2/10

Very good

(106)

"Location to restaurants was great. Elevator was out of order in the parking garage the whole time and had to walk the stairs twice a day. For a week we were there."

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

Frank

CA $165

CA $278 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Pittsburgh-Hotels-Kasa-Pittsburgh-South-Side.h70891071.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/a41b362d.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)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/fb84603e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in South Side Slopes

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

CA $108

CA $820 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/c41c006f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Exterior](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/49d8d6c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in South Side Flats

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

8.0/10

Very good

(1)

"It was a nice and beautiful place "

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

Alyssa B.

CA $111

CA $210 total

includes taxes & fees

Jan 17 - Jan 18, 2026

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/c06afb7e.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/a1394223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/3ed3a4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/03c5fe27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Side Flats

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

CA $118

CA $281 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

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

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/db8c87e8.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)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/4fafaecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Side Slopes

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

CA $150

CA $432 total

includes taxes & fees

Jan 19 - Jan 20, 2026

[](https://www.expedia.ca/Pittsburgh-Hotels-Modern-3BR-Skyline-Retreat-W-Rooftop-Deck-Free-Parking-Views.h122778621.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/91000000/90190000/90188100/90188001/95572498.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)

### Vacation Home in South Side Flats

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

6.0/10

(2)

"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 $200

CA $422 total

includes taxes & fees

Jan 8 - Jan 9, 2026

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

![Smart TV, stereo](https://images.trvl-media.com/lodging/115000000/114880000/114876700/114876667/b9270e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114880000/114876700/114876667/370458e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/115000000/114880000/114876700/114876667/0a567442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114880000/114876700/114876667/34a2e535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in South Side Flats

[](https://www.expedia.ca/Pittsburgh-Hotels-Charming-2-Bedroom-Apartment-In-Pittsburgh.h114876667.Hotel-Information)

3.8/10

(8)

"Entry is dingy and smells badly of cat urine. Living room is smallest room and seats 2 comfortably. The kitchen is ok. Nothing special but ok. Bedrooms are large and beds are comfortable. AC units in both bedrooms worked great. Didn’t love the parking situation but nothing bad happened during the 5 night stay so may have been worried about nothing. Lots of homeless in the area and city as a whole. "

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

Christina S.

CA $109

CA $379 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Pittsburgh-Hotels-Charming-2-Bedroom-Apartment-In-Pittsburgh.h114876667.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/78000000/77100000/77092300/77092298/6c0b552c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/78000000/77100000/77092300/77092298/189db430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/78000000/77100000/77092300/77092298/8382958e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/78000000/77100000/77092300/77092298/d40fc075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Oakland

[](https://www.expedia.ca/Pittsburgh-Hotels-424-Apt-304.h77092298.Hotel-Information)

9.2/10

Wonderful

(12)

"Love the location nicely done Will return "

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

Lamont

CA $148

CA $254 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Pittsburgh-Hotels-424-Apt-304.h77092298.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=2026-01-09&endDate=2026-01-10&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.ca/Hotel-Search?destination=South+Side%2C+Pennsylvania%2C+United+States+of+America&regionId=6343590&latLong=40.425303%2C-79.977027&adults=2&startDate=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&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=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&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=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&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=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&lodging=CONDO)

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=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&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=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&lodging=CABIN)

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## Top South Side Hotel Reviews

![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

"The staff were friendly and so very helpful. The room was very clean and the location is great when needing to get to the airport early. Appreciated the shuttle service and the help of the employees to figure out the best time of departure. Would definitely stay again "

[](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

"Watched a football game at the bar and stayed overnight for a 6am flight. Our bartender was friendly and funny. Food was excellent and the bed and pillows were extremely comfortable. A great stay before our holiday cruise."

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

10/10 Excellent

"Great place and awesome breakfast!"

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

![Sheraton Pittsburgh Hotel at Station Square](https://images.trvl-media.com/lodging/1000000/30000/20400/20319/ae616b8b_y.jpg)

### Sheraton Pittsburgh Hotel at Station Square

10/10 Excellent

"This is probably the best place to stay in Pittsburgh, for the view."

[](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.Hotel-Information)

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

### Wyndham Grand Pittsburgh Downtown

10/10 Excellent

"Great place close to everything."

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

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

### Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent

"Great downtown location. Good kickback and breakfast options. "

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

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

### Omni William Penn Hotel

10/10 Excellent

"Everything about our stay at the William Penn was was wonderful. "

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

![Kimpton Hotel Monaco Pittsburgh by IHG](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/2ee575df_y.jpg)

### Kimpton Hotel Monaco Pittsburgh by IHG

10/10 Excellent

"Everything was top notch"

[](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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

"Good"

[](https://expedia.ca/Pittsburgh-Hotels-Hyatt-House-PittsburghBloomfieldShadyside.h9707925.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.   

## Explore a world of travel with Expedia

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- [Apartments in South Side ](https://expedia.ca/South-Side-Apartments.d6343590-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in South Side ](https://expedia.ca/South-Side-Private-Vacation-Homes.d6343590-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [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)
- [B&B in South Side ](https://expedia.ca/South-Side-Bed-And-Breakfast.d6343590-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Aparthotels in South Side ](https://expedia.ca/South-Side-Apart-Hotels.d6343590-aaApartHotels.Travel-Guide-Accommodation)
- [Farmstay in South Side ](https://expedia.ca/South-Side-Agritourism.d6343590-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in South Side ](https://expedia.ca/South-Side-Cabins.d6343590-aaCabins.Travel-Guide-Accommodation)
- [Inns in South Side ](https://expedia.ca/South-Side-Inns.d6343590-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in South Side ](https://expedia.ca/South-Side-Guest-Houses.d6343590-aaGuestHouses.Travel-Guide-Accommodation)
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- [Castles in South Side ](https://expedia.ca/South-Side-Castles.d6343590-aaCastles.Travel-Guide-Accommodation)

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- [Point State Park](https://expedia.ca/Point-State-Park-Downtown-Pittsburgh.d6078711.Vacation-Attraction)

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