Title: South Side Vacation Rentals from CA $167: 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)

![](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.ca/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.ca/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.ca/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.ca/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

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

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

![TV, stereo](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/ce6d1b0e.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 $122

CA $292 total

includes taxes & fees

Apr 6 - Apr 7

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

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

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

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

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

CA $59

CA $338 total

includes taxes & fees

Apr 6 - Apr 7

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

![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)

![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)

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

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

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

CA $445

CA $924 total

includes taxes & fees

Apr 2 - Apr 3

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

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

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

![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.ca/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.

CA $59

CA $338 total

includes taxes & fees

Apr 6 - Apr 7

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

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

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

![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 $143

CA $391 total

includes taxes & fees

Apr 12 - Apr 13

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

![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)

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

CA $316

CA $643 total

includes taxes & fees

Apr 8 - Apr 9

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

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

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

![Dining](https://images.trvl-media.com/lodging/126000000/125140000/125132300/125132248/6a22db95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

Allentown

CA $96

CA $395 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Pittsburgh-Hotels-Pittsburghs-Newest-Jacuzzi-Fire-Pit-Urban-Lodge.h125132248.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/100000000/99780000/99777000/99776944/1c7f875e.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)

![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)

### City Skyline - Outside decks - Contemporary

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

CA $180

CA $584 total

includes taxes & fees

Apr 6 - Apr 7

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

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111830000/111823400/111823306/72ff64da.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)

### 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 $143

CA $391 total

includes taxes & fees

Apr 12 - Apr 13

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

![Dining](https://images.trvl-media.com/lodging/107000000/106560000/106550400/106550398/73422a53.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)

![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)

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

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

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

CA $129

CA $878 total

includes taxes & fees

Apr 2 - Apr 3

[](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)

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

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

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

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

[](https://www.expedia.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 $114

CA $216 total

includes taxes & fees

Apr 5 - Apr 6

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

![Interior](https://images.trvl-media.com/lodging/90000000/89740000/89732200/89732195/862380d6.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)

![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)

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

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

CA $146

CA $317 total

includes taxes & fees

Apr 26 - Apr 27

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

![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

(26 reviews)

"Nice location"

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

Shannon M.

CA $223

CA $419 total

includes taxes & fees

Apr 2 - Apr 3

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

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/4329842d.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 $175

CA $530 total

includes taxes & fees

Apr 6 - Apr 7

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

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/127000000/126980000/126978600/126978567/8f4436c6.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)

![TV](https://images.trvl-media.com/lodging/127000000/126980000/126978600/126978567/3f402ef7.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)

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

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

South Side Flats

CA $334

CA $428 total

includes taxes & fees

Apr 2 - Apr 3

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

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95820000/95813800/95813715/d363ea8f.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)

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

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

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

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

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

![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)

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

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

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

South Side Flats

10/10

Exceptional

(3 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.

CA $249

CA $728 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/Pittsburgh-Hotels-Modern-5BR-Retreat-Multiple-En-Suites-Prime-South-Side-Location-Walkable.h124564873.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 $109

CA $281 total

includes taxes & fees

Apr 2 - Apr 3

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

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

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

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

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

### Pittsburgh Pennsylvania house

[](https://www.expedia.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 $145

CA $364 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Pittsburgh-Hotels-Pittsburgh-Pennsylvania-House.h90188001.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=2026-04-15&endDate=2026-04-16&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=APARTMENT)

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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=CONDO)

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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=VACATION_HOME)

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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=CABIN)

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## Top South Side Hotel Reviews

![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

"Generally I had a pleasant stay, staff kind and helpful and facilities decent. The only issue is my room is next to a street and it can be noisy at night."

[](https://expedia.ca/Pittsburgh-Hotels-Hilton-Garden-Inn-Pittsburgh-University-Place.h118998.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

10/10 Excellent

"Great area for food and shopping, very kind staff, and clean rooms! Pool was also peaceful, and the breakfast was legit the best hotel breakfast I’ve had so far!! surpasses 10/10!!"

[](https://expedia.ca/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

10/10 Excellent

"Overall good stay! "

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

![Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3950/3a4a5e06_y.jpg)

### Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

6/10 Okay

"Room looked nice. Refrigerator made loud noises intermittently, bathroom door was sticky and hard to open, fan unit was not adjuatable. Staff was very friendly and breakfast was good."

[](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Suites-Pittsburgh-West-Greentree.h3950.Hotel-Information)

![Etage Executive Living](https://images.trvl-media.com/lodging/23000000/22120000/22118100/22118076/3f15529c_y.jpg)

### Etage Executive Living

10/10 Excellent

"I recently stayed at The Etage during a trip to Pittsburgh for a conference. My overall experience was positive from start to finish. The location was incredibly convenient- everything was within walking distance, which made my stay even more enjoyable. From the moment I walked in, I was pleasantly surprised by the space. My room felt more like a modern industrial apartment than a traditional hotel room - which was an unexpected touch. The view of downtown Pittsburg from my window was amazing and added to the overall experience. One of the highlights of my stay was the rooftop. It was truly beautiful, with stunning views of the city. I loved being able to sit and decompress during downtime and have a moment to relax. The rooftop dog park was a nice added touch and will definitely consider bringing my dog with me next time. Overall, this was a pleasant stay and I would recommend the Etage to anyone visiting Pittsburgh. I look forward to returning in the future."

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

"Thanks to other reviews we made sure to book a room with two beds for more space. The room was super cute and well taken care of. Staff was very friendly. Annoying that parking wasn't included in the price as due to the location of the parking lot, it seems like it should be included-- valet was kinda pointless. Although the valet staff were very friendly and professional."

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

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

### Joinery Hotel Pittsburgh, Curio Collection by Hilton

6/10 Okay

"N/A"

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

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

### Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent

"Perfect hotel for events in downtown Pittsburgh Clean/excellent food and drink Have stayed here previously and will again in the future "

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

10/10 Excellent

"Food at restaurant was excellent. Beds and pillows were so comfortable."

[](https://expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.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)
- [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)
- [Aparthotels in South Side ](https://expedia.ca/South-Side-Apart-Hotels.d6343590-aaApartHotels.Travel-Guide-Accommodation)
- [Condo Rentals in South Side ](https://expedia.ca/South-Side-Condos.d6343590-aaCondos.Travel-Guide-Accommodation)
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- [Cabin Rentals in South Side ](https://expedia.ca/South-Side-Cabins.d6343590-aaCabins.Travel-Guide-Accommodation)
- [Guest Houses in South Side ](https://expedia.ca/South-Side-Guest-Houses.d6343590-aaGuestHouses.Travel-Guide-Accommodation)
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- [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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