Title: South Side Vacation Home Rentals from CA $252: Search Top Private Vacation Homes for Rent | 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)[Vacation Rentals in South Side](https://expedia.ca/South-Side-Vacation-Rentals.d6343590.Travel-Guide-VacationRentals)[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

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three 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 four 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)

## Our top choices for South Side vacation homes

![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)

![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)

### 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 $175

CA $564 total

includes taxes & fees

Feb 2 - Feb 3

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

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124570000/124564900/124564873/11206bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124570000/124564900/124564873/79077bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124570000/124564900/124564873/7b13e80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124570000/124564900/124564873/90b449ca.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

CA $70

CA $525 total

includes taxes & fees

Feb 12 - Feb 13

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

![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)

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

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

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

South Side Flats

CA $110

CA $271 total

includes taxes & fees

Feb 1 - Feb 2

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

![Property grounds](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/170c896f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/f2760e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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/123000000/122780000/122778700/122778621/835429a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

South Side Slopes

CA $137

CA $420 total

includes taxes & fees

Feb 1 - Feb 2

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

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/979102dc.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)

![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 $161

CA $501 total

includes taxes & fees

Feb 4 - Feb 5

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

(9 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 $51

CA $316 total

includes taxes & fees

Feb 1 - Feb 2

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

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

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

![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)

### ❤️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

8.4/10

Very good

(33 reviews)

"Great location near the local nightlife"

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

Andrew M.

CA $58

CA $325 total

includes taxes & fees

Feb 9 - Feb 10

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

![Property grounds](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/388010b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/75602cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/edecdd8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### 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 $415

CA $795 total

includes taxes & fees

Feb 20 - Feb 21

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

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

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

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

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

Allentown

CA $247

CA $683 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Pittsburgh-Hotels-Pittsburghs-Newest-Jacuzzi-Fire-Pit-Urban-Lodge.h125132248.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/91000000/90190000/90188100/90188001/82c56b9a.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)

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

### Pittsburgh Pennsylvania house

[](https://www.expedia.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 $139

CA $354 total

includes taxes & fees

Feb 1 - Feb 2

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/7ba30535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/64305faf.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)

![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)

### 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

(5 reviews)

"Space was great. Bars and restaurants within walking distance. Would recommend! "

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

Thomas Z.

CA $866

CA $1,352 total

includes taxes & fees

Feb 5 - Feb 6

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

![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87580000/87578500/87578460/c61a484e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87580000/87578500/87578460/e5145a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/88000000/87580000/87578500/87578460/983bbd40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87580000/87578500/87578460/dbd88aa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fire Pit + Family Friendly + Great Location!

[](https://www.expedia.ca/Pittsburgh-Hotels-Fire-Pit-Family-Friendly-Great-Location.h87578460.Hotel-Information)

Bloomfield

9.8/10

Exceptional

(8 reviews)

"The house was very comfortable for our family. Great location in walking distance to eateries, breweries, coffee shops, grocery and drug stores. Easy access to downtown. We would stay there again on our next visit. "

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

shely c.

CA $108

CA $343 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Pittsburgh-Hotels-Fire-Pit-Family-Friendly-Great-Location.h87578460.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112620000/112612800/112612709/fde45422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112620000/112612800/112612709/a06488cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112612800/112612709/c183c0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112620000/112612800/112612709/24131b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA

[](https://www.expedia.ca/Pittsburgh-Hotels-Charming-2-Bedroom-Home-W-WiFi.h112612709.Hotel-Information)

Brookline

9.8/10

Exceptional

(9 reviews)

"Nice, well maintained. The owners provided many amenities and were very responsive to messages. "

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

Darlene M.

CA $123

CA $491 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Pittsburgh-Hotels-Charming-2-Bedroom-Home-W-WiFi.h112612709.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/120000000/119730000/119727100/119727041/e331b873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119730000/119727100/119727041/7f991871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119730000/119727100/119727041/a72f8237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119730000/119727100/119727041/02386db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Light Room

[](https://www.expedia.ca/The-Light-Room.h119727041.Hotel-Information)

McKeesport

9.6/10

Exceptional

(5 reviews)

"The house has a very peaceful atmosphere."

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

Susan G.

CA $135

CA $252 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/The-Light-Room.h119727041.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112110000/112109300/112109238/a3f910e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112110000/112109300/112109238/w1858h1290x0y4-8465bbf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112110000/112109300/112109238/541d0019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112110000/112109300/112109238/9cab75f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!

[](https://www.expedia.ca/Monongahela-Hotels-Charming-4-Bedroom-Family-Friendly-House-In-Monongahela-Make-Yourself-At-Home.h112109238.Hotel-Information)

Monongahela

10/10

Exceptional

(11 reviews)

"Great girls trip at the Blue Peacock. House has plenty of room and is cozy. Location is good too.Andres answered all our questions promptly.Would recommend & stay again!"

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

Stephanie M.

CA $174

CA $379 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Monongahela-Hotels-Charming-4-Bedroom-Family-Friendly-House-In-Monongahela-Make-Yourself-At-Home.h112109238.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112280000/112271900/112271874/0a6b4318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112280000/112271900/112271874/2fb654b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112280000/112271900/112271874/92d373ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112280000/112271900/112271874/d35752a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!

[](https://www.expedia.ca/Pittsburgh-Hotels-Pet-Friendly-3-Bedroom-House-In-Quiet-Neighborhood-Next-To-Oakmont-Veltres.h112271874.Hotel-Information)

Plum

10/10

Exceptional

(16 reviews)

"It was a very nice property, very clean, great neighborhood and area."

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

A. Ben K.

CA $218

CA $385 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Pittsburgh-Hotels-Pet-Friendly-3-Bedroom-House-In-Quiet-Neighborhood-Next-To-Oakmont-Veltres.h112271874.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/88000000/87710000/87702900/87702827/eadc596c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87710000/87702900/87702827/68aaa095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87710000/87702900/87702827/14206a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/88000000/87710000/87702900/87702827/d88241b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely Strip District loft with free parking

[](https://www.expedia.ca/Pittsburgh-Hotels-Lovely-Strip-District-Loft-With-Free-Parking.h87702827.Hotel-Information)

Strip District

10/10

Exceptional

(28 reviews)

"Excellent location. Very clean and well kept apartment. "

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

George & Audrey U.

CA $146

CA $252 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Pittsburgh-Hotels-Lovely-Strip-District-Loft-With-Free-Parking.h87702827.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/90000000/90000000/89991800/89991722/918dbbbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/90000000/89991800/89991722/5434aad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/90000000/89991800/89991722/94afb983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/90000000/89991800/89991722/69294c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ★ HostWise Stays ★ 4 Blocks From UPMC Children's

[](https://www.expedia.ca/Pittsburgh-Hotels-Colorful-Home-In-A-Great-Location.h89991722.Hotel-Information)

Lawrenceville

10/10

Exceptional

(14 reviews)

"The property was very clean and had all the amenities that made our Pittsburgh visit enjoyable. We enjoyed the location because it was it easy to get where we wanted to go. We would stay here again."

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

Natalie D.

[](https://www.expedia.ca/Pittsburgh-Hotels-Colorful-Home-In-A-Great-Location.h89991722.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109450000/109443900/109443881/7bdbe47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109450000/109443900/109443881/8d4efc12.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/110000000/109450000/109443900/109443881/9f2b500e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/110000000/109450000/109443900/109443881/19c18470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ★ HostWise Stays ★ Foxy home, off-street parking, new remodel!

[](https://www.expedia.ca/Foxy-Home.h109443881.Hotel-Information)

Garfield

10/10

Exceptional

(6 reviews)

"Clean and comfortable stay, one of the only VRBOs will good mattresses and comfortable couches! We enjoyed our stay very much! "

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

Katharine D.

CA $131

CA $480 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Foxy-Home.h109443881.Hotel-Information)

![TV, stereo, offices](https://images.trvl-media.com/lodging/106000000/105360000/105350400/105350315/3b030a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105360000/105350400/105350315/5308a6b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105360000/105350400/105350315/55f8bf10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105360000/105350400/105350315/39e0172f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ★ HostWise Stays ★ Designer\`s Dream - Parking - Soaker Tub, Location!

[](https://www.expedia.ca/Pittsburgh-Hotels-Designers-Dream-Parking-Soaker-Tub.h105350315.Hotel-Information)

Lawrenceville

10/10

Exceptional

(5 reviews)

"Great place for us, close to family, restaurants, playgrounds , etc. clean and pretty quiet "

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

christine p.

CA $134

CA $467 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Pittsburgh-Hotels-Designers-Dream-Parking-Soaker-Tub.h105350315.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=2026-02-14&endDate=2026-02-15&regionId=6343590&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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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=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&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=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&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=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&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=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&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=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=COTTAGE)

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## Top South Side Hotel Reviews

![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

"Always comfortable "

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

"The room was very clean and the bed was comfortable"

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

"The stay was excellent because of the staff. We were there during a giant snowstorm. The city was basically shut down. Big credit to Cody at the front desk (who I think was stuck there with us) and the others who took care of us when nothing was normal. While standing in the lobby and looking at the craziness outside, I saw a local man who got stranded in the city when the buses shut down. His phone battery had died, his wife didn't know where he was. Cody loaned him a phone charger and let him charge up so he could call his wife, call a car, whatever. The guy ended up renting a room, but no one expected that when they loaned him the charger. I was happy to see it. Great staff. One complaint though: Why would anyone choose The Epoch Times as the newspaper in the lobby? It's ridiculous and unseemly. Please get a real newspaper or just give up on papers altogether. Either one would be an improvement."

[](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

"Nice hotel"

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

![Courtyard by Marriott Pittsburgh University Center](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e_y.jpg)

### Courtyard by Marriott Pittsburgh University Center

10/10 Excellent

"Staff was extremely "

[](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.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

"Room very clean. Staff was friendly and helpful. Went during storm "

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

"Staff was great. Check in was easy. Room was beautiful"

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

"The room was great and the staff was better"

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

![TRYP by Wyndham Pittsburgh/Lawrenceville](https://images.trvl-media.com/lodging/34000000/33230000/33229300/33229225/dde48ad1_y.jpg)

### TRYP by Wyndham Pittsburgh/Lawrenceville

10/10 Excellent

"Very nice downtown hotel "

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

## Find out more about South Side

## South Side Vacation Homes information

| Number of reviews | 169                |
| ----------------- | ------------------ |
| Accommodation     | 626 Vacation Homes |
| Lowest Price      | CA $252            |
| Highest Price     | CA $1,352          |

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- [Flights to Pittsburgh ](https://www.expedia.ca/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights)

- [Ppg Paints Arena ](https://www.expedia.ca/PPG-Paints-Arena-Downtown-Pittsburgh.d6140367.Vacation-Attraction)
- [Visit Bluff ](https://www.expedia.ca/Pittsburgh-Bluff.dx553248634333003951)
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