Title: South Side Guest Houses | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473595-South-Side-Pittsburgh.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in South Side ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select South Side Guest Houses We don't have any properties that match your exact search [See all properties in South Side](https://expedia.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13®ionId=6343590&adults=2) ## Recommended hotels in South Side ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/76c1ea4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/bfebd685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/a12c8351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/49924f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG South Side Flats 7.2/10 Good (1027) "Great property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James H CA $116 CA $132 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/4921b241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy&Modern 2Bdr Apt PIttsburgh South Side Flats 10/10 Exceptional (8) "Good location right of East Carson. Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma P. CA $131 CA $180 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Pittsburgh-Hotels-CozyModern-2Bdr-Apt-PIttsburgh.h108410220.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/6000000/5530000/5522800/5522759/9482fe0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/6000000/5530000/5522800/5522759/914b4807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5530000/5522800/5522759/9fbc5049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/6000000/5530000/5522800/5522759/91fde5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HYATT house Pittsburgh-South Side South Side Flats 8.6/10 Excellent (1003) "We have stayed at this property for several years, It is always clean and comfortable. The breakfast is good too! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence CA $199 CA $227 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Pittsburgh-Hotels-HYATT-House-Pittsburgh-South-Side.h5522759.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) ![Dining](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/65fb5873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/20e582a9.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) ### Pet-Friendly Southside Getaway - Sleeps 12 South Side Slopes CA $153 CA $740 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Pet-Friendly-Southside-Getaway-Sleeps-12.h121235700.Hotel-Information) ![Grand Suite, Multiple Beds, Ensuite, Corner | Living area](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/f6947031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/f3329fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, Multiple Beds, Ensuite, Corner](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/5f5bd81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, Multiple Beds, Ensuite, Corner](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/c109361f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Traveler's Rest Hotel South Side Flats 9.6/10 Exceptional (87) "We had an excellent time at the travelers rest! Check in and check out were super simple. The building had such old world charm it was definitely unique. While the location was out of the hustle and bustle of the city, it was within an hour walk of PPG and the ferry. 10/10 would recommend and stay again! The hosts were amicable! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan CA $150 CA $172 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Travelers-Rest-Hotel.h83313227.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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/71000000/70900000/70891100/70891071/e4bee32c.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) ![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) ### Kasa South Side Pittsburgh South Side Flats 8.2/10 Very good (101) "Clean great views hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shomario CA $136 CA $245 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Kasa-Pittsburgh-South-Side.h70891071.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) ![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/a1394223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/b98d1eb4.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) ### HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere South Side Flats CA $119 CA $289 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Pittsburgh-Hotels-HostWise-Stays-Southside-Gem-Patio.h121500638.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) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/275fb4d2.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) ### Hot Tub | King Bed | Games | Free Parking South Side Flats 10/10 Exceptional (3) "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 $160 CA $487 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Pittsburgh-Hotels-Hot-Tub-King-Bed-Free-Parking-Arcade.h113630660.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) ![TV, books, offices](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/cdbd3c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/18ba3244.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) ### King Bed | Free Parking | Arcade | Fire Pit South Side Flats 10/10 Exceptional (21) "Very comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna CA $181 CA $514 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-King-Bed-Free-Parking-Arcade.h96961617.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112980000/112970900/112970868/4f5d5fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112980000/112970900/112970868/c6653d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/113000000/112980000/112970900/112970868/72384897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112980000/112970900/112970868/0cc6e416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### South Side Vibe! Pittsburgh's best location South Side Flats 9.4/10 Exceptional (8) "It was an amazing place centerally located " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle A. CA $100 CA $311 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Pittsburgh-Hotels-South-Side-Vibe-Pittsburghs-Best-Location.h112970868.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89740000/89732200/89732195/bdd63049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89740000/89732200/89732195/9da681f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/90000000/89740000/89732200/89732195/d623b4c0.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) ### Carey Way Quarters-Stylish 3BR Loft-Prime Location South Side Flats 9.2/10 Wonderful (5) "Good stay, easy check in, lovely location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolee V. CA $244 CA $443 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-3-Bedroom-Loft.h89732195.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) ![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) ![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) ![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/2bb31632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### City Skyline - Outside decks - Contemporary South Side Slopes 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 $181 CA $580 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pittsburgh-Hotels-City-Skyline-Outside-Decks-Contemporary.h99776944.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) ![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) ![Interior](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/d0dc13c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed - BBQ & Hot Tub - Centrally Located South Side Flats 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 $120 CA $459 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-3bd-BBQ-Hot-Tub-Centrally-Located.h107827506.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119890000/119889900/119889856/1ed9acca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119890000/119889900/119889856/2248d932.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/120000000/119890000/119889900/119889856/867e433e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/120000000/119890000/119889900/119889856/72d9d196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Birmingham Bridge Beauty Cozy Stay Near Downtown South Side Flats CA $144 CA $263 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pittsburgh-Hotels-Birmingham-Bridge-Beauty-Cozy-Stay-Near-Downtown.h119889856.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) ![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) ![3 bedrooms, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/cc668348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside! South Side Flats 7.8/10 Good (8) "Tom was very communicative during the whole stay and had great recommendations! We loved the place, well situated on the South side for easy walking along Carson. Wonderful time in Pittsburgh! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan H. CA $63 CA $339 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Cottage-Cozy-3BR-Stay-In-Of-Southside.h83566134.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) ![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) ![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) ### The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm! South Side Flats 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 $157 CA $267 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-The-Speakeasy.h113215938.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) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/17637a0d.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) ### \*Historic Gem\* Heart of Southside-Sleeps 10 South Side Flats 9.4/10 Exceptional (22) "Property was perfect for a quick weekend visit to attend a concert at PPG arena. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Corrie W. CA $202 CA $396 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Historic-Gem-Heart-Of-Southside-Sleeps-10.h71422167.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) ![Private kitchen](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/69a469c3.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) ### Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy! South Side Slopes 10/10 Exceptional (14) "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 $488 CA $992 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Incredible-Views-Perfect-Combination-Of-Luxury-And-Entertainment.h90011428.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114880000/114877800/114877763/c67a9a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/115000000/114880000/114877800/114877763/76b6c5b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114880000/114877800/114877763/7fc9769e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114880000/114877800/114877763/b9406e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside South Side Flats 7.0/10 Good (4) "Very well organized and clean. Host was quick to communicate and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noah S. CA $70 CA $334 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Charming-1-Bedroom-House-With-AC.h114877763.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/f21687b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/13fb42ff.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/122000000/121220000/121217200/121217187/51a20968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/7440949d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2615 Jane Down - Southside South Side Flats CA $271 CA $493 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Pittsburgh-Hotels-2615-Jane-Down-Southside.h121217187.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=2025-11-12&endDate=2025-11-13®ionId=6343590&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Guest-Houses.d6343590-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Guest-Houses.d6343590-aaGuestHouses.Travel-Guide-Accommodation) ## Top South Side Hotel Reviews ![The Landing Hotel at Rivers Casino ](//images.trvl-media.com/lodging/104000000/103310000/103300300/103300276/e4bbb9fc_y.jpg) ### The Landing Hotel at Rivers Casino 10/10 Excellent "Always a good stay for a game" [](https://expedia.ca/Pittsburgh-Hotels-The-Landing-Hotel-At-Rivers-Casino.h103300276.Hotel-Information) ![La Quinta Inn by Wyndham Pittsburgh Airport](//images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9_y.jpg) ### La Quinta Inn by Wyndham Pittsburgh Airport 10/10 Excellent "Yes" [](https://expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.Hotel-Information) ![Homewood Suites by Hilton Pittsburgh Downtown](//images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/48a1d3a1_y.jpg) ### Homewood Suites by Hilton Pittsburgh Downtown 10/10 Excellent "Collette and the front desk was very professional and friendly!" [](https://expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.Hotel-Information) ![Pittsburgh Marriott City Center](//images.trvl-media.com/lodging/1000000/50000/43500/43447/aaf723c4_y.jpg) ### Pittsburgh Marriott City Center 10/10 Excellent "Food was very good. Room clean staff was very helpful and friendly " [](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information) ![Sheraton Pittsburgh Hotel at Station Square](//images.trvl-media.com/lodging/1000000/30000/20400/20319/ae616b8b_y.jpg) ### Sheraton Pittsburgh Hotel at Station Square 10/10 Excellent "Very ckean" [](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.Hotel-Information) ![Wyndham Grand Pittsburgh Downtown](//images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg) ### Wyndham Grand Pittsburgh Downtown 10/10 Excellent "Parking sucked super expensive " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](//images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton 10/10 Excellent "This was a perfect place for a Pittsburgh Steelers game. Super close (walking distance) for great restaurants, sightseeing and of course the game!" [](https://expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![Courtyard by Marriott Pittsburgh University Center](//images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e_y.jpg) ### Courtyard by Marriott Pittsburgh University Center 10/10 Excellent "The room were very clean. " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.Hotel-Information) ![Drury Plaza Hotel Pittsburgh Downtown](//images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/9183e33f_y.jpg) ### Drury Plaza Hotel Pittsburgh Downtown 10/10 Excellent "Room was clean and spacious, staff were all very friendly and couldn't do enough for us" [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ## Find out more about South Side ## South Side Guest Houses information | Number of reviews | | | --- | --- | | Accommodation | Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Other - More ways to book - [5 Star Hotels in Arlington](https://www.expedia.ca/5Star-Arlington-Pittsburgh-Hotels.s50-n804081383557210112-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Knoxville](https://www.expedia.ca/5Star-Knoxville-Pittsburgh-Hotels.s50-n804083795867832320-0.Travel-Guide-Filter-Hotels) - 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