Title: South Side Cottages | 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 South Side Cottage Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select South Side Cottages We don't have any properties that match your exact search [See all properties in South Side](https://expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21®ionId=6343590&adults=2) ## Recommended hotels in South Side ![Exterior](https://images.trvl-media.com/lodging/118000000/117970000/117968100/117968093/a8ac11af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/118000000/117970000/117968100/117968093/a9f051d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room](https://images.trvl-media.com/lodging/118000000/117970000/117968100/117968093/8d3b69f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, City View](https://images.trvl-media.com/lodging/118000000/117970000/117968100/117968093/8dd2472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wexford Hotel Wexford 8.4/10 Very good (50) "Very nice room for the price and convenient location. Would stay again." CA $104 CA $125 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Wexford-Hotel.h117968093.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/21000000/20960000/20958800/20958787/f5966224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/21000000/20960000/20958800/20958787/dbaa21b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/21000000/20960000/20958800/20958787/0d34a3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, iron/ironing board](https://images.trvl-media.com/lodging/21000000/20960000/20958800/20958787/20f2ad24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Inn & Suites Pittsburgh Airport Settlers Ridge Pittsburgh 9.8/10 Exceptional (1039) "Staff was amazing, rooms clean and good food. " CA $155 CA $177 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Pittsburgh-Hotels-Drury-Inn-Suites-Pittsburgh-Airport-Settlers-Ridge.h20958787.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/9b346afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/a31fc394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/03f8ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/aac0757f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Pittsburgh International Airport Pittsburgh 9.0/10 Wonderful (1555) "Great place" CA $278 CA $317 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/76c1ea4b.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) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/81ee4892.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) ### Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG South Side Flats 7.2/10 Good (1002) "Well organized stay " CA $110 CA $126 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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/89ff83b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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) ![Living area](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/38d99c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Traveler's Rest Hotel South Side Flats 9.6/10 Exceptional (84) "Would stay again!" CA $150 CA $172 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Travelers-Rest-Hotel.h83313227.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3450000/3445800/3445705/852bc778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/4000000/3450000/3445800/3445705/fdeac566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3450000/3445800/3445705/9c8a83b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/4000000/3450000/3445800/3445705/f1e658e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Pittsburgh Southside Works South Side Flats 8.4/10 Very good (1002) "It was a nice stay for the Pokemon regional." CA $195 CA $223 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Pittsburgh-Hotels-SpringHill-Suites-By-Marriott-Pittsburgh-Southside-Works.h3445705.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5530000/5522800/5522759/9fbc5049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5530000/5522800/5522759/e4b22c3e.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 (1001) "We have stayed at this property for several years, It is always clean and comfortable. The breakfast is good too! " CA $212 CA $242 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Pittsburgh-Hotels-HYATT-House-Pittsburgh-South-Side.h5522759.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) ![Interior entrance](https://images.trvl-media.com/lodging/71000000/70900000/70891100/70891071/01e4524c.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) ### Kasa South Side Pittsburgh South Side Flats 8.2/10 Very good (99) "Clean great views hotel " CA $136 CA $245 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Pittsburgh-Hotels-Kasa-Pittsburgh-South-Side.h70891071.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106560000/106550400/106550398/85971f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106560000/106550400/106550398/c0824973.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106560000/106550400/106550398/933406e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Central 5BD Getaway - Spacious Home w/ BBQ South Side Flats 10/10 Exceptional (9) "Great property just a block away from restaurants and bars and a short ride away from the stadiums. Plenty of room for seven adults. Very clean with large, comfortable bedrooms and a fun outdoor patio. Phil and Dolly were gracious, responsive hosts. Highly recommend and would absolutely stay here again!" CA $211 CA $625 total includes taxes & fees Oct 7 - Oct 8 [](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/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/97000000/96970000/96961700/96961617/18ba3244.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) ![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) ### King Bed | Free Parking | Arcade | Fire Pit South Side Flats 10/10 Exceptional (20) "Very comfortable" CA $181 CA $516 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Pittsburgh-Hotels-King-Bed-Free-Parking-Arcade.h96961617.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) ![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/100000000/99780000/99777000/99776944/94fc5be6.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 (3) "House was perfect for our small gathering of family and friends. We lived out on the decks where the view is spectacular. Host could not have been better. Thanks for a perfect stay!" CA $181 CA $586 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Pittsburgh-Hotels-City-Skyline-Outside-Decks-Contemporary.h99776944.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119890000/119889900/119889856/adcce399.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) ![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) ![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) ### Birmingham Bridge Beauty Cozy Stay Near Downtown South Side Flats CA $195 CA $333 total includes taxes & fees Oct 12 - Oct 13 [](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/88000000/87370000/87368800/87368723/6357c788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/859d3fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/8f1e6aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, books, offices](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/06ec18cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed | Free Parking | BBQ | Fire pit | Arcade South Side Flats 9.6/10 Exceptional (63) "Great place, modern, clean, exactly as advertised. Great communication, very responsive host and very proactive with helpful info. Highly recommend! " CA $138 CA $476 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Pittsburgh-Hotels-Posh-4-Bedroom-On-Carson-St-W-Pro-Cleaning.h87368723.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112980000/112970900/112970868/f0999f85.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) ![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) ### South Side Vibe! Pittsburgh's best location South Side Flats 9.4/10 Exceptional (8) "It was an amazing place centerally located " CA $100 CA $303 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pittsburgh-Hotels-South-Side-Vibe-Pittsburghs-Best-Location.h112970868.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) ![Interior](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/d0dc13c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/f3927214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 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. " CA $137 CA $481 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Pittsburgh-Hotels-3bd-BBQ-Hot-Tub-Centrally-Located.h107827506.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/d6c4537c.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/114000000/113640000/113630700/113630660/16c9f495.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) ### Hot Tub | King Bed | Games | Free Parking South Side Flats 10/10 Exceptional (2) "Very clean! Amenities were fantastic Really loved the backyard with the hot tub. Quiet area and loved being able to walk to the local bars/restaurants. Brandon was always a text away. Parking was also easy. Would definitely stay there again." CA $162 CA $483 total includes taxes & fees Nov 5 - Nov 6 [](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/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) ![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/cc668348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside! South Side Flats 7.6/10 Good (7) "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! " CA $70 CA $347 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Cottage-Cozy-3BR-Stay-In-Of-Southside.h83566134.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114880000/114877800/114877763/c67a9a5e.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) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114880000/114877800/114877763/7fc9769e.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) ### 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." CA $70 CA $335 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Pittsburgh-Hotels-Charming-1-Bedroom-House-With-AC.h114877763.Hotel-Information) ![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) ![TV, offices](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/a44d0209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/37958b15.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 " CA $152 CA $262 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-The-Speakeasy.h113215938.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/5ddd4229.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) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/7e4b32a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/1cacee3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤️Cozy Townhome on Carey with Private Deck Space ❤️ South Side Flats 8.2/10 Very good (29) "got a lil warm in the house the first night but over all a great place" CA $63 CA $335 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Chateau-A-Luxury-Stay-In-The-South-Side.h73031981.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=2025-10-20&endDate=2025-10-21®ionId=6343590&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Cottages.d6343590-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Cottages.d6343590-aaCottages.Travel-Guide-Accommodation) ## Top South Side Hotel Reviews ![Kimpton Hotel Monaco Pittsburgh by IHG](//images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/2ee575df_y.jpg) ### Kimpton Hotel Monaco Pittsburgh by IHG 10/10 Excellent "Great location next to a park and within easy walking distance to the Culture and Strip Districts" [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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 "Clean, quiet room. The airport shuttle was very easy to request and worked perfectly. I had a great nights sleep!" [](https://expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.Hotel-Information) ![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 "I’ve stayed at this hotel several times since August and it continues to impress. The location is perfect with easy walkability to Acrisure Stadium. The rooms are clean, nicely appointed, and many offer great views. Free valet parking is definitely a plus. My parents needed an ADA room, and I was pleased with how spacious and well-designed it was." [](https://expedia.ca/Pittsburgh-Hotels-The-Landing-Hotel-At-Rivers-Casino.h103300276.Hotel-Information) ![Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG](//images.trvl-media.com/lodging/1000000/920000/914500/914423/76c1ea4b_y.jpg) ### Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG 10/10 Excellent "Everything was wonderful except they hold an extra 100 when u arrive on your card for incidentals. But there is nothing here lol. And they dont tell you that until u arrive " [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.Hotel-Information) ![Omni William Penn Hotel](//images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg) ### Omni William Penn Hotel 10/10 Excellent "Clean room. Lively atmosphere. Wonderful stay. " [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![The Westin Pittsburgh, a Marriott Hotel](//images.trvl-media.com/lodging/1000000/20000/14300/14295/17a40a56_y.jpg) ### The Westin Pittsburgh, a Marriott Hotel 10/10 Excellent "Everything was great, with one mishap, I found a pair of men’s underwear under the desk. So it told me the room was not cleaned as well as it should have been, I then started questioning everything!" [](https://expedia.ca/Pittsburgh-Hotels-The-Westin-Pittsburgh.h14295.Hotel-Information) ![Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG](//images.trvl-media.com/lodging/1000000/10000/4000/3950/3a4a5e06_y.jpg) ### Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG 10/10 Excellent "This is a very nice hotel. It is spacious, comfortable, clean and well-maintained. The breakfast area was roomy and the food was delicious. I’ve stayed at several Holiday Inn Express hotels over the years. They were all nice, but this one was the best yet." [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Suites-Pittsburgh-West-Greentree.h3950.Hotel-Information) ![DoubleTree by Hilton Pittsburgh - Green Tree](//images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg) ### DoubleTree by Hilton Pittsburgh - Green Tree 10/10 Excellent "Terrific staff all around" [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.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 "Stayed for a small conference. The hotel staff servicing the conference was excellent. The food at the conference was quite good. Facilities were in great shape. Rooms are comfortable, with excellent views of the river and downtown. Loved the rising table for those of us who like a standing desk!" [](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.Hotel-Information) ## Find out more about South Side ## South Side Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | 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) - [5 Star Hotels in St. Clair](https://www.expedia.ca/5Star-St-Clair-Pittsburgh-Hotels.s50-n804081561040011264-0.Travel-Guide-Filter-Hotels) - [Hotels near Acrisure Stadium](https://www.expedia.ca/Acrisure-Stadium-Hotels.0-l6058087-0.Travel-Guide-Filter-Hotels) - [B&B in Allegheny County](https://www.expedia.ca/Allegheny-County-Bed-And-Breakfast.d553248635083907360-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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