Title: South Side Vacation Home Rentals : 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473595-South-Side-Pittsburgh.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # South Side Vacation Rentals ![](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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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 one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select South Side Vacation Homes ![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) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/107000000/106560000/106550400/106550398/93888023.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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $212 CA $626 total includes taxes & fees Oct 27 - Oct 28 [](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/122000000/121510000/121500700/121500638/c06afb7e.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) ![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) ![TV, stereo](https://images.trvl-media.com/lodging/122000000/121510000/121500700/121500638/03c5fe27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere South Side Flats CA $120 CA $291 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Pittsburgh-Hotels-HostWise-Stays-Southside-Gem-Patio.h121500638.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/c908e53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/cfd36995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/84ae5f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/18ba3244.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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna CA $182 CA $516 total includes taxes & fees Oct 29 - Oct 30 [](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 $101 CA $310 total includes taxes & fees Oct 27 - Oct 28 [](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/122000000/121240000/121235700/121235700/a41b362d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/fb84603e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/65fb5873.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 $242 CA $856 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Pittsburgh-Hotels-Pet-Friendly-Southside-Getaway-Sleeps-12.h121235700.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) ![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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/25467d22.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 $586 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Pittsburgh-Hotels-City-Skyline-Outside-Decks-Contemporary.h99776944.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) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/275fb4d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/cfb6e16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/ef7c91ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 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 $204 CA $546 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Pittsburgh-Hotels-Hot-Tub-King-Bed-Free-Parking-Arcade.h113630660.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) ![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) ![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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chad s. CA $123 CA $466 total includes taxes & fees Oct 27 - Oct 28 [](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/84000000/83570000/83566200/83566134/391c97af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/bef77efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/188ba8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/5509c5e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 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 $56 CA $334 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Cottage-Cozy-3BR-Stay-In-Of-Southside.h83566134.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/w2079h1170x0y0-645cff29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/37b9f9dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, printers](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/6459ce66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/69a469c3.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 $490 CA $996 total includes taxes & fees Nov 4 - Nov 5 [](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/97000000/96760000/96758700/96758626/75602cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/098112c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/5c9fe64a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/2ecb4620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces South Side Flats 10/10 Exceptional (19) "Beautiful property with all the amenities you could ever need for a weekend getaway " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda G. CA $470 CA $880 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Pittsburgh-Hotels-Big-Dog-Coffees-Little-Red-CatHistoric-Pittsburgh-HomeFREE-Parking-Spaces.h96758626.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/058c641f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Interior](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/556d27c5.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 (30) "got a lil warm in the house the first night but over all a great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chad M. CA $56 CA $334 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Chateau-A-Luxury-Stay-In-The-South-Side.h73031981.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) ![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) ### 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 $336 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Pittsburgh-Hotels-Charming-1-Bedroom-House-With-AC.h114877763.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/6357c788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, books, offices](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/06ec18cd.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) ![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) ### King Bed | Free Parking | BBQ | Fire pit | Arcade South Side Flats 9.6/10 Exceptional (64) "Property was great. Parking not difficult. Great location lots of food options. Very comfortable. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marianne G. CA $139 CA $476 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pittsburgh-Hotels-Posh-4-Bedroom-On-Carson-St-W-Pro-Cleaning.h87368723.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90190000/90188100/90188001/f4da9e29.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) ![Interior](https://images.trvl-media.com/lodging/91000000/90190000/90188100/90188001/95572498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pittsburgh Pennsylvania house South Side Flats 6.0/10 (2) "Great 3 bed, 1 bathroom place to stay in Southside Pittsburgh. One block walk to E Carson St. Be sure to bring your own bath towels and soap." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian C. CA $171 CA $407 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Pittsburgh-Hotels-Pittsburgh-Pennsylvania-House.h90188001.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107860000/107853200/107853177/214a6dbb.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/108000000/107860000/107853200/107853177/99ac3427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107860000/107853200/107853177/8c11cb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107860000/107853200/107853177/cd834cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy! Lawrenceville 10/10 Exceptional (2) "We had a wonderful stay during our visit to Pittsburgh. Our host Chad was very helpful and responsive when we had questions. It was our first time in Lawrenceville and it exceeded our expectations! Love the neighborhood and its vibe! Looking forward to our next trip! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terri W. CA $109 CA $428 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pittsburgh-Hotels-Casa-Santorini-Aegean-Inspired.h107853177.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91170000/91161500/91161412/0fa41e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91170000/91161500/91161412/9607f678.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/92000000/91170000/91161500/91161412/e73df937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91170000/91161500/91161412/326f21c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 183 Banner Way - Lawrenceville Lawrenceville 10/10 Exceptional (10) "Very nice place. Close to Butler street which has great restaurants & shops!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather z. CA $113 CA $307 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Pittsburgh-Hotels-HostWise-Stays-Private-Hot-Tub-King-Bed-Workspace-Kids-Welcome.h91161412.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) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119730000/119727100/119727041/e2054544.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) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119730000/119727100/119727041/789484c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Light Room McKeesport 10/10 Exceptional (3) "The house has a very peaceful atmosphere." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan G. CA $112 CA $221 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/The-Light-Room.h119727041.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87580000/87578500/87578460/86c6c694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87580000/87578500/87578460/98e9929a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87580000/87578500/87578460/81138959.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) ### Fire Pit + Family Friendly + Great Location! Bloomfield 9.8/10 Exceptional (6) "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 $115 CA $364 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pittsburgh-Hotels-Fire-Pit-Family-Friendly-Great-Location.h87578460.Hotel-Information) ![TV, foosball, books](https://images.trvl-media.com/lodging/109000000/108730000/108720200/108720144/w1199h800x1y1-19ffcb8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/109000000/108730000/108720200/108720144/w1199h800x1y1-69d65f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball, books](https://images.trvl-media.com/lodging/109000000/108730000/108720200/108720144/w1200h800x0y1-bf7ad2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108730000/108720200/108720144/w1200h800x0y1-5a068f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern and Spacious House North Side 9.4/10 Exceptional (3) "Very clean, spacious, and easy parking" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica and Jeff S. CA $174 CA $496 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Pittsburgh-Hotels-Modern-And-Spacious-House.h108720144.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=2025-11-09&endDate=2025-11-10®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-Private-Vacation-Homes.d6343590-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Private-Vacation-Homes.d6343590-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top South Side Hotel Reviews ![Wyndham Grand Pittsburgh Downtown](//images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg) ### Wyndham Grand Pittsburgh Downtown 10/10 Excellent "Very nice!" [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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 "Great stay!" [](https://expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.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 "The staff were very courteous. The room was spacious and clean." [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.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 "The room was very clean, and the staff was all nice and welcoming!" [](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.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 "Nice room." [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Suites-Pittsburgh-West-Greentree.h3950.Hotel-Information) ![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 "Loved how the property was decorated. Staff was very friendly. Loved the restaurants close by too." [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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 "Clean room, friendly staff " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.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 "very well done" [](https://expedia.ca/Pittsburgh-Hotels-The-Landing-Hotel-At-Rivers-Casino.h103300276.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 "Nice staff, wonderful view! " [](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.Hotel-Information) ## Find out more about South Side ## South Side Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | 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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