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Our top choices for Southwest Pennsylvania holiday homes
1. Explore Pittsburgh from a Modern, Hip Bungalow
Explore Pittsburgh from a Modern, Hip BungalowNorth Side
9.6 out of 10, Exceptional, (76 reviews)
"I only stayed 2 nights and had the most restful nights away from home ever! Property is located in a quiet area. I fell in love with the bed. So so comfy! I really didn’t use any of the amenities since I spent most of my time with friends and family. Perfect place for relaxing and getting a great nights sleep."
Tia H.
The price is AU$251
includes taxes & fees
11 Nov - 12 Nov
2. 1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
1 BEDROOM APT IN PITTSBURGH (F) -Friendship AreaBloomfield
9.8 out of 10, Exceptional, (35 reviews)
"Had a great stay. Host was very accommodating and very responsive. We are very happy. Price was great."
Lisa K.
The price is AU$250
includes taxes & fees
16 Nov - 17 Nov
3. Cozy escape close to downtown, stadiums & parks
Cozy escape close to downtown, stadiums & parksNorth Side
9.8 out of 10, Exceptional, (74 reviews)
"Cute and cozy little house! Very clean and bed was comfortable, Lisa is an excellent host! We enjoyed our stay! "
Jennifer B.
The price is AU$271
includes taxes & fees
16 Nov - 17 Nov
4. Park Free★Amazing Space★Professionally Cleaned!
Park Free★Amazing Space★Professionally Cleaned!North Side
10.0 out of 10, Exceptional, (43 reviews)
"Amazing place to stay while in Pittsburgh - extremely clean and close to many cool neighborhoods and places to visit! "
Jennifer Y.
The price is AU$330
includes taxes & fees
10 Nov - 11 Nov
5. Eclectic Historic Sunny Vista Home with City Views, Northshore
Eclectic Historic Sunny Vista Home with City Views, NorthshoreNorth Side
9.6 out of 10, Exceptional, (43 reviews)
"Great location! Close proximity to the city, but secluded in the mountain. Great place to stay for a series at PNC park."
Alli S.
The price is AU$296
includes taxes & fees
10 Nov - 11 Nov
6. Not so tiny house with full kitchen & patio swing
Not so tiny house with full kitchen & patio swingGarfield
9.6 out of 10, Exceptional, (77 reviews)
"Great little house. Easy to park. "
Anna B.
The price is AU$248
includes taxes & fees
11 Nov - 12 Nov
7. Free Parking★Walk Everywhere!★2 Private bathrooms!
Free Parking★Walk Everywhere!★2 Private bathrooms!North Side
9.8 out of 10, Exceptional, (51 reviews)
"Very beautiful property on a quiet street. Location was perfect!"
Jacob
The price is AU$364
includes taxes & fees
17 Nov - 18 Nov
8. Lovely Strip District loft with free parking
Lovely Strip District loft with free parkingStrip District
10.0 out of 10, Exceptional, (44 reviews)
"Perfect stay"
M D.
The price is AU$248
includes taxes & fees
11 Nov - 12 Nov
9. Urban Retreat with Garage on Mt. Washington
Urban Retreat with Garage on Mt. WashingtonMount Washington
9.8 out of 10, Exceptional, (102 reviews)
"it was perfect for our trip thank you for sharing"
James S.
The price is AU$278
includes taxes & fees
10 Nov - 11 Nov
10. M&J - Emlin 513 St.
M&J - Emlin 513 St.North Side
9.8 out of 10, Exceptional, (23 reviews)
"Great location / neighborhood and the host was very easy to work with and responsive "
Gerrit v.
The price is AU$335
includes taxes & fees
10 Nov - 11 Nov
11. 183 Banner Way - Lawrenceville
183 Banner Way - LawrencevilleLawrenceville
10.0 out of 10, Exceptional, (12 reviews)
"Very nice place. Close to Butler street which has great restaurants & shops!"
Heather z.
The price is AU$340
includes taxes & fees
10 Nov - 11 Nov
12. The Upper Room
The Upper RoomMcKeesport
9.2 out of 10, Wonderful, (21 reviews)
"Great place and an awesome host!"
John B.
The price is AU$279
includes taxes & fees
10 Nov - 11 Nov
13. The Light Room
The Light RoomMcKeesport
8.0 out of 10, Very good, (20 reviews)
"Loved it here "
Ciara S.
The price is AU$271
includes taxes & fees
30 Nov - 1 Dec
14. Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA
Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PABrookline
9.8 out of 10, Exceptional, (16 reviews)
"Perfect place for our weekend getaway! The house was clean, the beds were comfortable and the easy of parking/checking in was amazing. "
Anonymous traveller
The price is AU$540
includes taxes & fees
11 Nov - 12 Nov
15. HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk EverywhereSouth Side Flats
9.8 out of 10, Exceptional, (6 reviews)
"The property was outstanding, nicely appointed and quite comfortable. Close to downtown without being IN downtown, thus very well-located for everywhere we needed to be. Service was excellent, our questions were answered promptly and with the right amount of detail. "
Butch K.
The price is AU$289
includes taxes & fees
11 Nov - 12 Nov
16. Strip District Studio-Free Parking-Natural Light
Strip District Studio-Free Parking-Natural LightStrip District
9.2 out of 10, Wonderful, (35 reviews)
"We had a great stay - it was a beautiful place and convenient location. It could get somewhat noisy, but we did not have any trouble sleeping through the night. Would stay again for another Pittsburgh trip!"
Martene B.
The price is AU$261
includes taxes & fees
15 Nov - 16 Nov
17. Beautiful Strip District Studio w/ Outdoor Loggia
Beautiful Strip District Studio w/ Outdoor LoggiaStrip District
9.6 out of 10, Exceptional, (49 reviews)
"Beautiful place, very clean and secure. On a busy street so we did get woken up early by that."
Bethany C.
The price is AU$261
includes taxes & fees
15 Nov - 16 Nov
18. 1207 Ocala - Boat House - North Side
1207 Ocala - Boat House - North SideNorth Side
10.0 out of 10, Exceptional, (38 reviews)
"Great place. Parking a bit of a pain, but everything was perfect."
Edward C.
The price is AU$336
includes taxes & fees
10 Nov - 11 Nov
19. 3-bedroom house in quiet neighborhood of Pittsburgh close to everything.
3-bedroom house in quiet neighborhood of Pittsburgh close to everything.North Side
9.2 out of 10, Wonderful, (22 reviews)
"Very nice place and in super quiet neighborhood"
Alex D.
The price is AU$399
includes taxes & fees
1 Dec - 2 Dec
20. Stylish and Bright 3Bedroom Home, Amazing Deck, Game Room
Stylish and Bright 3Bedroom Home, Amazing Deck, Game RoomNorth Side
9.6 out of 10, Exceptional, (7 reviews)
"Very nice, clean home! Had a wonderful stay. "
Dylan F.
The price is AU$184
includes taxes & fees
11 Nov - 12 Nov
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.
Learn more about Southwest Pennsylvania
Get swept up in trendy Pittsburgh, pay respects at the Flight 93 National Memorial and discover military and architectural history in Laurel Highlands.
