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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)
"Great location. Would stay again. "
Yukiko M.
The price is €161
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 €156
includes taxes & fees
8 Nov - 9 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 €167
includes taxes & fees
8 Nov - 9 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 €206
includes taxes & fees
16 Nov - 17 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 €184
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 €163
includes taxes & fees
8 Nov - 9 Nov
7. 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 €163
includes taxes & fees
11 Nov - 12 Nov
8. 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 €209
includes taxes & fees
16 Nov - 17 Nov
9. 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 €202
includes taxes & fees
10 Nov - 11 Nov
10. Beautiful 3BR Home with Cozy Front & Back Porches!
Beautiful 3BR Home with Cozy Front & Back Porches!Munhall
9.4 out of 10, Exceptional, (28 reviews)
"Beautiful house and very cozy feeling, Jenna kept in touch to make sure we had everything we needed. "
Bobbi C.
11. Urban Retreat with Garage on Mt. Washington
Urban Retreat with Garage on Mt. WashingtonMount Washington
9.8 out of 10, Exceptional, (101 reviews)
"it was perfect for our trip thank you for sharing"
James S.
The price is €171
includes taxes & fees
9 Nov - 10 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 €174
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 €167
includes taxes & fees
30 Nov - 1 Dec
14. Brand New ★ Prime Location ★ Exposed Brick Beauty!
Brand New ★ Prime Location ★ Exposed Brick Beauty!Lawrenceville
10.0 out of 10, Exceptional, (30 reviews)
"This place was great for our family of four. Walkable to many restaurants and shops. It was a quick drive to various attractions and areas of Pittsburgh. Of all the areas we visited, we liked Lawrenceville the best. Highly recommend this property for location, cleanliness, and easy check in. "
Johanna M.
The price is €206
includes taxes & fees
9 Nov - 10 Nov
15. 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 €349
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 €163
includes taxes & fees
8 Nov - 9 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 €152
includes taxes & fees
17 Nov - 18 Nov
18. ★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!Bloomfield
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful place."
Debbie A.
The price is €241
includes taxes & fees
10 Nov - 11 Nov
19. 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 €206
includes taxes & fees
17 Nov - 18 Nov
20. 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, (21 reviews)
"Very nice place and in super quiet neighborhood"
Alex D.
The price is €251
includes taxes & fees
1 Dec - 2 Dec
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.
