Search Vacation Homes in Pittsburgh

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Vacation Homes in Pittsburgh

Interior
Spaciuos House in Wexford

Vacation Home in Wexford

2.0 star property
9.8 out of 10, Exceptional, (14)
"Natalia communicated frequently and timely in providing information. Check-in was so simple and easy; house was very clean, easy to find, and in a great location. We all loved the house and had a wonderful time. We would definitely stay here again."
United States
Dale Ann O.
$300 nightly
The price is $340
Dec 8 - Dec 9
Total with taxes and fees
Spaciuos House in Wexford
Fridge, microwave, oven, stovetop
★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets

Vacation Home in North Side

10.0 out of 10, Exceptional, (6)
"This carriage house is excellent. It is well supplied with upscale appliances, and provides a great base for visiting The Burgh."
United States
BRUCE B.
$184 nightly
The price is $209
Dec 4 - Dec 5
Total with taxes and fees
★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets
Interior
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

Vacation Home in Bloomfield

10.0 out of 10, Exceptional, (25)
"Nice place. Came exactly as advertised. Nice diverse neighborhood with a lot available within walking distance."
United States
Gary L.
$159 nightly
The price is $179
Dec 16 - Dec 17
Total with taxes and fees
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Fridge, microwave, oven, stovetop
Restful Nest near downtown

Vacation Home in Brookline

9.0 out of 10, Wonderful, (7)
"This house was perfect for our weekend stay for the Steelers game. It is just a few miles drive to the stadium. There is a large variety of restaurants close by. The house was clean and comfortable and well stocked with whatever you may need for your stay."
United States
Mark D.
$263 nightly
The price is $297
Dec 5 - Dec 6
Total with taxes and fees
Restful Nest near downtown
2 bedrooms, in-room safe, iron/ironing board, free WiFi
Private Parking

Vacation Home in North Side

10.0 out of 10, Exceptional, (6)
"Clean house and easy to communicate "
United States
Matt H.
$135 nightly
The price is $153
Dec 17 - Dec 18
Total with taxes and fees
Private Parking
Property grounds
Urban Retreat with Garage on Mt. Washington

Vacation Home in Mount Washington

10.0 out of 10, Exceptional, (65)
"Perfect location, cozy and comfortable, well stocked. "
United States
Mary D.
$174 nightly
The price is $197
Dec 17 - Dec 18
Total with taxes and fees
Urban Retreat with Garage on Mt. Washington
Interior
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Vacation Home in Strip District

9.8 out of 10, Exceptional, (24)
"Nice place and met all our needs. Highly recommend "
United States
Dorothy L.
$163 nightly
The price is $184
Dec 7 - Dec 8
Total with taxes and fees
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
Front of property
Pittsburg Game Day Getaway

Vacation Home in Mount Washington

3.5 star property
$331 nightly
The price is $378
Dec 4 - Dec 5
Total with taxes and fees
Pittsburg Game Day Getaway
Exterior
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!

Vacation Home in Bloomfield

10.0 out of 10, Exceptional, (7)
"We had a great weekend at this property. Highly recommended!"
Canada
John F.
$237 nightly
The price is $269
Dec 4 - Dec 5
Total with taxes and fees
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!
Fridge, microwave, oven, stovetop
★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy!

Vacation Home in Lawrenceville

2.0 star property
10.0 out of 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
Terri W.
$282 nightly
The price is $319
Dec 10 - Dec 11
Total with taxes and fees
★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy!
Fridge, microwave, oven, stovetop
Rooftop Deck | 3 King Suites | Soaker Tub

Vacation Home in North Side

$319 nightly
The price is $362
Dec 4 - Dec 5
Total with taxes and fees
Rooftop Deck | 3 King Suites | Soaker Tub
House, 3 Bedrooms | Interior
Yinz Retreat, Above the City Home

Vacation Home in North Side

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to stay at, loved the ambiance, the view of the city was amazing. It is spacious, and the top floor is great for adults and kids to just hang out in. Would definitely book again when we come back out here. "
United States
MIGUEL
$470 nightly
The price is $535
Dec 4 - Dec 5
Total with taxes and fees
Yinz Retreat, Above the City Home
Interior
1209 Ocala St Pittsburgh

Vacation Home in North Side

10.0 out of 10, Exceptional, (41)
"Amazing place to stay while in Pittsburgh - extremely clean and close to many cool neighborhoods and places to visit! "
United States
Jennifer Y.
$198 nightly
The price is $224
Dec 8 - Dec 9
Total with taxes and fees
1209 Ocala St Pittsburgh
Interior
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

Mobile Home in Lawrenceville

10.0 out of 10, Exceptional, (3)
"Great location! Very clean, street is super quiet"
United States
Daryll J.
$146 nightly
The price is $165
Dec 4 - Dec 5
Total with taxes and fees
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home
Fridge, microwave, oven, stovetop
King Bed | Vinyl Records | Arcade | Free Parking

Vacation Home in Mount Washington

2.0 star property
9.8 out of 10, Exceptional, (29)
"Perfect for our group getting ready to bike the GAP"
United States
Steven
$354 nightly
The price is $376
Dec 4 - Dec 5
Total with taxes and fees
King Bed | Vinyl Records | Arcade | Free Parking
Dining
M&J - 823 James St.

Vacation Home in North Side

9.8 out of 10, Exceptional, (7)
"Very comfortable. Kitchen is terrific! Hoping to stay here again next time we're in Pittsburgh!"
United States
Vickie M.
$210 nightly
The price is $237
Dec 4 - Dec 5
Total with taxes and fees
M&J - 823 James St.
Fridge, microwave, oven, stovetop
Spacious Mount Washington Retreat – King Bed, Gym, 2 Decks & Skyline Views

Vacation Home in Mount Washington

9.8 out of 10, Exceptional, (17)
"Great property and location. Walkable to some restaurants, and the area of Mount Washington seemed to be one of the safer areas of Pittsburgh. Would recommend!"
United States
Shelby H.
$281 nightly
The price is $318
Dec 8 - Dec 9
Total with taxes and fees
Spacious Mount Washington Retreat – King Bed, Gym, 2 Decks & Skyline Views
TV
M&J - Emlin 513 St.

Vacation Home in North Side

9.8 out of 10, Exceptional, (20)
"Nice place. No issues."
United States
Patrick R.
$200 nightly
The price is $227
Dec 4 - Dec 5
Total with taxes and fees
M&J - Emlin 513 St.
Fridge, microwave, oven, stovetop
Spacious House w/ Pool @Wexford

Vacation Home in Wexford

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a great stay. The landlord was responsive, the house was very clean and well located for our stay. Highly recommend this property. "
United States
Duncan H.
Spacious House w/ Pool @Wexford
Fridge, microwave, oven, stovetop
Stylish House near Frick Park

Vacation Home in Squirrel Hill South

9.8 out of 10, Exceptional, (9)
"Stayed for the US Open. Check in was easy and property was clean and comfortable. "
United States
Joshua H.
$177 nightly
The price is $201
Dec 18 - Dec 19
Total with taxes and fees
Stylish House near Frick Park
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

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsburgh Hotel Reviews

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

10/10 Excellent
"First class hotel"
David 1-night trip
Posted 2 days ago
Wyndham Grand Pittsburgh Downtown

Find out more about Pittsburgh

Pittsburgh Vacation Homes information

Number of reviews
272
Accommodation
638 Vacation Homes
Lowest Price
$153
Highest Price
$535

Explore a world of travel with Expedia