Pittsburgh Holiday Rentals

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Holiday Rentals in Pittsburgh

Stay Pittsburgh
2.0 star property
7.4 out of 10, Good, (43)
"Great staff and management. Extremely clean property. In the middle of downtown! "
The price is NZ$193
per night
14 May - 15 May
Stay Pittsburgh
Kasa South Side Pittsburgh
4.0 star property
8.8 out of 10, Excellent, (55)
"Fantastic property!! Very clean and well stocked. Lots of extras that made our stay enjoyable. Only downfall was that our apartment unit was a long walk from the parking garage but otherwise everything was perfect. Would definitely stay again."
Kasa South Side Pittsburgh
Abode Pittsburgh - Downtown Convention Center
3.5 star property
7.0 out of 10, Good, (55)
"At night the property was very quiet, and the people that we encountered were very friendly👍"
The price is NZ$297
per night
14 May - 15 May
Abode Pittsburgh - Downtown Convention Center
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Luxe Highland Park Apt | The Elliott Mansion
6.8 out of 10, (8)
"This place blew my expectations out of the water. Check in was the smoothest thing, place looked just like the pictures, amazing tv’s. Recommend to anyone looking for an easy stay. 10/10!!"
The price is NZ$233
per night
26 May - 27 May
Luxe Highland Park Apt | The Elliott Mansion
CozySuites at First Avenue
3.0 star property
8.0 out of 10, Very good, (6)
"Clean, good communication, convenient location and parking! Would book again!"
CozySuites at First Avenue
The Elliott Hotel at Highland Park
5.0 star property
5.6 out of 10, (8)
"Beautiful vintage property that has been updated and close to everything but still very quiet and private! "
The price is NZ$382
per night
28 May - 29 May
The Elliott Hotel at Highland Park
Spacious Downtown Loft | Free Parking | Gym
10.0 out of 10, Exceptional, (2)
"It was very cute and clean. We stayed one night and enjoyed our stay."
The price is NZ$417
per night
14 May - 15 May
Spacious Downtown Loft | Free Parking | Gym
CozySuites Downtown Pittsburgh
3.5 star property
CozySuites Downtown Pittsburgh
Shadyside Penthouse
10.0 out of 10, Exceptional, (1)
"If you have a big family this property is wonderful. The owner is easy to get a hold of an very nice. I highly recommend this property"
Shadyside Penthouse
The Warhola Bloomfield
4.5 star property
6.0 out of 10, (6)
"It was so wonderful I felt like staying at home. The community was beautiful. The atmosphere was great easy to go to any places in the city to go eat dance drink didn’t take long to get there just overall wonderful."
The price is NZ$212
per night
21 May - 22 May
The Warhola Bloomfield
Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet
9.4 out of 10, Exceptional, (119)
"We were in town as our son is graduating from Allegheny College and he was checking out the neighborhoods in Pittsburgh. This was a great access site without having to go through downtown Pittsburgh. Thank you for your hospitality and sharing your hideaway in the hills with us."
Cottage near Pittsburgh - Pet Friendly, No Pet/Cleaning Fees, Secluded & Quiet
Not so tiny house with full kitchen & patio swing
9.6 out of 10, Exceptional, (29)
"We came to Pittsburg to visit Carnegie Mellon, and really enjoyed our stay at this not so tiny house. Beautiful design, very comfortable and welcoming. Would definitely stay again next time we are in Pittsburg."
The price is NZ$321
per night
16 May - 17 May
Not so tiny house with full kitchen & patio swing
424-Apt 304
3.5 star property
9.8 out of 10, Exceptional, (7)
"This place was really cute! There's even access to a private garage for $20/night. My only slight criticism is the beds could be more comfortable with a soft mattress topper and 4 full size pillows per queen bed"
The price is NZ$333
per night
15 May - 16 May
424-Apt 304
🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙
9.6 out of 10, Exceptional, (27)
"Beautiful overlook of Pittsburgh, nice neighborhood, clean spacious apartment."
The price is NZ$387
per night
21 May - 22 May
🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙
Butler's heart!
9.8 out of 10, Exceptional, (8)
"Clean, quiet, had refrigerator, coffee maker and all the amenities! The showers a bit small but overall a good deal!"
The price is NZ$282
per night
24 May - 25 May
Butler's heart!
Stay Pittsburgh 116
2.5 star property
Stay Pittsburgh 116
307 37th St · Lawrenceville Row House - Walk to Everything!
9.2 out of 10, Wonderful, (13)
"Communication with owners was exceptional! Walking distance to many shops and restaurants. Very clean. Great stay!"
The price is NZ$306
per night
21 May - 22 May
307 37th St · Lawrenceville Row House - Walk to Everything!
Luxe Mt. Washington Home | Free Parking | Central
7.6 out of 10, Good, (5)
"This property was beautiful. A nice cozy place with two spacious bedrooms. A nice kitchen. Over all it was a very nice place to stay. Not to far from a rec center and a nice neighborhood.."
The price is NZ$289
per night
28 May - 29 May
Luxe Mt. Washington Home | Free Parking | Central
🌟 NEW DTWN🌟Three Rivers Luxury Sunset 🌇 Loft
10.0 out of 10, Exceptional, (23)
"We were pleasantly surprised with the apartment. My husband and I were taking our son to his first Steelers game and this was within walking distance to the stadium and other downtown restaurants and bars. The apartment was very spacious and perfect for the 3 of us. The valet was an added plus."
🌟 NEW DTWN🌟Three Rivers Luxury Sunset 🌇 Loft
Cozy escape close to downtown, stadiums & parks
10.0 out of 10, Exceptional, (23)
"The house is nice and cozy. 2 floors with top floor with bedroom and mainfloor with kitchen, living room. There is a nice backyard also which my dogs loved. We attended a concert and only stayed a night but would have been great for longer stay also."
The price is NZ$282
per night
14 May - 15 May
Cozy escape close to downtown, stadiums & parks
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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.

Other types of properties in Pittsburgh you may be interested in

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pittsburgh holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pittsburgh. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pittsburgh. Seeing all the best attractions is bound to make you fall in love with Pittsburgh. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pittsburgh short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Pittsburgh?

Yes, there are holiday rentals in Pittsburgh close to Senator John Heinz Regional History Centre, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Pittsburgh like the university campus and acclaimed theatre scene. Make sure you allow time to enjoy the scenic riverfront during your holiday.

What are some of the best holiday rentals that Pittsburgh has to offer?

Not so tiny house with full kitchen & patio swing: This highly rated holiday home rental in Pittsburgh is located in the city centre, and offers a patio, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and an oven. Other favourite homes for rent in Pittsburgh are Shadyside Penthouse and Cozy escape close to downtown, stadiums & parks.

How many holiday rentals are there in Pittsburgh?

With 645 Expedia holiday rentals, you're guaranteed to find just the right place for your Pittsburgh stay.

What’s there to see and do in Pittsburgh?

Cultural attractions include Benedum Center and Heinz Hall, whereas PNC Park and Point State Park are a couple of picturesque spots to enjoy the outdoors. You can also visit some other popular places in town, such as PPG Paints Arena and Acrisure Stadium.

What’s a holiday rental in Pittsburgh like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pittsburgh. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.

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