Penn Holiday Rentals

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Holiday Rentals in Penn

Kasa South Side Pittsburgh

4.0 star property
8.2 out of 10, Very good, (88)
"Great location relative to Pitt's campus. excellent dining choices in the area. TV in the master suite would be nice."
Kasa South Side Pittsburgh

Melwood Suites Unit 107 Studio

2.0 star property
9.6 out of 10, Exceptional, (29)
"Very quick response times, the place was so nice and comfortable, perfect for us. The bathroom was great, TV was huge and the couch was super cozy. "
The price is AU$225
includes taxes & fees
6 Aug - 7 Aug
Melwood Suites Unit 107 Studio

Melwood Suites Unit 106 Studio

2.0 star property
9.4 out of 10, Exceptional, (3)
"Best stay ever! And I’ve been many places. "
The price is AU$306
includes taxes & fees
7 Aug - 8 Aug
Melwood Suites Unit 106 Studio

424-Apt. 403

3.5 star property
9.8 out of 10, Exceptional, (30)
"It was a beautiful place. We really enjoyed our stay. "
The price is AU$333
includes taxes & fees
5 Aug - 6 Aug
424-Apt. 403

6 Mi to Dtwn: Pittsburgh Townhome w/ Porch

9.8 out of 10, Exceptional, (36)
"The stay was wonderful."
6 Mi to Dtwn: Pittsburgh Townhome w/ Porch

❤️Cozy Townhome on Carey with Private Deck Space ❤️

8.6 out of 10, Excellent, (26)
"got a lil warm in the house the first night but over all a great place"
The price is AU$403
includes taxes & fees
11 Aug - 12 Aug
❤️Cozy Townhome on Carey with Private Deck Space ❤️

Downtown Estate! Can sleep up to 24!

10.0 out of 10, Exceptional, (1)
"Was in town for an unfortunate situation due to a family member needing an emergency surgery and was a little worried about booking a property with no reviews, but after speaking with the owner, I was put at ease and let me tell you this property is not only in a great location, but also such a beautiful property and the house even provided breakfast, pastries, and snacks as well as drinks so definitely already looking into booking another trip out to Pittsburgh just to stay here! "
Downtown Estate! Can sleep up to 24!

424 Gold Way- 3Bed/2Bath Apartment

3.5 star property
9.0 out of 10, Wonderful, (4)
"The place is VERY nice and accommodated everything i had planned with my family. EVERYTHING was there. Beds were very comfortable and hot water in the showers. The kept in communication all the way up to the day leaving. I had family members who are thinking of using this place for gatherings. The pool table and dart board was a nice touch. "
The price is AU$801
includes taxes & fees
3 Sept - 4 Sept
424 Gold Way- 3Bed/2Bath Apartment

Industrial Loft 3 min to Hillman Cancer Center Sleeps 6

9.6 out of 10, Exceptional, (42)
"Great property and very easy communication and check-in/out. Plenty of space for two couples and two dogs). Would definitely consider staying here again during my next visit to the ‘Burgh."
The price is AU$336
includes taxes & fees
2 Sept - 3 Sept
Industrial Loft 3 min to Hillman Cancer Center Sleeps 6

Home away from home!!!

8.8 out of 10, Excellent, (30)
"Great, clean, perfect location"
The price is AU$1,008
includes taxes & fees
5 Aug - 6 Aug
Home away from home!!!

Charming 3-bedroom townhome with AC and WiFi in Greensburg

9.4 out of 10, Exceptional, (6)
"Great place to stay. Centrally located"
The price is AU$540
includes taxes & fees
10 Aug - 11 Aug
Charming 3-bedroom townhome with AC and WiFi in Greensburg

Not so tiny house with full kitchen & patio swing

9.6 out of 10, Exceptional, (55)
"The home was great!!! Small and quaint! Perfect for us!!! "
The price is AU$302
includes taxes & fees
11 Aug - 12 Aug
Not so tiny house with full kitchen & patio swing

Gorgeous Southside Slopes home with outdoor hot tub and city view!

10.0 out of 10, Exceptional, (54)
"It was the perfect location for the bachelorette party. The house was clean and comfortable. Would definitely recommend! "
Gorgeous Southside Slopes home with outdoor hot tub and city view!

*New* Loft 3 min to Local hospitals Sleeps 4

2.0 star property
10.0 out of 10, Exceptional, (6)
"Clean property with modern amenities, will definitely stay again"
The price is AU$260
includes taxes & fees
7 Aug - 8 Aug
*New* Loft 3 min to Local hospitals Sleeps 4

Hidden Gem in Swissvale sleeps 6

9.4 out of 10, Exceptional, (29)
"The host was excellent in communication. The property is close to the city with easy access to the Parkway. Large kitchen for those who have a longer stay and wish to have meals in. All and all comfortable and cozy."
Hidden Gem in Swissvale sleeps 6

Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

9.4 out of 10, Exceptional, (3)
"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! "
The price is AU$376
includes taxes & fees
5 Aug - 6 Aug
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

Spacious 1-Bedroom Apartment In Pittsburgh (B1)

9.4 out of 10, Exceptional, (32)
"Lovely place, much larger than it looks like in the photos. Was the perfect location for my visit. Would stay there again in the future. "
The price is AU$288
includes taxes & fees
10 Aug - 11 Aug
Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Comfortable home with an artful flair close to PNC, museums and restaurants..

9.4 out of 10, Exceptional, (32)
"The house was just as advertised and worked really well for us. Would definitely stay again."
Comfortable home with an artful flair close to PNC, museums and restaurants..

3-bedroom house and game room in Pittsburgh with WiFi, AC

8.0 out of 10, Very good, (4)
"We really enjoyed our stay in PA! The home was comfortable and great for our family. It was a good location for exploring the city. The host communicated well and made everything easy. We'd definitely recommend it to other families! Thank you!"
The price is AU$290
includes taxes & fees
7 Aug - 8 Aug
3-bedroom house and game room in Pittsburgh with WiFi, AC

424-Apt 304

3.5 star property
9.2 out of 10, Wonderful, (12)
"Love the location nicely done Will return "
The price is AU$310
includes taxes & fees
2 Sept - 3 Sept
424-Apt 304
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.
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Top Penn Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Penn?

Yes, there are holiday rentals close to the most popular sights in Penn, or you can select a more secluded option if you're looking for a relaxing stay.

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

Not so tiny house with full kitchen & patio swing: This holiday home rental outside of Penn 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.

What’s there to see and do in Penn?

Explore the area and family-friendly sights such as Kennywood, or get out into nature at a spot like Frick Park. Seton Hill University and The Palace Theatre are a couple of places you'll find in the wider area.

What’s a holiday rental in Penn like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Penn. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family trips.