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Top Holiday Rentals in Penn

Kasa South Side Pittsburgh

4.0 star property
8.2 out of 10, Very good, (89)
"Surprised at the room cleanliness. This is our 4th time staying at this property. And the no parking was a little disappointing."
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 £108
includes taxes & fees
11 Aug - 12 Aug
Melwood Suites Unit 107 Studio

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!

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 £147
includes taxes & fees
10 Aug - 11 Aug
Melwood Suites Unit 106 Studio

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 £166
includes taxes & fees
18 Aug - 19 Aug
Industrial Loft 3 min to Hillman Cancer Center Sleeps 6

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 £160
includes taxes & fees
14 Aug - 15 Aug
424-Apt. 403

❤️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 £182
includes taxes & fees
12 Aug - 13 Aug
❤️Cozy Townhome on Carey with Private Deck Space ❤️

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 £186
includes taxes & fees
11 Aug - 12 Aug
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

Chic 1-bedroom apartment with WiFi, AC in brilliant Pittsburgh

9.6 out of 10, Exceptional, (9)
"Cutest room, loved the TV room with all the windows. Owner was super nice and the area was great. As a female staying alone, I highly recommend this place! I felt safe and comfortable! "
Chic 1-bedroom apartment with WiFi, AC in brilliant Pittsburgh

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 £350
includes taxes & fees
3 Sept - 4 Sept
424 Gold Way- 3Bed/2Bath Apartment

6 Mi to Dtwn: Pittsburgh Townhome w/ Porch

9.8 out of 10, Exceptional, (37)
"The stay was wonderful."
6 Mi to Dtwn: Pittsburgh Townhome w/ Porch

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 £147
includes taxes & fees
10 Aug - 11 Aug
Not so tiny house with full kitchen & patio swing

Home away from home!!!

8.8 out of 10, Excellent, (30)
"Great, clean, perfect location"
The price is £383
includes taxes & fees
11 Aug - 12 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 £254
includes taxes & fees
8 Sept - 9 Sept
Charming 3-bedroom townhome with AC and WiFi in Greensburg

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

424-Apt 304

3.5 star property
9.2 out of 10, Wonderful, (12)
"Love the location nicely done Will return "
The price is £150
includes taxes & fees
11 Aug - 12 Aug
424-Apt 304

*New* Loft 3 min to Local hospitals Sleeps 4

2.0 star property
10.0 out of 10, Exceptional, (7)
"Clean property with modern amenities, will definitely stay again"
The price is £127
includes taxes & fees
11 Aug - 12 Aug
*New* Loft 3 min to Local hospitals Sleeps 4

Studio Efficiency Apartment Minutes from downtown Pittsburgh with WiFi

2.0 star property
8.6 out of 10, Excellent, (4)
"Excellent communication with owner. Fast, friendly and courteous. Location is about 450 meters up a large hill from Penn Avenue (bus 88). Apartment is showing its age but fair value for cost. "
Studio Efficiency Apartment Minutes from downtown Pittsburgh with WiFi

*New* Loft 7 min to Acrisure Stadium Sleeps 4

2.0 star property
9.6 out of 10, Exceptional, (7)
"pet friendly is always a bonus! perfect for us 2 and our pups. "
The price is £127
includes taxes & fees
20 Aug - 21 Aug
*New* Loft 7 min to Acrisure Stadium Sleeps 4

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 £182
includes taxes & fees
10 Aug - 11 Aug
3-bedroom house and game room in Pittsburgh with WiFi, AC
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?

❤️Cozy Townhome on Carey with Private Deck Space ❤️: 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. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.