Penn Holiday Rentals

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Holiday Rentals in Penn

Kasa South Side Pittsburgh

4.0 star property
8.6 out of 10, Excellent, (72)
"We had an amazing stay, unfortunately the only parking was in a parking garage and you get charged anytime your vehicle leaves so we spent a pretty penny just to get to and from. Regardless the room and building itself was nice and clean, we also enjoyed the pool! Definitely recommend!"
Kasa South Side Pittsburgh

The Warhola Bloomfield

4.5 star property
5.0 out of 10, (22)
"This place is incredible!! Walking distance to awesome neighborhoods, immaculately clean, comfy furniture and all amenities top-notch! I already want to plan more stays at this spot!!"
The Warhola Bloomfield

Not so tiny house with full kitchen & patio swing

9.6 out of 10, Exceptional, (41)
"very nice modernconvenient only negative which is super minimal, no microwave "
The price is AU$315
includes taxes & fees
2 Feb - 3 Feb
Not so tiny house with full kitchen & patio swing

Spacious 1-Bedroom Apartment In Pittsburgh (B1)

9.6 out of 10, Exceptional, (19)
"Price, location, facilities, and atmosphere top shelve (for what I needed). "
The price is AU$313
includes taxes & fees
3 Feb - 4 Feb
Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Melwood Suites Unit 107 Studio

2.0 star property
10.0 out of 10, Exceptional, (8)
"Nice big space"
The price is AU$183
includes taxes & fees
2 Feb - 3 Feb
Melwood Suites Unit 107 Studio

❤️Cozy Townhome on Carey with Private Deck Space ❤️

8.6 out of 10, Excellent, (23)
"We had a lovely stay at the Carey Townhome. Everything was exactly as promised and the location was perfect. There were plenty of bars and restaurants within a 10 minute walk while still being located in a quiet area. Tom was very easy to communicate with as well. I would definitely recommend staying at the Carey Townhome in the future."
The price is AU$388
includes taxes & fees
2 Feb - 3 Feb
❤️Cozy Townhome on Carey with Private Deck Space ❤️

Home away from Home

The price is AU$285
includes taxes & fees
12 Feb - 13 Feb
Home away from Home

Greenfield Home

10.0 out of 10, Exceptional, (7)
"Very comfortable stay, nice amenities and accurate to the listing"
Greenfield Home

Reimagined 1915 Heritage House

10.0 out of 10, Exceptional, (20)
"My husband and I needed a place to stay near family for Christmas, along with our (adult) niece and nephew, and our dog. Clark's house had plenty of room for all of us! We so appreciated the warm welcome we found when we arrived: bacon, eggs and bread for breakfast, and a local liquor to unwind after the drive! There was even a cute Christmas tree to get us in the holiday mood. Thank you, Clark! We will definitely be back! "
Reimagined 1915 Heritage House

Industrial Loft 3 min to Hillman Cancer Center Sleeps 6

10.0 out of 10, Exceptional, (27)
"Quick stay in Pittsburgh for graduation. Great location and great hosts. Beds were very comfortable. Easy to access building and great communication with hosts. Recommend this place. "
The price is AU$383
includes taxes & fees
2 Feb - 3 Feb
Industrial Loft 3 min to Hillman Cancer Center Sleeps 6

The Warhola Bloomfield

4.5 star property
6.8 out of 10, (11)
"The apartment we stayed in was very nice for the price we paid. We did have minor issues when arriving to the house but the property managers were very quick to respond and solve them for us. The included parking and bus stop right in front of the house that takes you downtown was amazing. Overall a wonderful stay!"
The Warhola Bloomfield

Pittsburgh Townhome ~ 5 Miles to Market Square

9.8 out of 10, Exceptional, (31)
"This property is as advertised: Very Clean and spacious. 4 bedrooms, and 1 has a bunk bed for kids, it was perfect. Owner was easy to contact and check in, wi-fi and 4 TV's wwe great! Highly recommend!"
Pittsburgh Townhome ~ 5 Miles to Market Square

424-Apt. 403

3.5 star property
9.8 out of 10, Exceptional, (23)
"It was a beautiful place. We really enjoyed our stay. "
The price is AU$347
includes taxes & fees
2 Feb - 3 Feb
424-Apt. 403

Comfortable and clean whole apartment, great for couples and friends getaways.

9.6 out of 10, Exceptional, (14)
"Nice place, accurate listing, all amenities you may need for a nice visit. Would stay again for sure!"
Comfortable and clean whole apartment, great for couples and friends getaways.

Family-Friendly Shadyside Gem Near Dtwn Pittsburgh

10.0 out of 10, Exceptional, (15)
"We travel at least one week a month and stay in bnbs from Maine coast to California vineyards. The home was the highest quality, and the host was the most responsive and helpful I have ever experienced. The home perfectly accommodated three adult families and a toddler. We all had privacy and beautiful spaces to be alone or together. Everything we needed was included. Comfortable, perfectly clean, and the best location in Pittsburgh…we have visited here for years. Walk to restaurants,...
Family-Friendly Shadyside Gem Near Dtwn Pittsburgh

Modern All-New, Near Downtown, Private Parking - walking to Children Hospital

10.0 out of 10, Exceptional, (43)
"We came to visit my daughter who lives in Pittsburgh. This property was close to her apartment. Location was what we were looking for and this was a perfect spot for us. Everything that we wanted to get to for the weekend was within 15 minutes.The inside pictures of the property were exactly as what was on the Vrbo site and everything was in perfect condition. Parking was available, which is sometimes tough to find in the Pittsburgh area!"
The price is AU$528
includes taxes & fees
2 Feb - 3 Feb
Modern All-New, Near Downtown, Private Parking - walking to Children Hospital

Modern Comfort in a Charming Pittsburgh Retreat by Deity Villas

8.4 out of 10, Very good, (6)
"Excellent location very close to the stadium. "
The price is AU$572
includes taxes & fees
3 Feb - 4 Feb
Modern Comfort in a Charming Pittsburgh Retreat by Deity Villas

*New* Loft 3 min to Local hospitals Sleeps 4

2.0 star property
10.0 out of 10, Exceptional, (2)
"This unit was very easy to get to and check in was efficient. Henry was very attentive and responsive. The accommodations were comfortable with a lot of modern touches and technology. Overall, a nice stay that was better than a hotel. Would definitely stay again!"
The price is AU$243
includes taxes & fees
23 Feb - 24 Feb
*New* Loft 3 min to Local hospitals Sleeps 4

*New* Huge! Spacious 3 Bedroom in Oakland that sleeps 12! over 3000+ sq ft

9.8 out of 10, Exceptional, (40)
"The place was very nice. Lots of room. Very open. Very clean. Parking kind of sucked if you didn’t get a pass for the garage. But everything else was perfect"
The price is AU$688
includes taxes & fees
2 Feb - 3 Feb
*New* Huge! Spacious 3 Bedroom in Oakland that sleeps 12! over 3000+ sq ft

Pet-Friendly Apollo Home w/ Furnished Deck!

9.0 out of 10, Wonderful, (8)
"Traveling for a wedding, our family decided to be together. It was wonderful. This was a perfect home for the 10 of us. The home is very spacious w everything you need. Communication w the owner was simple and prompt. Location was peaceful & the neighborhood appeared safe. Thank you for contributing to some wonderful memories! . "
Pet-Friendly Apollo Home w/ Furnished Deck!
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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Other types of properties in Penn you may be interested in

Hampton Inn Pittsburgh University/Medical Center

2.5 star property
8.0 out of 10, Very good, (1016)
"Spacious room with good amenities, staff is friendly and kind. They serve a nice breakfast. A lot of things to explore nearby and the view is spectacular"
The price is AU$185
includes taxes & fees
12 Feb - 13 Feb
Hampton Inn Pittsburgh University/Medical Center

Hampton Inn Pittsburgh/Monroeville

2.5 star property
8.2 out of 10, Very good, (1008)
"Great"
The price is AU$185
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn Pittsburgh/Monroeville

The Maverick by Kasa

3.0 star property
8.8 out of 10, Excellent, (547)
"Such a lovely hotel!! I ended up planning a last-minute trip to Pittsburgh for Thanksgiving and needed a very cheap option (but wanted to make sure that it was still safe, as I was traveling alone) and this was by far the best hotel that I found! It's not quite the traditional hotel room and instead feels very modern (the bed is much lower to the ground and the entire check-in process was done online/through a kiosk instead of with a hotel employee, for instance), but it worked perfectly for my...
The price is AU$172
includes taxes & fees
27 Feb - 28 Feb
The Maverick by Kasa
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.

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 Presque Isle State 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.