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Penn Holiday Rentals

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Our top choices for Penn holiday rentals

1. Small room, full bathroom/kitchen, great for business travelers or relocations.

Small room, full bathroom/kitchen, great for business travelers or relocations.
Jeannette
The price is NZ$355
includes taxes & fees
16 Oct - 17 Oct
Small room, full bathroom/kitchen, great for business travelers or relocations.

2. Walk to BTV Winery | Near Corporate Offices

Walk to BTV Winery | Near Corporate Offices
Hunker
10.0 out of 10, Exceptional, (15 reviews)
"Everything was wonderful - very clean, very cozy! We enjoyed our stay very much!"
United States
Kate R.
The price is NZ$549
includes taxes & fees
13 Oct - 14 Oct
Walk to BTV Winery | Near Corporate Offices

3. The Light Room

The Light Room
McKeesport
8.0 out of 10, Very good, (20 reviews)
"Loved it here "
United States
Ciara S.
The price is NZ$344
includes taxes & fees
12 Oct - 13 Oct
The Light Room

4. Charming 3-bedroom townhome with AC and WiFi in Greensburg

Charming 3-bedroom townhome with AC and WiFi in Greensburg
Greensburg
9.4 out of 10, Exceptional, (13 reviews)
"Everything so nice do clean perfect for our stay thank you"
United States
Linda T.
The price is NZ$614
includes taxes & fees
14 Oct - 15 Oct
Charming 3-bedroom townhome with AC and WiFi in Greensburg

5. The Upper Room

The Upper Room
McKeesport
9.2 out of 10, Wonderful, (17 reviews)
"Great place and an awesome host!"
United States
John B.
The price is NZ$353
includes taxes & fees
13 Oct - 14 Oct
The Upper Room

6. Historic 3 Bed Apartment - Unique Experience

Historic 3 Bed Apartment - Unique Experience
Homestead
8.2 out of 10, Very good, (12 reviews)
"If you are doing anything at the Waterfront in Pittsburgh (or in Pittsburgh anywhere for that matter), stay here! It is a great and unique place right on Frick Park. "
United States
Mike B.
The price is NZ$388
includes taxes & fees
17 Oct - 18 Oct
Historic 3 Bed Apartment - Unique Experience

7. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
Penn Hills
9.0 out of 10, Wonderful, (7 reviews)
"Clean property, easy check in process, Accessible and supportive host"
United States
Nara S.
The price is NZ$678
includes taxes & fees
13 Oct - 14 Oct
Penn Hills Home ~ 11 Mi to Pittsburgh

8. Charming 3-bedroom house in soothing West Newton neighborhood

Charming 3-bedroom house in soothing West Newton neighborhood
West Newton
10.0 out of 10, Exceptional, (9 reviews)
"Clean and well stocked. Plenty of room in each bedroom. Location to bike trail and local eateries is a plus."
United States
Jim M.
The price is NZ$627
includes taxes & fees
14 Oct - 15 Oct
Charming 3-bedroom house in soothing West Newton neighborhood

9. 3bd home in Mt. Pleasant; near festivals, biking, skiing.

3bd home in Mt. Pleasant; near festivals, biking, skiing.
Mount Pleasant
9.8 out of 10, Exceptional, (17 reviews)
"Very clean home and the host was very quick and responsive with replies. We would definitely stay here again if in the area in the future!"
United States
Rebecca S.
The price is NZ$413
includes taxes & fees
4 Nov - 5 Nov
3bd home in Mt. Pleasant; near festivals, biking, skiing.

10. 1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
9.8 out of 10, Exceptional, (34 reviews)
"Had a great stay. Host was very accommodating and very responsive. We are very happy. Price was great."
United States
Lisa K.
The price is NZ$319
includes taxes & fees
14 Oct - 15 Oct
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

11. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
The price is NZ$677
includes taxes & fees
14 Oct - 15 Oct
Penn Hills Home ~ 11 Mi to Pittsburgh

12. Not so tiny house with full kitchen & patio swing

Not so tiny house with full kitchen & patio swing
Garfield
9.6 out of 10, Exceptional, (73 reviews)
"Great little house. Easy to park. "
United States
Anna B.
The price is NZ$330
includes taxes & fees
12 Oct - 13 Oct
Not so tiny house with full kitchen & patio swing

13. Beautiful 3BR Home with Cozy Front & Back Porches!

Beautiful 3BR Home with Cozy Front & Back Porches!
Munhall
9.4 out of 10, Exceptional, (28 reviews)
"Beautiful house and very cozy feeling, Jenna kept in touch to make sure we had everything we needed. "
United States
Bobbi C.
The price is NZ$508
includes taxes & fees
22 Oct - 23 Oct
Beautiful 3BR Home with Cozy Front & Back Porches!

14. Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC

Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC
North Side
9.2 out of 10, Wonderful, (10 reviews)
"Nice and cozy easy communication with the owners! Will stay here again"
United States
Daniel W.
The price is NZ$421
includes taxes & fees
12 Oct - 13 Oct
Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC

15. Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (45 reviews)
"It was perfect! It was absolutely clean and welcoming. A perfect home away from home. Very responsive and flexible host. Would definitely stay here again."
United States
Tina
The price is NZ$328
includes taxes & fees
13 Oct - 14 Oct
Spacious 1-Bedroom Apartment In Pittsburgh (B1)

16. Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym

Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym
Squirrel Hill South
10.0 out of 10, Exceptional, (1 review)
"Very well maintained, and clean apartment. Good parking. Excellent communication with the host."
United States
Frank
The price is NZ$270
includes taxes & fees
14 Oct - 15 Oct
Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym

17. East End Pittsburgh 4 Bedroom Getaway

East End Pittsburgh 4 Bedroom Getaway
Point Breeze North
10.0 out of 10, Exceptional, (6 reviews)
"Great location with large clean rooms"
United States
Tom N.
The price is NZ$673
includes taxes & fees
14 Oct - 15 Oct
East End Pittsburgh 4 Bedroom Getaway

18. Historic Little Italy | Walk to Hospitals & Dining

Historic Little Italy | Walk to Hospitals & Dining
Bloomfield
8.4 out of 10, Very good, (17 reviews)
"Convenient spot, classic Pittsburgh styled house, accommodations matched the description "
United States
spat C.
The price is NZ$316
includes taxes & fees
14 Oct - 15 Oct
Historic Little Italy | Walk to Hospitals & Dining

19. Queen jacuzzi suite

Queen jacuzzi suite
West Homestead
7.4 out of 10, Good, (10 reviews)
"It was a nice place to stay at "
United States
Steve H.
The price is NZ$417
includes taxes & fees
13 Oct - 14 Oct
Queen jacuzzi suite

20. Cozy unique space in serene West Homestead with sauna and outdoor hot tub.

Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
West Homestead
9.2 out of 10, Wonderful, (11 reviews)
"We were in town for the fireworks made plans on short notice the place worked perfect for us. JE"
United States
John E.
The price is NZ$514
includes taxes & fees
12 Oct - 13 Oct
Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
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

Find out more about Penn

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 Penn 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 Penn. 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 Penn. Seeing all the best attractions is bound to make you fall in love with Penn. 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 Penn short-term rentals, that won’t be hard to do.

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?

The Walnut Suites - The Family Suite: This holiday home rental outside of Penn is located in the city centre, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as an arcade/games room.

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.