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Penn Vacation Rentals

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Our top choices for Penn vacation rentals

1. 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.
Beautiful 3BR Home with Cozy Front & Back Porches!

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 CA $137
CA $420 total
includes taxes & fees
Nov 24 - Nov 25
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 CA $139
CA $248 total
includes taxes & fees
Dec 2 - Dec 3
The Light Room

4. The Upper Room

The Upper Room
McKeesport
9.2 out of 10, Wonderful, (21 reviews)
"Great place and an awesome host!"
United States
John B.
The price is CA $147
CA $265 total
includes taxes & fees
Nov 10 - Nov 11
The Upper Room

5. 1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
9.8 out of 10, Exceptional, (35 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 CA $82
CA $228 total
includes taxes & fees
Nov 9 - Nov 10
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

6. 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 CA $279
CA $462 total
includes taxes & fees
Nov 11 - Nov 12
Charming 3-bedroom townhome with AC and WiFi in Greensburg

7. Modern Apt w/Netflix-Close to Dining, Shopping

Modern Apt w/Netflix-Close to Dining, Shopping
Point Breeze North
The price is CA $109
CA $297 total
includes taxes & fees
Nov 16 - Nov 17
Modern Apt w/Netflix-Close to Dining, Shopping

8. 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, (77 reviews)
"Great little house. Easy to park. "
United States
Anna B.
The price is CA $151
CA $237 total
includes taxes & fees
Nov 9 - Nov 10
Not so tiny house with full kitchen & patio swing

9. Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
Lawrenceville
9.6 out of 10, Exceptional, (19 reviews)
"Excellent property! Very clean and comfortable. The parking space was perfect. Kitchen had everything we needed."
United States
Beckie
The price is CA $105
CA $141 total
includes taxes & fees
Nov 10 - Nov 11
Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

10. 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, (11 reviews)
"We enjoyed our stay a lot ! Beautiful home ."
United States
Sara R.
The price is CA $279
CA $441 total
includes taxes & fees
Nov 8 - Nov 9
Charming 3-bedroom house in soothing West Newton neighborhood

11. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
Penn Hills
9.0 out of 10, Wonderful, (8 reviews)
"Clean property, easy check in process, Accessible and supportive host"
United States
Nara S.
The price is CA $154
CA $494 total
includes taxes & fees
Nov 9 - Nov 10
Penn Hills Home ~ 11 Mi to Pittsburgh

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

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (46 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 CA $88
CA $247 total
includes taxes & fees
Nov 8 - Nov 9
Spacious 1-Bedroom Apartment In Pittsburgh (B1)

13. Spacious & Bright Retreat – Perfect for Families!

Spacious & Bright Retreat – Perfect for Families!
Pittsburgh
10.0 out of 10, Exceptional, (9 reviews)
"Great location, clean with lots of room."
United States
Tom O.
The price is CA $150
CA $301 total
includes taxes & fees
Nov 7 - Nov 8
Spacious & Bright Retreat – Perfect for Families!

14. East Liberty 2BR, Walkable, Parking

East Liberty 2BR, Walkable, Parking
East Liberty
10.0 out of 10, Exceptional, (2 reviews)
"Great communication , very clean ."
United States
It’s Just T.
The price is CA $87
CA $368 total
includes taxes & fees
Nov 8 - Nov 9
East Liberty 2BR, Walkable, Parking

15. 3min>Walnut:UPMC Shadyside:3min>CMU:Full Kitchen

3min>Walnut:UPMC Shadyside:3min>CMU:Full Kitchen
Squirrel Hill
9.2 out of 10, Wonderful, (5 reviews)
"Great apartment…wonderful location!"
United States
Michael L.
The price is CA $71
CA $304 total
includes taxes & fees
Nov 11 - Nov 12
3min>Walnut:UPMC Shadyside:3min>CMU:Full Kitchen

16. 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 CA $113
CA $2,047 total
includes taxes & fees
Nov 9 - Nov 10
Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC

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

Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym
Squirrel Hill South
10.0 out of 10, Exceptional, (3 reviews)
"The apartment was spacious and well equipped."
United States
Anonymous traveller
The price is CA $139
CA $157 total
includes taxes & fees
Dec 7 - Dec 8
Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym

18. 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
9.4 out of 10, Exceptional, (13 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 CA $210
CA $385 total
includes taxes & fees
Nov 7 - Nov 8
Cozy unique space in serene West Homestead with sauna and outdoor hot tub.

19. Bloomfield, Pittsburgh Large and Accessible 3Bedorom Apartment with Free Parking

Bloomfield, Pittsburgh Large and Accessible 3Bedorom Apartment with Free Parking
Pittsburgh
8.6 out of 10, Excellent, (17 reviews)
"Our stay was pleasant overall. Good value for your money. "
United States
Anonymous traveller
The price is CA $108
CA $130 total
includes taxes & fees
Nov 9 - Nov 10
Bloomfield, Pittsburgh Large and Accessible 3Bedorom Apartment with Free Parking

20. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
The price is CA $210
CA $533 total
includes taxes & fees
Nov 8 - Nov 9
Penn Hills Home ~ 11 Mi to Pittsburgh
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Penn?

Yes, there are vacation rentals near top sights in Penn, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Penn?

The Walnut Suites - The Family Suite: Visitors like this Penn vacation home rental. It is located in the city center 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like an arcade game 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 larger area.

What’s a vacation rental in Penn like?

A vacation rental is a private property you can stay in for several days or longer in Penn. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.