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Penn Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Penn holiday rentals

A bedroom with a bed, a desk, and a chair.

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 AU$291
includes taxes & fees
16 Oct - 17 Oct
Small room, full bathroom/kitchen, great for business travelers or relocations.
A bedroom with a large bed, a TV mounted on the wall, a desk, and a dresser.

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 AU$435
includes taxes & fees
12 Oct - 13 Oct
Walk to BTV Winery | Near Corporate Offices
A compact kitchen with a dining table set for four, a refrigerator, a microwave, and a ceiling fan.

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 AU$280
includes taxes & fees
12 Oct - 13 Oct
The Light Room
A living room with a sofa, a coffee table, a TV, and a lamp.

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 AU$485
includes taxes & fees
14 Oct - 15 Oct
Charming 3-bedroom townhome with AC and WiFi in Greensburg
A modern living room with a sectional sofa, a round coffee table, and decorative wall art.

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 AU$287
includes taxes & fees
13 Oct - 14 Oct
The Upper Room
A window with a view of a house and a clear sky.

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 AU$318
includes taxes & fees
17 Oct - 18 Oct
Historic 3 Bed Apartment - Unique Experience
A living room with a sectional sofa, a ceiling fan, and a view of the outside.

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 AU$550
includes taxes & fees
14 Oct - 15 Oct
Penn Hills Home ~ 11 Mi to Pittsburgh
A staircase with a wooden handrail leading to a landing. A patterned rug is on the floor, and a small table with a lamp is on the left.

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 AU$496
includes taxes & fees
14 Oct - 15 Oct
Charming 3-bedroom house in soothing West Newton neighborhood
A living room with a piano, a sofa, a coffee table, and a fireplace.

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 AU$344
includes taxes & fees
4 Nov - 5 Nov
3bd home in Mt. Pleasant; near festivals, biking, skiing.
A fireplace with a tiled surround and a mantel, set in a hallway with white columns and a tiled floor.

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 AU$260
includes taxes & fees
14 Oct - 15 Oct
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
A living room with a sectional sofa, a ceiling fan, and a view of the outside.

11. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
The price is AU$544
includes taxes & fees
14 Oct - 15 Oct
Penn Hills Home ~ 11 Mi to Pittsburgh
A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

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 AU$272
includes taxes & fees
12 Oct - 13 Oct
Not so tiny house with full kitchen & patio swing
A living room with a sofa, a coffee table, a fireplace, and a TV on a mantel.

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 AU$424
includes taxes & fees
22 Oct - 23 Oct
Beautiful 3BR Home with Cozy Front & Back Porches!
A modern kitchen with wooden cabinets, a black countertop, and a built-in stove.

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 AU$346
includes taxes & fees
12 Oct - 13 Oct
Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC
A living room with a fireplace, a piano, a TV, and a sofa.

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 AU$267
includes taxes & fees
13 Oct - 14 Oct
Spacious 1-Bedroom Apartment In Pittsburgh (B1)
A modern staircase with a dark wood finish and white balusters, leading to an upper floor.

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 AU$220
includes taxes & fees
14 Oct - 15 Oct
Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym
A modern living room with a brick fireplace, a sofa, a coffee table, and a potted plant.

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 AU$538
includes taxes & fees
14 Oct - 15 Oct
East End Pittsburgh 4 Bedroom Getaway
A hallway with a wooden floor, a closed white door, and a black bookshelf with decorative items.

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 AU$257
includes taxes & fees
14 Oct - 15 Oct
Historic Little Italy | Walk to Hospitals & Dining
A living room with a green sofa, a glass coffee table, and a ceiling fan.

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 AU$339
includes taxes & fees
13 Oct - 14 Oct
Queen jacuzzi suite
A bathroom with marble walls and a glass shower enclosure.

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 AU$413
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

Hilton Garden Inn Pittsburgh University Place

Hilton Garden Inn Pittsburgh University Place

8/10 Good
"Nice hotel, helpful staff, decent adequate fitness center. 1 elevator was down for a few days, that was inconvenient. Bartender didn't make good margaritas and dinner menu small. Great location if your destination is Pitt or UPMC."
Elizabeth 4-night trip
Posted 17 hours ago
Hilton Garden Inn Pittsburgh University Place

Find out more about Penn

Everything you need to know about Penn holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Penn holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Penn holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Penn holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Penn. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Penn holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Penn holiday rentals we have selected for you start as low as AU$216 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Penn rentals

At Expedia, we put the best Penn holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Penn rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Penn holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Penn. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.