Penn Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Penn vacation rentals

2 bedrooms, desk, iron/ironing board, free WiFi

Walk to BTV Winery | Near Corporate Offices

Walk to BTV Winery | Near Corporate Offices
Hunker
10.0 out of 10, Exceptional, (9 reviews)
"Nice property. Responsive owners. Would stay here again."
United States
Ed L.
The price is ￥14,364
￥44,484 total
includes taxes & fees
Apr 5 - Apr 6
Walk to BTV Winery | Near Corporate Offices
TV, books

3-bd home in Mt.Pleasant; child/pet friendly; festivals, biking, skiing nearby.

3-bd home in Mt.Pleasant; child/pet friendly; festivals, biking, skiing nearby.
Mount Pleasant
10.0 out of 10, Exceptional, (2 reviews)
"The host was very attentive. The home was well stocked on anything you might need and uniquely decorated. Convenient for our needs. Very nice rural quiet location. The back yard was perfect for our dog to run around. We would stay again. "
United States
Cynthia H.
The price is ￥17,963
￥34,845 total
includes taxes & fees
Apr 9 - Apr 10
3-bd home in Mt.Pleasant; child/pet friendly; festivals, biking, skiing nearby.
Property grounds

Secluded Chalet near Ohiopyle and Seven Springs

Secluded Chalet near Ohiopyle and Seven Springs
Bear Rocks
10.0 out of 10, Exceptional, (2 reviews)
"Mike was great. Place is as advertised. Worked well for our weekend at Seven Springs. "
United States
Ryan C.
The price is ￥21,236
￥42,143 total
includes taxes & fees
Apr 2 - Apr 3
Secluded Chalet near Ohiopyle and Seven Springs
Smart TV, books

💛 Yew Villa 💛 Cozy 2 BR Central Location

💛 Yew Villa 💛 Cozy 2 BR Central Location
Bloomfield
8.0 out of 10, Very Good, (10 reviews)
"Great location in close proximity to the Pittsburgh downtown area & Zoo/aquarium. The listing accurately described the property and check in was a breeze."
United States
James S.
The price is ￥6,826
￥35,546 total
includes taxes & fees
Mar 31 - Apr 1
💛 Yew Villa 💛 Cozy 2 BR Central Location
Smart TV

Charming 3-bedroom townhome with AC and WiFi in Greensburg

Charming 3-bedroom townhome with AC and WiFi in Greensburg
Greensburg
8.8 out of 10, Excellent, (8 reviews)
"Great place to stay. Centrally located"
United States
Randall M.
The price is ￥31,934
￥53,986 total
includes taxes & fees
Apr 12 - Apr 13
Charming 3-bedroom townhome with AC and WiFi in Greensburg
Interior

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
10.0 out of 10, Exceptional, (27 reviews)
"We enjoyed our stay in the Friendship area of Pittsburgh. The apartment was exactly as pictured and was very clean and within walking distance of Penn St. which made getting everywhere convenient!"
United States
Kimberly N.
The price is ￥9,341
￥28,629 total
includes taxes & fees
Mar 31 - Apr 1
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
TV

The Light Room

The Light Room
McKeesport
9.6 out of 10, Exceptional, (8 reviews)
"Everything was great!!"
United States
Jason B.
The price is ￥15,967
￥29,810 total
includes taxes & fees
Apr 5 - Apr 6
The Light Room
Game room

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
8.8 out of 10, Excellent, (3 reviews)
"Very accommodating to our needs. Pet friendly made out trip so much easier. "
United States
Jaime D.
The price is ￥12,933
￥36,363 total
includes taxes & fees
Apr 5 - Apr 6
Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC
Smart TV

Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (38 reviews)
"Easy communication, lovely space, great location. We hope to stay here again!"
United States
Christina M.
The price is ￥10,100
￥29,565 total
includes taxes & fees
Mar 31 - Apr 1
Spacious 1-Bedroom Apartment In Pittsburgh (B1)
1 bedroom, iron/ironing board, free WiFi, bed sheets

Shadyside/Central @5 Stylish&Bright Studio w/Prkg

Shadyside/Central @5 Stylish&Bright Studio w/Prkg
Shadyside
10.0 out of 10, Exceptional, (3 reviews)
"Enjoyed this cozy 2nd floor studio apartment. Appreciated the off-street parking. Very quiet in the apartment. Nice neighborhood. Host was very responsive to our questions."
United States
Amy H.
The price is ￥11,863
￥17,310 total
includes taxes & fees
Mar 30 - Mar 31
Shadyside/Central @5 Stylish&Bright Studio w/Prkg
TV

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
Lawrenceville
9.2 out of 10, Wonderful, (10 reviews)
"Great location and everything went great from check in to checkout. Would definitely stay again!"
United States
Erin R.
The price is ￥12,135
￥17,615 total
includes taxes & fees
Mar 30 - Mar 31
Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
Smart TV

💜Highland Park Hideaway - Private Deck Space and Free Parking💜

💜Highland Park Hideaway - Private Deck Space and Free Parking💜
East Liberty
8.4 out of 10, Very Good, (28 reviews)
"Awesome stay! The house was super clean, comfortable, and had everything we needed. Perfect spot for a fun weekend in Pittsburgh. Highly recommend!"
United States
Cam T.
💜Highland Park Hideaway - Private Deck Space and Free Parking💜
Interior

Loft 2 Bedrooms Sleeps 5 w/parking

Loft 2 Bedrooms Sleeps 5 w/parking
Highland Park
9.0 out of 10, Wonderful, (7 reviews)
"Great experience! This location was convenient and served our family well!"
United States
Brennan S.
Loft 2 Bedrooms Sleeps 5 w/parking
Exterior detail

Shadyside/Central @2 Bright and Stylish Studio with Free Parking

Shadyside/Central @2 Bright and Stylish Studio with Free Parking
Shadyside
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay! Location was perfect for us, and offstreet parking was a plus. We were within walking distance of several shops and restaurants. We will definitely stay here again!"
United States
Denise J.
The price is ￥11,816
￥17,242 total
includes taxes & fees
Mar 30 - Mar 31
Shadyside/Central @2 Bright and Stylish Studio with Free Parking
Interior

Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
South Side Flats
8.0 out of 10, Very Good, (11 reviews)
"Home was very comfy children enjoyed there stay I was able to relax and feel comfortable stay I would definitely book again."
United States
bonita f.
The price is ￥6,853
￥38,429 total
includes taxes & fees
Mar 30 - Mar 31
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
Smart TV, offices

Recently refurbished, great location, walking distance to bars & restaurants!

Recently refurbished, great location, walking distance to bars & restaurants!
Bloomfield
10.0 out of 10, Exceptional, (3 reviews)
"This experience was my best ever! Place was exactly what it showed on line! Very clean. The host was incredibly helpful and instructions were exact. The place was stocked with coffee, spices and any appliance you might need. A big snowstorm hit while there and we received excellent instructions on what to do and when the snow removal would take place! Highly recommended especially for those needing access to West Penn. Restaurants in the area were good and walkable! Awesome location!’ "
United States
Carol S.
Recently refurbished, great location, walking distance to bars & restaurants!
3 bedrooms, desk, iron/ironing board, travel crib

★HostWise Stays★ Off Street Parking, Walk to Hospitals + Great Food

★HostWise Stays★ Off Street Parking, Walk to Hospitals + Great Food
Bloomfield
10.0 out of 10, Exceptional, (1 review)
"Everything about the property was first rate and consistent with the listing… the property manager was very helpful and incredibly responsive. Check-in instructions were spot and simple. The on-property parking was a real plus. Beds are comfortable and the decor is up to date. Highly recommend. "
United States
Bill O.
★HostWise Stays★ Off Street Parking, Walk to Hospitals + Great Food
Interior

Shadyside/Pittsburgh, Modern & Stylish 1 Bedroom with Free Parking

Shadyside/Pittsburgh, Modern & Stylish 1 Bedroom with Free Parking
Shadyside
9.8 out of 10, Exceptional, (10 reviews)
"Very nice, clean, quiet, and convenient."
United States
Matthew E.
The price is ￥13,306
￥18,999 total
includes taxes & fees
Mar 30 - Mar 31
Shadyside/Pittsburgh, Modern & Stylish 1 Bedroom with Free Parking
Interior

Shadyside/Pittsburgh, Modern & Cozy 1 Bedroom with Free Parking

Shadyside/Pittsburgh, Modern & Cozy 1 Bedroom with Free Parking
Shadyside
Shadyside/Pittsburgh, Modern & Cozy 1 Bedroom with Free Parking
Studio, 1 Queen Bed with Sofa bed, Non Smoking, Kitchenette | Free WiFi

Melwood Suites Unit 103 Studio

Melwood Suites Unit 103 Studio
2.0 star property
Oakland
8.0 out of 10, Very Good, (2 reviews)
"Amazing time! Completely recommend! 5 stars! "
United States
Tristan
The price is ￥13,192
￥38,991 total
includes taxes & fees
Apr 5 - Apr 6
Melwood Suites Unit 103 Studio
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

SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works

10/10 Excellent
"Beautiful "
Jeremy 1-night trip
Posted 4 hours ago
SpringHill Suites by Marriott Pittsburgh Southside Works

Find out more about Penn

Search for holiday rentals in Penn on Expedia! You can easily find your home rentals, villas, holiday apartments in Penn using one of the methods below:

  • View our selection of featured holiday rentals in Penn
  • Use the map to find apartments and other holiday homes in the Penn neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Penn while they last

Look no further and take a look at our great range of rental properties in Penn!

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?

Enjoy Urban Living at our Steel City Getaway w/ Seasonal Hot Tub!: Visitors like this Penn vacation home rental. It is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.