Penn Vacation Rentals

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Vacation Rentals in Penn

Kasa South Side Pittsburgh

4.0 star property
8.2 out of 10, Very Good, (99)
"Clean great views hotel "
$165 nightly
The price is $188
Oct 20 - Oct 21
Total with taxes and fees
Kasa South Side Pittsburgh

Melwood Suites Unit 107 Studio

2.0 star property
9.6 out of 10, Exceptional, (35)
"Overall nice stay! "
$115 nightly
The price is $131
Oct 8 - Oct 9
Total with taxes and fees
Melwood Suites Unit 107 Studio

Downtown Estate! Can sleep up to 24!

10.0 out of 10, Exceptional, (1)
"Was in town for an unfortunate situation due to a family member needing an emergency surgery and was a little worried about booking a property with no reviews, but after speaking with the owner, I was put at ease and let me tell you this property is not only in a great location, but also such a beautiful property and the house even provided breakfast, pastries, and snacks as well as drinks so definitely already looking into booking another trip out to Pittsburgh just to stay here! "
Downtown Estate! Can sleep up to 24!

424 Gold Way-Apt. 302

3.5 star property
9.8 out of 10, Exceptional, (23)
"Property has everything you need. Great food and coffee within walking distance "
$161 nightly
The price is $184
Oct 8 - Oct 9
Total with taxes and fees
424 Gold Way-Apt. 302

Close to all things in Pittsburgh

6.0 out of 10, (4)
"Beautiful home has classic details with modern conveniences. House and neighborhood were both top notch. Would definitely stay here again when I come back to the area. Very easy and quick drive to downtown. "
$178 nightly
The price is $201
Oct 13 - Oct 14
Total with taxes and fees
Close to all things in Pittsburgh

✰Self Check-In✰Backyard✰Decks✰Full Kitchen✰W/D✰Smart TVs✰FREE Parking✰Cozy Beds

2.0 star property
10.0 out of 10, Exceptional, (4)
"Wonderful christmas stay in a lovely cozy home! We just planned on renting a home for a night in pittsburgh for our holiday trip but we got ao much more than that! Nestled in a quiet neighborhood just outside of the busy city this place has the perfect location for being 20 minutes to all the attractions. Off street parking made unloadiing and loading a breeze. The home itself is smaller but it doesnt feel that way! Such a good use of space with a nice litlle kitchen that has all your needs!...
✰Self Check-In✰Backyard✰Decks✰Full Kitchen✰W/D✰Smart TVs✰FREE Parking✰Cozy Beds

424 Gold Way - Apt. 404 2Bed/1Bath

3.5 star property
9.0 out of 10, Wonderful, (12)
"Pleasantly surprised with the place. Loved the 'industrial' feel. Very comfortable beds and had everything we needed. I'd definitely come back again"
$176 nightly
The price is $201
Oct 20 - Oct 21
Total with taxes and fees
424 Gold Way - Apt. 404 2Bed/1Bath

424-Apt. 403

3.5 star property
9.6 out of 10, Exceptional, (31)
"Lots of space and near the University of Pittsburgh "
$163 nightly
The price is $186
Oct 9 - Oct 10
Total with taxes and fees
424-Apt. 403

Not so tiny house with full kitchen & patio swing

9.6 out of 10, Exceptional, (56)
"Really great place for a couple's getaway. "
$170 nightly
The price is $192
Oct 8 - Oct 9
Total with taxes and fees
Not so tiny house with full kitchen & patio swing

Home away from home!!!

8.6 out of 10, Excellent, (32)
"Kitchen/living room great area for us to congregate and visit"
$575 nightly
The price is $650
Oct 10 - Oct 11
Total with taxes and fees
Home away from home!!!

Melwood Suites Unit 106 Studio

2.0 star property
9.4 out of 10, Exceptional, (3)
"Best stay ever! And I’ve been many places. "
$154 nightly
The price is $175
Oct 8 - Oct 9
Total with taxes and fees
Melwood Suites Unit 106 Studio

Modern 2BR East Liberty Apt | Parking • Smart TV • CMU

10.0 out of 10, Exceptional, (3)
"The apartment was in a good location - with easy access to major sights and good restaurants. The apartment was clean and quiet and quite enjoyable. The one complaint I have is the ad says dogs are allowed, but does not tell how much the fee is for dogs. During the registration (and payment) process I finally found out it cost 157 for the dog to stay 2 nights - which is really expensive."
$255 nightly
The price is $286
Oct 8 - Oct 9
Total with taxes and fees
Modern 2BR East Liberty Apt | Parking • Smart TV • CMU

461 Melwood Suites Unit 101 2Bed/2Bath

3.0 star property
10.0 out of 10, Exceptional, (2)
"Very responsive, easy access, great value."
$267 nightly
The price is $304
Oct 8 - Oct 9
Total with taxes and fees
461 Melwood Suites Unit 101 2Bed/2Bath

Melwood Suites Unit 103 Studio

2.0 star property
8.0 out of 10, Very Good, (2)
"Amazing time! Completely recommend! 5 stars! "
$230 nightly
The price is $262
Oct 17 - Oct 18
Total with taxes and fees
Melwood Suites Unit 103 Studio

Shadyside Penthouse

6.8 out of 10, (14)
"Great neighborhood; very safe area and within walking distance of shops/stores. Bedrooms were extremely spacious with comfortable mattresses and bedding/pillows in good condition. The large table in the main living area was great for seating a large group for meals and our family game night! Home is sparsely furnished and could use some nicer window coverings and some additional seating in living area. Towels provided were a bit worn and surprised it did not have a full size coffee pot. Owner...
Shadyside Penthouse

4BR Designer Stay w/ Fire Pit, BBQ & Walkable to Attractions

$390 nightly
The price is $417
Oct 13 - Oct 14
Total with taxes and fees
4BR Designer Stay w/ Fire Pit, BBQ & Walkable to Attractions

The Light Room

$140 nightly
The price is $158
Oct 8 - Oct 9
Total with taxes and fees
The Light Room

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

7.6 out of 10, Good, (7)
"Tom was very communicative during the whole stay and had great recommendations! We loved the place, well situated on the South side for easy walking along Carson. Wonderful time in Pittsburgh! "
$220 nightly
The price is $249
Oct 13 - Oct 14
Total with taxes and fees
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

Chic 1-bedroom apartment with WiFi, AC in brilliant Pittsburgh

9.6 out of 10, Exceptional, (14)
"Cutest room, loved the TV room with all the windows. Owner was super nice and the area was great. As a female staying alone, I highly recommend this place! I felt safe and comfortable! "
Chic 1-bedroom apartment with WiFi, AC in brilliant Pittsburgh

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

$100 nightly
The price is $115
Oct 8 - Oct 9
Total with taxes and fees
Bloomfield, Pittsburgh Large and Accessible 3Bedorom Apartment with Free Parking
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

Find out more about Penn

Everything you need to know about Penn vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Penn vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Penn vacation 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 low season months. For more hustle and bustle, you may prefer to visit Penn in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $115 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Penn rentals

At Expedia, we put the best Penn vacation 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 vacation.

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 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?

Downtown Estate! Can sleep up to 24!: Visitors like this Penn vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 9 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.