Southwest Pennsylvania holiday homes

We found 2,971 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Southwest Pennsylvania

Showing deals for:6 Nov - 13 Nov

In the winter, spend time in this cozy living room while enjoying the fireplace.
The dining table provides comfortable seating for 8 people.
The covered porch is the perfect place to enjoy your favorite beverage.
Welcome to Pine Grove Retreat, a true mountain chalet in the Laurel Highlands
Exceptional
(12 reviews)

Pine Grove Retreat- True Mtn. Chalet near 7 Springs, Falling Water, & Ohiopyle

Normalville

8% off
NZ$5,939
for 7 nights, 1 chalet
NZ$848 per night
includes taxes & fees
Pine Grove Retreat- True Mtn. Chalet near 7 Springs, Falling Water, & Ohiopyle
Terrace/patio
Private kitchen
Room
Living area
Exceptional
(10 reviews)

Spacious 6-Bedroom Retreat Near Pitt, CMU & Downtown Pittsburgh

Pittsburgh

8% off
NZ$8,576
for 7 nights, 1 home
NZ$1,225 per night
includes taxes & fees
Spacious 6-Bedroom Retreat Near Pitt, CMU & Downtown Pittsburgh
Kitchen view looking toward woodands
Enjoy the out-of-doors - rain or shine!
Porch furniture  & Gas grill - mid-May until mid-Oct.
Come and sit by the fire - Labor Day Weekend - Mother's Day weekend.
Exceptional
(225 reviews)

Private & unplugged. Near Fallingwater, GAP and Ohiopyle. 5-star reviews

Fort Hill

17% off
NZ$1,773
for 7 nights, 1 cottage
NZ$253 per night
includes taxes & fees
Private & unplugged. Near Fallingwater, GAP and Ohiopyle. 5-star reviews
Beautiful in all seasons including winter
Bridge leading to cottage
Enjoy the fire pit,  BBQ Grill and creek side patio
Great Room with 17 windows provides panoramic views! Dual daybeds.
Exceptional
(130 reviews)

Storybook Waterfront Cottage; Close to Hidden Valley/ Seven Springs

somerset

8% off
NZ$3,636
for 7 nights, 1 cabin
NZ$519 per night
includes taxes & fees
Storybook Waterfront Cottage; Close to Hidden Valley/ Seven Springs
Living area
Exterior
Dining
Interior
Exceptional
(65 reviews)

Stonehaven At Fern Mountian / Close To Seven Springs And Hidden Valley

Donegal

8% off
NZ$14,458
for 7 nights, 1 home
NZ$2,065 per night
includes taxes & fees
Stonehaven At Fern Mountian / Close To Seven Springs And Hidden Valley
Terrace/patio
Private kitchen
Exterior
Interior
Exceptional
(8 reviews)

Amazing Riverfront Home

Roscoe

8% off
NZ$15,452
for 7 nights, 1 home
NZ$2,207 per night
includes taxes & fees
Amazing Riverfront Home
Private kitchen
Gas Fireplace in living room
Property grounds
Room
Exceptional
(31 reviews)

Cabin w/ Hot Tub on Small Pond

Rockwood

8% off
NZ$3,182
for 7 nights, 1 cabin
NZ$455 per night
includes taxes & fees
Cabin w/ Hot Tub on Small Pond
Outside seating to enjoy the 20+ acres of scenery
Dining room transition to living room
Kitchen includes a large variety of modern cooking utensils and new appliances
Mud room, includes firewood for outside fire pit
Exceptional
(113 reviews)

Classic Farmhouse. Sleeps 6. One mile from 7 Springs Ski Resort!

Champion

8% off
NZ$2,868
for 7 nights, 1 room
NZ$410 per night
includes taxes & fees
Classic Farmhouse. Sleeps 6. One mile from 7 Springs Ski Resort!
Property grounds
Exterior
Living area
Evening at the fire pit next to pond.
Exceptional
(47 reviews)

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

South Park

8% off
NZ$1,885
for 7 nights, 1 cabin
NZ$269 per night
includes taxes & fees
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
Window seat and sitting area off kitchen
Walkway to patio, hot tub, and Creek House
Winter view from window seat
Pond
Exceptional
(149 reviews)

Entire Cottage with Additional Creek Cabin - Fallingwater Ohiopyle Seven Springs

Normalville

8% off
NZ$2,649
for 7 nights, 1 cottage
NZ$378 per night
includes taxes & fees
Entire Cottage with Additional Creek Cabin - Fallingwater Ohiopyle Seven Springs
Living room - main entrance/front door
Kitchen within the open floor plan allows our guests to be together
Romeo's Room suite - daybed that is a twin bed with another twin trundle bed
Enclosed, private patio - the door goes into the kitchen area
Exceptional
(7 reviews)

Beautiful High-End 4 Bed 3 Bath House, Sleeps 15!

Pittsburgh

11% off
NZ$5,472
for 7 nights, 1 home
NZ$782 per night
includes taxes & fees
Beautiful High-End 4 Bed 3 Bath House, Sleeps 15!
Living area
Exterior
Lower Level Wet Bar
Terrace/patio
Exceptional
(14 reviews)

Ski-In Ski-Out @ Mountain Memories located at Hidden Valley Resort PA

Somerset

8% off
NZ$9,689
for 7 nights, 1 home
NZ$1,384 per night
includes taxes & fees
Ski-In Ski-Out @ Mountain Memories located at Hidden Valley Resort PA
A short walk to the heated mountaintop pool & hot tub. Open summer months only.
The exclusive Southwind at Lake Tahoe community!
Spacious back deck. Great place to relax!
Cozy main level living room.
Exceptional
(191 reviews)

7 Springs - Luxury Southwind Ski-in Ski-Out Mountaintop Townhouse

Champion

8% off
NZ$7,875
for 7 nights, 1 home
NZ$1,125 per night
includes taxes & fees
7 Springs - Luxury Southwind Ski-in Ski-Out Mountaintop Townhouse
Private kitchen
Terrace/patio
Interior
Exterior detail
Exceptional
(68 reviews)

Single Level Home with Deck and Creek

Sarver

17% off
NZ$3,553
for 7 nights, 1 home
NZ$508 per night
includes taxes & fees
Single Level Home with Deck and Creek
Kitchen with wooden cupboards and marble-designed countertops
Patio Balcony area with comfy couches and surrounded by trees and skyline
Living room with mounted tv rack and white plushy couch
Living room with unique accent wall
Exceptional
(7 reviews)

Pittsburgh Gem - 5BR - Downtown Deck View

Pittsburgh

16% off
NZ$8,353
for 7 nights, 1 home
NZ$1,193 per night
includes taxes & fees
Pittsburgh Gem - 5BR - Downtown Deck View
Living room
Living Room
2 pools in resort open memorial day through labor day for guest use
Interior
Exceptional
(22 reviews)

4 bed in Hidden Valley Resort, Slope View

Hidden Valley

8% off
NZ$3,491
for 7 nights, 1 home
NZ$499 per night
includes taxes & fees
4 bed in Hidden Valley Resort, Slope View
Interior
Interior
lower level patio
Dining
Exceptional
(77 reviews)

Get cozy for the winter in this 3 floor, 4 bedroom rustic ski home

Champion

8% off
NZ$3,521
for 7 nights, 1 home
NZ$503 per night
includes taxes & fees
Get cozy for the winter in this 3 floor, 4 bedroom rustic ski home
Experience ultimate convenience with ski-in/ski-out access right from your deck at 446 Southwinds. Step directly onto the slopes for hassle-free skiing adventures, making every moment of your stay effortlessly enjoyable.
Pool
Exclusive to guests of 446 Southwinds, indulge in your own private hot tub! Enjoy the ultimate relaxation and comfort after exhilarating days on the slopes, making your stay truly unforgettable.
Discover culinary delights in our well-equipped kitchen at 446 Southwinds.
Exceptional
(111 reviews)

Southwinds Ultimate Slope Side Relaxation Spot

Champion

8% off
NZ$6,669
for 7 nights, 1 home
NZ$953 per night
includes taxes & fees
Southwinds Ultimate Slope Side Relaxation Spot
Mountaintop Southwind community heated pool & hot tub.  Open summer months.
Main level back deck. Weber gas grill ready to go!  Lots of summer fun too.
Luxury mountaintop living at Seven Springs Resort!
Ski-in and ski-out!
Exceptional
(67 reviews)

Seven Springs - Southwind Ski-in Ski-Out Mountaintop Townhouse

Champion

8% off
NZ$7,419
for 7 nights, 1 home
NZ$1,060 per night
includes taxes & fees
Seven Springs - Southwind Ski-in Ski-Out Mountaintop Townhouse
Wood Floors all over the place!
Entry to Home - Kitchen ahead, Living Room to Dining Room on Right
Spacious Living Room w/ Sleepable Couch.
2nd Floor Landing.
Exceptional
(28 reviews)

Jones Inn Confluence - 3 Bd/2 Bth House

Confluence

8% off
NZ$2,559
for 7 nights, 1 home
NZ$366 per night
includes taxes & fees
Jones Inn Confluence - 3 Bd/2 Bth House
Living area
Living area
Private kitchen
Exterior
Exceptional
(15 reviews)

Home Away From Home • Minutes to Downtown

Pittsburgh

8% off
NZ$3,334
for 7 nights, 1 home
NZ$476 per night
includes taxes & fees
Home Away From Home • Minutes to Downtown
Room
Exterior
Terrace/patio
Interior
Exceptional
(9 reviews)

Diamond View PA: A-Frame~Hot Tub~Sauna~Panoramic Mountain Views

Ligonier

8% off
NZ$10,311
for 7 nights, 1 home
NZ$1,473 per night
includes taxes & fees
Diamond View PA: A-Frame~Hot Tub~Sauna~Panoramic Mountain Views
Games room
Private kitchen
Living area
Living area
Exceptional
(23 reviews)

Heritage House in Pittsburgh on Mt Washington - Charming 3BR, 2.5b Sleeps 7+

Pittsburgh

10% off
NZ$3,282
for 7 nights, 1 home
NZ$469 per night
includes taxes & fees
Heritage House in Pittsburgh on Mt Washington - Charming 3BR, 2.5b Sleeps 7+
Pool
Private kitchen
Exterior
Interior
Exceptional
(23 reviews)

Welcome to Grand Victorian on Main!

Ligonier

8% off
NZ$6,057
for 7 nights, 1 home
NZ$865 per night
includes taxes & fees
Welcome to Grand Victorian on Main!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Captivating Southwest Pennsylvania will entice you

The area's architecture and entertainment are just some of the reasons to come on holiday to Southwest Pennsylvania. This city's sporting events, university setting and restaurants draw many visitors. Take in top local attractions such as PNC Park and PPG Paints Arena. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Southwest Pennsylvania

Are you searching for attractions to see while you're in the area? Venture out of your cosy holiday rental and experience everything that Southwest Pennsylvania has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Kennywood (6.7 mi / 10.8 km)
  • Sandcastle Water Park (9.6 mi / 15.5 km)
  • Frick Park (10.4 mi / 16.7 km)
  • South Park Golf Course (11.4 mi / 18.3 km)
  • Oakmont Country Club (14.9 mi / 24 km)
  • National Aviary (15.4 mi / 24.7 km)

Exploring the natural features in Southwest Pennsylvania

Whether you're looking for fun outdoor activities or just want to take in the scenery, Southwest Pennsylvania is a great spot to appreciate mother nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • PNC Park (14.9 mi / 24 km)
  • Frick Park (10.4 mi / 16.7 km)
  • Schenley Park (11.9 mi / 19.2 km)
  • Phipps Conservatory (12.3 mi / 19.7 km)
  • Montour Trail (14.7 mi / 23.7 km)
  • Point State Park (14.8 mi / 23.9 km)

Travelling to and around Southwest Pennsylvania

Fly into Latrobe, PA (LBE-Arnold Palmer Regional), the closest airport, located 20.1 mi (32.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Pittsburgh International Airport (PIT), which is 27.9 mi (44.9 km) away.

If you're travelling by train, Greensburg Station, Pittsburgh Station and Latrobe Station are the main stations that serve the city. It's easy to get around Southwest Pennsylvania by catching a ride on the metro at McNeilly Station, Killarney Station or South Bank Station.

Frequently asked questions

What is the best area to stay in Southwest Pennsylvania when booking a holiday home?
Somerset is among the more well-liked locations to select a holiday home in Southwest Pennsylvania. Looking for some top things to do in this destination? Be sure to check out Hidden Valley Resort and Laurel Hill State Park.
What is the most popular type of holiday home accommodation in Southwest Pennsylvania?
Houses are the most popular kind of holiday home in Southwest Pennsylvania, according to our data. Even if you've got something a little different in mind, Bookabach has holiday homes in all sizes and shapes. Browse our many options to find your perfect pad.
How much does it cost to rent a holiday home in Southwest Pennsylvania?
Length of stay, property type and season are some things that can affect the price of a holiday home. Simply add your travel dates to find your perfect escape. From quaint country cottages to sprawling luxury villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Southwest Pennsylvania?
The average price for a holiday home by the beach in Southwest Pennsylvania depends on when you're going and the size and style of property you want. You can find prices quickly and easily on Bookabach by entering the dates you'll be travelling. Then use the filters to pick the number of bedrooms and amenities that you need, like a pool, air conditioning and WiFi.
What are popular home amenities in Southwest Pennsylvania?
A microwave oven, a fridge and a stovetop rank as the most popular home amenities in Southwest Pennsylvania. Whether you're travelling as a party of one, with your significant other or a group of best friends, Bookabach will help you find a holiday home that matches your tastes with all the features you're looking for.
Are there large group holiday homes in Southwest Pennsylvania?
With 207 holiday homes that can sleep 10 people or more in Southwest Pennsylvania, you don't have to cross anyone off the invite list. From extended family holidays to special events like anniversary parties and weddings, Bookabach can help you find a large group home that fits the occasion.
What are the top attractions for families in Southwest Pennsylvania?
Keep the kids occupied at these fun family-friendly attractions in Southwest Pennsylvania:
  • Pittsburgh Zoo and PPG Aquarium
  • PNC Park
  • Acrisure Stadium
Can I find two-bedroom holiday homes in Southwest Pennsylvania?
Southwest Pennsylvania has 298 two-bedroom holiday homes to pick from. Find a holiday home with all the comfort and privacy you need at an attractive price on Bookabach.
Are there holiday homes with WiFi in Southwest Pennsylvania?
Whether you'd like to keep up with world events, check emails or update your social media accounts, there are 471 holiday homes with WiFi in Southwest Pennsylvania. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How old do you have to be to rent a holiday home in Southwest Pennsylvania?
The minimum age is usually 16, 18 or 21. It can vary between properties on Bookabach, so check the rules of your chosen Southwest Pennsylvania stay before booking your trip.
How long can I rent a holiday home in Southwest Pennsylvania for?
It's really down to the Southwest Pennsylvania property. To browse a list of options offering extended stays, just type your dates and number of people into the Bookabach search page. Look forward to having the whole property to yourself, as well as amenities such as a full kitchen, air conditioning and a yard where the kids can burn off energy. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.

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