Holiday Homes in Southwest Pennsylvania

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Southwest Pennsylvania and around

Iconic 3BD Entire House in The Heart Of Pittsburg
House

Iconic 3BD Entire House in The Heart Of Pittsburg

2.0 star property
Iconic 3BD Entire House in The Heart Of Pittsburg
Yinz Retreat, Above the City Home
House, 3 Bedrooms | Interior

Yinz Retreat, Above the City Home

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to stay at, loved the ambiance, the view of the city was amazing. It is spacious, and the top floor is great for adults and kids to just hang out in. Would definitely book again when we come back out here. "
The price is €450
includes taxes & fees
3 Sept - 4 Sept
Yinz Retreat, Above the City Home
The Jumonville | Jacuzzi Tub Historic Inn Room
Exterior

The Jumonville | Jacuzzi Tub Historic Inn Room

8.8 out of 10, Excellent, (3)
"Nice stay in a nice location, and a beautiful dining area downstairs. "
The price is €121
includes taxes & fees
21 Aug - 22 Aug
The Jumonville | Jacuzzi Tub Historic Inn Room
Right off the bike trail.
Fridge, microwave, oven, stovetop

Right off the bike trail.

9.6 out of 10, Exceptional, (87)
"Beds were very comfortable. It was great for our family of six."
The price is €122
includes taxes & fees
23 Aug - 24 Aug
Right off the bike trail.
Chic Studio • City Views • Steps to Hospital
1 bedroom, iron/ironing board, travel cot, WiFi

Chic Studio • City Views • Steps to Hospital

2.0 star property
10.0 out of 10, Exceptional, (7)
"Very close walk/drive to downtown. Plenty of places to eat and visit in the area. "
Chic Studio • City Views • Steps to Hospital
Pittsburgh History • Eclectic Luxury • Upper Lawrenceville
3 bedrooms, desk, iron/ironing board, travel cot

Pittsburgh History • Eclectic Luxury • Upper Lawrenceville

2.0 star property
10.0 out of 10, Exceptional, (6)
"Gorgeously appointed and all the amenities you need and then some! And we got to actually meet Slim Forsyth who the place is themed around, so fun and pleasant. Very accommodating to our two dogs. Also a great location and walkable to coffee shops, restaurants and boutiques. We would definitely stay here again. "
Pittsburgh History • Eclectic Luxury • Upper Lawrenceville
Charming Swiss Mountainn Condo at 7 Springs Resort
Exterior

Charming Swiss Mountainn Condo at 7 Springs Resort

9.2 out of 10, Wonderful, (49)
"Nice place, great location"
Charming Swiss Mountainn Condo at 7 Springs Resort
Located close to all the local attractions in a peaceful mountain setting!
Property grounds

Located close to all the local attractions in a peaceful mountain setting!

10.0 out of 10, Exceptional, (34)
"Can’t stay closer to the timber rock amphitheater! The zen house was perfect!! Couldn’t ask for more!"
The price is €264
includes taxes & fees
25 Aug - 26 Aug
Located close to all the local attractions in a peaceful mountain setting!
Accessible • Family Friendly • Safe Locale
Outdoor dining

Accessible • Family Friendly • Safe Locale

9.8 out of 10, Exceptional, (18)
"Super cute house, lots of street parking, pet friendly. Host was very nice and responsive. Great place to stay!"
Accessible • Family Friendly • Safe Locale
Shoreline Estates - Two Double Beds
Fridge, microwave, coffee/tea maker

Shoreline Estates - Two Double Beds

10.0 out of 10, Exceptional, (2)
"Bed was comfortable"
The price is €130
includes taxes & fees
3 Sept - 4 Sept
Shoreline Estates - Two Double Beds
Spaciuos House in Wexford
Interior

Spaciuos House in Wexford

2.0 star property
9.6 out of 10, Exceptional, (9)
"Stayed for a hockey tournament. Everything was great. Will definitely be booking again next year!"
The price is €312
includes taxes & fees
21 Aug - 22 Aug
Spaciuos House in Wexford
Trailside Hotel, Minutes to Fallingwater Riverview
Property grounds

Trailside Hotel, Minutes to Fallingwater Riverview

9.8 out of 10, Exceptional, (12)
"Wonderful views, quaint accommodations, would love to come back!"
The price is €215
includes taxes & fees
21 Aug - 22 Aug
Trailside Hotel, Minutes to Fallingwater Riverview
Peaceful Retreat in Hidden Valley, PA: Ski Resort, Golf and Trails in Mountain
Pool

Peaceful Retreat in Hidden Valley, PA: Ski Resort, Golf and Trails in Mountain

9.6 out of 10, Exceptional, (33)
"We loved this cute & cozy place for a quick weekend trip! It was perfect for our little family and very quiet. It has a great outdoor deck space which was perfect to be able to get some fresh air and relax. We will definitely come back! "
The price is €288
includes taxes & fees
21 Aug - 22 Aug
Peaceful Retreat in Hidden Valley, PA: Ski Resort, Golf and Trails in Mountain
Off-street parking, family and pet friendly, fenced in yard, WiFi, self check-in
Interior

Off-street parking, family and pet friendly, fenced in yard, WiFi, self check-in

10.0 out of 10, Exceptional, (10)
"Lovely home! Very clean and equipped with many “extras” to make staying there comfortable. "
The price is €351
includes taxes & fees
21 Aug - 22 Aug
Off-street parking, family and pet friendly, fenced in yard, WiFi, self check-in
Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
Property grounds

Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions

2.0 star property
8.0 out of 10, Very good, (6)
"This is one of my favorite locations I’ve stayed at. The house is lovely, clean, comfortable, quiet, has everything you need, the pool and hot tub are fantastic, and it’s close to anywhere you want to go while feeling like a hideaway retreat. I’m already looking forward to coming back! "
The price is €393
includes taxes & fees
28 Aug - 29 Aug
Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
Not so tiny house with full kitchen & patio swing
View from property

Not so tiny house with full kitchen & patio swing

9.6 out of 10, Exceptional, (55)
"Really great location and it is what it says with regards to it being a tiny house with ample parking and pet friendly. "
Not so tiny house with full kitchen & patio swing
Cozy 2-bedroom Seven Springs Ski-in/Ski-out Condo
Fridge, microwave, oven, stovetop

Cozy 2-bedroom Seven Springs Ski-in/Ski-out Condo

10.0 out of 10, Exceptional, (6)
The price is €327
includes taxes & fees
21 Aug - 22 Aug
Cozy 2-bedroom Seven Springs Ski-in/Ski-out Condo
BEAUTIFULLY FURNISHED TWO-BEDROOM UNIT, LOADED WITH APPLIANCES AND PARKING
Private kitchen

BEAUTIFULLY FURNISHED TWO-BEDROOM UNIT, LOADED WITH APPLIANCES AND PARKING

2.0 star property
9.2 out of 10, Wonderful, (5)
"Quick drive to the beach. Great location "
The price is €236
includes taxes & fees
21 Aug - 22 Aug
BEAUTIFULLY FURNISHED TWO-BEDROOM UNIT, LOADED WITH APPLIANCES AND PARKING
Stay In Ohiopyle next to the GAP Trail
Smart TV

Stay In Ohiopyle next to the GAP Trail

9.4 out of 10, Exceptional, (41)
"The check-in process was flawless, the property was well maintained, the interior was clean and comfortable"
The price is €169
includes taxes & fees
3 Sept - 4 Sept
Stay In Ohiopyle next to the GAP Trail
Welcome to Evergreen Lodge! Close to the slopes!
Fridge, microwave, oven, stovetop

Welcome to Evergreen Lodge! Close to the slopes!

9.8 out of 10, Exceptional, (44)
"This property is “as-advertised”!Stayed here on our visit to Fallingwater. Very quiet and relaxing, but not far off the beaten path. Plenty of stores and restaurants on Rt. 31. "
The price is €219
includes taxes & fees
21 Aug - 22 Aug
Welcome to Evergreen Lodge! Close to the slopes!
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 Southwest Pennsylvania Hotel Reviews

Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"Great hotel----around the surroundings---a little sketchy; no fault of the hotels, however--just downtown maggots in Pitt."
Jeffrey 2-night trip
Posted 1 day ago
Omni William Penn Hotel