Southwest Pennsylvania Holiday Rentals

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Holiday Rentals in Southwest Pennsylvania

Kasa South Side Pittsburgh

4.0 star property
8.6 out of 10, Excellent, (69)
"An excellent hotel for an excellent price! The hotel consists of units in an apartment building which have been purchased by the hotel company. Overall the units are very nice and spacious, with a full kitchen in unit. I stay here whenever I visit Pittsburgh!"
Kasa South Side Pittsburgh

Stay Pittsburgh

2.0 star property
7.6 out of 10, Good, (87)
"Fantastic value for the size of the accommodation! "
The price is AU$199
includes taxes & fees
5 Jan - 6 Jan 2025
Stay Pittsburgh

The Hobbit House | 1BR,1BA, Hot Tub, Dog Friendly

9.6 out of 10, Exceptional, (24)
"Very relaxing time "
The price is AU$461
includes taxes & fees
5 Jan - 6 Jan 2025
The Hobbit House | 1BR,1BA, Hot Tub, Dog Friendly

Ohiopyle Hobbit House

10.0 out of 10, Exceptional, (15)
"We had a lovely Thanksgiving at the Hobbit House! Nina was very helpful ahead of our visit and even sent me photos of the pots and pans to make sure we had what we needed to cook everything. The kids loved the trails and the hunt for the rings. They have put thought into all the little things such as labeling light switches, a QR code by the fire pit to assist with building a fire and labeling hot tub buttons so you don't accidentally press the wrong one. As a guest I always appreciate when...
The price is AU$957
includes taxes & fees
7 Jan - 8 Jan 2025
Ohiopyle Hobbit House

The Warhola Bloomfield

4.5 star property
5.0 out of 10, (20)
"This place is incredible!! Walking distance to awesome neighborhoods, immaculately clean, comfy furniture and all amenities top-notch! I already want to plan more stays at this spot!!"
The price is AU$206
includes taxes & fees
26 Dec - 27 Dec
The Warhola Bloomfield

Ohiopyle Luxury Treehouse

10.0 out of 10, Exceptional, (128)
"Our recent mom friends getaway at the Ohiopyle Treehouse was wonderful! The accommodations were charming, cozy, and inviting with a notable (and much appreciated) attention to detail. The overall vibe was relaxed and fun- we loved the cozy kitchen space for cooking meals together, the stunning outdoor areas for hiking and enjoying beverages by the fire, and indoor minimalist design (that prioritized rest and relaxation). The highlights were the interactive hike right on the property (hello...
The price is AU$864
includes taxes & fees
5 Jan - 6 Jan 2025
Ohiopyle Luxury Treehouse

Fayette Springs House--Rustic Luxury close to trails, whitewater and winery!

9.8 out of 10, Exceptional, (96)
"We enjoyed this quaint cottage tucked away, but yet close enough to the main road. It was just the right size for a couples weekend and appointed with everything we needed for this trip. What a nice surprise to find the Winery just around the bend. After a long day of hiking ohiopyle and exploring falling water, it was nice to enjoy some music at the Winery and then head back to the cottage and make a fire in the fireplace. One note: the tiny TV is nothing to write home about. Consider...
Fayette Springs House--Rustic Luxury close to trails, whitewater and winery!

Abode Pittsburgh - Downtown Convention Center

3.5 star property
7.4 out of 10, Good, (71)
"Perfect location if you want to experience downtown Pittsburgh. Comfortable and clean. Within walking distance of The Strip and the Train Stop. The only thing that was disappointing was that the windows weren't clean so we couldn't see outside very well. "
The price is AU$301
includes taxes & fees
30 Dec - 31 Dec
Abode Pittsburgh - Downtown Convention Center

CozySuites at First Avenue

3.0 star property
8.2 out of 10, Very good, (12)
"SO nice! Clean and updated….excellent parking!"
CozySuites at First Avenue

Stay In The Beautifully Restored Cabin On This Historic 52 Acre Organic Farm

9.6 out of 10, Exceptional, (86)
"We were impressed with this refurbished chicken coup! A fun place to stay in- like a tiny house! Very clean and all our needs were met! We hiked the grounds and found the hidden pond! We visited Frank Lloyd Wright’s Falling Waters- "
The price is AU$250
includes taxes & fees
9 Jan - 10 Jan 2025
Stay In The Beautifully Restored Cabin On This Historic 52 Acre Organic Farm

🌟 NEW DTWN🌟Three Rivers Luxury Sunset 🌇 Loft

9.8 out of 10, Exceptional, (39)
"The property was conveniently located near the convention center which is where my business was. It was clean and well-kept. The valet service was excellent. Great property!"
🌟 NEW DTWN🌟Three Rivers Luxury Sunset 🌇 Loft

The Elliott Hotel at Highland Park

5.0 star property
4.0 out of 10, (20)
"The host Sofia was very knowledgeable! She knows her stuff!! What I needed, where I had to go, local spots. .. you name it, she new it & more"
The Elliott Hotel at Highland Park

Charming, Quiet, Cabin, near biking trails, Ohiopyle with Hot Tub!

9.6 out of 10, Exceptional, (103)
"Very very quiet and cozy. We will return."
Charming, Quiet, Cabin, near biking trails, Ohiopyle with Hot Tub!

A Perfect Hideaway | 2BR 1BA Hot Tub, Fireplace

8.4 out of 10, Very good, (23)
"This stay was a gift for my parents! It was great!They loved the rental and the location!"
The price is AU$417
includes taxes & fees
5 Jan - 6 Jan 2025
A Perfect Hideaway | 2BR 1BA Hot Tub, Fireplace

Lewis' Cottage | 2BR,1BA,Rustic,Hot Tub ,Fireplace

9.4 out of 10, Exceptional, (62)
"Cabin was very clean and in a great location. Lots of clear instructions and smooth check in process. We really enjoyed the hot tub. The kitchen was a little outdated and small but we were able to make do, and to be fair the pictures in the listing were accurate. Would stay again!"
The price is AU$465
includes taxes & fees
29 Dec - 30 Dec
Lewis' Cottage | 2BR,1BA,Rustic,Hot Tub ,Fireplace

CozySuites Downtown Pittsburgh

4.0 star property
8.0 out of 10, Very good, (5)
"Very accessible to all of the downtown area, strip district, Mount Washington and opportunities for transportation to others "
CozySuites Downtown Pittsburgh

Apartment on the Park

10.0 out of 10, Exceptional, (81)
"Cozy stay in great location in downtown Zelienople. Perfect size for 1 or 2 people. "
The price is AU$154
includes taxes & fees
29 Dec - 30 Dec
Apartment on the Park

Welcome to Evergreen Lodge! Close to the slopes!

10.0 out of 10, Exceptional, (34)
"Nice and quiet location. Will definitely be back!"
The price is AU$436
includes taxes & fees
6 Jan - 7 Jan 2025
Welcome to Evergreen Lodge! Close to the slopes!

Cozy escape close to downtown, stadiums & parks

10.0 out of 10, Exceptional, (34)
"I've been to Pittsburgh twice before this trip, but never spending much time inside the city itself. Having a spot that was clean, easy to access and cozy to come back to in between running around downtown and a wedding was perfect! Pearl was honestly the highlight of the stay- I dont think I've ever met.a sweeter cat. The property owner was so quick to reply with any questions I had, but honestly it was a hands-off stay, because they made it so easy from the start. Thanks for adding to a...
The price is AU$275
includes taxes & fees
26 Dec - 27 Dec
Cozy escape close to downtown, stadiums & parks

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

9.4 out of 10, Exceptional, (25)
"Beautiful home!"
The price is AU$591
includes taxes & fees
30 Dec - 31 Dec
Peaceful Retreat in Hidden Valley, PA: Ski Resort, Golf and Trails in Mountain
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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Other types of properties in Southwest Pennsylvania you may be interested in

Omni William Penn Hotel

4.0 star property
9.0 out of 10, Wonderful, (1322)
"The concierge went out of her way to make our family birthday phenomenal. We so appreciate her. Thank you. "
The price is AU$276
includes taxes & fees
9 Jan - 10 Jan 2025
Omni William Penn Hotel

Wyndham Grand Pittsburgh Downtown

3.5 star property
7.8 out of 10, Good, (2805)
"I have stayed at this hotel many times and have always enjoyed it and plan on coming back, the only issue we had (and was the 1st issue we've ever had) was the hot tub was broken, other than that it was great!"
The price is AU$268
includes taxes & fees
20 Jan - 21 Jan 2025
Wyndham Grand Pittsburgh Downtown

Homewood Suites by Hilton Pittsburgh Downtown

3.0 star property
9.2 out of 10, Wonderful, (1116)
"Staff, propertyand location were all excellent"
The price is AU$232
includes taxes & fees
7 Jan - 8 Jan 2025
Homewood Suites by Hilton Pittsburgh Downtown
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.