Holiday rentals near UPMC Shadyside
We found 1,297 holiday rentals — enter your dates for availability
Choose the right private holiday rental within easy reach of UPMC Shadyside. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as parking and a pool. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - UPMC Shadyside
Showing deals for:14 Nov - 21 Nov
Image gallery for Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
8.08.0 out of 10 rating
Very good
(6 reviews)
Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
Cheswick, PA
8% off
Price is £1,577
£1,577
£225 per night
includes taxes & fees
Image gallery for Accessible • Family Friendly • Safe Locale
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Accessible • Family Friendly • Safe Locale
Verona, PA
8% off
Price is £2,656
£2,656
£379 per night
includes taxes & fees
Image gallery for Honoray-Kes lovely two bed rooms apartment
1010 out of 10 rating
Exceptional
(15 reviews)
Honoray-Kes lovely two bed rooms apartment
Monroeville, PA
7% off
Price is £982
£982
£140 per night
includes taxes & fees
Image gallery for King Bed | Free Parking | Arcade | Fire Pit
1010 out of 10 rating
Exceptional
(24 reviews)
King Bed | Free Parking | Arcade | Fire Pit
Pittsburgh, PA
12% off
Price is £3,865
£3,865
£552 per night
includes taxes & fees
Image gallery for Best skyline view of CMU/PITT Historical Oakland 5BR storybook house 3000sf
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Best skyline view of CMU/PITT Historical Oakland 5BR storybook house 3000sf
Pittsburgh, PA
8% off
Price is £3,526
£3,526
£504 per night
includes taxes & fees
Image gallery for Inclination Vacation: Renovated Luxe 5BR/3.5BA Home, 8 mins to Downtown
1010 out of 10 rating
Exceptional
(9 reviews)
Inclination Vacation: Renovated Luxe 5BR/3.5BA Home, 8 mins to Downtown
Pittsburgh, PA
12% off
Price is £5,578
£5,578
£797 per night
includes taxes & fees
Image gallery for Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck
9.29.2 out of 10 rating
Wonderful
(32 reviews)
Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck
Pittsburgh, PA
7% off
Price is £4,371
£4,371
£624 per night
includes taxes & fees
Image gallery for Pittsburgh History • Eclectic Luxury • Upper Lawrenceville
1010 out of 10 rating
Exceptional
(6 reviews)
Pittsburgh History • Eclectic Luxury • Upper Lawrenceville
Pittsburgh, PA
7% off
Price is £2,366
£2,366
£338 per night
includes taxes & fees
Image gallery for Fun Mount Washington Apt - Off Street Parking
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Fun Mount Washington Apt - Off Street Parking
Pittsburgh, PA
9% off
Price is £1,127
£1,127
£161 per night
includes taxes & fees
Image gallery for Quick ride to the Stadiums!
1010 out of 10 rating
Exceptional
(11 reviews)
Quick ride to the Stadiums!
Pittsburgh, PA
8% off
Price is £3,144
£3,144
£449 per night
includes taxes & fees
Image gallery for Skyline Views & Adventure ★ Dogs 👍 ★ Professionally Cleaned ★ Close to all!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Skyline Views & Adventure ★ Dogs 👍 ★ Professionally Cleaned ★ Close to all!
Pittsburgh, PA
12% off
Price is £2,119
£2,119
£303 per night
includes taxes & fees
Image gallery for Spacious Family Home – Walk to Scenic Overlooks!
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Spacious Family Home – Walk to Scenic Overlooks!
Pittsburgh, PA
9% off
Price is £2,615
£2,615
£374 per night
includes taxes & fees
Image gallery for Mount Washington Crash Pad- Off Street Parking
8.48.4 out of 10 rating
Very good
(5 reviews)
Mount Washington Crash Pad- Off Street Parking
Pittsburgh, PA
9% off
Price is £1,061
£1,061
£152 per night
includes taxes & fees
Image gallery for The Victoria
1010 out of 10 rating
Exceptional
(17 reviews)
The Victoria
Pittsburgh, PA
8% off
Price is £3,220
£3,220
£460 per night
includes taxes & fees
Image gallery for *New* Loft 7 min to Acrisure Stadium Sleeps 4
9.69.6 out of 10 rating
Exceptional
(7 reviews)
*New* Loft 7 min to Acrisure Stadium Sleeps 4
Pittsburgh, PA
8% off
Price is £911
£911
£130 per night
includes taxes & fees
Image gallery for Unique 4Bed/3.5 Bath Townhouse/Garage+Rooftop Deck
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Unique 4Bed/3.5 Bath Townhouse/Garage+Rooftop Deck
Pittsburgh, PA
7% off
Price is £4,017
£4,017
£574 per night
includes taxes & fees
Image gallery for Charming 3-bedroom house with WiFi and AC in Pittsburgh
1010 out of 10 rating
Exceptional
(6 reviews)
Charming 3-bedroom house with WiFi and AC in Pittsburgh
Pittsburgh, PA
9% off
Price is £2,723
£2,723
£389 per night
includes taxes & fees
Image gallery for Cozy & Comfy Cottage in the City - w/ parking!
8.48.4 out of 10 rating
Very good
(7 reviews)
Cozy & Comfy Cottage in the City - w/ parking!
Pittsburgh, PA
9% off
Price is £984
£984
£141 per night
includes taxes & fees
Image gallery for Beautiful 3BR Home with Cozy Front & Back Porches!
9.69.6 out of 10 rating
Exceptional
(26 reviews)
Beautiful 3BR Home with Cozy Front & Back Porches!
Homestead, PA
9% off
Price is £907
£907
£130 per night
includes taxes & fees
Image gallery for Light Filled Designer Stay – Minutes to Stadiums, Spa Bath, Covered Parking
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Light Filled Designer Stay – Minutes to Stadiums, Spa Bath, Covered Parking
Pittsburgh, PA
11% off
Price is £1,455
£1,455
£208 per night
includes taxes & fees
Image gallery for Stunning & Newest 100+ year old Historic Victorian
9.29.2 out of 10 rating
Wonderful
(22 reviews)
Stunning & Newest 100+ year old Historic Victorian
Pittsburgh, PA
12% off
Price is £3,597
£3,597
£514 per night
includes taxes & fees
Image gallery for Updated Victorian - Serene Backyard + City Access
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Updated Victorian - Serene Backyard + City Access
Pittsburgh, PA
9% off
Price is £1,832
£1,832
£262 per night
includes taxes & fees
Image gallery for Family friendly🔹Garage Parking – 15min to everything
1010 out of 10 rating
Exceptional
(7 reviews)
Family friendly🔹Garage Parking – 15min to everything
Pittsburgh, PA
15% off
Price is £1,463
£1,463
£209 per night
includes taxes & fees
Image gallery for Historic Studio - Nestled in Little Italy
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Historic Studio - Nestled in Little Italy
Pittsburgh, PA
8% off
Price is £768
£768
£110 per night
includes taxes & fees
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Find the best place to stay - UPMC Shadyside
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Sleeps 8 · 3 bedrooms · 1 bathroom
8.68.6 out of 10
Excellentexcellent
26 reviews(26 reviews)
BRAND NEW, Private Parking, Stylish 3bedroom house
Sleeps 5 · 3 bedrooms · 1 bathroom
Cozy 1BR/1BA + Gym Near UPMC & Carnegie Mellon
Sleeps 3 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
2 reviews(2 reviews)
Beautiful Millvale Retreat
Sleeps 6 · 2 bedrooms · 2 bathrooms
2.02.0 out of 10
1 review(1 review)
Charming Apt-Grandview Ave-Pittsburgh Iconic Views
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Spacious Pitt Loft | Walkable | Gym |Free Parking
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value