Holiday rentals near UPMC Shadyside
We found 1,302 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:7 Nov - 14 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 £1,604
£1,604
£229 per night
includes taxes & fees
Image gallery for Accessible • Family Friendly • Safe Locale
1010 out of 10 rating
Exceptional
(17 reviews)
Accessible • Family Friendly • Safe Locale
Verona, PA
7% off
Price is £2,129
£2,129
£304 per night
includes taxes & fees
Image gallery for *New* *Unique* 2b/2b sleeps 8 in North Oakland!
1010 out of 10 rating
Exceptional
(5 reviews)
*New* *Unique* 2b/2b sleeps 8 in North Oakland!
Pittsburgh, Pennsylvania
6% off
Price is £1,633
£1,633
£233 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 £998
£998
£143 per night
includes taxes & fees
Image gallery for Dog-Friendly Pittsburgh Home, 3 Mi to Downtown!
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Dog-Friendly Pittsburgh Home, 3 Mi to Downtown!
Pittsburgh, PA
6% off
Price is £1,789
£1,789
£256 per night
includes taxes & fees
Image gallery for King Bed | Free Parking | Arcade | Fire Pit
1010 out of 10 rating
Exceptional
(22 reviews)
King Bed | Free Parking | Arcade | Fire Pit
Pittsburgh, Pennsylvania
12% off
Price is £2,275
£2,275
£325 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 £4,160
£4,160
£594 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 £3,375
£3,375
£482 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 £1,852
£1,852
£265 per night
includes taxes & fees
Image gallery for Secluded & Peaceful City Escape
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Secluded & Peaceful City Escape
Pittsburgh, PA
7% off
Price is £1,650
£1,650
£236 per night
includes taxes & fees
Image gallery for 2BR - Off Street Parking -Amazing View Nearby!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
2BR - Off Street Parking -Amazing View Nearby!
Pittsburgh, PA
9% off
Price is £916
£916
£131 per night
includes taxes & fees
Image gallery for Backyard Deck - BBQ, Parking, Allegheny General Hospital, Quiet
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Backyard Deck - BBQ, Parking, Allegheny General Hospital, Quiet
Pittsburgh, PA
8% off
Price is £2,520
£2,520
£360 per night
includes taxes & fees
Image gallery for Quick ride to the Stadiums!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Quick ride to the Stadiums!
Pittsburgh, PA
8% off
Price is £2,138
£2,138
£305 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, Pennsylvania
9% off
Price is £2,086
£2,086
£298 per night
includes taxes & fees
Image gallery for Neicy's Nest - West, 10 Min From Downtown Pittsburgh
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Neicy's Nest - West, 10 Min From Downtown Pittsburgh
Pittsburgh, PA
8% off
Price is £4,383
£4,383
£626 per night
includes taxes & fees
Image gallery for Townhouse in Brighton Heights
1010 out of 10 rating
Exceptional
(33 reviews)
Townhouse in Brighton Heights
Pittsburgh, PA
8% off
Price is £994
£994
£142 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 £3,571
£3,571
£510 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 £1,480
£1,480
£211 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 £2,262
£2,262
£323 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 £1,959
£1,959
£280 per night
includes taxes & fees
Image gallery for Cozy & Comfy Cottage in the City - w/ parking!
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Cozy & Comfy Cottage in the City - w/ parking!
Pittsburgh, Pennsylvania
9% off
Price is £800
£800
£114 per night
includes taxes & fees
Image gallery for *Regal Bricks* Oversized Deck | Views | Fire Pit | Private Garage
1010 out of 10 rating
Exceptional
(6 reviews)
*Regal Bricks* Oversized Deck | Views | Fire Pit | Private Garage
Pittsburgh, PA
12% off
Price is £3,077
£3,077
£440 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 £1,488
£1,488
£213 per night
includes taxes & fees
Image gallery for Pittsburgh #GoadLife - Local Art - Family/Dog/Business Friendly - Patio BBQ
1010 out of 10 rating
Exceptional
(7 reviews)
Pittsburgh #GoadLife - Local Art - Family/Dog/Business Friendly - Patio BBQ
Pittsburgh, PA
8% off
Price is £1,751
£1,751
£250 per night
includes taxes & fees
Find spaces that suit your style
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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)
Cozy 1-bedroom apartment in peaceful Pittsburgh with WiFi
Sleeps 3 · 1 bedroom · 1 bathroom
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
1010 out of 10
Exceptionalexceptional
4 reviews(4 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