Holiday rentals near UPMC Shadyside
We found 1,376 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:19 Sept - 26 Sept
Image gallery for Maple Terrace -Mt Washington -15 steps to Grandview Ave. and the amazing views!
9.89.8 out of 10 rating
Exceptional
(62 reviews)
Maple Terrace -Mt Washington -15 steps to Grandview Ave. and the amazing views!
Pittsburgh, PA
8% off
Price is AU$2,125
AU$2,125
AU$304 per night
includes taxes & fees
Image gallery for FIVE STARS! For SPORTS, THEATER, STADIUMS, CASINO, RESERVED PARKING, A/C COMFORT
9.89.8 out of 10 rating
Exceptional
(55 reviews)
FIVE STARS! For SPORTS, THEATER, STADIUMS, CASINO, RESERVED PARKING, A/C COMFORT
Pittsburgh, PA
12% off
Price is AU$4,262
AU$4,262
AU$609 per night
includes taxes & fees
Image gallery for Offering 50 % discounts on stays of 28 days or more!! 10% on 7 or more days!
1010 out of 10 rating
Exceptional
(12 reviews)
Offering 50 % discounts on stays of 28 days or more!! 10% on 7 or more days!
Pittsburgh, PA
11% off
Price is AU$2,487
AU$2,487
AU$355 per night
includes taxes & fees
Image gallery for Stunning & Newest 100+ year old Historic Victorian
9.49.4 out of 10 rating
Exceptional
(19 reviews)
Stunning & Newest 100+ year old Historic Victorian
Pittsburgh, Pennsylvania
12% off
Price is AU$7,049
AU$7,049
AU$1,007 per night
includes taxes & fees
Image gallery for PGH City Home - Lovely 3 BR, 1.5 BA, Sleeps 7+ w/ Ultra Suited Location
1010 out of 10 rating
Exceptional
(26 reviews)
PGH City Home - Lovely 3 BR, 1.5 BA, Sleeps 7+ w/ Ultra Suited Location
Pittsburgh, PA
11% off
Price is AU$2,499
AU$2,499
AU$357 per night
includes taxes & fees
Image gallery for CLEAN, COMFORTABLE, CONVENIENT, PRIVATE CAR PARK & DISCOUNTS FOR WEEKLY RENTALS
9.89.8 out of 10 rating
Exceptional
(128 reviews)
CLEAN, COMFORTABLE, CONVENIENT, PRIVATE CAR PARK & DISCOUNTS FOR WEEKLY RENTALS
Pittsburgh, PA
12% off
Price is AU$4,684
AU$4,684
AU$669 per night
includes taxes & fees
Image gallery for Ind Loft Children's Hospital Shadyside Oakland 4
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Ind Loft Children's Hospital Shadyside Oakland 4
Pittsburgh, Pennsylvania
9% off
Price is AU$2,153
AU$2,153
AU$308 per night
includes taxes & fees
Image gallery for *New* Loft 3 min to CMU, Pitt Sleeps 4
9.89.8 out of 10 rating
Exceptional
(10 reviews)
*New* Loft 3 min to CMU, Pitt Sleeps 4
Pittsburgh, Pennsylvania
8% off
Price is AU$1,659
AU$1,659
AU$237 per night
includes taxes & fees
Image gallery for PGH Jewel - Modern All New 5B/5B, Near Downtown, Private Parking
1010 out of 10 rating
Exceptional
(13 reviews)
PGH Jewel - Modern All New 5B/5B, Near Downtown, Private Parking
Pittsburgh, PA
7% off
Price is AU$5,580
AU$5,580
AU$797 per night
includes taxes & fees
Image gallery for Unique- Spacious- Highland Park-2 king- Quiet - BBQ- Free Street Parking
1010 out of 10 rating
Exceptional
(19 reviews)
Unique- Spacious- Highland Park-2 king- Quiet - BBQ- Free Street Parking
Pittsburgh, PA
11% off
Price is AU$2,509
AU$2,509
AU$358 per night
includes taxes & fees
Image gallery for Historic Manchester Charming Victorian Townhouse Sleeps 11
9.29.2 out of 10 rating
Wonderful
(22 reviews)
Historic Manchester Charming Victorian Townhouse Sleeps 11
Pittsburgh, Pennsylvania
12% off
Price is AU$3,555
AU$3,555
AU$508 per night
includes taxes & fees
Image gallery for Craftsman Charmer | Easy Access to City & Airport
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Craftsman Charmer | Easy Access to City & Airport
Pittsburgh, PA
8% off
Price is AU$2,019
AU$2,019
AU$288 per night
includes taxes & fees
Image gallery for 2 Bedroom/ 2 Bath- 5 mins to stadiums - BEST city views - Free parking!
9.69.6 out of 10 rating
Exceptional
(47 reviews)
2 Bedroom/ 2 Bath- 5 mins to stadiums - BEST city views - Free parking!
Pittsburgh, PA
15% off
Price is AU$2,598
AU$2,598
AU$371 per night
includes taxes & fees
Image gallery for Lovely 1 bedroom rental unit that sleeps 4 adults
1010 out of 10 rating
Exceptional
(6 reviews)
Lovely 1 bedroom rental unit that sleeps 4 adults
Wilmerding, PA
7% off
Price is AU$1,378
AU$1,378
AU$197 per night
includes taxes & fees
Image gallery for Updated Victorian - Serene Backyard + City Access
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Updated Victorian - Serene Backyard + City Access
Pittsburgh, PA
8% off
Price is AU$2,656
AU$2,656
AU$379 per night
includes taxes & fees
Image gallery for California Ave Quarters-2 Bedroom w/ Easy Parking!
1010 out of 10 rating
Exceptional
(5 reviews)
California Ave Quarters-2 Bedroom w/ Easy Parking!
Pittsburgh, Pennsylvania
8% off
Price is AU$1,453
AU$1,453
AU$208 per night
includes taxes & fees
Image gallery for Modern Spacious Home • Rooftop Deck
1010 out of 10 rating
Exceptional
(23 reviews)
Modern Spacious Home • Rooftop Deck
Pittsburgh, PA
16% off
Price is AU$8,858
AU$8,858
AU$1,265 per night
includes taxes & fees
Image gallery for Amazingly Homey w/Garage + Outdoor Space! 5B/2B
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Amazingly Homey w/Garage + Outdoor Space! 5B/2B
Pittsburgh, PA
7% off
Price is AU$6,354
AU$6,354
AU$908 per night
includes taxes & fees
Image gallery for Fun 4 BR 2 bath FULL renovated house w/ driveway
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Fun 4 BR 2 bath FULL renovated house w/ driveway
Pittsburgh, PA
14% off
Price is AU$3,234
AU$3,234
AU$462 per night
includes taxes & fees
Image gallery for Local Coupon Pkg Deal! Inclination Vacation: Luxe 5BR Home, 10 mins to Downtown
1010 out of 10 rating
Exceptional
(9 reviews)
Local Coupon Pkg Deal! Inclination Vacation: Luxe 5BR Home, 10 mins to Downtown
Pittsburgh, PA
12% off
Price is AU$6,872
AU$6,872
AU$982 per night
includes taxes & fees
Image gallery for Unbeatable Location - Walkable Entertainment
1010 out of 10 rating
Exceptional
(5 reviews)
Unbeatable Location - Walkable Entertainment
Pittsburgh, PA
20% off
Price is AU$2,314
AU$2,314
AU$331 per night
includes taxes & fees
Image gallery for Fantastic 5 BR w/4x Off Street Parking - Sleeps 16
9.09.0 out of 10 rating
Wonderful
(12 reviews)
Fantastic 5 BR w/4x Off Street Parking - Sleeps 16
Pittsburgh, PA
7% off
Price is AU$7,209
AU$7,209
AU$1,030 per night
includes taxes & fees
Image gallery for Modern & Cozy Getaway-Walk to Scenic Overlooks
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Modern & Cozy Getaway-Walk to Scenic Overlooks
Pittsburgh, PA
8% off
Price is AU$4,024
AU$4,024
AU$575 per night
includes taxes & fees
Image gallery for Skyline Haven:5BR/3.5BA + Garage Parking + Rooftop
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Skyline Haven:5BR/3.5BA + Garage Parking + Rooftop
Pittsburgh, PA
7% off
Price is AU$10,558
AU$10,558
AU$1,508 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - UPMC Shadyside
Showing deals for: 13 Sept - 16 Sept
Cozy 1-bedroom apartment in peaceful Pittsburgh with WiFi
Sleeps 3 · 1 bedroom · 1 bathroom
The current price is AU$305
AU$305
for 3 nights, 1 home
AU$102 per night
includes taxes & fees
Spacious~Family Friendly~King Bed~Driveway Parking- Bubble Spa~Pets~BBQ~Outdoor
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
9 reviews(9 reviews)
The current price is AU$4,689
AU$4,689
for 3 nights, 1 home
AU$1,563 per night
includes taxes & fees
Kasa South Side Pittsburgh
Sleeps 5 · 2 bedrooms
8.48.4 out of 10
Very goodvery good
86 reviews(86 reviews)
The current price is AU$908
AU$908
for 3 nights, 1 room
AU$303 per night
includes taxes & fees
FIVE STARS! For SPORTS, THEATER, STADIUMS, CASINO, RESERVED PARKING, A/C COMFORT
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
The current price is AU$2,300
AU$2,300
for 3 nights, 1 home
AU$767 per night
includes taxes & fees
Private Studio Wi-Fi & Streaming
Sleeps 3 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
1 review(1 review)
The current price is AU$252
AU$252
for 3 nights, 1 home
AU$84 per night
includes taxes & fees
Walkable Studio in the Heart of Pittsburgh!
Sleeps 2 · 1 bathroom
The current price is AU$967
AU$967
for 3 nights, 1 home
AU$322 per night
includes taxes & fees
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, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value