Holiday rentals near Whiskey Point Trailhead
We found 1,367 holiday rentals — enter your dates for availability
Choose the right holiday home within easy reach of Whiskey Point Trailhead. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as a garden and pool. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Whiskey Point Trailhead
Showing deals for:7 Nov - 14 Nov
Image gallery for Accessible • Family Friendly • Safe Locale
1010 out of 10 rating
Exceptional
(17 reviews)
Accessible • Family Friendly • Safe Locale
Verona, PA
8% off
Price is NZ$4,649
NZ$4,649
NZ$664 per night
includes taxes & fees
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 NZ$3,523
NZ$3,523
NZ$503 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 NZ$3,630
NZ$3,630
NZ$519 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
8% off
Price is NZ$2,182
NZ$2,182
NZ$312 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 NZ$9,027
NZ$9,027
NZ$1,290 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 NZ$4,694
NZ$4,694
NZ$671 per night
includes taxes & fees
Image gallery for Backyard Deck - BBQ, Parking, Allegheny General Hospital, Quiet
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Backyard Deck - BBQ, Parking, Allegheny General Hospital, Quiet
Pittsburgh, PA
8% off
Price is NZ$5,568
NZ$5,568
NZ$795 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 NZ$3,659
NZ$3,659
NZ$523 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
8% off
Price is NZ$3,628
NZ$3,628
NZ$518 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 NZ$4,129
NZ$4,129
NZ$590 per night
includes taxes & fees
Image gallery for Cozy 2-bedroom apartment in pleasant McDonald with WiFi, AC
9.49.4 out of 10 rating
Exceptional
(18 reviews)
Cozy 2-bedroom apartment in pleasant McDonald with WiFi, AC
McDonald, PA
8% off
Price is NZ$1,844
NZ$1,844
NZ$263 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 NZ$5,002
NZ$5,002
NZ$715 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
(29 reviews)
PGH City Home - Lovely 3 BR, 1.5 BA, Sleeps 7+ w/ Ultra Suited Location
Pittsburgh, PA
11% off
Price is NZ$2,720
NZ$2,720
NZ$389 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
10% off
Price is NZ$1,975
NZ$1,975
NZ$282 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 NZ$2,175
NZ$2,175
NZ$311 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
12% off
Price is NZ$3,241
NZ$3,241
NZ$463 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
10% off
Price is NZ$4,549
NZ$4,549
NZ$650 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 NZ$9,512
NZ$9,512
NZ$1,359 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 NZ$3,267
NZ$3,267
NZ$467 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 NZ$7,702
NZ$7,702
NZ$1,100 per night
includes taxes & fees
Image gallery for Troy Hill Stunner W/ Skyline Views • 2 Decks • Hot Tub Nights • Firepit Vibes!
1010 out of 10 rating
Exceptional
(16 reviews)
Troy Hill Stunner W/ Skyline Views • 2 Decks • Hot Tub Nights • Firepit Vibes!
Pittsburgh, PA
16% off
Price is NZ$7,752
NZ$7,752
NZ$1,107 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 NZ$3,848
NZ$3,848
NZ$550 per night
includes taxes & fees
Image gallery for Family friendly🔹Crib & Garage Parking – 10 min Downtown
1010 out of 10 rating
Exceptional
(7 reviews)
Family friendly🔹Crib & Garage Parking – 10 min Downtown
Pittsburgh, PA
8% off
Price is NZ$3,345
NZ$3,345
NZ$478 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 NZ$4,974
NZ$4,974
NZ$711 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Whiskey Point Trailhead
Stay Pittsburgh
Sleeps 4 · 2 bedrooms
7.87.8 out of 10
Goodgood
159 reviews(159 reviews)
Placemakr Downtown Pittsburgh at The Pennsylvanian
Sleeps 6 · 2 bedrooms
7.67.6 out of 10
Goodgood
12 reviews(12 reviews)
The Maverick by Kasa
Sleeps 2 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
699 reviews(699 reviews)
Not so tiny house with full kitchen & patio swing
Sleeps 3 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
Spacious 3-bedroom house in scenic Mt. Washington near Grandview's city view
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Peaceful Treetop Living 10 min. to downtown/ stadium, large deck, pet friendly
Sleeps 3 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
51 reviews(51 reviews)
Top rated rentals - Whiskey Point Trailhead
Short vacation
1010 out of 10
Exceptionalexceptional
30 reviews(30 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, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value