Holiday rentals near Whiskey Point Trailhead
We found 1,394 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:8 Aug - 15 Aug
Image gallery for ECLECTIC ▪︎ 3 BDRM ▪︎ 3 BATH ▪︎ PATIO ▪︎ EV CHARGER ▪︎ GARAGE ▪︎ MIN TO DNTWN
1010 out of 10 rating
Exceptional
(36 reviews)
ECLECTIC ▪︎ 3 BDRM ▪︎ 3 BATH ▪︎ PATIO ▪︎ EV CHARGER ▪︎ GARAGE ▪︎ MIN TO DNTWN
Pittsburgh, PA
8% off
Price is NZ$4,392
NZ$4,392
NZ$627 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
(24 reviews)
PGH City Home - Lovely 3 BR, 1.5 BA, Sleeps 7+ w/ Ultra Suited Location
Pittsburgh, PA
11% off
Price is NZ$2,705
NZ$2,705
NZ$386 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 NZ$4,665
NZ$4,665
NZ$666 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
(11 reviews)
Offering 50 % discounts on stays of 28 days or more!! 10% on 7 or more days !!
Pittsburgh, PA
12% off
Price is NZ$2,691
NZ$2,691
NZ$384 per night
includes taxes & fees
Image gallery for Private Cabin, clean, 20 Min. from downtown Pittsburgh, 1 brm +. loft sleeps 6
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Private Cabin, clean, 20 Min. from downtown Pittsburgh, 1 brm +. loft sleeps 6
Indianola, PA
8% off
Price is NZ$1,827
NZ$1,827
NZ$261 per night
includes taxes & fees
Image gallery for Trendy Downtown 1BR | Free Parking | Gym | Views
1010 out of 10 rating
Exceptional
(5 reviews)
Trendy Downtown 1BR | Free Parking | Gym | Views
Pittsburgh, Pennsylvania
8% off
Price is NZ$2,411
NZ$2,411
NZ$344 per night
includes taxes & fees
Image gallery for Updated Victorian - Serene Backyard + City Access
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Updated Victorian - Serene Backyard + City Access
Pittsburgh, PA
8% off
Price is NZ$3,240
NZ$3,240
NZ$463 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
(16 reviews)
Unique- Spacious- Highland Park-2 king- Quiet - BBQ- Free Street Parking
Pittsburgh, PA
11% off
Price is NZ$3,061
NZ$3,061
NZ$437 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 NZ$8,439
NZ$8,439
NZ$1,206 per night
includes taxes & fees
Image gallery for Hydee's Hideaway
1010 out of 10 rating
Exceptional
(15 reviews)
Hydee's Hideaway
Pittsburgh, PA
7% off
Price is NZ$2,396
NZ$2,396
NZ$342 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
(12 reviews)
PGH Jewel - Modern All New 5B/5B, Near Downtown, Private Parking
Pittsburgh, PA
7% off
Price is NZ$5,901
NZ$5,901
NZ$843 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 NZ$6,173
NZ$6,173
NZ$882 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 NZ$4,402
NZ$4,402
NZ$629 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
21% off
Price is NZ$2,778
NZ$2,778
NZ$397 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
(7 reviews)
*New* Loft 3 min to CMU, Pitt Sleeps 4
Pittsburgh, Pennsylvania
8% off
Price is NZ$2,067
NZ$2,067
NZ$295 per night
includes taxes & fees
Image gallery for Strip District Studio - Convenient to all Pittsburgh has to offer
9.69.6 out of 10 rating
Exceptional
(21 reviews)
Strip District Studio - Convenient to all Pittsburgh has to offer
Pittsburgh, PA
8% off
Price is NZ$2,537
NZ$2,537
NZ$362 per night
includes taxes & fees
Image gallery for Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh
1010 out of 10 rating
Exceptional
(95 reviews)
Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh
Indianola, PA
8% off
Price is NZ$1,796
NZ$1,796
NZ$257 per night
includes taxes & fees
Image gallery for Historic 2 Bedroom Loft on Market Square - Private Terrace + Free Fitness Center
1010 out of 10 rating
Exceptional
(6 reviews)
Historic 2 Bedroom Loft on Market Square - Private Terrace + Free Fitness Center
Pittsburgh, PA
12% off
Price is NZ$5,152
NZ$5,152
NZ$736 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
13% off
Price is NZ$3,629
NZ$3,629
NZ$518 per night
includes taxes & fees
Image gallery for The Victoria
1010 out of 10 rating
Exceptional
(8 reviews)
The Victoria
Pittsburgh, PA
7% off
Price is NZ$3,962
NZ$3,962
NZ$566 per night
includes taxes & fees
Image gallery for Amazing Mount Washington house 9 min to downtown
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Amazing Mount Washington house 9 min to downtown
Pittsburgh, PA
13% off
Price is NZ$3,224
NZ$3,224
NZ$461 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 NZ$2,506
NZ$2,506
NZ$358 per night
includes taxes & fees
Image gallery for New!Central+W/FreeParkin+GYM
8.88.8 out of 10 rating
Excellent
(6 reviews)
New!Central+W/FreeParkin+GYM
Pittsburgh, PA
8% off
Price is NZ$5,155
NZ$5,155
NZ$736 per night
includes taxes & fees
Image gallery for Accessible • Family Friendly • Safe Locale
1010 out of 10 rating
Exceptional
(14 reviews)
Accessible • Family Friendly • Safe Locale
Verona, Pennsylvania
8% off
Price is NZ$4,119
NZ$4,119
NZ$588 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Whiskey Point Trailhead
Stay Pittsburgh
Sleeps 4 · 2 bedrooms
7.67.6 out of 10
Goodgood
121 reviews(121 reviews)
The Maverick by Kasa
Sleeps 2 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
614 reviews(614 reviews)
Peaceful Treetop Living 10 min. to downtown/ stadium, large deck, pet friendly
Sleeps 3 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Pittsburg Mansion! 12 Bedrooms with 24 Beds plus WiFi
Sleeps 24 · 12 bedrooms · 2+ bathrooms
Spacious Downtown Loft | Free Parking | Gym
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Top rated rentals - Whiskey Point Trailhead
Short vacation
1010 out of 10
Exceptionalexceptional
26 reviews(26 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