Holiday rentals near Whiskey Point Trailhead
We found 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:25 Jul - 1 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$4,389
NZ$4,389
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$2,704
NZ$2,704
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$4,662
NZ$4,662
NZ$666 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$8,629
NZ$8,629
NZ$1,233 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$2,690
NZ$2,690
NZ$384 per night
includes taxes & fees
Image gallery for Updated Victorian - Serene Backyard + City Access
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Updated Victorian - Serene Backyard + City Access
Pittsburgh, PA
8% off
Price is NZ$3,498
NZ$3,498
NZ$500 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$2,046
NZ$2,046
NZ$292 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$6,037
NZ$6,037
NZ$862 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$2,303
NZ$2,303
NZ$329 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$5,149
NZ$5,149
NZ$736 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
(126 reviews)
CLEAN, COMFORTABLE, CONVENIENT, PRIVATE CAR PARK & DISCOUNTS FOR WEEKLY RENTALS
Pittsburgh, PA
12% off
Price is NZ$4,787
NZ$4,787
NZ$684 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$5,204
NZ$5,204
NZ$743 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$2,409
NZ$2,409
NZ$344 per night
includes taxes & fees
Image gallery for MONOPOLY - Prime-Location - Walkable - Sleeps 6
1010 out of 10 rating
Exceptional
(6 reviews)
MONOPOLY - Prime-Location - Walkable - Sleeps 6
Pittsburgh, PA
21% off
Price is NZ$2,564
NZ$2,564
NZ$366 per night
includes taxes & fees
Image gallery for Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10
1010 out of 10 rating
Exceptional
(21 reviews)
Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10
Pittsburgh, PA
7% off
Price is NZ$5,494
NZ$5,494
NZ$785 per night
includes taxes & fees
Image gallery for Downtown 1 BR Apartment | Free Parking | Gym
1010 out of 10 rating
Exceptional
(9 reviews)
Downtown 1 BR Apartment | Free Parking | Gym
Pittsburgh, Pennsylvania
8% off
Price is NZ$2,165
NZ$2,165
NZ$309 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$5,180
NZ$5,180
NZ$740 per night
includes taxes & fees
Image gallery for 🌟 NEW DTWN🌟Three Rivers Luxury Sunset 🌇 Loft
1010 out of 10 rating
Exceptional
(43 reviews)
🌟 NEW DTWN🌟Three Rivers Luxury Sunset 🌇 Loft
Pittsburgh, PA
8% off
Price is NZ$2,556
NZ$2,556
NZ$365 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$3,825
NZ$3,825
NZ$546 per night
includes taxes & fees
Image gallery for Amazing Mount Washington house 9 min to downtown
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Amazing Mount Washington house 9 min to downtown
Pittsburgh, PA
14% off
Price is NZ$3,278
NZ$3,278
NZ$468 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 NZ$3,855
NZ$3,855
NZ$551 per night
includes taxes & fees
Image gallery for Panoramic City Views from Atop Mount Washington!
1010 out of 10 rating
Exceptional
(23 reviews)
Panoramic City Views from Atop Mount Washington!
Pittsburgh, Pennsylvania
8% off
Price is NZ$5,163
NZ$5,163
NZ$738 per night
includes taxes & fees
Image gallery for Peaceful suburb Townhouse 🔹Crib & Parking – Near Downtown
1010 out of 10 rating
Exceptional
(6 reviews)
Peaceful suburb Townhouse 🔹Crib & Parking – Near Downtown
Pittsburgh, PA
8% off
Price is NZ$2,775
NZ$2,775
NZ$396 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$2,975
NZ$2,975
NZ$425 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
7.67.6 out of 10
Goodgood
117 reviews(117 reviews)
The Maverick by Kasa
Sleeps 2 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
603 reviews(603 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)
🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Spacious Downtown Loft | Free Parking | Gym
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Pittsburg Mansion! 12 Bedrooms with 24 Beds plus WiFi
Sleeps 24 · 12 bedrooms · 2+ bathrooms
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