Holiday rentals near Kennywood
We found 1,246 holiday rentals — enter your dates for availability
Select the perfect private holiday rental within close proximity to Kennywood. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as parking and a fireplace. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Kennywood
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$2,115
AU$2,115
AU$302 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$2,476
AU$2,476
AU$354 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$6,580
AU$6,580
AU$940 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$2,441
AU$2,441
AU$349 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$1,569
AU$1,569
AU$224 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$5,382
AU$5,382
AU$769 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$2,586
AU$2,586
AU$369 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$8,816
AU$8,816
AU$1,259 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$1,371
AU$1,371
AU$196 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$6,324
AU$6,324
AU$903 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$2,619
AU$2,619
AU$374 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$3,175
AU$3,175
AU$454 per night
includes taxes & fees
Image gallery for Free Coupon Pkg Deal! Inclination Vacation: Luxe 5BR Home, 10 mins to Downtown
1010 out of 10 rating
Exceptional
(9 reviews)
Free Coupon Pkg Deal! Inclination Vacation: Luxe 5BR Home, 10 mins to Downtown
Pittsburgh, PA
12% off
Price is AU$6,606
AU$6,606
AU$944 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$10,508
AU$10,508
AU$1,501 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$2,305
AU$2,305
AU$329 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$3,967
AU$3,967
AU$567 per night
includes taxes & fees
Image gallery for *Regal Bricks* Cold Plunge | Fire Pit | Game Room | Private Backyard
9.29.2 out of 10 rating
Wonderful
(5 reviews)
*Regal Bricks* Cold Plunge | Fire Pit | Game Room | Private Backyard
Pittsburgh, PA
12% off
Price is AU$5,553
AU$5,553
AU$793 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
(22 reviews)
Strip District Studio - Convenient to all Pittsburgh has to offer
Pittsburgh, PA
8% off
Price is AU$2,175
AU$2,175
AU$311 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
14% off
Price is AU$3,136
AU$3,136
AU$448 per night
includes taxes & fees
Image gallery for New!Central+W/FreeParkin+GYM
9.09.0 out of 10 rating
Wonderful
(7 reviews)
New!Central+W/FreeParkin+GYM
Pittsburgh, PA
11% off
Price is AU$4,375
AU$4,375
AU$625 per night
includes taxes & fees
Image gallery for Historic 2 Bedroom Loft on Market Square - Private Terrace + Free Fitness Center
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Historic 2 Bedroom Loft on Market Square - Private Terrace + Free Fitness Center
Pittsburgh, PA
12% off
Price is AU$4,887
AU$4,887
AU$698 per night
includes taxes & fees
Image gallery for Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10
Pittsburgh, PA
7% off
Price is AU$5,541
AU$5,541
AU$792 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$2,027
AU$2,027
AU$290 per night
includes taxes & fees
Image gallery for Family friendly🔹Crib & Garage Parking – 10 min Downtown
1010 out of 10 rating
Exceptional
(6 reviews)
Family friendly🔹Crib & Garage Parking – 10 min Downtown
Pittsburgh, PA
8% off
Price is AU$2,462
AU$2,462
AU$352 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Kennywood
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Find the best place to stay - Kennywood
Showing deals for: 15 Sept - 18 Sept
Stay at The Forge Loft in historic Homstead Pennsylvania!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
The current price is AU$1,026
AU$1,026
for 3 nights, 1 apartment
AU$342 per night
includes taxes & fees
Hydee's Hideaway
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
The current price is AU$1,155
AU$1,155
for 3 nights, 1 apartment
AU$385 per night
includes taxes & fees
Game Room & Fire Pit: West Mifflin Home!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
4 reviews(4 reviews)
The current price is AU$986
AU$986
for 3 nights, 1 home
AU$329 per night
includes taxes & fees
Hidden Gem in Swissvale sleeps 6
Sleeps 6 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
The current price is AU$1,231
AU$1,231
for 3 nights, 1 apartment
AU$410 per night
includes taxes & fees
The Maverick by Kasa
Sleeps 2 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
655 reviews(655 reviews)
The current price is AU$706
AU$706
for 3 nights, 1 room
AU$235 per night
includes taxes & fees
Enjoy Urban Living at our Steel City Getaway w/ Seasonal Hot Tub!
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
The current price is AU$1,650
AU$1,650
for 3 nights, 1 home
AU$550 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