Holiday rentals near Kennywood
We found 1,239 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:29 Aug - 5 Sept
Image gallery for Offering 50 % discounts on stays of 28 days or more!! 10% on 7 or more days !!

10 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
12% off
Price is NZ$2,673
NZ$382 per night
includes taxes & fees
Image gallery for Stunning & Newest 100+ year old Historic Victorian

9.4 out of 10 rating
Exceptional
(19 reviews)
Stunning & Newest 100+ year old Historic Victorian
Pittsburgh, Pennsylvania
12% off
Price is NZ$8,605
NZ$1,229 per night
includes taxes & fees
Image gallery for Unique- Spacious- Highland Park-2 king- Quiet - BBQ- Free Street Parking

10 out of 10 rating
Exceptional
(18 reviews)
Unique- Spacious- Highland Park-2 king- Quiet - BBQ- Free Street Parking
Pittsburgh, PA
11% off
Price is NZ$2,959
NZ$423 per night
includes taxes & fees
Image gallery for Hydee's Hideaway

10 out of 10 rating
Exceptional
(16 reviews)
Hydee's Hideaway
Pittsburgh, PA
7% off
Price is NZ$2,288
NZ$327 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

Game Room & Fire Pit: West Mifflin Home!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.4 out of 10
exceptional
(3 reviews)

Stay at The Forge Loft in historic Homstead Pennsylvania!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.4 out of 10
exceptional
(14 reviews)

Peaceful Treetop Living 10 min. to downtown/ stadium, large deck, pet friendly
Sleeps 3 · 2 bedrooms · 1 bathroom
9.6 out of 10
exceptional
(41 reviews)

15 minutes from Downtown, PNC Park, 5 minutes from Monroeville
Sleeps 6 · 3 bedrooms · 1 bathroom
2.0 out of 10
(5 reviews)
Top rated rentals - Kennywood

Wonderful time
10 out of 10
exceptional
(34 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