Vacation rentals near Kennywood
We found 1,178 vacation rentals — enter your dates for availability
Select the perfect vacation rental within close proximity to Kennywood. Vacation rentals offer the amenities you expect for you and your friends, family, or even pets, such as parking and a washer and dryer. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Kennywood
Showing deals for:Nov 7 - Nov 14
Image gallery for Accessible • Family Friendly • Safe Locale
1010 out of 10 rating
Exceptional
(17 reviews)
Accessible • Family Friendly • Safe Locale
Verona, PA
10% off
Price is CA $406
CA $406
CA $3,815 total
CA $3,815 total
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
10% off
Price is CA $260
CA $260
CA $2,916 total
CA $2,916 total
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
10% off
Price is CA $186
CA $186
CA $1,771 total
CA $1,771 total
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
10% off
Price is CA $288
CA $288
CA $3,193 total
CA $3,193 total
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
15% off
Price is CA $439
CA $439
CA $4,080 total
CA $4,080 total
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
15% off
Price is CA $801
CA $801
CA $7,396 total
CA $7,396 total
includes taxes & fees
Image gallery for Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck
9.29.2 out of 10 rating
Wonderful
(32 reviews)
Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck
Pittsburgh, PA
9% off
Price is CA $670
CA $670
CA $6,047 total
CA $6,047 total
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
10% off
Price is CA $809
CA $809
CA $7,297 total
CA $7,297 total
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
10% off
Price is CA $343
CA $343
CA $3,306 total
CA $3,306 total
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
10% off
Price is CA $310
CA $310
CA $2,946 total
CA $2,946 total
includes taxes & fees
Image gallery for 2BR - Off Street Parking -Amazing View Nearby!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
2BR - Off Street Parking -Amazing View Nearby!
Pittsburgh, PA
12% off
Price is CA $182
CA $182
CA $1,639 total
CA $1,639 total
includes taxes & fees
Image gallery for Backyard Deck - BBQ, Parking, Allegheny General Hospital, Quiet
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Backyard Deck - BBQ, Parking, Allegheny General Hospital, Quiet
Pittsburgh, PA
10% off
Price is CA $485
CA $485
CA $4,475 total
CA $4,475 total
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
12% off
Price is CA $416
CA $416
CA $3,752 total
CA $3,752 total
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
9% off
Price is CA $699
CA $699
CA $6,317 total
CA $6,317 total
includes taxes & fees
Image gallery for Beautiful 3BR Home with Cozy Front & Back Porches!
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Beautiful 3BR Home with Cozy Front & Back Porches!
Homestead, PA
12% off
Price is CA $190
CA $190
CA $1,779 total
CA $1,779 total
includes taxes & fees
Image gallery for Modern Newly Renovated Duplex 6BR/3BR Sleeps 16
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Modern Newly Renovated Duplex 6BR/3BR Sleeps 16
Pittsburgh, PA
9% off
Price is CA $744
CA $744
CA $6,690 total
CA $6,690 total
includes taxes & fees
Image gallery for The Victoria
1010 out of 10 rating
Exceptional
(16 reviews)
The Victoria
Pittsburgh, PA
10% off
Price is CA $441
CA $441
CA $4,078 total
CA $4,078 total
includes taxes & fees
Image gallery for Charming 3-bedroom house with WiFi and AC in Pittsburgh
1010 out of 10 rating
Exceptional
(6 reviews)
Charming 3-bedroom house with WiFi and AC in Pittsburgh
Pittsburgh, PA
12% off
Price is CA $373
CA $373
CA $3,485 total
CA $3,485 total
includes taxes & fees
Image gallery for Stunning & Newest 100+ year old Historic Victorian
9.29.2 out of 10 rating
Wonderful
(22 reviews)
Stunning & Newest 100+ year old Historic Victorian
Pittsburgh, PA
15% off
Price is CA $709
CA $709
CA $6,489 total
CA $6,489 total
includes taxes & fees
Image gallery for Charming Guest House - Pittsburgh's Little Italy!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Charming Guest House - Pittsburgh's Little Italy!
Pittsburgh, PA
12% off
Price is CA $133
CA $133
CA $1,348 total
CA $1,348 total
includes taxes & fees
Image gallery for *Regal Bricks* Oversized Deck | Views | Fire Pit | Private Garage
1010 out of 10 rating
Exceptional
(6 reviews)
*Regal Bricks* Oversized Deck | Views | Fire Pit | Private Garage
Pittsburgh, PA
15% off
Price is CA $600
CA $600
CA $5,527 total
CA $5,527 total
includes taxes & fees
Image gallery for Cozy & Comfy Cottage in the City - w/ parking!
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Cozy & Comfy Cottage in the City - w/ parking!
Pittsburgh, Pennsylvania
12% off
Price is CA $153
CA $153
CA $1,434 total
CA $1,434 total
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
15% off
Price is CA $284
CA $284
CA $2,634 total
CA $2,634 total
includes taxes & fees
Image gallery for City Living—sleeps 12 15-20 mins from Acrisure Stadium, PNC Park, Mt Washington
9.89.8 out of 10 rating
Exceptional
(7 reviews)
City Living—sleeps 12 15-20 mins from Acrisure Stadium, PNC Park, Mt Washington
Pittsburgh, PA
5% off
Price is CA $491
CA $491
CA $4,487 total
CA $4,487 total
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: Nov 2 - Nov 5
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Sleeps 8 · 3 bedrooms · 1 bathroom
8.68.6 out of 10
Excellentexcellent
26 reviews(26 reviews)
The current price is CA $224
CA $224
CA $1,094 total
includes taxes & fees
The Maverick by Kasa
Sleeps 2 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
697 reviews(697 reviews)
The current price is CA $182
CA $182
CA $624 total
includes taxes & fees
Comfy three bedroom home near Pitt, CMU and downtown PGH attractions
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is CA $241
CA $241
CA $1,083 total
includes taxes & fees
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)
The current price is CA $124
CA $124
CA $622 total
includes taxes & fees
Game Room & Fire Pit: West Mifflin Home!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
9 reviews(9 reviews)
The current price is CA $142
CA $142
CA $875 total
includes taxes & fees
3-bedroom building in charming McKeesport with AC, WiFi,porch
Sleeps 7 · 3 bedrooms · 2 bathrooms
The current price is CA $165
CA $165
CA $692 total
includes taxes & fees
Top rated rentals - Kennywood
Great place to stay
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
We enjoyed our stay. Would recommend to others
Johnnie B.
Stayed May 2025
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, yards and more
More for lessMore space, more privacy, more amenities — more value