
Places to stay near Kennywood
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Top-rated holiday rentals near Kennywood
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Secluded Cozy 3 Bedroom Fun Bungalow
This fully equipped nest has something for everyone. It's a peaceful, entertaining, private experience. Bond with your friends or family over a game of billiards or a relaxing dip in the hot tub. Cook an epicurean delicacy in our fully furnished kitchen, or charcoal/gas grill, then dine fireside on the patio deck as the sun melts into the horizon. Our Cozy bedrooms, outfitted with "Giza dream sheets" will have you sleeping like a toddler on Benadryl. Hit the gym or the hoops for some waist mgmt.
4.97 out of 5 average rating, 116 reviews
Cultural District new King Suite whirlpool tub
Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!
4.9 out of 5 average rating, 385 reviews
Allegheny River Aqua Villa
Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!
4.99 out of 5 average rating, 116 reviews
Hilltop Suite, Quiet Street
You will have your own entrance & onsite parking in the driveway. Your PRIVATE area does not join with my living area in any way; we likely will never meet. The suite includes your own bathroom with a deluxe shower, an in-suite mini kitchen with stove & fridge, a small dining table, a couch, & a comfy queen bed. You control the temperature with your own HVAC system with both heating & cooling. It’s approximately 15 mins to all main universities, the city center & all of the sports arenas.
4.95 out of 5 average rating, 267 reviews
Chic Loft Style HighEnd King Suite~ 2Parking Spots
Brand New Loft Style Apartment with 17ft. ceilings, huge windows, and 2 dedicated OffStreet Parking Spaces! Brand new KING Suite! 1 block to West Penn, short walk to UPMC! On site parking makes the short drive to Shadyside, CMU, Pitt and the Strip District/Downtown a breeze! The building was gutted and remodeled, everything is brand new! Fully stocked for long and short term stays! Steps to dozens of restaurants, shops, coffee shops, and grocery stores. Make your reservation today!
4.98 out of 5 average rating, 127 reviews
Entire home near Kennywood without extra fees.
Bring everyone along for the trip, including Fido! Our home is a cozy, yet spacious Cape Cod southeast of downtown Pittsburgh. The backyard faces a beautiful and peaceful meadow. The yard is fenced in and has a small garden filled with herbs and tomatoes during the summer. Our home has all of the amenities to make your stay enjoyable and easy. We keep our home clean, organized and stocked with essentials. The beds, pillows and sheets are new and comfortable. Parking is plentiful and easy!
4.91 out of 5 average rating, 331 reviews
Comfortable & Cozy Steel Town Apartment!
Welcome to the Steel Town Apartment #2. This renovated 1 BR, 1 Bath apartment comes with a fully equipped kitchen and living room space. Conveniently located minutes from The Waterfront and Kennywood Park! Located south of Pittsburgh, this apartment is a perfect stay if you’re looking to explore The South Side Flats, North Shore area, Oakland, Strip District, and Downtown Pittsburgh! *No smoking & no pets *Please request use of air mattress so I can provide appropriate amount of linens.
4.93 out of 5 average rating, 155 reviews
The Pop Art Studio - Cool, Convenient & Commutable
Conveniently located off of highway 376, tucked away in a Swissvale neighborhood, this newly renovated studio has everything you need for a visit to Pittsburgh. The unique interior design and lovely private patio make our apartment stand out from the rest. Ground floor- no steps required! Parking is free on our street. Enjoy proximity to all Pittsburgh has to offer! Please note, we are in a transitioning neighborhood that's a melting pot of young professionals and longtime residents.
4.85 out of 5 average rating, 115 reviews
Stunning PH Double King Suite w/ Rooftop Terrace
Enjoy our stunning 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐3 private decks (+ Rooftop Deck) ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support
4.98 out of 5 average rating, 130 reviews
McClure Manor - 3 King Bedrooms
Step into the warmth of McClure Manor! Just 14 miles from the heart of downtown Pittsburgh and nestled near the trendiest neighborhoods, this inviting haven offers not only proximity to Route 30 and the turnpike but also unparalleled convenience to explore all that Pittsburgh has to offer. Make this your ideal home base, effortlessly connecting you to the vibrant pulse of the city. *If you enjoy this home, the owners are amenable to selling! Please contact us for more information
4.91 out of 5 average rating, 181 reviews
Cheerful 3-bedroom home with on-street parking
Enjoy your stay in this beautifully renovated 3 story 1920s centrally-located home in the Greenfield neighborhood of Pittsburgh (right next to Squirrel Hill). Less than 10 minutes to Downtown, PPG Arena, Bakery Square, CMU, Pitt, Chatham, and Duquesne University. Minutes away from excellent restaurants and bars in Pittsburgh. Fully equipped entire home for an extended or few nights stay. Enjoy outdoor seating on the front porch and back deck with a fenced in backyard.
5.0 out of 5 average rating, 115 reviews
Pittsburgh Area 2 Bedroom Apt.
Comfortable, Convenient & Clean 2 bedroom apartment (1 queen bed & 1 twin size day bed). Located on a "Pittsburgh Hill" you'll remember in Forest Hills a quiet residential eastern suburb of city. Free off street parking. Downtown & Stadiums 10 mi. Universities, Medical Center, PPG Paints Arena & Carnegie Museums 8 mi. Kennywood Amusement Park, Monroeville Convention Center & Sri Venkateswara Temple 5 mi. I-76 PA Turnpike 8mi. International A/P 27 mi.
4.99 out of 5 average rating, 200 reviewsPopular amenities for holiday rentals near Kennywood
Condo rentals with Wi-Fi

1-Bedroom Apartment in Bloomfield/Lawrenceville
4.94 out of 5 average rating, 221 reviews
A Fresh Mid Century 2- bedroom East End Area
4.93 out of 5 average rating, 180 reviews
Luxury Pittsburgh Grandview Ave Apt
4.94 out of 5 average rating, 539 reviews
Heart of Mt. Lebanon-Walk Anywhere-Easy 2 Downtown
4.92 out of 5 average rating, 202 reviews
King Bed! Free Street Parking! Walkable Location
4.96 out of 5 average rating, 105 reviews
Quick Access to Downtown, Stadiums + North Shore
4.94 out of 5 average rating, 48 reviews
Clean, cozy & walkable condo w/ luxury upgrades
4.97 out of 5 average rating, 96 reviews
Modern Condo with Skyline View & Parking
5.0 out of 5 average rating, 93 reviewsFamily-friendly house rentals

3 Bedroom Pittsburgh Neighbor - Pets
4.83 out of 5 average rating, 163 reviews
6BR Group Retreat w/ BBQ, Game Room, and Parking
4.99 out of 5 average rating, 104 reviews
Willy Wonka Themed | King Bed | Convenient parking
4.94 out of 5 average rating, 245 reviews
Steel City Beds, Breakfast and More
4.81 out of 5 average rating, 255 reviews
New & Cozy Apt in Squirrel Hill
4.96 out of 5 average rating, 102 reviews
Updated 2 story with extra fun.
5.0 out of 5 average rating, 123 reviews
Upscale Modern 2 BR Apartment
4.93 out of 5 average rating, 374 reviews
Avant-Garde Escape by Walnut
4.98 out of 5 average rating, 113 reviewsApartment rentals with air conditioning

Newly remodeled 2 bedroom apartment
4.95 out of 5 average rating, 175 reviews
Spacious, warm, private apartment near CMU /Pitt
4.97 out of 5 average rating, 922 reviews
PRIVATE FULL STUDIO IN PITTSBURGH (C2)
4.89 out of 5 average rating, 523 reviews
Lavish Squirrel Hill - 3rd Floor
5.0 out of 5 average rating, 100 reviews
2BR Apt. /Pittsburgh/East/Regent Square/Frick Park
4.99 out of 5 average rating, 129 reviews
Oasis by Frick Park w Garage Parking
4.89 out of 5 average rating, 101 reviews
Shadyside/Pittsburgh, Modern & Bright 1BD w/Prkng
4.91 out of 5 average rating, 173 reviews
Comfort Central
4.91 out of 5 average rating, 561 reviewsOther great holiday rentals near Kennywood

Private Mt Lebanon Retreat Near Airport/Downtown
4.98 out of 5 average rating, 193 reviews
Fresh + Cozy PGH Retreat _ Near the Waterfront_
4.9 out of 5 average rating, 10 reviews
Home in West Mifflin
4.88 out of 5 average rating, 8 reviews
Family & Friendly Stay in Pittsburgh, PA.
4.97 out of 5 average rating, 68 reviews
Modern 2BR • Family-Friendly • Walk to Frick Park
4.99 out of 5 average rating, 97 reviews
Hermosa, Agradable y Cómoda Casa
4.7 out of 5 average rating, 37 reviews
Cottage on a hill
4.95 out of 5 average rating, 77 reviews
A quiet place with a view
4.78 out of 5 average rating, 40 reviewsDestinations to explore
- PNC Park
- Acrisure Stadium
- Seven Springs Mountain Resort
- Fallingwater
- Carnegie Mellon University
- University Of Pittsburgh
- David Lawrence Convention Center
- Ohiopyle State Park
- Sri Venkateswara Temple
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Petersen Events Center
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Science Center
- PPG Paints Arena
- National Aviary
- Laurel Hill State Park
- McConnells Mill State Park
- Children's Museum of Pittsburgh
- Senator John Heinz History Center





