
Places to stay near Kennywood
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Kennywood
Guests agree: these stays are highly rated for location, cleanliness and more.

Walkable Southside Flats Fun
Within 2 blocks of all the fun the Southside has to offer. This fully equipped apartment is all yours. Sights and sounds of the city right outside your very private front door. Queen puffy lux hybrid bed, comfy living room space with room for a 3rd person on the coach. Great eat-in-kitchen. All you are missing is a dishwasher :) Laundry center provided in unit. Tub/shower combo. High speed internet, workspace desk, 2 Roku ready TVs just bring your streaming account info and call this home

Hilltop Suite, Quiet Street
The suite has its own entrance in the back of the house and onsite parking in the driveway. You are in your own PRIVATE area that does not join with my living area in any way; we likely will never meet. The space is very updated and clean. Amenities include your own bathroom with a deluxe shower, an in-suite mini kitchen with stove and fridge, a small dining table, a couch, and a comfy queen bed. It’s approximately 15 mins to all main universities, the city center & all of the sports arenas.

River Ridge Retreat
Discover the charm of our Braddock, PA Airbnb! Just minutes from all Pittsburgh attractions, reach any city hotspot within 20 minutes. Close to Regent Square, Bakery Square, and Point Breeze. Explore Kennywood Park across the river and enjoy quick access to Sandcastle Waterpark. Whether it’s UPMC, downtown, CMU, or The Strip, we’re minutes away from it all! Your perfect Pittsburgh getaway awaits! *If you enjoy this space, the owners are amenable to selling. Please contact for more information

Cozy King Suite with Parking!
In the heart of Shadyside! 1 Block to Walnut St w/ FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! 1BR/1 bath apartment in a prime location, with all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted & entirely remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances & in-unit laundry is brand new!

East End Gem | Your Home Away from Home
This bright, stylish, and comfortable space, designed by an HGTV producer! With a fully remodeled kitchen and bathroom, cozy beds, and inviting rooms, this home offers the perfect home away from home. Conveniently located within 20 minutes of everything Pittsburgh has to offer, including sports fields, rivers, bridges, shopping, museums, historical sites, music venues, universities, and more! Whether you're here for business or pleasure, you'll find everything you need for a relaxing stay.

✨Cozy & Stylish 2BR House 🏡 Sleeps 6✨Free Parking
*Only Out of Town Bookings please * Cheerful and stylish 2 bedroom home only 15 minutes to downtown Pittsburgh! Located in a charming neighborhood within walking distance to shops, restaurants, places of worship, Mt. Lebanon golf course and a grocery store. The house is also only a 5 minute walk to the T line which makes it easy to get into and out of downtown Pittsburgh! ⦿ 1 king bed ⦿ 1 queen bed ⦿ Queen sized sleeper sofa ⦿ Smart TV ⦿ Air conditioning ⦿ Off-street parking ⦿ Smart lock

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!

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.

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 & Carnegie Museums 8 mi. Monroeville Convention Center & Sri Venkateswara Temple 5mi, International A/P 27 mi. PENS Hockey Arena 9 mi. I-76 PA turnpike 8 mi. Kennywood Park 5 mi.

Cozy 2 bedrooms unit - 10 minutes to Downtown
Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 5 people. This cozy unit is in a duplex nestled in a safe and quiet neighborhood, just a stone's throw away from the vibrant regent square, 10 min to downtown. Step into our fully stocked beautiful kitchen where you can whip up your favorite drinks and meals. Enjoy the comfort and convenience of this lovely unit during your visit.🏡✨

Newly remodeled 2 bedroom apartment
Newly remodeled 2 bedroom apartment on the first floor of a duplex located in a quiet neighborhood. Fully equipped kitchen. Roku Tv with cable and free wifi. Plenty of on street parking. Walking distance to Frick Park and great neighborhood bars/ restaurants. Under one mile to Regent Square bars and restaurants. Just a few minute car ride to the heart of Squirrel Hill. Under ten minute car ride to downtown Pittsburgh. Self check-in.

SPACIOUS 1 BEDROOM APT IN PITTSBURGH (K2)
This spacious 1 Bedroom Apt is ideal if you need a quality, clean, designer place to stay in the city. It has a separate bedroom with queen bed, a large living room with new sleeper sofa, a fully functional kitchen, a good sized dining area and a full bathroom. It a has private entrance on the 1st floor and works well for those who needs a safe, clean and comfy apartment in a hip walk-able location (not suitable for kids under 10).
Popular amenities for holiday rentals near Kennywood
Apartment rentals with wifi

Cozy Apt in the Heart of Downtown| Stunning views

Free Private Parking - Minutes to Downtown

King Bed! Free Street Parking! Walkable Location

A Fresh Mid Century 2- bedroom East End Area

Heart of Mt. Lebanon-Walk Anywhere-Easy 2 Downtown

Luxury Pittsburgh Grandview Ave Apt

Clean, cozy & walkable condo w/ luxury upgrades

1-Bedroom Apartment in Bloomfield/Lawrenceville
Family-friendly house rentals

*2100r Southside Slopes affordability!*

Large house to relax with friends and family

Seneca Place: A historic home in Mount Lebanon.

Pittsburgh, PA - North Side

Urban converted gas station in heart of South Side

Mid-century modern Lustron & Japanese garden

Quiet, Secluded Loft Suite

Our cozy contemporary home near PA turnpike
Apartment rentals with air conditioning

Comfort Central

King beds 👑 5 min to downtown 🚗 Easy parking 🙌🏻

Bright & Upscale|King Bed|Free Parking w/Workspace

1 Bed, idyllic, stadiums, free parking, & Pets OK

Brand New! In the heart of Pgh!

Urban 1BR Downtown–Close to Stadiums & Attractions

Artsy Apt in Lawrenceville with deck & parking

2BR Apt. /Pittsburgh/East/Regent Square/Frick Park
Other great holiday rentals near Kennywood

Dormont/Pittsburgh @1B Stylish & Modern 1BD W/Prkg

Modern Studio Close to Popular Pittsburgh Sights

Hidden Oasis-Hot Tub & King Bed

Nestled in the South Hills Close to everything PGH

Rose’s Comfortable Place | Cozy 1-Bedroom

Cozy 2BR House in Pittsburgh

Large luxury apartment, can sleep as many as eight

The Lee Reynolds House
Destinations to explore
- PNC Park
- Carnegie Mellon University
- Strip District
- Seven Springs Mountain Resort
- Fallingwater
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- Raccoon Creek State Park
- National Aviary
- Ohiopyle State Park
- Point State Park
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- University Of Pittsburgh
- Senator John Heinz History Center
- Randyland
- David Lawrence Convention Center
- Cathedral of Learning
- Carnegie Science Center
- Stage AE
- Petersen Events Center




