Vacation rentals in Kennywood Park

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Top-rated vacation rentals in Kennywood Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A single-story brick house is set against a colorful sunset sky. The inviting front porch features a classic wooden door flanked by large windows. Lush green grass leads up to the house, with a stone path and neatly trimmed hedges in the foreground.

Home in White Oak

4.97 out of 5 average rating, 114 reviews

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.

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Top guest favorite

Apartment in Downtown Pittsburgh

4.9 out of 5 average rating, 358 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!

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Top guest favorite

The floating home is presented from an aerial view, showcasing its unique two-level structure nestled on the calm waters of the Allegheny River. The wrap-around deck and patio doors are visible, enhancing the connection to nature, with lush greenery lining the riverbank.

Houseboat in Blawnox

4.99 out of 5 average rating, 111 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!

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Top guest favorite

A cozy bedside view features a spacious bed with crisp white linens and a decorative pillow. A wooden nightstand holds a phone, while a stylish lamp provides soft lighting. Behind, textured dark paneling creates a modern backdrop, complemented by an abstract wall art piece.

Apartment in Shadyside

5.0 out of 5 average rating, 101 reviews

Immaculate Double King Suite| 2 Decks| A+ Location

Enjoy our immaculate 3 BR suite on S Highland Ave, right in the heart of Shadyside. This is a brand new construction building in 2025 with a modern design, ultra-comfortable beds, and two private decks. This apartment is just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐1 King Bed / 2 Queen beds (memory foam mattresses) ⭐Twin Rollaway bed + Pack N Play ⭐Free in-unit washer/dryer ⭐2 Desks with speedy WiFi ⭐24/7 guest support

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Guest favorite

Guest suite in West Mifflin

4.95 out of 5 average rating, 264 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.

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Superhost

A cozy living area is highlighted by a sleek beige leather sofa, accompanied by decorative pillows. A glass coffee table sits on an ornate area rug, while natural light illuminates the space. The staircase and a softly lit hallway can be seen in the background.

Home in Duquesne

4.91 out of 5 average rating, 328 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!

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Guest favorite

The bedroom features a cozy queen bed dressed in soft linens, with two nightstands on each side, each holding a lamp. A large landscape photograph of a road leading to snow-capped mountains is displayed above the headboard, enhancing the serene ambiance.

Apartment in Munhall

4.93 out of 5 average rating, 155 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.

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Superhost

A cozy studio featuring a spacious bed with a bright yellow blanket and decorative pillows. Green accent walls provide a vibrant touch. A kitchenette and comfortable seating area can be seen in the background, creating a welcoming environment.

Apartment in Swissvale

4.85 out of 5 average rating, 115 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.

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Top guest favorite

A comfortable living room features a brick fireplace with a brass frame, surrounded by decorative plants. A pair of circular coffee tables sits on a light area rug. Sunlight enters through two stained glass windows, illuminating the cozy furnishings.

Home in Munhall

5.0 out of 5 average rating, 27 reviews

Family & Pet-Friendly Home w/ Fenced Yard & Office

Welcome to your ideal Pittsburgh retreat! This fully renovated, pet- and family-friendly home offers comfort and convenience with three bedrooms (including a nursery), a dedicated office with high-speed internet, and a fully equipped kitchen. Family features include baby gates, child-proofed outlets, and a fenced backyard. Located near Kennywood, Sandcastle, and the Waterfront, with easy access to downtown attractions and universities, this house is the perfect base for a relaxing stay.

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Guest favorite

A spacious living area features a comfortable blue sofa positioned against a light gray wall, adorned with decorative mirrors and wall art. A large area rug lies on the polished wooden floor, complementing the white fireplace and a flat-screen television mounted above it.

Home in East McKeesport

4.91 out of 5 average rating, 181 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

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Guest favorite

An inviting living area features a green sofa and a white couch, complemented by a wooden coffee table. Bar seating with stylish stools is situated near the kitchen area. Natural light enters through a large window, creating a bright and airy feel.

Home in West Mifflin

4.96 out of 5 average rating, 24 reviews

Cozy Home in Pgh area, Sleeps up to 10

Enjoy the perfect family getaway in this centrally located, fun-filled retreat! Just minutes from top attractions—amusement parks, restaurants, cafes, a movie theater, and family-friendly entertainment—you’ll never run out of things to do. When it’s time to unwind, relax at home with your own private above-ground pool or challenge each other to a game of pool in the lower level game room! No locals please. Air mattress available for 2 additional guests in Gameroom. No locals.

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Top guest favorite

Apartment in Forest Hills

4.99 out of 5 average rating, 199 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.

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