Holiday rentals in Kennedy Township

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Top-rated holiday rentals in Kennedy Township

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Top guest favourite
The image captures a serene outdoor space featuring a pond with cascading water and lush greenery. A wooden pergola provides shade over hanging chairs. The landscaped area includes rocks, plants, and a glimpse of the home in the background, enhancing the tranquil atmosphere.
Home in North Side
4.96 out of 5 average rating, 136 reviews

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond

This charming historical home is close to everything! You can be downtown within 5 minutes. You'll be minutes from the stadiums, museums, and the casino! Pamper yourself. Relax in the hot tub while listening to the sounds of the waterfall over the pond. Watch the colorful Koi splash and play. The meticulously landscaped grounds have countless surprises and beauty in every season. You will enjoy every comfort in this luxurious three-bedroom and 2.5 baths. There's even a shower for your furbaby!

Top guest favourite
An inviting studio space is highlighted by exposed brick walls and warm wooden floors. A full-size bed is centered in the room, with a small wooden desk and stool nearby. Light walls complement the artwork, and a corner kitchenette can be glimpsed through an open door.
Flat in Bellevue
4.9 out of 5 average rating, 626 reviews

The Fremont Suite *Free parking, 10min to Downtown

*PLENTY OF FREE STREET PARKING* This is a very small studio apt in the up and coming town of Bellevue, just a 10 min drive to downtown and the stadiums. It is on the 2nd floor of my 100+ year old four-square home. It has a private entrance with a keypad. The entance stairwell and laundry is a common space, as there's 2 other units. Its in walking distance to public transit, shops, restaurants, places of worship, banks, and a grocery store. Unfortunately this space it too small for pets, NO PETS

Top guest favourite
Flat in Downtown Pittsburgh
4.89 out of 5 average rating, 330 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!

Top guest favourite
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, 107 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!

Top guest favourite
Tiny home in Sewickley
5.0 out of 5 average rating, 16 reviews

The Silo @ Red Mud Hollow Farm

Escape to something truly one-of-a-kind in this beautifully crafted grain bin silo guest house tucked into a peaceful, wooded setting in Sewickley, PA. Whether you’re looking for a romantic getaway, a quiet retreat, or a cozy home base near Pittsburgh, this brand-new build blends rustic charm with modern comfort. This isn’t just a place to stay — it’s an experience. From the unique architecture to the peaceful setting, The Silo offers the perfect blend of privacy, style, and accessibility.

Top guest favourite
Townhouse in Mt. Lebanon
4.99 out of 5 average rating, 186 reviews

Private Mt Lebanon Retreat Near Airport/Downtown

Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

Top guest favourite
Bungalow in Carnegie
4.97 out of 5 average rating, 253 reviews

Groovy Retro Get-Away

With a retro flare & a mid-century modern vibe, you'll enjoy this quaint bungalow in a quiet residential neighborhood conveniently located minutes from downtown Pittsburgh, the airport, many great sites, must-see attractions, universities. Whether you're in town for business, a sports event, bringing a student back to school or just want some time away, this cozy space is perfect! Everything in this bungalow is well appointed including coffee, WiFi & a smart TV for streaming.

Top guest favourite
The charming facade of the house is visible, featuring a welcoming front porch with a swing. A well-maintained garden with blooming flowers borders the entrance. The front door is flanked by decorative sidelights and a house number plaque, creating an inviting first impression.
Home in Sewickley
4.98 out of 5 average rating, 222 reviews

The Sewickley House: Historic Charm-Modern Comfort

The Sewickley House is a charming, completely remodeled house located in the heart of Sewickley's historic district - a short walk to the Village of Sewickley with unique shops and restaurants. Located on a quiet and quaint street, you can relax on the front porch swing or enjoy the private back patio during your visit. With modern amenities and a focus on comfort, this house is a destination or enjoy the city attractions with a 20 minute drive to downtown Pittsburgh.

Top guest favourite
A newly renovated pool area features a sparkling blue pool surrounded by a spacious patio. Comfortable lounge chairs are positioned along the edge, with trees and a privacy fence providing a secluded setting. A pool house is visible in the background against a colorful sky.
Home in Coraopolis
5.0 out of 5 average rating, 55 reviews

PIT Staycation Retreat with Pool House!

This property was designed for guests to make unforgettable memories with loved ones. Unwind with a memorable Staycation at this newly renovated oasis that comfortably entertains up to 6 adults + children under 12. Prime location just off I-79 is a close to PIT airport, PIT stadiums, RMU, Riverhounds' facility, hospitals, downtown & tons of shopping/dining. To maintain a quiet neighborhood, we respect “no party” and “quiet hours” rules with zero tolerance.

Top guest favourite
The exterior of a brick building showcases a distinctive round turret topped with a slate roof. A blue front door, framed by an arched window, is highlighted by the warm tones of the surrounding brickwork. Symmetrical windows and decorative light fixtures add to the structure's charm.
Flat in Pittsburgh
4.99 out of 5 average rating, 231 reviews

504 Bascom Ave Serene Luxury

Nestled in the middle of an adorable community of stone cottages, this historic structure built in 1938 was the first home John Mattys built in this neighborhood. He went on to build all the houses on Mattys (named after himself) and Oceanas Avenues (named for the sisters that commissioned and lived in this duplex). Re-imagined for contemporary lifestyles, 504 Bascom is your cozy cottage but with all the amenities you deserve. I look forward to hosting you!

Guest favourite
Flat in Avalon
4.93 out of 5 average rating, 122 reviews

Pleasant Getaway in Pittsburgh, PA

Escape to our cozy 2-bedroom unit in the Avalon borough of Pittsburgh, PA! Perfect for families or friends, this home offers a welcoming atmosphere with modern amenities. Enjoy a fully equipped kitchen, a comfortable living area, and a backyard for relaxation. Highlights: - Fully stocked kitchen for home-cooked meals - Close to restaurants, shops, and entertainment - 10 minutes from downtown Pittsburgh - 2 minute drive (7 minute walk) away from laundromat

Top guest favourite
Home in Coraopolis
4.97 out of 5 average rating, 29 reviews

Cozy Cottage

Welcome to your cozy cottage getaway just 15 minutes from downtown Pittsburgh and Pittsburgh International Airport. This charming 2-bedroom, 1-bath home sleeps up to 4 guests and features a full kitchen with coffee maker, inviting fireplace, puzzles and board games, and fast Wi-Fi. Relax on the spacious deck or enjoy the peaceful wooded, fenced backyard. Private parking, washer/dryer, and a warm, homey atmosphere make it the perfect retreat.

Popular amenities for Kennedy Township holiday rentals