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, 138 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
Flat in Downtown Pittsburgh
4.9 out of 5 average rating, 363 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
A modern kitchen features a large, central island with seating for several guests. Equipped with stainless steel appliances, it showcases sleek cabinetry and a mosaic backsplash. Natural light filters through multiple windows, creating a bright and welcoming atmosphere for meal preparation and gatherings.
Home in Mount Washington
4.97 out of 5 average rating, 196 reviews

Scenic Haven: Downtown 3BR/2BA w/Parking + Patio

Welcome to our charming 3Bedroom (5 Beds), 2Bath home! Ideal sanctuary for families or groups of up to 8 guests. Nestled above the heart of the city, this delightful Mt Washington property promises scenic views and a memorable stay with a blend of warmth and modern comfort. Cozy ambiance surrounds you, and the off street driveway parking makes things a breeze. Peaceful family oriented neighborhood providing the perfect location to unwind and relax after a day of exploration and fun in the city.

Superhost
A spacious living room features a large sectional sofa oriented towards a wall-mounted projector screen. Stone accents on the fireplace create a focal point, while recessed lighting adds brightness. Dark blue walls are complemented by artwork and decorative elements.
Home in North Side
4.89 out of 5 average rating, 238 reviews

Huge 6 BDRM min to Downtown & Stadiums w/ parking

Gather with friends and family in our renovated Pittsburgh home, designed for comfort and fun! ✅ 6 Large Bedrooms & 3 Full Baths – Includes a soaking tub ✅ Easy Parking – Two-car driveway + plenty of free street parking ✅ Stocked Kitchen – Fully equipped with essentials ✅ Spacious Living Areas – Two living rooms for lounging ✅ Entertainment – Projector & sound system for movie nights ✅ Family & Pet-Friendly – Room for everyone ✅ Cozy Fireplace – Available Nov.–Feb. Everyone will enjoy it!

Top guest favourite
A comfortable living area features a dark leather sofa and an accent chair with a geometric pattern. Light spills in from a doorway leading to the dining area, where a wooden table is set for four. Decorative elements include a coffee table and wall art.
Home in Mt. Lebanon
4.97 out of 5 average rating, 474 reviews

Head to Pittsburgh From Mt. Lebanon Cottage

Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

Top guest favourite
Townhouse in Mt. Lebanon
4.99 out of 5 average rating, 191 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, 256 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, 224 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
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, 232 reviews

Serene Luxury @ 504 Bascom Ave

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, 123 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, 33 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.

Top guest favourite
A modern kitchen features a marble countertop with bar seating for two, equipped with sleek red stools. Wall-mounted lighting illuminates the area, while a television displays content. Kitchen amenities include a stovetop, refrigerator, and microwave, complemented by decorative plants and tableware.
Home in Sewickley
4.99 out of 5 average rating, 132 reviews

Green Street Guest House

Enjoy a stylish and comfortable experience at this renovated home located in the Sewickley central business district surrounded by shops, restaurants and entertainment. Full brick walls and radiant heat keep it warm in winter and cool in summer. Atmospheric accent lighting, original painted artwork and eclectic whimsical decor sets a festive tone for your stay.

Popular amenities for Kennedy Township holiday rentals