Holiday rentals in Cheswick

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Top-rated holiday rentals in Cheswick

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Top guest favourite
A scenic view of the marina shows several boats docked at floating piers, with lush green hills framing the background. The tranquil waters reflect the soft clouds above, creating a peaceful river setting ideal for relaxation and recreation.
Flat in Verona
4.95 out of 5 average rating, 131 reviews

The Sycamore BnB @ 10.7 Marina

Stay above 10.7 Marina on the Allegheny River, in Verona, PA, a little river town about 10.7 miles upriver from Downtown Pittsburgh. Enjoy a complementary kayak frompad board or canoe rental to enjoy a river adventure or dip in the Allegheny to cool off. Create your own river adventure to Sycamore Island, or Plum Creek to explore. You can also take it easy and hang out on the deck with panoramic views of this “lake like view” and enjoy the many sunsets. Eat, drink and shop many local spots.

Guest favourite
The cabin exterior is seen surrounded by lush greenery. A small outdoor dining area features a table and four chairs under a yellow umbrella. A portion of the cabin façade is visible with wooden logs, while a stone fire pit can be seen in the foreground.
Cabin in Pittsburgh
4.9 out of 5 average rating, 174 reviews

Cabin in Pittsburgh. 20 minutes to Pittsburgh

Please do not request booking until you have contacted the owner for pricing. The cabin is a perfect place to stay while visiting friends and family in Pittsburgh. Private and comfortable, clean and convenient to many locations in Pittsburgh. Only 20minutes to the city, and stadiums. The cost you see per night is for 2 guests. Added adults (18 and over) are $25.00/adult/day. Children under 18 are $10.00/child/day. Children under 2 are free. Dogs are $10.00/day. I will collect that later.

Top guest favourite
A cozy seating area is framed by a curved, open structure that creates a private nook. A laptop rests on a table, accompanied by a small red cup and a book. Lush greenery and trees are visible through the surrounding balustrade.
Home in Monroeville
4.95 out of 5 average rating, 19 reviews

Urban Spa Retreat· Sauna · Gym · Smart Beds · Pool

Relax in a soulful, luxurious spa retreat blending wellness with nature. Enjoy infrared sauna, outdoor cold plunge, yoga deck, red-light therapy, home gym. Sleep deeply on Eight Sleep smart beds. Oxygen bar (Osito generator), air purifiers in every room. Family-friendly (crib, toys), gourmet kitchen, coffee bar, washer/dryer, fast indoor/outdoor Wi-Fi, ergonomic workstations. Forest garden with hammocks, firepit, bird-watching, BBQ, hidden camping spot. Near hospitals & downtown Pittsburgh!

Superhost
The exterior of a spacious log home is framed by lush greenery, showcasing dark siding and a welcoming front porch. A gravel driveway leads to a two-car garage, with a well-maintained lawn extending beyond the structure.
Home in Murrysville
4.85 out of 5 average rating, 156 reviews

Gorgeous Modernized Cabin + Hot Tub + Pool Table

Welcome to this incredible, fully renovated true log home with a massive entertainment room consisting of a pool table, ping pong table and more 🔥 3 full sized bedrooms along with an additional room with a pull out couch. There are 3 private bedrooms or use it as 4 with a wall separation. Fully equipped kitchen with quartz countertops and stainless appliances. Large front porch with plenty of furnishings and a rear deck with a view of a farm. Huge 2 car garage for parking and a driveway! 🚘

Top guest favourite
A modern bathroom features a double sink vanity with a white marble countertop, complemented by sleek black faucets. The space is illuminated by a stylish light fixture, and the elegant mirrors above reflect a clean, minimalist design. A vase with flowers adds a touch of warmth.
Home in Evans City
4.99 out of 5 average rating, 120 reviews

Quiet Countryside Getaway

Escape to our charming countryside home, where rustic tranquility meets modern comfort. Enjoy the newly renovated space with three bedrooms, one bathroom, and picturesque views of the woods and farmland. Explore the beauty of the country or relax on the back deck or fire pit. Inside, the open living area and fully equipped kitchen await. Whether it's a peaceful retreat or family adventure, experience rural magic with all the comforts of home. Book now for unforgettable countryside memories.

Guest favourite
Home in Forest Hills
4.89 out of 5 average rating, 153 reviews

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.

Top guest favourite
Flat in Verona
4.94 out of 5 average rating, 47 reviews

Oakmont Area - Carriage House

Carriage House apartment in East Oakmont is minutes away from Oakmont Country Club and is also close to Longwood at Oakmont and Presbyterian SeniorCare. Two parking spaces provided. Owners live on-site, but are very hands-off unless you need us! TONS of restaurants, shops, and breweries within minutes. The town of Oakmont is one mile away and the infamous Oakmont Bakery is just down the hill. Easily accessed from the PA Turnpike and from Route 28. 11 miles from downtown Pittsburgh.

Top guest favourite
The exterior of a three-story house is shown, featuring dark siding and a peaked roof. A welcoming front entrance is accessed via a steps leading to the door. Lush green shrubs frame the house, contrasting with the bright grassy area in front.
Flat in Blawnox
4.91 out of 5 average rating, 503 reviews

Comfort Central

Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

Superhost
A cozy living area features two comfortable sofas, one adorned with blue cushions and a throw blanket. A dark coffee table is centered on a textured rug, surrounded by natural light from large windows dressed with gray curtains. A flat-screen TV is mounted on the wall.
Flat in Springdale
4.86 out of 5 average rating, 104 reviews

2br gem in cute small town.

The whole group will enjoy easy access to everything from this centrally located place. Grab a book about Pittsburgh from the coffee table and find some fun things to do or have game night with the selection of board games. Sip a beverage on the back porch or make s’mores at the fire pit. Easy access to Pittsburgh, hop on 28 and be there in no time, or ride one of the busses that stop outside the door. 13 miles to PNC Park 14 miles to Acrisure Stadium

Guest favourite
A bright living area is highlighted by a cozy sectional sofa, a coffee table, and a dining table for four. Natural light streams through three windows, illuminating the wood beams on the ceiling. A wall-mounted TV and a full kitchen are also visible in the space.
Flat in Glenshaw
4.93 out of 5 average rating, 310 reviews

The Camera Stop

Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING

Top guest favourite
A patio area is visible with a round white table surrounded by four metal chairs, shaded by a striped umbrella. A decorative bowl sits on the table. A barbecue grill is positioned beside a stone patio, with green lawn and trees in the background.
Guest suite in Squirrel Hill South
4.92 out of 5 average rating, 238 reviews

Renovated large private studio in Squirrel Hill

Cozy and lovely large studio with garden, separate private entrance, kitchen, and full bathroom. Located in the central and convenient neighborhood of Squirrel Hill, close to CMU, University of Pittsburgh and Chatham University, right next to Schenley Park and walking distance (only 2 blocks) to all the cafes, restaurants, shops, movie theater and local amenities of our amazing neighborhood. Downtown Pittsburgh is only 10-12 minutes drive.

Top guest favourite
An outdoor deck is furnished with a seating arrangement that includes a woven sofa and armchairs. A low coffee table is centered on a colorful area rug featuring intricate patterns. Lush greenery surrounds the space, providing a natural backdrop.
Home in Export
4.97 out of 5 average rating, 254 reviews

Peaceful Export Escape

Enjoy this newly remodeled home with a spacious master bedroom and large deck. You'll be pleasantly surprised by the secluded and private feel of this space. It is perfect for a get away with family, friends, or all by yourself! Come relax, have fun, and explore all that the small town of Export has to offer. 25 minutes from Pittsburgh city center, 15 minutes from Monroeville, right off the Westmoreland Heritage Trail.

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