Holiday rentals in Glenshaw

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Top-rated holiday rentals in Glenshaw

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Guest favourite
An outdoor space is illuminated by soft string lights, featuring a hot tub surrounded by wooden decking. A gazebo with seating is nearby, and a fire pit is visible in the background, complemented by lush greenery and trees that create a private setting.
Home in Pittsburgh
4.94 out of 5 average rating, 121 reviews

Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit

A peaceful escape close to the city. Nestled in a private wooded setting, this 4BR home is just 15 minutes from downtown Pittsburgh. Relax on a wrap-around balcony, unwind in the hot tub, or gather for conversation around the fire pit under the trees. With space for families, pets, and friends, plus trails just steps away, it’s a perfect blend of natural privacy and city convenience. The inside offers a refined treehouse vibe - with warm, modern interiors surrounded by serene woodland views.

Top guest favourite
Flat in Bellevue
4.96 out of 5 average rating, 148 reviews

Desert Chic close to the city!

This 2nd floor two bedroom apartment is newly renovated, stylish and spacious. Tons of natural light shines through in every room to brighten your experience in this trendy neighborhood only minutes from downtown Pittsburgh. Conveniently located only 1 block from shops, a brewery, a bakery and multiple restaurants, as well as less than 10 minutes to Downtown Pittsburgh’s North Shore. This desert themed apartment will provide you with a comfortable convenient stay. Off-street parking is provided.

Top guest favourite
The open-concept kitchen and dining area features light grey walls and wood-like flooring. A retro-style mint green refrigerator stands alongside white cabinets. A dining table with four chairs is set within view of the kitchen, enhancing a spacious and functional layout.
Bungalow in Carnegie
4.97 out of 5 average rating, 238 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 & colleges. 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 keurig coffee, WiFi & a smart TV for streaming.

Top guest favourite
Home in Millvale
4.97 out of 5 average rating, 150 reviews

Highly rated, 2bd/1.5 bath home/backyard/parking

Welcome to La Casita Millvale, a newly renovated 2 br/1.5 bath (sleeps 6) home in the heart of trendy Millvale/Lawrenceville and close to all Pittsburgh has to offer. Enjoy our expertly designed space including fully equipped kitchen with quartz countertops and stainless steel appliances, well-apportioned rooms with luxurious queen mattresses, and a third floor entertainment room and work space. Sip your morning coffee on the front or back porch and relax in the private backyard.

Guest favourite
A peaceful outdoor patio area is featured, showcasing two black chairs adorned with decorative cushions. In the center, a flower pot holds vibrant red and white flowers. Lush greenery and trees create a natural backdrop, enhancing the tranquil setting.
Guest suite in Gibsonia
4.92 out of 5 average rating, 197 reviews

Cozy Comfortable Retreat #1

Beautiful basement guest suite with a gas fireplace, full bath, kitchen with cooktop stove, mini refrigerator and microwave/convection oven. Enjoy off street parking in a quiet friendly neighborhood with outdoor patio. Close to shopping, restaurants, North Park and Hartwood Acres. Downtown Pittsburgh is less than 13 miles away which allows for easy access to all the sporting events Steeler games, Pirate games and Penguin games. Located less than 2 miles from the PA turnpike exit.

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 Pittsburgh
4.91 out of 5 average rating, 521 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.

Top guest favourite
Flat in Avalon
4.94 out of 5 average rating, 109 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 private 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
Flat in Pittsburgh
4.99 out of 5 average rating, 221 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
Townhouse in Pittsburgh
4.9 out of 5 average rating, 196 reviews

Comfortable Family Retreat | Quiet & Safe

Conveniently located just 10 minutes from downtown and within 15 minutes of major city attractions our home is the perfect for small groups looking to explore the vibrant city of Pittsburgh. With ample space for everyone to spread out and relax, our home offers a comfortable and inviting atmosphere. We offer premium amenities, including whole bean coffee, tea selection, soft towels, toiletries, and in-unit laundry (w/d) with laundry supplies provided.

Guest favourite
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Pittsburgh
4.93 out of 5 average rating, 404 reviews

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Guest favourite
A landscaped pathway is illuminated by soft lights along both sides, leading up a grassy slope to a home. The brick steps are bordered by greenery, creating a welcoming entrance as dusk settles over the area.
Home in Pittsburgh
4.82 out of 5 average rating, 104 reviews

The Nest in the North Hills.

Ample private parking, this home is close to everything in the North Hills of Pittsburgh and only 14 min from Downtown, Acrisure (Steelers) Stadium, and Pirates PNC Park. Walkable to La Roche University, minutes to UPMC Passavant Hospital, Ross Park Mall, North Park, McKnight Rd, and Rt. 19. 5.5 mi to the PA Turnpike. 9 mi to I-79. 7 mi to 279. New updates, a dedicated work space, fully stocked kitchen, living room dining room and fenced back yard.

Guest favourite
A living area features a gray sofa and a colorful accent chair adorned with floral patterns. A dark coffee table sits at the center, with a subtle plant displayed. A large wall clock is mounted above the space, while a kitchen area is visible in the background.
Flat in Millvale
4.97 out of 5 average rating, 232 reviews

*Comfy Cozy Clean* 1stFloor 2BR apartment

You will be close to everything when you stay at this centrally-located apartment in the heart of Millvale! Millvale is a safe & friendly neighborhood with plenty of restaurants, diners, breweries, and bars in walking distance. You will be only a few feet from a convenience store. The famous Mr. Small’s theater is less than a half mile away! The beautiful River trail is only 1 mile away & leads to the north shore, Heinz field, PNC park, etc.

Popular amenities for Glenshaw holiday rentals