Holiday rentals in Sharpsburg

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Top-rated holiday rentals in Sharpsburg

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

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Top 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
4.95 out of 5 average rating, 132 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
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
A spacious sleeping area features a comfortable king-size bed, highlighted by a green accent wall. Large windows are adorned with green curtains, allowing natural light to filter in. A wooden table with decorative items stands nearby, complemented by a neutral area rug.
Flat in Highland Park
4.94 out of 5 average rating, 118 reviews

Charming Studio w/Sun Room

Welcome to our private studio in the heart of historic Highland Park! This Victorian building blends classic charm with modern amenities. Nestled in a quiet neighborhood, it’s just a short walk to the Zoo/Aquarium, Restaurants and Highland Park, with a short drive to Lawrenceville and Universities. The studio features a king-size bed, foldable sofa in a sunroom, fully equipped kitchen, new bathroom, washer&dryer. Large windows provide plenty of natural light in this safe and welcoming space.

Top guest favourite
Flat in Bloomfield
4.98 out of 5 average rating, 121 reviews

Chic Loft Style HighEnd King Suite~ 2Parking Spots

Brand New Loft Style Apartment with 17ft. ceilings, huge windows, and 2 dedicated OffStreet Parking Spaces! Brand new KING Suite! 1 block to West Penn, short walk to UPMC! On site parking makes the short drive to Shadyside, CMU, Pitt and the Strip District/Downtown a breeze! The building was gutted and remodeled, everything is brand new! Fully stocked for long and short term stays! Steps to dozens of restaurants, shops, coffee shops, and grocery stores. Make your reservation today!

Guest favourite
Guest suite in Highland Park
4.85 out of 5 average rating, 245 reviews

Private Luxury Suite • Spa Bathroom • Parking x2

Private basement suite with its own side entrance and laundry — perfect for short stays in Pittsburgh. The highlight is a brand new spa-inspired bathroom featuring a walk-in shower with oversized rain head, handheld, and dual body jets—finished with elegant brushed gold fixtures for a true luxury feel. Enjoy a quiet and safe neighborhood just 15 minutes from downtown. Includes private parking for 2 vehicles, plus essentials for light meals (mini fridge, microwave, and coffee station).

Top guest favourite
Home in Highland Park
4.94 out of 5 average rating, 34 reviews

Sergio's Gallery

Relax in a cozy 2 story house in Pittsburgh’s East End. Morningside is a quiet residential neighborhood, tucked between the more bustling neighborhoods of Shadyside, East Liberty and Lawrenceville. You’re only a 10 to 15 minute drive to Downtown and Oakland. Sergio was a physicist and professor who relaxed by painting. His oils and watercolors decorate this fully equipped home. Take a walk over to our local coffee shop Ka-Fair, or sit on the porch and listen for the animals at the zoo.

Top guest favourite
An open kitchen area features modern black cabinetry paired with white countertops and stainless steel appliances. Ample natural light filters through large windows, illuminating the space. An adjacent staircase leads to the upper level, while the living area is visible in the background.
Flat in Pittsburgh
4.99 out of 5 average rating, 130 reviews

Immaculate Double King Suite w/ Rooftop Terrace

Enjoy our immaculate 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐Rooftop Deck w/ City view ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

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, 555 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.

Guest favourite
Flat in Pittsburgh
4.93 out of 5 average rating, 15 reviews

Weekend Respite in Brewery Central Pittsburgh

Welcome to The Pickle Apartment in Sharpsburg — named for the area’s Heinz heritage. This modern, industrial-chic space features polished concrete floors and a family-friendly layout. Walk to top breweries, cafés, and restaurants, or enjoy quick access to Lawrenceville and downtown. Dedicated off-street parking is included — a rare perk in this historic mill-town neighborhood. Perfect base for families and couples in town for a game, brewery weekend, or a relaxed city stay.

Superhost
An open-concept living area features a large green sectional sofa with textured cushions, inviting relaxation. A bold black and white patterned area rug anchors the space, complemented by a modern chandelier. Natural light floods in through the windows, enhancing the cozy atmosphere.
Home in Pittsburgh
4.84 out of 5 average rating, 126 reviews

Pet Friendly Pittsburgh Home Near Zoo, Sleeps 12

Spacious 4BR pet-friendly home in Upper Lawrenceville, Pittsburgh. Minutes from Pittsburgh Zoo, Strip District, Children's Hospital, and Butler Street dining. Easy access to PNC Park, Acrisure Stadium, PPG Paints Arena, and Pitt/CMU. Open layout with chef's kitchen, luxurious master suite, and modern finishes. Ideal for families, medical stays at UPMC, game-day trips, graduations, and group travel. Free parking and walkable to Lawrenceville's best restaurants and shops.

Guest favourite
Townhouse in Pittsburgh
4.91 out of 5 average rating, 203 reviews

Home Away From Home • Garage • Min to Downtown

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.

Superhost
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, 425 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!

Popular amenities for Sharpsburg holiday rentals