Holiday houses in Sharpsburg

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Top-rated holiday rentals in Sharpsburg

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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
The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.
Guest suite in Highland Park
4.98 out of 5 average rating, 303 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Top Guest favourite
Apartment in Aspinwall
4.99 out of 5 average rating, 96 reviews

Aspinwall 1 bedroom Apartment

Newly updated 1 bedroom 1 bathroom apartment in the heart of the charming town of Aspinwall. Private exterior entrance with porch and patio, new kitchen, refinished original hardwood flooring, updated bathroom, living/dining room with decorative fireplace and 50” smart TV, spacious bedroom with queen, large closets and pocket doors all warmly decorated. 2 blocks from primary business streets for dining and shopping, under 10 minute walk to both UPMC St Margaret hospital and riverfront park!

Guest favourite
Guest suite in Highland Park
4.85 out of 5 average rating, 239 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
A spacious studio is presented with a king-size bed featuring a soft green coverlet. Light drapes frame the windows, and a cozy dining area with two chairs is situated by the sunroom. Soft natural light floods the room, creating an inviting ambiance.
Apartment in Highland Park
4.97 out of 5 average rating, 132 reviews

Highland Park Heritage Studio

Step into a chic blend of vintage charm and modern comfort! This private studio, set in a stunning Victorian building, is in a quiet yet walkable neighborhood—just minutes from the Zoo/Aquarium, restaurants, and Highland Park. A short drive takes you to Lawrenceville, hospitals, and universities. Enjoy a king-size bed, sunroom with a foldable sofa, full kitchen, new bathroom, and in-unit washer & dryer. Large windows fill the space with natural light. Safe, stylish, and inviting!

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.
Apartment in Pittsburgh
4.91 out of 5 average rating, 510 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
The living area features a cozy couch with a decorative throw, providing a warm contrast to the exposed brick wall. A dining area with two stools is situated near the kitchen, while a large smart TV displays various streaming options.
Apartment in Shadyside
4.93 out of 5 average rating, 254 reviews

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!

In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 1BR/1 bath apartment with private covered balcony w/ TV in a prime location, dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

Guest favourite
A spacious living area features a plush, dark gray sofa set against a dark accent wall. A modern round mirror hangs above a light-colored coffee table, with a soft area rug beneath. The open kitchen is visible in the background, showcasing stainless steel appliances and bright cabinetry.
Apartment in East Liberty
4.95 out of 5 average rating, 199 reviews

Cozy King Bed Suite ~ Free Parking & Ground Floor!

Enjoy our cozy king bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! ⭐King bed (Memory foam mattress) ⭐Queen pull out bed ⭐Pack n play ⭐First floor w/ no steps ⭐In-unit washer/ dryer ⭐Large desk w/ speedy wifi & extra monitor ⭐Pet friendly ⭐24/7 Guest support ⭐Free off-street parking ⭐Close to CMU/ Pitt!

Guest favourite
A cozy seating area is featured, with a dark gray sofa adorned with striped pillows. A small coffee table sits in front, and a bright workspace is visible nearby, complete with a desk and chair. Natural light pours through large windows covered with sheer curtains.
Apartment in Friendship
4.88 out of 5 average rating, 255 reviews

PRIVATE FULL STUDIO (G2)

This Studio is for anyone needing a neat, clean, cool place to stay with a queen bed, a sleeper sofa (almost queen size), a full kitchen and a full bathroom (shower only) with a private entrance on the 2 nd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10)

Guest favourite
A cozy living area is presented with a brown leather couch adorned with decorative pillows. A wooden table sits in front, complemented by a green plant. Natural light streams in from sliding glass doors that open to a deck, while an abstract art piece decorates the wall.
Townhouse in Pittsburgh
4.91 out of 5 average rating, 192 reviews

Comfortable Family Retreat | Crib | 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 Central Lawrenceville
4.92 out of 5 average rating, 398 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!

Top Guest favourite
A spacious living room is highlighted by soft natural light filtering through sheer curtains. A vintage-style couch, adorned with decorative cushions, is paired with a round coffee table. A circular mirror with a sunburst design adds an artistic touch to the neutral-colored wall.
Apartment in Bloomfield
4.93 out of 5 average rating, 331 reviews

Friendship Apt | Free Parking/Near W Penn Hosp&CMU

Step into Bright Suite-1BR apartment with contemporary design, ideal for young couples or business travelers. This 1BR apartment located on the second floor (accessible by stairs) Features: • Stylish kitchen and open living space • Comfortable queen-size bedroom • High-speed WiFi and workspace • Access to shared parking Close to Friendship restaurants, and hospitals, this apartment is perfect for a short getaway or longer stay in Pittsburgh.

Popular amenities for Sharpsburg holiday rentals