Guesthouse vacation rentals in Pittsburgh

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Top-rated guesthouse rentals in Pittsburgh

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

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Guesthouse in Pittsburgh

4.59 out of 5 average rating, 160 reviews

Charming Guest House - Pittsburgh's Little Italy!

Welcome to your perfect Pittsburgh getaway! Our spacious and stylishly furnished apartment is located in the heart of one of the city's most vibrant neighborhoods, just steps away from some of the best restaurants, bars, and shops in town. Inside, you'll find a comfortable and inviting living space, with all the amenities you need to feel at home. Whether you're in town for work or play, our prime location and top-notch accommodations are sure to make your stay unforgettable. Book your stay toda

Guest favorite

Guesthouse in Imperial

4.89 out of 5 average rating, 19 reviews

The Hanger

Welcome to our cozy guest house, conveniently located near the Pittsburgh Airport! Our charming accommodation is attached to our welcoming residence, offering a private and comfortable stay for up to two guests. The space is thoughtfully designed, featuring a well-equipped kitchen, furnished living area, and a bedroom with a plush queen-size bed. You'll love the convenience of being a short drive from the airport, while still enjoying the peaceful ambiance of our residential neighborhood.

Guest favorite

Guesthouse in Pittsburgh

4.91 out of 5 average rating, 90 reviews

Luxury: Pointe Brise Retraite house

Centrally located in the historical Point Breeze gilded age neighborhood of the 19th century within 1 mile of Google Headquarters, Uber, Carnegie Mellon Robotics, Chatham Univ, Bakery Sq, Mellon Park & Westinghouse Park; Wholefoods, Trader Joe's, L A Fitness; Biking and jogging community; restaurants and shopping; easy access to major parkways east or north; East Busway to Downtown PGH; cottage neighborhood, grand infrastructure, understated

Guest favorite

Guesthouse in Pittsburgh

4.95 out of 5 average rating, 44 reviews

Unique Rustic Carriage House

Spacious one bedroom Carriage House in Pittsburgh's East End Neighborhood. Located right next to the East End Busway/Hamnett Station. It's a quick bus ride to Shadyside, Oakland, and Downtown. This space is also in a very walkable neighborhood, close to many Bakeries, Restaurants, Coffee shops, and Frick Park. Ample amounts of street parking must be able to walk up a flight of stairs And No Cleaning Fees!

Guesthouse in Eighty Four

4.75 out of 5 average rating, 12 reviews

Perfect 4 Romantic Wknd Getaway

Relax with the whole family at this peaceful place to stay. Bring your fishing rods and fish in the pond. There are many great restaurants in the area; my family loves Pizza, and everyone is a fan of Ardolino's Pizza or Danny Jr's Pizza & Hoagies. We are 9 miles from Tanger Outlets, 29 miles from downtown, and 12 miles from the Trolley Museum. The place is available for extended stays—message for details.

Guest favorite

Guesthouse in Oakmont

4.97 out of 5 average rating, 77 reviews

Cozy Carriage House in Oakmont, PA

Freshly updated detached Carriage House with off-street parking. Sleeps 4 adults comfortably. Minutes from Oakmont Country Club. Walkable to Allegheny River Boulevard shops and Oakmont Bakery. Living room and Main Bedroom equipped with Smart TVs. Standard cable + HBO. Private patio area with seating. 20 minutes from Downtown Pittsburgh & 5 minutes from PA Turnpike. Must be able to climb steps.

Guest favorite

Guesthouse in Pittsburgh

4.96 out of 5 average rating, 199 reviews

Cozy Mt Leb Carriage Hse | Kitchen | T to Stadium

Cozy 1 bedroom carriage house apt in Mt. Lebanon, fully-equipped kitchen, living room/dining room, separate bedroom and bathroom. Bedroom has a king size bed and couch is a large CB2 sectional. Keurig Coffee Maker with k cups. 1 car off street parking. Smart TV with Netflix and Amazon, also basic cable channels. Our guests love it!

Guesthouse in Pittsburgh

4.1 out of 5 average rating, 10 reviews

2/F private unit w/ 4 bed rooms

Private unit with 4 bed rooms ( 1 room with Queen bed and 1 single bed / 1 room Queen w/ bath room inside/ 2 rooms with full bed each ) 1 share bath room in the hallway, 1 kitchen, outside smoking area, private entrance, big Garden with bar b q area, laundry room, parking space, big kitchen well equipped,

Superhost

Guesthouse in Pittsburgh

4.74 out of 5 average rating, 74 reviews

The Carriage House

Stylish one bedroom studio. This is the perfect “crash pad” in the East End. Walkable location near restaurants, shops of east end. Comfortable futon style bed, fast internet, kitchenette, steps from Five Points Bakery. Modern and chic, incredible backyard access and indoor-outdoor vibe.

Guest favorite

Guesthouse in Pittsburgh

4.99 out of 5 average rating, 82 reviews

Urban Eclectic II, Private Room/Entrance/Bath

Have it all in Pittsburgh. This renovated, historic home in the Mexican War Streets is convenient to all North Shore destinations. Stadiums, Science Center, The Warhol, National Aviary & more! Private entrance from the rear of the house. The only shared space is the back patio.