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Homestead Vacation Rentals

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    Check prices for these dates

    Check prices for these dates, December 14–15, 2026

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    Our top choices for Homestead vacation homes

    1. 1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

    A fireplace with a tiled surround and a mantel, set in a hallway with white columns and a tiled floor.

    2. Not so tiny house with full kitchen & patio swing

    A room with a hanging chair, a large window, and a door leading to another space.

    3. Iron City of South Side Flats Charming 2-bedroom Unit

    A gated residential area with brick buildings and a concrete driveway.

    4. Steel City of South Side Flats Charming 2-Bedroom Unit

    A gated residential area with brick buildings and a concrete driveway.

    5. Fire Pit + Family Friendly + Great Location!

    A cozy outdoor seating area with a stone wall, a wooden bench, and a decorative gate.

    6. Urban Retreat with Garage on Mt. Washington

    A cityscape with a view of tall buildings, a telescope, and a railing.

    7. ★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!

    A two-story house with a front porch, a black door, and a small set of stairs leading to the entrance.

    8. Recently refurbished, great location, walking distance to bars & restaurants!

    A living room with a blue sofa, yellow cushions, a coffee table, and a blackboard with 'Bloomfield' written on it.

    9. Prime 5-Bed: Hot Tub, PITT, CMU, Schenley Park

    A balcony with wicker furniture and a glass table, overlooking a street with buildings and a tree.

    10. Lovely Strip District loft with free parking

    A modern kitchen with wooden paneling, a glass shower enclosure, and a microwave.

    11. 183 Banner Way - Lawrenceville

    A bedroom with a large bed, a nightstand, a mirror, and wall art.

    12. Highly Walkable | <10 Min to East Liberty Favs!

    A hotel room with a large bed, a fireplace, and a mirror on the wall.

    13. Eclectic Historic Sunny Vista Home with City Views, Northshore

    A covered picnic area with benches and a picnic table, surrounded by trees and a grassy field.

    14. City Skyline - Outside decks - Contemporary

    A bathroom with a white sink, a mirror, and a window with blinds.

    15. Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA

    A dining area with a round table, chairs, a vase with plants, a colorful abstract painting, a cabinet with shelves, and a hanging light fixture.

    16. ★ HostWise Stays ★ 4 Blocks From UPMC Children's

    A kitchen with white cabinets, a coffee maker, a bottle of Torani syrup, and a coffee grinder.

    17. Strip District Studio-Free Parking-Natural Light

    A modern kitchen with a brick wall, wooden cabinets, and a large dining table with a macrame runner.

    18. ★ HostWise Stays ★ Foxy home, off-street parking, new remodel!

    A spacious living room with a brown leather sofa, a dining area with a chandelier, and a staircase with patterned wallpaper.

    19. ★ HostWise Stays ★ Off-Street Parking, <1 block from Butler, Patio, Great Space!

    A modern loft with exposed brick walls, a wooden staircase, a dining area with a large mirror, and a cozy seating area.

    20. Park Free★Amazing Space★Professionally Cleaned!

    A cozy living room with a brick fireplace, a wooden dining table, and a staircase.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Homestead

    Steel heritage comes alive at the Waterfront's riverside shops and the historic Carrie Blast Furnace tours. Bike the Great Allegheny Passage trail or catch a movie at the AMC theatre after exploring Carnegie Library's local history exhibits.

    See all hotels in Homestead

    A sunset with illuminated industrial towers and a parking lot with trees.

    Top reviews in Homestead

    Hampton Inn & Suites Pittsburgh/Waterfront-West Homestead

    A Hampton Inn Suites building with a brick facade, multiple floors, and a well-maintained lawn.

    HYATT house Pittsburgh-South Side

    An outdoor seating area with wicker furniture and a view of a river and buildings in the background.

    Hyatt House Pittsburgh/Bloomfield/Shadyside

    An outdoor seating area with a stone fire pit, cushioned sofas, and a table with chairs.

    Courtyard by Marriott Pittsburgh University Center

    A bar area with a wooden backdrop, a glass display case with bottles, and four black bar stools.

    Hampton Inn Pittsburgh/West Mifflin

    A modern building with a paved walkway, neatly trimmed hedges, and a seating area with chairs and a table.

    SpringHill Suites by Marriott West Mifflin

    A hotel room with a sofa, a TV, two beds, a desk, and a window with a view of greenery.

    The Priory Hotel

    A courtyard with brick buildings, outdoor seating, and a red awning.

    Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

    A modern restaurant with a large window offering a view of a cityscape and hills. There are multiple seating areas with tables and chairs, and a counter with a menu display.

    Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG

    A hotel entrance with a stone facade, glass doors, and a covered area with lights.

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