
Holiday houses in Homestead
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Top-rated holiday rentals in Homestead
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Walkable Southside Flats Fun
Within 2 blocks of all the fun the Southside has to offer. This fully equipped apartment is all yours. Sights and sounds of the city right outside your very private front door. Queen puffy lux hybrid bed, comfy living room space with room for a 3rd person on the coach. Great eat-in-kitchen. All you are missing is a dishwasher :) Laundry center provided in unit. Tub/shower combo. High speed internet, workspace desk, 2 Roku ready TVs just bring your streaming account info and call this home

Upscale spacious kid-friendly home, amazing views!
This gorgeous house has everything you need for a perfect stay in Pittsburgh. Located in a fantastic neighborhood, it offers the best views in town, with the most stunning sunset. Kid-friendly, and newly renovated by a designer, this luxurious stand-alone house is very close to all main attractions including Downtown, Schenley & Frick Parks, the universities, Oakland, Shadyside, and Convention Center. Free parking on site. The house is perfect for all: families with kids, friends, or couples.

Large luxury apartment, can sleep as many as eight
Two-bedroom apartment with a third sleeping space, easily the size of a full hotel suite. We can accommodate up to eight guests easily. with a well-equipped kitchen so you can enjoy family meals at home. Just off West Street, minutes away from the Waterfront, easy access to the rest of the city. Free Wi-Fi, free laundry is in the basement, we have amenities for pets, infants, and children and a 24-hour exterior video surveillance system to monitor your deliveries. No under-21 bookings accepted.

The Bungalow - Cozy, Chic & Commutable
Like an almond milk latte, this flat is warm, creamy and sweet. Moments from highway 376, in Swissvale, this newly renovated 1 bedroom has all you need for an extended stay in Pittsburgh-- including a SEPARATE office. Second floor walk up. Shared coin laundry room. Parking is free on our street. A 5 min drive from Edgewood Town Center home to a grocery/liquor store and gym. *Please note, we are in a transitioning neighborhood that's a melting pot of young professionals and longtime residents.

1 Bed, idyllic, stadiums, free parking, & Pets OK
Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

Cozy King Suite Just off Walnut
In the heart of Shadyside! 1 Block to Walnut St w/ FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! 1BR/1 bath apartment in a prime location, with all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted & entirely remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances & in-unit laundry is brand new!

East End Gem | Your Home Away from Home
This bright, stylish, and comfortable space, designed by an HGTV producer! With a fully remodeled kitchen and bathroom, cozy beds, and inviting rooms, this home offers the perfect home away from home. Conveniently located within 20 minutes of everything Pittsburgh has to offer, including sports fields, rivers, bridges, shopping, museums, historical sites, music venues, universities, and more! Whether you're here for business or pleasure, you'll find everything you need for a relaxing stay.

Fully Renovated Classic Home!
Enjoy a stylish experience at this centrally-located, fully renovated house. Park easily in one of two spaces out front. Everything in this house is brand new and it’s fully stocked with what you’ll need for a stress-free stay. Just a short 10-minute Uber ride to Acrisure Stadium, PNC Park, Convention Center, Zoo, Andy Warhol and Carnegie Museums, Science Center and many more. Just a 20-minute ride to the Pittsburgh Intl Airport and a short stroll to 30+ restaurants, many with a city view!

PRIVATE MINI STUDIO (D1)
This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd 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).

Cozy 2 bedrooms unit - 10 minutes to Downtown
Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 5 people. This cozy unit is in a duplex nestled in a safe and quiet neighborhood, just a stone's throw away from the vibrant regent square, 10 min to downtown. Step into our fully stocked beautiful kitchen where you can whip up your favorite drinks and meals. Enjoy the comfort and convenience of this lovely unit during your visit.🏡✨

Newly remodeled 2 bedroom apartment
Newly remodeled 2 bedroom apartment on the first floor of a duplex located in a quiet neighborhood. Fully equipped kitchen. Roku Tv with cable and free wifi. Plenty of on street parking. Walking distance to Frick Park and great neighborhood bars/ restaurants. Under one mile to Regent Square bars and restaurants. Just a few minute car ride to the heart of Squirrel Hill. Under ten minute car ride to downtown Pittsburgh. Self check-in.

New & Cozy Apt in Squirrel Hill
Welcome to our newly renovated walk-out basement unit in Squirrel Hill, one of the safest neighborhoods of Pittsburgh. It is central to all of the best attractions. Pittsburgh downtown is only 15 minutes drive. The unit enjoys proximity to Frick Park, Schenley Park, Carnegie Mellon University, University of Pittsburgh, grocery stores, cafes, restaurants, shops, movie theater, and local amenities on Murray, Forbes, and Shady avenues.
Popular amenities for Homestead holiday rentals
Stay near Homestead's top sights
Other great holiday rentals in Homestead

Private Subterranean Suite near Regent Square

Cozy Row House 3rd Floor Bedroom

Basement apartment with private entrance and bath

Cosy small bedroom centrally located in Pittsburgh

Sunny, spacious apartment in beautiful Regent Sq.

Little Paris-Twin Bed Room

Private Room in South Side

Private Room B with Queen | Walkable to Bus Stop
Destinations to explore
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- PNC Park
- Carnegie Mellon University
- Seven Springs Mountain Resort
- Strip District
- Fallingwater
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- Kennywood
- National Aviary
- Raccoon Creek State Park
- Point State Park
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Museum of Art
- University Of Pittsburgh
- Children's Museum of Pittsburgh
- Randyland
- Senator John Heinz History Center
- David Lawrence Convention Center
- Cathedral of Learning
- Carnegie Science Center
- Stage AE




