Vacation rentals in West Homestead

Steep Retreat Hazelwood Greenway

Take it easy at this unique retreat where the city and greenway meet. This 2 BD/ 1.5 BA home, built during the depression and renovated during the pandemic, boasts of these eras. It is located in the mid heights of Hazelwood just below the cemetery on a dead end street. It requires a 42 step ascent to the entrance. It has more decks than bedrooms and a hot tub that shares the lower deck with a propane grill. Nearby: Waterfront, Southside, Squirrel Hill, the City Parks and the GAP trail.

Hilltop Suite, Quiet Street

You will have your own entrance & onsite parking in the driveway. Your PRIVATE area does not join with my living area in any way; we likely will never meet. The suite includes your own bathroom with a deluxe shower, an in-suite mini kitchen with stove & fridge, a small dining table, a couch, & a comfy queen bed. You control the temperature with your own HVAC system with both heating & cooling. It’s approximately 15 mins to all main universities, the city center & all of the sports arenas.

King Bed, Artist's Flat

Kick back and relax in this calm, stylish space. Enjoy the evening around the fire pit or home theatre. 4 blocks to the exciting Riverfront and Southside Works stores, parks, restaurants and bars. 10 min. to Oakland or Downtown. The home has a newly remodeled kitchen, laundry and half bath on the main level. Upstairs is a spacious bedroom with a king bed, TV room, and a full bathroom. Out back is a lovely deck and Adirondack chairs around the fire pit. Perfect for a couple or young family.

Queen Bed Suite|Heart of Shadyside|Walkable &Quiet

Stylish and freshly renovated 1 BR/ 1 bath apartment perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Super comfy queen memory foam mattress 🌟24/7 Guest support ⭐️Free off-street parking! 🌟Fully stocked & equipped kitchen ⭐️Queen sized pull out sofa 🌟Pet Friendly (Must provide vaccination records) ⭐️Laundry (Free and in-unit)

Cozy City Hideaway•Near It All Quiet+ Free Parking

Welcome to your cozy 3BR, 2BA city hideaway in Pittsburgh — close to the Waterfront, South Side, and Downtown, yet tucked away in a quiet spot. Relax on the plush sectional with a large Smart TV, while each bedroom has its own TV for private unwinding. Step outside to a spacious backyard with a sheltered picnic table, grill, and a lovely view — perfect for cookouts, morning coffee, or evening relaxation. Comfort, convenience, and space to breathe — all near everything Pittsburgh offers.

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!

Entire home near Kennywood without extra fees.

Bring everyone along for the trip, including Fido! Our home is a cozy, yet spacious Cape Cod southeast of downtown Pittsburgh. The backyard faces a beautiful and peaceful meadow. The yard is fenced in and has a small garden filled with herbs and tomatoes during the summer. Our home has all of the amenities to make your stay enjoyable and easy. We keep our home clean, organized and stocked with essentials. The beds, pillows and sheets are new and comfortable. Parking is plentiful and easy!

Comfortable & Cozy Steel Town Apartment!

Welcome to the Steel Town Apartment #2. This renovated 1 BR, 1 Bath apartment comes with a fully equipped kitchen and living room space. Conveniently located minutes from The Waterfront and Kennywood Park! Located south of Pittsburgh, this apartment is a perfect stay if you’re looking to explore The South Side Flats, North Shore area, Oakland, Strip District, and Downtown Pittsburgh! *No smoking & no pets *Please request use of air mattress so I can provide appropriate amount of linens.

Family & Pet-Friendly Home w/ Fenced Yard & Office

Welcome to your ideal Pittsburgh retreat! This fully renovated, pet- and family-friendly home offers comfort and convenience with three bedrooms (including a nursery), a dedicated office with high-speed internet, and a fully equipped kitchen. Family features include baby gates, child-proofed outlets, and a fenced backyard. Located near Kennywood, Sandcastle, and the Waterfront, with easy access to downtown attractions and universities, this house is the perfect base for a relaxing stay.

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.

Beautiful, Pleasant and Comfortable House

This stylish place is great for family and business trips, located 20 minutes from downtown and 6 minutes from Kennywood Park. The master bedroom is on the first floor, two bedrooms on the second floor and a full bathroom on the first floor. Also, it has Laundry Area, Living room, dining room, fully equipped kitchen, a spacious porch, backyard and parking lot for three vehicles. Parties and pets are totally prohibited.

Luxury Stay for 12 • Ideal For Families!

Waterfront Hall is a 1900 historic residence with two queen bedrooms and an attic bunk room for eight. Enjoy refined gathering spaces including dining for twelve, a children’s playroom, and a game room with foosball and classic wooden board games. Original slanted floors and fine art throughout add charm. Bathroom expansions, central air, and full landscaping are planned for 2026.