Vacation rentals in Homestead

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Top-rated vacation rentals in Homestead

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Guest favorite

A dog with a distinct brindle coat is seen sitting on a sofa draped with a patterned blanket. The dog is wearing a camouflage jacket, adding a playful touch to the cozy setting. The backdrop features a smooth, neutral wall, emphasizing the warm tones of the furniture.

Apartment in Munhall

4.91 out of 5 average rating, 22 reviews

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.

Superhost

The open living space features a modern kitchen with stainless steel appliances and a dining area. A stylish round coffee table made from wood is positioned in front of a cozy sectional sofa. Natural light pours in through large windows, highlighting the hardwood floors.

Apartment in Homestead

5 out of 5 average rating, 3 reviews

Spacious Luxury Penthouse in Converted School

"Luxurious & Spacious" This 1,000 sqft 2 Bath 1 Bed Penthouse was recently converted from an old school. Enjoy the charm with modern comfort. The main level has a full bathroom, desk, breakfast bar, living room w/ custom sectional, Apple TV and GREAT views from the oversized window. Upstairs you'll find the Bedroom with a King Size Bed and En-suite Bathroom. -Amenities include: In-unit W/D, Elevator, Gym, Rooftop Deck, Billiards, BBall Court, & Auditorium Lounge as seen on CNBC's Bowtie High

Top guest favorite

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, 256 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.

Guest favorite

A welcoming entryway features a small dining table beside a black couch adorned with cushions. Wall-mounted shelves showcase dishware and decorative items. Framed photographs hang on the wall, and a door with a window allows natural light to brighten the space.

Guest suite in West Mifflin

4.95 out of 5 average rating, 196 reviews

Hilltop Suite, Quiet Street

Your suite has your own entrance through the back of the house as well as onsite parking in the driveway. You are in your own PRIVATE area that does not join with my living area in any way. Inside, I’ve worked hard to make the space very updated and clean. Amenities include your own bathroom with a deluxe shower, an in-suite mini kitchen with stove and fridge, a small dining table, a couch, and a comfy queen bed. It is approximately 15 mins to all main universities and the city center.

Guest favorite

The bedroom features a cozy queen bed dressed in soft linens, with two nightstands on each side, each holding a lamp. A large landscape photograph of a road leading to snow-capped mountains is displayed above the headboard, enhancing the serene ambiance.

Apartment in Munhall

4.92 out of 5 average rating, 130 reviews

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.

Top guest favorite

Home in Munhall

5 out of 5 average rating, 13 reviews

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.

Top guest favorite

An inviting living space features a comfortable sectional sofa and a television mounted on the wall. Light streams in through large windows adorned with shutters, highlighting a potted plant and decorative wall hanging. A small dining table with a patterned tablecloth is visible nearby.

Apartment in Regent Square

4.98 out of 5 average rating, 113 reviews

"April's Retreat" Regent Square King Bed Frick Prk

Take it easy at this tranquil getaway that is close to everything Pittsburgh. You'll enjoy the one bedroom apartment on the 2nd floor of this historic building in Regent Square. Walk to Frick Park, restaurants, coffee shops and bars on Braddock. Hike or mountain bike on the 22 miles of trails. Small and well-appointed kitchen if you like to prepare your own meals. Tons of natural light. Close to bus routes. Need more space? Traveling with others? Check out my other 2bd listing.

Top guest favorite

A sunlit enclosed porch showcases a wooden table set with minimal décor. A blue chair with floral accents complements the space. Light curtains frame the windows, allowing natural light to fill the room, while a small table in the corner adds functional charm.

Home in Munhall

4.99 out of 5 average rating, 70 reviews

Private House with Stone Patio and Sun Room

This private remodeled one story house includes full private access to a laundry room, combined kitchen and dining room, living room, bedroom, a relaxing enclosed sun porch, and outdoor patio. Central air conditioning and heating is also included. The location is just seven miles from downtown Pittsburgh and only minutes away from shopping and restaurants at the Waterfront and about three miles from Kennywood Park. Free parking is available away from the road in our large lot.

Superhost

A spacious living area features a comfortable gray sofa set and a small coffee table. A mounted flat-screen TV is visible on one wall, while a kitchenette with modern appliances is positioned adjacent to it, highlighted by natural light from a nearby window.

Guest suite in Bloomfield

4.9 out of 5 average rating, 400 reviews

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).

Guest favorite

A spacious living area is presented with a light-colored sectional sofa and a black coffee table atop a striped rug. A mounted television is visible above an elegant fireplace. Adjacent, a dining area features a round table with four chairs, illuminated by a stylish light fixture.

Apartment in Pittsburgh

4.96 out of 5 average rating, 111 reviews

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 4 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.🏡✨

Top guest favorite

The living room features a spacious grey sofa adorned with a navy throw blanket. A blue and cream patterned rug covers the hardwood floor, while natural light streams through sheer white curtains. A light fixture and a small side table complete the serene ambiance.

Apartment in Pittsburgh

4.96 out of 5 average rating, 135 reviews

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.

Guest favorite

A light-colored sectional sofa is positioned next to a large window, allowing natural light to fill the room. A textured wall features exposed brick, complemented by a decorative wall hanging. A small wooden side table and a woven basket add functional decor to the warm living space.

Apartment in Point Breeze

4.9 out of 5 average rating, 21 reviews

Quiet & Cozy, Industrial Modern Escape in the City

Built in 1910, you'll feel and see Pittsburgh's history in this railroad-style, cozy apartment and the surrounding neighborhood. Located within walking distance of beautiful Frick Park and Museum, two incredible bakeries, a pharmacy, several small businesses, and other attractions - a bike ride or walk is the best way to experience this neighborhood. The bedroom has a sliding wood door that separates it from the living room.