Holiday rentals in Homestead

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Top-rated holiday rentals in Homestead

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Top guest favourite
A cozy living room is featured, with a dark couch positioned alongside a light-colored wall. A fluffy rug covers the floor, and a mounted television is visible on the wall. A round wicker chair and a small coffee table complete the welcoming atmosphere.
Flat in South Side Slopes
4.92 out of 5 average rating, 122 reviews

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

Top guest favourite
A comfortable living area is presented with a light-colored sectional sofa, a glass coffee table, and a decorative pouf. Two large windows allow natural light to fill the space, where a stylish floor lamp stands nearby. A fireplace with a mirror above adds a cozy touch.
Home in Point Breeze
5 out of 5 average rating, 27 reviews

Cozy 2BR House in Pittsburgh

Our 2-bedroom, 1.5-bath home is nestled next to Frick Park and walking distance to some of Pittsburgh's best bakeries, restaurants, & bars. Enjoy thoughtfully curated interiors, a fully equipped kitchen, bedrooms with blackout blinds and queen beds, and ample free street parking. Multiple bus lines (61A, 61B, 67) provide easy access to CMU, Pitt, Downtown, Squirrel Hill and more. This house is 100 years old and was lovingly restored. We hope you enjoy it as much as we loved giving it new life!

Guest favourite
The living area features a spacious, light blue sectional sofa adorned with decorative pillows. A modern fireplace is nestled beneath a wall-mounted television. Natural light floods in through large windows, while a dining area is visible in the background, adding to the open layout.
Home in Greenfield
4.98 out of 5 average rating, 54 reviews

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.

Guest favourite
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.
Flat in Munhall
4.93 out of 5 average rating, 27 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.

Top guest favourite
A cozy living room area showcases a brown leather sofa adorned with decorative pillows. Two lamps illuminate the space, and a round coffee table is positioned in front of the sofa. Artwork is displayed on the walls, contributing to the classic decor.
Flat in Regent Square
4.99 out of 5 average rating, 119 reviews

2BR Apt. /Pittsburgh/East/Regent Square/Frick Park

First floor 2-bedroom apartment with classic decor. Modern bath/kitchen with complete utensils. Wi-Fi & wired gigabit network. Two TVs with service. Appropriate for business traveler, families with older children. Living and dining room accommodates 8-10 people. Convenient to downtown, Oakland/universities. Across street parking. Nearby restaurant/stores and park in walking distance. Open bar. No per-person or amenities charges. Virtual tour at https://my.matterport.com/show/?m=BFeAkSV4ekM

Top guest favourite
A comfortable living room is shown with a blue sofa and a wooden coffee table. An armchair is positioned nearby, complemented by a colorful throw. Soft lighting from a standing lamp and two floor lamps enhances the space, while a large window allows natural light to fill the room.
Home in Squirrel Hill South
4.98 out of 5 average rating, 57 reviews

Mid-century modern Lustron & Japanese garden

Stay in beautiful Squirrel Hill in a unique mid-century modern Lustron steel house. Enjoy a five minute walk to Frick Park, or a twenty minute walk to all of the cafés, restaurants, yoga studios, shops, and grocery stores on offer in the neighborhood. This home has been lovingly decorated with vintage and contemporary editions of classic designer furniture and international art. Cook your own meals in a recently remodeled kitchen and enjoy your food indoors, in the sunroom or outside.

Superhost
A cozy studio featuring a spacious bed with a bright yellow blanket and decorative pillows. Green accent walls provide a vibrant touch. A kitchenette and comfortable seating area can be seen in the background, creating a welcoming environment.
Flat in Swissvale
4.86 out of 5 average rating, 94 reviews

The Pop Art Studio - Cool, Convenient & Commutable

Conveniently located off of highway 376, tucked away in a Swissvale neighborhood, this newly renovated studio has everything you need for a visit to Pittsburgh. The unique interior design and lovely private patio make our apartment stand out from the rest. Ground floor- no steps required! Parking is free on our street. Enjoy proximity to all Pittsburgh has to offer! Please note, we are in a transitioning neighborhood that's a melting pot of young professionals and longtime residents.

Superhost
A spacious studio apartment features a newly unfolded murphy bed with fresh linens. Wall-to-wall cabinetry provides ample storage. A small kitchen area with a microwave and mini fridge is visible. Natural light flows through a large window, highlighting the textured brick wall and modern furnishings.
Loft in North Oakland
4.77 out of 5 average rating, 132 reviews

Cozy! Micro Loft apartment Shadyside, sleeps 1

Come and relax in our new location! This historic warehouse was converted into apartments but still holds its original architectural features! Enjoy the industrial modern aesthetic with 15-foot-high ceilings, brick walls, original concrete floors, and atrium skylights. These units come fully furnished and have a micro kitchen (microwave and mini fridge) and all your required accessories for you to just drop your suitcase and start relaxing. **NOW PET FRIENDLY-$50.00 PET FEE PER STAY**.

Guest favourite
The image showcases a three-story home with a light grey exterior and blue accents, featuring a prominent gabled roof. A wooden deck with a railing extends in front, providing an inviting entryway. The neighborhood architecture is visible in the background.
Flat in Pittsburgh
4.97 out of 5 average rating, 172 reviews

Cute Apt Minutes from Downtown and Stadiums!

🏡 Welcome to this charming home just minutes from downtown Pittsburgh & the stadiums! Perfect for couples, friends, or solo travelers. Enjoy a spacious fenced backyard, comfy living areas, and easy access to city highlights. No parties, but great vibes always. 🛋️ Inside, you’ll find a charming, thoughtfully decorated home that’s as functional as it is cute. 🌿 Out back, you’ll love the spacious fenced-in yard — perfect for sipping coffee, or unwinding after a day in the city.

Guest favourite
The spacious bedroom features a wooden platform bed with a plush mattress and white linens, complemented by a decorative blanket. A minimalist bedside table holds a lamp, while two framed botanical prints adorn the wall. Natural light filters through the window, enhancing the inviting atmosphere.
Flat in Shadyside
4.95 out of 5 average rating, 148 reviews

Shadyside/Pittsburgh, Modern & Cozy 1BD w/Prkng

Modern and family oriented 1 Bedroom apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 Bedroom & Dining area and FREE Parking. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families, executives, expats and this is NOT a party place.

Top guest favourite
Flat in Pittsburgh
4.99 out of 5 average rating, 134 reviews

Pittsburgh Area 2 Bedroom Apt.

Comfortable, Convenient & Clean 2 bedroom apartment (1 queen bed & 1 twin size day bed). Located on a "Pittsburgh Hill" you'll remember in Forest Hills a quiet residential eastern suburb of city. Free off street parking. Downtown & Stadiums 10 mi. Universities, Medical Center & Carnegie Museums 8 mi. Monroeville Convention Center & Sri Venkateswara Temple 5mi, International A/P 27 mi. PENS Hockey Arena 9 mi. I-76 PA turnpike 8 mi. Kennywood Park 5 mi.

Superhost
A modern living area features a kitchenette with a small refrigerator and microwave, alongside a comfortable white chair and a sleek gray sofa. A wall-mounted TV displays a city skyline, while exposed brick adds a touch of character. Natural light filters in through a window.
Home in Friendship
4.88 out of 5 average rating, 547 reviews

PRIVATE MINI STUDIO (D2)

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).

Popular amenities for Homestead holiday rentals

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Allegheny County
  5. Homestead