Vacation rentals in Homestead

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Top-rated vacation rentals in Homestead

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Top guest favorite
The compact kitchen features rich wooden cabinetry and modern appliances. A small stove and an oven are positioned against a decorative backsplash. A stainless steel sink is situated underneath a window, and a coffee maker sits beside a colorful patterned rug on the floor.
Apartment in Pittsburgh
4.93 out of 5 average rating, 28 reviews

Meade Street Apartment Near Chatham U , Pitt & CMU

Enjoy your stay in Pittsburgh in style and comfort in this unique apartment with touches of the old and new! This stylish retreat is located in the heart of Pittsburgh in Point Breeze North near Chatham University and Pitt. This one-of-a-kind apartment will greet you with the timeless charm of beautiful woodwork and flooring, seamlessly blending classic elegance with modern comfort. Situated on the 2nd floor, this inviting residence offers comfort, convenience, & a fantastic location. Book now!!

Top guest favorite
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, 19 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 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
4.92 out of 5 average rating, 25 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 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, 278 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 cozy living area is highlighted by a sleek beige leather sofa, accompanied by decorative pillows. A glass coffee table sits on an ornate area rug, while natural light illuminates the space. The staircase and a softly lit hallway can be seen in the background.
Home in Duquesne
4.91 out of 5 average rating, 252 reviews

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!

Superhost
A spacious sleeping area is highlighted by a wooden bed with neutral bedding. A cozy fireplace is located beneath a clock, accompanied by a decorative plant and a circular seating area. Natural light enters through the windows, enhancing the room’s bright atmosphere.
Apartment in Shadyside
4.93 out of 5 average rating, 121 reviews

Shadyside/Central @4 Stylish&Central Studio w/Prkg

Stylish and Central family oriented modern Studio apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment a Studio with bathroom, kitchen 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 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, 131 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.

Guest favorite
A spacious living area features a plush, dark gray sofa set against a dark accent wall. A modern round mirror hangs above a light-colored coffee table, with a soft area rug beneath. The open kitchen is visible in the background, showcasing stainless steel appliances and bright cabinetry.
Apartment in East Liberty
4.96 out of 5 average rating, 176 reviews

Cozy King Bed Suite ~ Free Parking & Ground Floor!

Enjoy our cozy king bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! ⭐King bed (Memory foam mattress) ⭐Queen pull out bed ⭐Pack n play ⭐First floor w/ no steps ⭐In-unit washer/ dryer ⭐Large desk w/ speedy wifi & extra monitor ⭐Pet friendly ⭐24/7 Guest support ⭐Free off-street parking ⭐Close to CMU/ Pitt!

Guest favorite
A modern kitchen area features sleek cabinetry alongside a wooden countertop and stainless-steel appliances. A spacious gray sofa with decorative pillows is situated nearby, providing a comfortable seating option. Light streams through a window, illuminating the tiled floor and brick accent wall.
Apartment in Friendship
4.9 out of 5 average rating, 468 reviews

PRIVATE FULL STUDIO IN PITTSBURGH (C2)

This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd 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 patio area is visible with a round white table surrounded by four metal chairs, shaded by a striped umbrella. A decorative bowl sits on the table. A barbecue grill is positioned beside a stone patio, with green lawn and trees in the background.
Guest suite in Squirrel Hill South
4.91 out of 5 average rating, 234 reviews

Renovated large private studio in Squirrel Hill

Cozy and lovely large studio with garden, separate private entrance, kitchen, and full bathroom. Located in the central and convenient neighborhood of Squirrel Hill, close to CMU, University of Pittsburgh and Chatham University, right next to Schenley Park and walking distance (only 2 blocks) to all the cafes, restaurants, shops, movie theater and local amenities of our amazing neighborhood. Downtown Pittsburgh is only 10-12 minutes drive.

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
4.94 out of 5 average rating, 145 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.

Top guest favorite
The living area includes a teal sofa paired with a brown armchair, positioned around a black coffee table. A decorative mirror with wooden accents is mounted on the wall, reflecting an inviting atmosphere. Two lamps offer soft lighting, and a patterned rug adds texture beneath.
Apartment in Pittsburgh
4.99 out of 5 average rating, 112 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. 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.

Popular amenities for Homestead vacation rentals