House holiday rentals in Squirrel Hill

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Top-rated house rentals in Squirrel Hill

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Guest favourite
A nighttime view of Pittsburgh showcases a vibrant cityscape, with twinkling lights illuminating the skyline. The sloped foreground provides a natural boundary, creating a contrast against the urban setting. The scene captures the essence of life in a historically rich neighborhood.
Home in Pittsburgh
4.9 out of 5 average rating, 136 reviews

*z 2231 1BR Southside *Sloped* Home Close to Pgh

Quirky South Side Slopes home convenient to Pittsburgh and all local attractions. This property is located in one of Pittsburgh's original industrial neighborhoods which is remaking itself into a fun vibrant community. With fun views from high above the city this neighborhood was home to many Pittsburghers who worked in the steel mills that helped build our great nation. Come get a feel for the way Pittsburghers used to live and enjoy everything Pittsburgh has to offer today, yinzer approved!

Superhost
The dining area features a wooden table surrounded by six chairs, complemented by a woven area rug. Modern pendant lighting hangs above, illuminating the space. The open layout connects to a fully equipped kitchen with stainless appliances and an island with seating.
Home in Pittsburgh
4.8 out of 5 average rating, 264 reviews

Sq. Hill 🏡 Frick Park 🚵‍♀️ Parking 👑 King Bed

Newly remodeled 4BR/2.5BA home on a quiet Squirrel Hill street—steps to Frick Park & Blue Slide Park. Sleeps 8 (king + memory-foam beds). Cook in the fully stocked kitchen w/stainless appliances, coffee & tea bar, dine at the table for 6 + breakfast bar, then unwind with fast Wi-Fi, dedicated workspace, Roku TV, DirecTV Stream, and in-home washer/dryer. Easy keypad self check-in , driveway and easy street parking. Walk to Murray Ave shops, cafes & 2 Starbucks. Minutes to CMU, Pitt & downtown.

Guest favourite
The spacious living room features a large, modular sofa with memory foam cushions, positioned next to a modern coffee table. A 50" TCL Roku Smart TV stands on an entertainment unit, while soft lighting is provided by stylish lamps. A circular mirror and decorative plant add subtle details.
Home in Pittsburgh
4.79 out of 5 average rating, 144 reviews

Triple King Bed Townhome ~ Quiet

Charming 3 Bed / 2 Bath townhome in the heart of Bloomfield! Super close to downtown and all major neighborhoods in Pittsburgh. This is a very safe & walkable area and a short 10 minute drive to downtown! 💫THREE Memory foam king beds 💫Super comfy modular sofa with memory foam cushions 💫Two full bathrooms 💫24/7 Guest Support 💫Prime Bloomfield location 💫Pet friendly (Fees apply!) 💫Shared backyard 💫Two desks 💫Luxurious waterfall shower heads 💫Fully equipped kitchen 💫TCL Roku Smart TVs

Top Guest favourite
An inviting living room showcases exposed brick walls and a stylish staircase. Comfortable gray seating is arranged around a round coffee table, with decorative pillows adding a pop of color. Soft lighting and artwork complement the space, creating a cozy atmosphere.
Home in Pittsburgh
4.98 out of 5 average rating, 178 reviews

Off-Street Parking, Steps to Butler St., Patio!

In the heart of lower Lawrenceville, our place exudes historic Pittsburgh charm while providing an incredibly cozy experience. Our spacious kitchen invites you to cook a great dinner. Our comfortable living room surrounded by historic brickwork + open staircase encourages you to relax and watch Netflix. The patio welcomes you with fresh air. With two full bathrooms, two couples or a family can get ready for the day (or night!) Within walking distance, bars, breweries, and restaurants abound!

Guest favourite
The family room features a modern L-shaped sleeper sofa offering comfortable seating. A large wall-mounted television is positioned above a minimalist media console. A counter-height table with two adjustable stools provides an eating area, complemented by light streaming through a nearby window.
Home in Pittsburgh
4.85 out of 5 average rating, 131 reviews

*2100r Southside Slopes affordability!*

Convenient Slopes location with many updates. Not so walkable but a short Uber/lyft away from everything Pittsburgh. This space has everything you need to enjoy Pittsburgh affordably. This property features Verizon fios fiber optic high speed internet. Bring your provider passwords and stream your favorite premium stations with the Roku player. If you don’t have passwords enjoy the local stations on the 55 inch 4K TV in the family room. Perfect for bussiness travelers and nurses.

Top Guest favourite
A panoramic view of Pittsburgh's skyline is captured, featuring a mix of modern and classic architecture. Tall buildings rise against a clear blue sky, with greenery in the foreground creating a contrast to the urban landscape.
Home in Pittsburgh
4.93 out of 5 average rating, 310 reviews

*e Studio Mt. Washington short walk to Grandview!*

Walk to spectacular Grandview Ave views from this quirky old Mt. Washington house offering great space and many nice updates! From this location you can quickly walk to the Mon incline which offers transfers to Pittsburgh's subway system called the "T" at Station Square. You can ride the T to Heinz Field, PNC Park, Rivers Casino, PPG Paints Arena, and all the downtown Pittsburgh cultural districts. You are also very close to the University of Pittsburgh, Duquesne, and CMU. Great location!

Top Guest favourite
The kitchen area features dark wood cabinetry with a granite countertop. Stainless steel appliances, including a microwave and refrigerator, are neatly installed. A tiled backsplash in a soft grey hue complements the modern design. A small dining table with two chairs occupies the space.
Home in Pittsburgh
4.93 out of 5 average rating, 349 reviews

Upscale Modern 2 BR Apartment

This spacious, newly renovated, fully equipped and private access apartment was built for your enjoyment! The granite counter tops and porcelain tiled shower are a hint of the luxuries throughout. You can park on the property or on the street. Located in the heart of Squirrel Hill, right near Schenley park, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Waterfront, Downtown, Museums & Galleries, Universities, hospitals, and all Sports venues.

Guest favourite
A spacious studio layout features a queen bed with a light-colored comforter. A kitchenette with stainless steel appliances is visible in the background. Natural light enters through a nearby window, illuminating a decorative rug and potted plants, enhancing the overall welcoming feel of the space.
Home in Pittsburgh
4.84 out of 5 average rating, 125 reviews

The Pitt Studio - Private entrance & parking

Welcome to Pitt Studio! This studio is located on a fully renovated basement of a 3 story house in South Oakland. This is a perfect studio for medical residents, grad students, tourists, and parents of university students who are in town for short or long-term rental. The house is located on a quiet street around families and students. The UPMC Magee Womens Hospital is 0.7 miles away, UPMC Presbyterian Hospital, 1.0 mile, and University of Pittsburgh Cathedral of Learning is 1.2 miles.

Top Guest favourite
The bedroom features a spacious bed with white bedding and multiple patterned throw pillows. Natural light filters through the large windows, enhancing the warm wooden floors. A decorative wall separates the bedroom from the living area, while shelves provide additional storage.
Home in Pittsburgh
4.92 out of 5 average rating, 212 reviews

Urban serenity, privacy in charming carriage house

Carriage house apartment all to yourself. Sleeps 3. Uniquely charming. Private, quiet, and self-contained. Keypad check-in, free parking, laundry, many amenities. Responsive hosts on site. Great location in lively East End. Convenient to hospitals, restaurants, shopping, entertainment, public transportation. Ideal weekend getaway for couples. Perfect for traveling workers. Extended stay discounts for bookings of a week or more. Discounts offered for return guests; please inquire.

Guest favourite
A modern living area is highlighted by large windows allowing natural light to fill the space. A comfortable sofa is adorned with decorative pillows, facing a wooden coffee table. A tall lamp stands nearby, and shelves display various books and decor.
Home in Pittsburgh
4.91 out of 5 average rating, 424 reviews

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

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 Pittsburgh
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).

Top Guest favourite
The spacious living room features a comfortable gray sofa, accented by two armchairs. A coffee table sits centrally on a soft area rug. The large flat-screen TV is mounted above a brick fireplace, providing a focal point in the inviting space along with soft lighting from nearby lamps.
Home in Pittsburgh
4.92 out of 5 average rating, 106 reviews

Lawrenceville 3BR Ping-Pong Pad

Experience historic charm & modern comfort in trendy Lawrenceville! Our 3-bedroom home sleeps 8 guests with 2 OFF-STREET PARKING SPACES, a ping-pong table, Wi-Fi & a fully equipped kitchen. Explore Pittsburgh's vibrant culture & history, close proximity to lively Butler Street. Book your stay & create unforgettable memories!

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