House vacation rentals in Squirrel Hill

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Top-rated house rentals in Squirrel Hill

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Guest favorite
A functional kitchen features grey cabinets complemented by wooden countertops. Open shelves display various glassware and kitchen essentials. A large sink with a dish drying rack is visible, alongside modern appliances, including a stainless steel refrigerator and coffee maker. Natural light enters through a window with blinds.
Home in Pittsburgh
4.94 out of 5 average rating, 234 reviews

Pittsburgh, PA - North Side

Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

Top guest favorite
The charming entryway features a spacious covered porch with a distinctive red door framed by large windows. Decorative elements include a red planter and a comfortable seating area with chairs, creating an inviting entrance. The clean white brick facade complements the surrounding greenery.
Home in Pittsburgh
4.99 out of 5 average rating, 125 reviews

Spacious Historic Home in Uptown Mt. Lebanon

This special historic home is paces away from everything Uptown Mt. Lebanon has to offer (retail, coffee shops, restaurants, bars, salons, library and more). It is also steps away from the T Station which will take you to the city of Pittsburgh for a game or theatre. The home is very spacious and its unique set-up can accommodate members from multiple families. The house is stocked full of amenities for all of your needs and the host family lives in the neighborhood to ensure superior service.

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.

Top guest favorite
A living room features a comfortable sofa with blue cushions and a coffee table at its center. A dark wall displays 'Bloomfield' in white lettering. Light streams through window coverings, while a chair adds additional seating, creating a cozy space.
Home in Pittsburgh
4.93 out of 5 average rating, 100 reviews

Near Hospitals + Great Food, w/ Off-Street Parking

Simple, comfortable, and steps from some of Pittsburgh’s best food—this 1BR/1BA Bloomfield apartment puts you in the heart of it all. A short walk to Apteka, Tessaro’s, Fet Fisk, West Penn Hospital, and more. Enjoy free off-street parking (hard to find here!), fast Wi-Fi, a well stocked kitchen, and a remote work setup. Whether you're grabbing dinner down the block or catching up on a show with local coffee in hand, this space offers unbeatable value in one of the city’s most walkable spots.

Superhost
An open living area features a large gray sectional sofa and a minimalist coffee table atop a light area rug. Natural light pours in from the sizable window, illuminating the space. The adjoining dining area showcases a wooden dining table with matching chairs.
Home in Pittsburgh
4.86 out of 5 average rating, 141 reviews

Stylish & Bright 3Bd Home, Amazing Deck, Game Room

Stylish and family oriented house 8 mins from Pittsburgh, NHL and NFL games. Enjoy the beautiful mornings with incredible sunrises and tranquille dawns with the proximity to shopping, bars & restaurants in Lawrenceville. This house features 3 bedrooms, Lounge/Dining areas, Backyard, Game room, Hockey Arena right in the house. Stylishly setup, our home has high speed internet and Security system for safety of our guests. This place is suitable for families only and this is NOT a party place.

Top guest favorite
A modern living area features large windows offering expansive views of the city skyline. A sectional sofa is positioned around a low coffee table, with a television mounted on the wall. Natural light fills the space, highlighting the hardwood flooring and contemporary decor.
Home in Pittsburgh
4.95 out of 5 average rating, 483 reviews

Spectacular Skyline Views - Luxury 2 Bedroom

Watch the city skyline buzz from the comfort of your couch or bed. This high end luxury home is located on Mt. Washington and close to everything Pittsburgh. Minutes walk to Southside, Downtown, Strip District, Heinz Field, and PPG Convention Center just to name a few. Super clean, comfortable, and cool with all of the amenities of your own home. Just bring your bag and make this home base while you're in the Burgh. Great for couples, friends, solo adventurers, and business travelers.

Top guest favorite
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, 350 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.

Top guest favorite
A rooftop deck offers a view of the downtown skyline at dusk, with hues of pink and blue in the sky. Comfortable seating is arranged around a fire pit, creating a serene atmosphere for relaxation.
Home in Pittsburgh
5 out of 5 average rating, 103 reviews

Steel City Getaway w/City View

Historic row house located on a quiet street in Deutschtown, this home is close to everything! A short walk to Starbucks, boutique shops, restaurants, parks, & more! 7 min drive to PPG arena. 5 min drive to PNC Park, Convention Center, & Acrisure Stadium! Enjoy a view of the downtown skyline from a rooftop deck & balcony off the master (infrared heater for cold nights). Savor your stay w/our well stocked coffee bars, high quality beds/linens, & option for no check-out instructions.

Guest favorite
A two-story house features a light-colored exterior with dark shutters. A covered front porch with seating arrangements is visible. The property is bordered by a black fence and surrounded by trees, while neighboring colorful homes add to the neighborhood's charm.
Home in Pittsburgh
4.88 out of 5 average rating, 203 reviews

3 BR home|Steps from Walnut Street w/Free parking!

3 Bed / 2 Bath home in the heart of Shadyside! This home is located steps away from popular Walnut Street, which has plenty of fun restaurants, shops and more! 💫Four memory foam beds (2 king/ 2 queen) 🌟King bed w/ Full bathroom on First Floor (No Stairs) 💫Twin-sized rollaway bed + Pack n Play Crib 💫Off street parking 💫Private front and back patio 💫Free in-unit washer/ dryer 💫Fully stocked kitchen My team and I are here for you 24/7 before, during and after your stay with us!

Top guest favorite
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 favorite
A charming brick home is seen from the front, featuring a gabled roof and an inviting porch with white railings. A flag hangs prominently by the entrance, while a small yard with grass is adjacent. Air conditioning units are visible beside the home.
Home in Bridgeville
4.92 out of 5 average rating, 155 reviews

Spacious 2 Bedroom in a Convenient Location

Our property is located right off I-79 in Bridgeville, Pa. The home is completely remodeled and features a renovated kitchen with all new appliances, 55" & 65" flat screen televisions, a well lit off-street parking area (5 cars), and is in walking distance to the business district with restaurants, bars, cafes and shops. 2 bedrooms: 1st floor bedroom (1 Queen bed) with 1 full bath, 2nd floor bedroom (1 Queen bed) and 1 full bath. Large laundry area with washer and dryer.

Top guest favorite
An open-concept living area showcases a modern kitchen with a granite island and sleek bar stools. Natural light illuminates the dining space, where a table is set for four. A cozy living room area features a sectional sofa, and large windows provide a view of the surroundings.
Home in Pittsburgh
4.99 out of 5 average rating, 109 reviews

Hilltop Bungalow with city views

This charming home in Mt. Washington is minutes from Acrisure Stadium and offers stunning views of the city of Pittsburgh while also offering a peaceful retreat from the hustle and bustle of city life. The unique home design features modern amenities and rustic charm and plenty of natural light, making it a truly one-of-a-kind stay. With its prime location, guests can easily explore the nearby attractions or simply unwind and enjoy.

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