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Vacation rentals in Squirrel Hill

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Top-rated vacation rentals in Squirrel Hill

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Townhouse in Pittsburgh

4.84 out of 5 average rating, 297 reviews

Private bath 1st floor suite in Squirrel Hill

Situated in the heart of Squirrel Hill, all sorts of dining, theater, shopping and parks are within a safe walking distance. Explore the incredible variety of Chinese, Korean, Mexican, Jewish, Italian, Indian foods that reside in our neighborhood. CMU, Pitt, Chatham, Duquesne & Oakland are close by but why go anywhere else when all you need is right here. Pittsburgh's famous Frick Park w/ endless trails is under a mile. Schenley Park is under 20 min walk. Phipps Conservatory a 7 min drive.

Rental unit in Pittsburgh

4.99 out of 5 average rating, 171 reviews

Artsy Apt in Lawrenceville with off-street parking

One bedroom, one bathroom 2nd floor apartment located in Lower Lawrenceville with easy access to downtown, the Strip District, Shadyside, and our own very walkable neighborhood. You'll be able to park right behind the property and walk to a ton of coffee shops, yoga, art galleries, shops, and restaurants. There is a washer/dryer in the bathroom. The kitchen has a dishwasher. The second bed is a pullout couch in the living room. Every window has a shade you can pull down to keep out the light.

Guest suite in Pittsburgh

4.98 out of 5 average rating, 196 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.

Rental unit in Pittsburgh

4.89 out of 5 average rating, 197 reviews

Super safe & Walkable area~Free off street parking

Stylish and freshly renovated 1 BR/ 1 bath apartment perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Super comfy queen memory foam mattress 🌟24/7 Guest support ⭐️Free off-street parking! 🌟Fully stocked & equipped kitchen ⭐️Queen sized pull out sofa 🌟Pet Friendly (Must provide vaccination records) ⭐️Laundry (Free and in-unit)

Home in Pittsburgh

4.93 out of 5 average rating, 299 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.

Rental unit in Pittsburgh

4.96 out of 5 average rating, 458 reviews

Charming cozy apartment with deck.

This little jewel of an apartment is charming and cozy, with private entrance, 1 bedroom, small sitting area, fully-equipped kitchen, bath, laundry access, wifi and private deck. We are on a quiet shady street near 644-acre park. 2.5 miles to universities, 1 mile to Bakery Square. NO CLEANING FEE, so a better value than other listings! Comfortable queen-sized bed with memory foam mattress topper. Many nice amenities and original artwork. Small but homey with lots of little luxuries!

Rental unit in Pittsburgh

4.93 out of 5 average rating, 104 reviews

Brand New! Lawrenceville KING Suite - Huge Balcony

1 bedroom 1 bath apartment w/ a HUGE private balcony steps from Butler St in Lawrenceville neighborhood! Sleeper Sofa and extra linens for bigger groups. BRAND NEW construction! Enjoy this stylish space in the coolest neighborhood in town, steps to dozens of restaurants, shops, coffee shops. A few blocks to UPMC Children's hospital and the Strip District, short drive to Downtown, North Shore, Shadyside, Oakland, very close to Pitt, CMU, & several hospitals! Book your stay today!

Home in Pittsburgh

4.91 out of 5 average rating, 379 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).

Rental unit in Pittsburgh

4.9 out of 5 average rating, 407 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 suite in Pittsburgh

4.91 out of 5 average rating, 220 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 suite in Pittsburgh

4.98 out of 5 average rating, 190 reviews

Sunny Friendship "Treehouse" 2 story / 1BD gem

Friendship Treehouse: Walking distance to 3 hospitals, our private, 2 story apartment w/ separate entry is steps away from great restaurants, coffee shops, yoga studios, art galleries & major bus lines. Located on a quiet tree-lined street in the aptly named Friendship area, we are an easy commute to Pitt & CMU. Our apartment is perfect for all of your travel & work needs. Suited for solo travelers, couples, and business travelers.

Rental unit in Pittsburgh

4.94 out of 5 average rating, 386 reviews

Cozy Entire Apt 2 *Friendship Park* free parking

Entire apartment with one bedroom, living room, bathroom is located in Bloomfield, a quiet yet vibrant neighborhood that’s central to all the best attractions. It features off Street parking , a rare find in the central city. The apartment was recently updated and feels fresh, spacious and blue flair. This 2nd floor space has 1 bedroom with a queen bed, a well equipped kitchen, and a luxurious bathroom & shower.

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Popular amenities for Squirrel Hill vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Squirrel Hill

Home in Pittsburgh

5 out of 5 average rating, 65 reviews

Luxe 5B/2.5B | Off St. Parking | Family-Friendly

Rental unit in Pittsburgh

5 out of 5 average rating, 55 reviews

Thoughtful, Furnished, Convenient in Squirrel Hill

Home in Munhall

4.98 out of 5 average rating, 65 reviews

Private House with Stone Patio and Sun Room

Rental unit in Pittsburgh

4.94 out of 5 average rating, 84 reviews

Walk to CMU, Pitt, Walnut! Parking! King Suite!

Guesthouse in Pittsburgh

4.95 out of 5 average rating, 58 reviews

Unique Rustic Carriage House

Home in Pittsburgh

5 out of 5 average rating, 71 reviews

Cheerful 3-bedroom home with on-street parking

Home in Pittsburgh

4.97 out of 5 average rating, 32 reviews

Upscale spacious kid-friendly home, amazing views!

Home in Pittsburgh

4.96 out of 5 average rating, 53 reviews

Remodeled 3BR/1.5B, huge yard, off street pk

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