Vacation rentals with outdoor seating in Squirrel Hill

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Top-rated outdoor seating rentals in Squirrel Hill

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Guest favorite

Rental unit in Pittsburgh

4.99 out of 5 average rating, 117 reviews

💎DIOR🆕Lux Condo⭐Near Shadyside Hospital KING 🛏️

Pitt Shuttle is just a block away!! Minutes from & walking distance (0.8 mi) to PITT and CMU campus. This apartment is FULLY stocked and absolutely PRISTINE. Whether you’re traveling for a Steeler game with friends, a family getaway, or a visit to a local hospital, this newly remodeled & stylish 2BR/1bath first-floor apartment will make you feel at home. Close to UPMC Shadyside, UPMC Presby, UPMC Montefiore, West Penn, Magee, & the VA. Walking distance to so many restaurants, bars, & shops.

Superhost

Townhouse in Pittsburgh

4.84 out of 5 average rating, 294 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.

Guest favorite

Rental unit in Pittsburgh

4.91 out of 5 average rating, 253 reviews

Upscale Double King Bed Suite ~ Steps from Walnut!

Upscale 2 bedroom/ 1 bathroom APT 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. ⭐️Two Memory foam king beds 🌟24/7 Guest Support ⭐️In-unt Washer/ Dryer 🌟Fully stocked & equipped kitchen ⭐️Full sized pull out sofa 🌟Pet Friendly (Most provide vaccination records) ⭐️Private entrance & front porch ⭐️Steps from popular Walnut Street!

Guest favorite

Rental unit in Pittsburgh

4.99 out of 5 average rating, 165 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 favorite

Guest suite in Pittsburgh

4.98 out of 5 average rating, 192 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

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!

Guest favorite

Rental unit in Pittsburgh

4.93 out of 5 average rating, 100 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!

Guest favorite

Home in Pittsburgh

4.91 out of 5 average rating, 188 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

Home in Pittsburgh

4.9 out of 5 average rating, 378 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).

Guest favorite

Rental unit in Pittsburgh

4.92 out of 5 average rating, 109 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.

Guest favorite

Guest suite in Pittsburgh

4.94 out of 5 average rating, 216 reviews

MCM Basement Suite/Attached Garage

Walk-out basement studio with secured garage parking (keyless entry) in quiet "Mr. Rogers" neighborhood. Mid-century comfort with modern amenities and eclectic furnishings. Private bath and kitchenette. Queen-size bed, new shower, and three-quarter sofa bed. Comfortable for single, couple, and 1-2 children. Ground level patio. No stairs.

Guest favorite

Townhouse in Pittsburgh

5 out of 5 average rating, 141 reviews

Shadyside Townhouse with off street parking

Welcome to Shadyside! One of Pittsburgh's best neighborhoods! Two blocks from Walnut Street which includes shops, gyms, and restaurants. Everyone in your family will love Shadyside from toddlers to the four legged! Our townhouse offers everything you need from a complete kitchen to a desk, high speed internet and two en suites.