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

Guest suite in Pittsburgh

4.98 out of 5 average rating, 105 reviews

Lawrenceville Loft with Downtown Views and Garden

Bright and airy loft-style third floor apartment in an award-winning, recently renovated 1860s brick farmhouse with expansive urban garden, fresh produce and friendly hosts. Walking distance to the heart of Lawrenceville and several great local neighborhoods. Easy access to all of Pittsburgh with a peaceful setting to come home to. Upstairs loft shares the entrance with the house but has its own separate door to the suite/apartment. 1 good dog is ok please message me with pet details, no cats.

Jul 20 – 27

R2,269 ZAR per night

Guest favorite

Guest suite in Pittsburgh

4.97 out of 5 average rating, 142 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.

Oct 18 – 25

R1,520 ZAR per night

Guest favorite

Guest suite in Pittsburgh

4.98 out of 5 average rating, 366 reviews

Lawrenceville Designer “Tiny Living”, Walkable

The Nesting Box is an ideal space to return to and recharge in after “free-ranging” locally. Comfortable, cool, and centrally located to the best of Butler Street. Designers collaborated to maximize the minimal space with creative comforts while experiencing "tiny living". Our shipping container addition led us to have 2 front doors. We welcome guests to our on-street guest suite. Urban family homestead with 2 cats, 2 dogs, and for 5 years 3 chickens that resided with us (recently rehomed).

Jun 7 – 12

R2,606 ZAR per night

Guest favorite

Apartment in Pittsburgh

4.84 out of 5 average rating, 110 reviews

Shadyside: Ultra Lux, 1 Bed/1 bath

Shadyside gem! Chic, stylish , spacious. Conveniently situated in the heart Pittsburgh's favorite neighborhood. Exceptionally comfortable layout includes an in-suite laundry & exclusive front porch! Eat-in or dine out at one of the many near-by restaurants. Fabulously located to quaint shops, unique restaurants, beautiful city parks, culture-rich museums, state-of-the-art sports facilities, Universities, Hospitals. Wonderful walkable location. Easy access to public transportation too!

Feb 11 – 18

R3,276 ZAR per night

Guest favorite

Apartment in Pittsburgh

4.95 out of 5 average rating, 221 reviews

Bohemian Place Shadyside Style

Designed for longer stays. Sanitized for each guest, 2 bdm apt with private entrance to the 3rd floor apartment. Steps from shops, grocery, restaurants, public transportation. *Private ent., extra twin foam bed. *Kit incl, plates, toaster oven, microwave, stove, H2O kettle, French Press * 1 block RESTAURANTS Walnut St./ Ellsworth Ave / Museums *HV/AC *5 min. walk grocery. *UPMC Shadyside, Pitt, CMU, Chatham Univ. Bike rent - 1/2 blk. bike route *2 min. walk to busway to downtown.

Dec 19 – 26

R1,781 ZAR per night

Guest favorite

Apartment in Pittsburgh

4.95 out of 5 average rating, 388 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!

Mar 5 – 12

R1,582 ZAR per night

Guest favorite

Apartment in Pittsburgh

4.98 out of 5 average rating, 109 reviews

Cute Apt Minutes from Downtown and Stadiums!!

This apartment is located in Millvale, walking distance to many great breweries, shops and restaurants. It is right over the bridge from the popular area of Lawrenceville and a 5-minute drive to Downtown and the North shore to the stadiums. This apartment is out of the hustle and bustle of the city, yet central to all of the great places Pittsburgh has to offer. While staying here you will feel right at home! Be sure to check out our guidebook for more information about this property!

Jul 6 – 13

R2,355 ZAR per night

Guest favorite

Home in Pittsburgh

4.92 out of 5 average rating, 182 reviews

Cozy studio apartment, private entrance + porch

This cozy, private basement apartment is located on the tippy top of Pittsburgh's North Side in a neighborhood called Spring Hill. Hello incredible view! By car, you'll be minutes from downtown, the stadiums, incredible restaurants, concert venues, art museums and more! Enjoy your own entrance, porch, full bath, working area & kitchenette. Two sweet cats & one very cool kid live on the premises. We don't allow the cats in the room but you may find them lounging on the back porch.

Oct 14 – 21

R1,437 ZAR per night

Guest favorite

Home in Pittsburgh

4.91 out of 5 average rating, 348 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).

Nov 19 – 26

R2,372 ZAR per night

Guest favorite

Home in Irwin

5.0 out of 5 average rating, 109 reviews

Our cozy contemporary home near PA turnpike

Enjoy this peaceful, private residence conveniently located <5 miles from PA turnpike exit 67 with quick access to many restaurants and retail establishments. This is a nicely appointed and recently renovated ranch home in a residential neighborhood with a peaceful outdoor space. There is an open concept living room, dining area and new modern kitchen with stainless steel appliances. The bedrooms have comfortable beds with down comforters .

Jan 16 – 23

R2,078 ZAR per night

Guest favorite

Guest suite in Pittsburgh

4.94 out of 5 average rating, 200 reviews

Sweet Mid-Century Modern Suite/Attached Garage

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

Aug 28 – Sep 4

R1,971 ZAR per night

Guest favorite

Townhouse in Pittsburgh

5.0 out of 5 average rating, 111 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.

Aug 31 – Sep 7

R5,498 ZAR per night