
House vacation rentals in Squirrel Hill
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Top-rated house rentals in Squirrel Hill
Guests agree: these houses are highly rated for location, cleanliness, and more.

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond
This charming historical home is close to everything! You can be downtown within 5 minutes. You'll be minutes from the stadiums, museums, and the casino! Pamper yourself. Relax in the hot tub while listening to the sounds of the waterfall over the pond. Watch the colorful Koi splash and play. The meticulously landscaped grounds have countless surprises and beauty in every season. You will enjoy every comfort in this luxurious three-bedroom and 2.5 baths. There's even a shower for your furbaby!
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Cliffside Luxury with Spectacular City Views
Amazing views, rooftop patio w/fire pit, contemporary design and furnishings are just the beginning for your amazing stay at our cliffside paradise. This architecturally stunning home offers a fully equipped kitchen, two decks to dine and relax on. Beyond its walls, you can visit the nearby Station Square shops and restaurants, 2 Inclines, Pittsburgh Zoo and PPG Aquarium, Warhol Museum, the Rivers Casino, or watch the Penguins at PPG Arena, Steelers at Heinz Field, and the Pirates at PNC Park!
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Stunning 4-story Home | Sauna | Parking | Walkable
Welcome to our stunning & secluded 4-story home! This home is huge w/ 4 BRs and 2.5 baths, perfectly located in the heart of Shadyside. Short walk of plenty of restaurants, coffee shops, bars, shops, and steps away from Giant Eagle Market District! ⭐4 beds with memory foam mattresses (2 King / 2 Queen) ⭐Sauna ⭐2 private decks ⭐Futon + air mattress + 1 rollaway bed + 1 crib ⭐Washer/ dryer ⭐Off-street parking(3 cars) My team and I are here for you 24/7 before, during and after your stay with us!
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Avant-Garde Escape by Walnut
Welcome to our stylish, newly-renovated home, complete with modern amenities, tasteful decor, and all-new everything. Perfectly located just steps from Walnut Street’s best restaurants, bars, and shops—a prime base for exploring Pittsburgh! ⭐ 2 King beds + 2 Queen beds + 5 rollaway beds or futons - can sleep 16 easily! ⭐ Private deck ⭐ Free Washer/Dryer ⭐ 2 Off-Street Parking spaces (Free) ⭐ Pack N Play & High Chair Our team is here 24/7 to support you before, during, and after your stay!
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2 beds/1.5 bath Hygge-Hus, Minute to Cafes & Shops
Enjoy a beautifully designed retreat in this former Candy Shop in the heart of Pgh's Lawrenceville neighborhood. The open floor plan includes two floors with a bed on each floor (think 'loft' instead of closed rooms with doors). The kitchen opens to a Tolkienesque garden patio to be at peace. Lawrenceville's restaurants, shops, theaters, and cafes are just a minute's walk from your front door. Rest, relax, sleep in, cook, eat in, and recharge in a quiet, environmentally conscious cozy home.
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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.
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Highly rated, 2bd/1.5 bath home/backyard/parking
Welcome to La Casita Millvale, a newly renovated 2 br/1.5 bath (sleeps 6) home in the heart of trendy Millvale/Lawrenceville and close to all Pittsburgh has to offer. Enjoy our expertly designed space including fully equipped kitchen with quartz countertops and stainless steel appliances, well-apportioned rooms with luxurious queen mattresses, and a third floor entertainment room and work space. Sip your morning coffee on the front or back porch and relax in the private backyard.
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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.
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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).
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Cheerful 3-bedroom home with on-street parking
Enjoy your stay in this beautifully renovated 3 story 1920s centrally-located home in the Greenfield neighborhood of Pittsburgh (right next to Squirrel Hill). Less than 10 minutes to Downtown, PPG Arena, Bakery Square, CMU, Pitt, Chatham, and Duquesne University. Minutes away from excellent restaurants and bars in Pittsburgh. Fully equipped entire home for an extended or few nights stay. Enjoy outdoor seating on the front porch and back deck with a fenced in backyard.
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Fire Pit + Family Friendly + Great Location!
Welcome to our family-friendly home in Bloomfield! Tickle the ivories on our baby brand piano while you send the kids upstairs to play with coloring books, toys, and more. Cook a great meal in our well stocked kitchen, or relax on the couch and watch Netflix. At night, spark up the fireplace and enjoy an evening outside with friends! If you're an "out and about" type - you're just a few blocks from the main drag in Bloomfield, full of great bars & restaurants!
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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).
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Popular amenities for Squirrel Hill house rentals
House rentals with a pool

Posh Pittsburgh: two stories with terrace & pool
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A beautiful cozy home away from home!
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Renovated Cozy Duplex w/pool, Close to downtown
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PIT Staycation Retreat with Pool House!
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Charming Pittsburgh Getaway - Private Home- 2 Beds
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Cozy Home in Pgh area Pool OPEN, Sleeps up to 10
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Urban Pittsburgh Home w/ Pool
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Playing Hooky
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Weekly house rentals

Gothic Boho Hideaway |4BR |Parking |Safe &walkable
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Shadyside Home - Walk to Walnut St - Free Parking
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Near Hospitals + Great Food, w/ Off-Street Parking
LocationFamilyParks

★2 Car off-street parking★ Outdoor dining ♥view♥
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Sunny, Creative Duplex in Friendship
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Modern 2BR • Family-Friendly • Walk to Frick Park
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East End Pittsburgh 4 Bedroom Getaway
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New & Cozy Apt in Squirrel Hill
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Private house rentals

Trendy | Lawrenceville Home | OffSt Pkg | Sleeps 8
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Brand New! High End 5BR Shadyside Home~Parking!
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Quiet Cul-de-sac | Hot tub | Backyard | EV+Garage
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Serenity on Jane
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Private Suite Pittsburgh's East End
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Historic Home with Baby Grand Piano & Library
LocationFamilyCleanliness

Highly Walkable | <10 Min to Shadyside Favs!
LocationFamilyWalkability

Prime 5-Bed: Hot Tub, PITT, CMU, Schenley Park
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Destinations to explore
- Philadelphia Vacation rentals
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- PNC Park
- Acrisure Stadium
- Fallingwater
- Seven Springs Mountain Resort
- Carnegie Mellon University
- University Of Pittsburgh
- Ohiopyle State Park
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Sri Venkateswara Temple
- Idlewild & SoakZone
- Raccoon Creek State Park
- Moraine State Park
- Stage AE
- Point State Park
- Phipps Conservatory and Botanical Gardens
- Petersen Events Center
- Schenley Park
- Kennywood
- Carnegie Science Center
- National Aviary
- Laurel Hill State Park
- PPG Paints Arena
- Children's Museum of Pittsburgh





