
House vacation rentals in Squirrel Hill
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Top-rated house rentals in Squirrel Hill
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Luxury Mountainside with Spectacular Views
Furnished by West Elm and RH (Restoration Hardware) to deliver a one of a kind luxury experience. Amazing views, two huge patios, one with a concrete propane fire-pit, modern design and furnishings are just the beginning of your amazing stay at our cliffside paradise. This architecturally stunning smart home offers a fully equipped chef's kitchen, and the highest end furnishings to make this the perfect getaway. Have a Tesla? Bring your charger to plug into our 220V outlet at the driveway!

King Bed, Artist's Flat
Kick back and relax in this calm, stylish space. Enjoy the evening around the fire pit or home theatre. 4 blocks to the exciting Riverfront and Southside Works stores, parks, restaurants and bars. 10 min. to Oakland or Downtown. The home has a newly remodeled kitchen, laundry and half bath on the main level. Upstairs is a spacious bedroom with a king bed, TV room, and a full bathroom. Out back is a lovely deck and Adirondack chairs around the fire pit. Perfect for a couple or young family.

Sunny, Creative Duplex in Friendship
You and your travel companions will be in an ideal Pgh spot when you stay at this Friendship neighborhood home. With 3 floors, you'll have lots of room to spread out or gather together. This beautifully updated 100-year-old home is a creative space, filled with art from Pgh artists, cheery textiles from around the world, and vintage decor scattered throughout. It’s a charming retreat for artists & writers, a cozy spot for families, or the perfect place for larger groups to share a getaway.

Off-Street Parking, 3BR incl King Bed, Prime Area!
Walk in & say woah! This gorgeous, newly remodeled home is waiting for you. Off-street private parking for 2+ vehicles, a patio, a well-stocked kitchen, locally roasted coffee, laundry, and more! With 3 full bedrooms & 3 full bathrooms, it's perfect for traveling friends & families. The prime location is just one block from the bars & restaurants of Butler St. - close enough to walk to the action but still a quiet and peaceful area. Managed by the #1 hosts in Pittsburgh - HostWise Stays!

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.

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!

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.

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).

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.

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).

Off Street Parking, Walk to Hospitals + Great Food
Our completely refreshed apartment in Bloomfield invites you to unwind in a relaxing oasis. Located conveniently close to the many great restaurants and bars in the area, our comfortable home away from home features a large bathroom, fully equipped kitchen with laundry & wine fridge, off-street parking, and more. With three full bedrooms, multiple work-from-home desks, make this your home away from home, perfect for short or long stays!

King Bed | Free Parking | BBQ | Fire pit | Arcade
✓ King Suite w/ Private Bath on ground floor ✓ Free parking ✓ 10 mins to Acrisure, PNC Park, PPG ✓ Arcade / BBQ / Fire Pit / Patio ✓ On Carson St - nightlife ✓ White noise machines Rank One Stays presents Carson Street Manor, an elegantly designed home located in the heart of South Side on Carson Street. You’ll be within walking distance to some of the best restaurants, nightlife, & entertainment that Pittsburgh has to offer.
Popular amenities for Squirrel Hill house rentals
House rentals with a pool

*Posh Pittsburgh* 2-story suite w/ pool & hot tub

Convenient townhome

Steel City Getaway - 15 min from Downtown

Renovated Cozy Duplex w/pool, Close to downtown

PIT Staycation Retreat with Pool House!

Charming Pittsburgh Getaway - Private Home- 2 Beds

Cozy Home in Pgh area Pool OPEN, Sleeps up to 10

Urban Pittsburgh Home w/ Pool
Weekly house rentals

Large 1BR on hill close to everything in Pitt

Rowhouse in the Middle - Walk to PPG Arena

Off-Street Parking, Steps to Butler St., Patio!

Cozy 2BR House in Pittsburgh

Skyline Haven:5BR/3.5BA +2 parking spots + Rooftop

Hilltop Bungalow with city views!

The Pitt Studio - Private entrance & parking

Pittsburgh, PA - North Side
Private house rentals

Gothic Boho Hideaway |4BR |Parking |Safe &walkable

Caras' Cottage II: Luxury Rental

Brand New! High End 5BR Shadyside Home~Parking!

Shadyside Home - Walk to Walnut St - Free Parking

Historic Home with Baby Grand Piano & Library

Upscale spacious kid-friendly home, amazing views!

Modern 2BR • Family-Friendly • Walk to Frick Park

East End Pittsburgh 4 Bedroom Getaway
Destinations to explore
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- PNC Park
- Carnegie Mellon University
- Acrisure Stadium
- Fallingwater
- Seven Springs Mountain Resort
- University Of Pittsburgh
- Pittsburgh Zoo & PPG Aquarium
- David Lawrence Convention Center
- Ohiopyle State Park
- Idlewild & SoakZone
- Raccoon Creek State Park
- Sri Venkateswara Temple
- Point State Park
- Stage AE
- Petersen Events Center
- Kennywood
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- National Aviary
- Moraine State Park
- Carnegie Science Center
- Children's Museum of Pittsburgh
- Senator John Heinz History Center
- PPG Paints Arena





