
House vacation rentals in Squirrel Hill
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Top-rated house rentals in Squirrel Hill
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Pittsburgh, PA - North Side
Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

Bright Garfield rowhome with fenced-in yard
Walk to anything you need from this cozy, bright rowhome in Pittsburgh's Garfield neighborhood! Best for couples or remote workers, but can accommodate up to four guests. The second bedroom doubles as a workspace. There is a fenced-in backyard for guest use. 5-minute walk to Penn Ave bars, shops, restaurants, grocery stores & more. Convenient access to bus lines & surrounding neighborhoods of East Liberty, Shadyside, Bloomfield, Oakland, Lawrenceville, Highland Park, & the Strip District.

Spectacular Skyline Views - Luxury 2 Bedroom
Watch the city skyline buzz from the comfort of your couch or bed. This high end luxury home is located on Mt. Washington and close to everything Pittsburgh. Minutes walk to Southside, Downtown, Strip District, Heinz Field, and PPG Convention Center just to name a few. Super clean, comfortable, and cool with all of the amenities of your own home. Just bring your bag and make this home base while you're in the Burgh. Great for couples, friends, solo adventurers, and business travelers.

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.

The Pitt Studio - Private entrance & parking
Welcome to Pitt Studio! This studio is located on a fully renovated basement of a 3 story house in South Oakland. This is a perfect studio for medical residents, grad students, tourists, and parents of university students who are in town for short or long-term rental. The house is located on a quiet street around families and students. The UPMC Magee Womens Hospital is 0.7 miles away, UPMC Presbyterian Hospital, 1.0 mile, and University of Pittsburgh Cathedral of Learning is 1.2 miles.

Pet Friendly + Great Location + Steps to AGH
Welcoming style meets modern conveniences in this great apartment on the North Side. You're close to stadiums and the bars, restaurants, and breweries of the North Shore, with way more amenities than a hotel. Create a meal in the well appointed kitchen, relax and watch a movie on the smart HDTVs, make a drink with the cocktail setup, or get your road warrior on at the desk, complete with ergo office chair and 400mpbs internet. Free street parking is included with your stay as well!

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).

Contemporary and beautiful 1 bedroom unit
This lovely place has a style of its own. Contemporary living at its best! It is Conveniently located in Mt Washington on the bus line, walking distance to the trolly, and close to all major highways; you won’t have any issues getting around. Comes with both on and off street parking, brand new stainless steel appliances in the kitchen including a dishwasher. New furniture. Large new smart flat screen TVs in the bedroom and living room. This place is definitely a must!

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).

Sq. Hill 🏡 Frick Park 🚵♀️ Parking 👑 King Bed
Newly remodeled house in the Squirrel Hill neighborhood of Pittsburgh! Includes everything you need for a comfortable stay with friends & family. 🔑 4 BR/2.5 BA - Comfortably Sleeps 8 🔑 Self Check-in 🔑 Private Parking for 2 + Free Street Parking 🔑 Fully Equipped Kitchen w Brand New Appliances 🔑 Quiet Residential Street in the Quaint Neighborhood of Squirrel Hill 🍁 FRICK Park within Steps of your front door

Quiet, Secluded Loft Suite
Completely private, spacious and secluded third floor loft suite behind a door and up a private staircase. Two bedrooms and full bathroom. Walkable, historic East End neighborhood with beautiful architecture and gardens; multiple shopping, dining, coffee and activities close by. Free street parking. No hassle entry and checkout. Responsive host. No cleaning fees.
Popular amenities for Squirrel Hill house rentals
House rentals with a pool

Billy Boy Retreat - Cohosted by Stacy & Dave

Convenient townhome

Renovated Cozy Duplex w/pool, Close to downtown

Cheerful 4BR Chalet with Seasonal Pool, Hot Tub

Spacious House w/ Pool @Wexford

PIT Staycation Retreat with Pool House!

3BR Home w/ Pool, Deck, Scenery, near Pittsburgh

Eastside Vibes ~ Roomy. Peaceful. Charming.
Weekly house rentals

Private Hot Tub | King Bd | Workspace | Kids Okay!

Grand on Grant

King Bed, Artist's Flat

Cozy 2BR House in Pittsburgh

Dedicated Parking | 2 King Beds | Arcade | BBQ

*e Studio Mt. Washington short walk to Grandview!*

3 BR home|Steps from Walnut Street w/Free parking!

Cheerful 3-bedroom home with on-street parking
Private house rentals

Spacious New Apartment

Avant-Garde Escape by Walnut

Little Red Cat/Historic CoffeeCozyParking/PITT/CMU

HUGE Brand New Stylish Home ~ Parking~Theatre

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

Stunning City Views | Rooftop Deck | Free Parking

2 King Beds | Comfortable Home

Charming, quiet house in Pittsburgh's East End
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- Carnegie Mellon University
- PNC Park
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Yellow Creek State Park
- Raccoon Creek State Park
- Kennywood
- National Aviary
- Ohiopyle State Park
- Fox Chapel Golf Club
- Phipps Conservatory and Botanical Gardens
- Point State Park
- Carnegie Museum of Art
- Narcisi Winery
- Schenley Park
- Senator John Heinz History Center
- Children's Museum of Pittsburgh
- Bella Terra Vineyards
- Cathedral of Learning
- Laurel Mountain Ski Resort




