Holiday Rentals in Pittsburgh
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423 rentals in Pittsburgh.
Peaceful Treetop Living 10 min. to downtown/ stadium, large deck, pet friendly
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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❤️Carey Chateau - Bright and Cozy 3BR Home ❤️
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Historic Charmer completely renovated
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Grandview Balcony with Stunning Skyline Views
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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307 37th St · Lawrenceville Row House - Walk to Everything!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury TownHome 4Bedroom3Bath 2K SQFT of Space Sleeps 10 Close to Stadium/Casino
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Panoramic City Views from Atop Mount Washington!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Momma Mary's Place * Lawrenceville
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Historic Luxury loft completely renovated
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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King Bed / Free Parking / BBQ / Fire pit / Arcade
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Frontdesk | Modern 2 BR in Troy Hill
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sweeping Stadium Views | 24/7 Valet Gym WiFi
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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�Warren Castle� - Cozy 2 BR Incredible View �
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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420 FRIENDLY /ROMANTIC GETAWAY/ GREAT HOSTING SPACE
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Industrial Loft -5 min from Downtown Shadyside East Liberty Oakland, 3E, Sleeps
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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View from the Top! Steps from Grandview, Sleeps 8
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Victorian Fully Equipped Chef’s Kitchen w/ 2 King Beds 4BR + Gym
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Cheerful 2 Bedroom Townhouse
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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South Side House w/ Parking, Outdoor Space & Fire Pit!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Convenient and Cozy Two Bedroom Townhouse
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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PGH Oasis★Modern 3BR★8min to Downtown★Free Parking
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy escape close to downtown, stadiums & parks
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxe Bloomfield Apt | Free Parking | UPMC/Pitt/CMU
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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★NEW★ Walk to PPG! Skyline Views and Free Parking
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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2 King Beds - Free Parking - Arcade - Patio - Yard
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Pittsburgh Home w/ Private Yard 3 Mi to Dtwn!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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5 min to UPMC Shadyside Oakland East Liberty, sleeps 6 unit 304
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Perfect Mount Washington Home, Walkable w/Parking
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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1B1B Modern Chic in DT Pittsburgh | Valet Gym WiFi
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Unwind in a Bright, Comfortable Apartment for 3
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Eclectic Historic Sunny Vista Home with City Views, Northshore
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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*New* Huge! Spacious 3 Bedroom in Oakland that sleeps 12! over 3000+ sq ft
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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As seen on
Beautiful, Walkable Strip District Studio w/ Outdoor Loggia
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charming 2BD/3BM home w/hut tub/fireplace/private patio
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Park Free★Amazing Space★Professionally Cleaned!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Stylish 4 Bedroom Loft Home, North Shore, City Skyline View, Steps to NHL, NFL
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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4 Bedroom / 2 Bathroom South Side I Pittsburgh
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Sophisticated Elegance in Pgh’s Most Scenic Locale
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Skyline Views ★ Stunning Balconies ★ Luxe Home!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Pittsburgh home-walkable area w parking
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Fantastic Family Home in Central Mount Washington
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Dazzling South Side Loft on Carson Street
Holiday Rental House in Southside Flats
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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As seen on
My Cozy Home- 2BD- Near Downtown
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Rooftop Tranquility! 2 Car Garage! Sleeps +12!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Modern All-New, Near Downtown, Private Parking - walking to Children Hospital
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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★Private Gym★ Free Parking!★ Awesome Views★
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful One Bedroom City Oasis
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stefanos Pittsburgh Paradise
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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City view home in South Side, Pittsburgh!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Best skyline view of CMU/PITT Historical Oakland 5BR storybook house 3000sf
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Showing results 1-50 of 423
Frequently Asked Questions about Pittsburgh
- Yes, here are some popular holiday rentals in Pittsburgh that have a pool:
- Peaceful Treetop Living 10 min. to downtown/ stadium, large deck, pet friendly
- ❤️Carey Chateau - Bright and Cozy 3BR Home ❤️
- Historic Charmer completely renovated
- Yes, here are some popular holiday rentals in Pittsburgh that have internet access:
- Peaceful Treetop Living 10 min. to downtown/ stadium, large deck, pet friendly
- ❤️Carey Chateau - Bright and Cozy 3BR Home ❤️
- Historic Charmer completely renovated
- Some of the most popular kid friendly rentals in Pittsburgh are:
- Peaceful Treetop Living 10 min. to downtown/ stadium, large deck, pet friendly
- ❤️Carey Chateau - Bright and Cozy 3BR Home ❤️
- Historic Charmer completely renovated
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