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Holiday rentals in Pittsburgh

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Top-rated holiday rentals in Pittsburgh

Guests agree: these stays are highly rated for location, cleanliness and more.

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Home in Mount Washington

4.88 out of 5 average rating, 108 reviews

2 King Beds / Free Parking / Arcade / Patio

✓ Free Parking ✓ 2 King Beds, 3 twin ✓ Arcade / Fire Pit / Patio w/ String Lights ✓ 400 mbps Fast Wi-Fi ✓ 12-inch cooling gel memory foam ✓ Dedicated workspace ✓ Family friendly yard Rank One Stays presents, Bangor, an enchanting 3-bed, 3-bath modern boho home in the picturesque neighborhood of Mt. Washington. Located down the street from Grandview Ave & just minutes away from Acrisure, PNC Park, PPG Arena, &Downtown, you’ll be conveniently located to all the best that Pittsburgh has to offer.

Guest favourite

Home in Mexican War Streets

5 out of 5 average rating, 36 reviews

3 King Beds! Garage! Theater! Great Location!

Perfect for families & traveling groups of friends, our new construction home is ready for its first guests! All three bedrooms have king beds along with a private attached bathroom, perfect for travelers wanting privacy. No need to search for parking, with garage + driveway parking for 2 vehicles. Create a memorable meal in our well stocked kitchen, relax on the couch and watch the 120" screen, or take a short stroll to the numerous bars & restaurants in the area. You can't beat this location!

Guest favourite

Home in South Side Flats

4.97 out of 5 average rating, 334 reviews

Spacious Modern Home • Rooftop Deck

Enjoy a quiet night's rest just steps away from the city’s best shops, restaurants, and nightlife in the historic South Side neighborhood. Walk to Pittsburgh’s major attractions or take advantage of our public transport options and Great Allegheny Passage (GAP) trail to explore the city. Our professionally managed home accommodates groups, has a free parking garage, and is spacious and clean. Weekday special rates available for smaller groups. You will love your comfortable home away from home!

Flat in South Side Flats

5 out of 5 average rating, 3 reviews

Wow! Skyline Sunset Escape On Hackstown

Ahoj and welcome to your elegant 2-bed, 1.5-bath home with breathtaking downtown views! Newly renovated with a thoughtfully designed interior, this home offers a distinctive experience. Enjoy parking in a 2-car garage plus an outdoor space, and easy access to downtown and Oakland. Featured on the South Side Historic Homes Tour, it’s a true Pittsburgh gem. Pets are allowed! Relax on the deck with a fire pit, or unwind by the custom mosaic fireplace with a 55” TV or in the luxurious soaking tub.

Home in Pittsburgh

4.85 out of 5 average rating, 108 reviews

Elegance|Modern Design| King Bed| Parking|Yard

✔ Newly renovated 4 bedroom home ✔ Located in a safe and quiet neighborhood ✔ 5 miles from downtown Pittsburgh ✔ A large elegant home for family & friends to relax and unwind ✔ Shared driveway parking available for 2 cars ✔ Street parking ✔ Fits 10 people comfortably: 1 king bed, 2 queen beds, 4 bunk beds ✔ Close to Duquesne Incline and Grandview Overlook ✔ Close to Pitt campus, PNC Park, Heinz Field, Mt Washington and more ✔ Safe, quiet area for groups, families, couples, business travelers

Guest favourite

Home in Pittsburgh

4.93 out of 5 average rating, 151 reviews

Huge 5 BDRM min to Downtown & Stadiums w/ parking

Come together with friends and family in our renovated, spacious Pittsburgh home and enjoy a stocked kitchen with cooking essentials and flatware, spacious living spaces, two living rooms, a large projector and sound system for movie night, pet- and kid-friendly, working fireplace (upon request, Nov. - Feb.), a sunroom, 5 large bedrooms, 3 full-baths, a soaking tub, and a two-car driveway and free street-parking. Book with confidence knowing we have the room and amenities to host your group.

Guest favourite

Flat in Pittsburgh

4.94 out of 5 average rating, 125 reviews

Private Parking • Patio • KING bed •Cozy Oasis

Welcome to the modern cozy atmosphere! This stylish place impresses with its brand new complete renovations. The new kitchen is equipped with the latest appliances, providing the perfect conditions for preparing your favorite meals. The private parking ensures convenience for guests, offering confidence in the safety of their vehicle. spacious folding sofa is perfect for coziness and comfort. It will serve as an excellent additional space for two people, providing both style and convenience.

Guest favourite

Home in Pittsburgh

4.97 out of 5 average rating, 383 reviews

Head to Pittsburgh From Mt. Lebanon Cottage

Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

Guest favourite

Home in Pittsburgh

4.84 out of 5 average rating, 166 reviews

Mountain Retreat in the Heart of the City

Brand new home in one of the city's most desirable neighborhoods overlooking Pittsburgh's iconic skyline. This host proudly boasts a number of unique amenities such as 3 deluxe full bathrooms with custom showers, professional cook series kitchen with wine bar, stamped concrete patio with hot tub for 6, outdoor natural gas fire pit and indoor electric fireplace, Wi Fi, bluetooth technology, over 4000 channels including pay per view, all sports and new release movies and tv series.

Guest favourite

Flat in Pittsburgh

4.95 out of 5 average rating, 168 reviews

Free Parking★ Walk Everywhere ★North Side Gem!

You'll walk in and say wow! Our place has exposed brick throughout, a generous open floor plan, soaring ceilings, a spacious bathroom and two cozy bedrooms - king & queen 12" thick mattresses. Work from home at your desk, whip up a cocktail or meal in the full kitchen, or lounge on the couches and watch a movie or browse the web (1 Gbps). It's a short walk to Allegheny General and a few minutes to the bars & restaurants and stadiums on the North Shore - it's a great location!

Guest favourite

Home in South Side Flats

5 out of 5 average rating, 219 reviews

High-End South Side 4 Bedroom House, sleeps 15!

Newly Remodeled, Gorgeous High-End 4 Bedroom, 3 Full Bathroom entire house in the heart of Pittsburgh's historic South Side neighborhood; SLEEPS UP TO 15 PEOPLE; Pets welcome; Private/Enclosed Patio Hardwood floors, raised tin ceilings on first floor; open floor plan living room/kitchen with stainless-steel appliances, marble-counter-tops, Keurig, 70 inch TV, WiFi, Convenient 2nd floor laundry facilities,HD Televisions in every bedroom w/ Cable, Luxurious Memory Foam Beds

Guest favourite

Home in Pittsburgh

4.99 out of 5 average rating, 145 reviews

The Larrybird Inn - Steps from Butler Street!

The Larrybird Inn is situated in the heart of Lawrenceville, in a beautifully restored home over 100 years old. Park your car for the weekend and enjoy the neighborhood and other surrounding areas by foot or bike. Walk to nearby bars, restaurants, see a movie or comedy show all within hundreds of feet away! There is also Arsenal bowling lanes across the street! We invite you to stay in our home, one of the most charming Airbnbs in Lawrenceville.

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Popular amenities for Pittsburgh holiday rentals

Free parking on premises

Air conditioning

Stay near Pittsburgh's top sights

University of Pittsburgh88 locals recommend

Carnegie Mellon University108 locals recommend

PNC Park228 locals recommend

Heinz Field205 locals recommend

Strip District244 locals recommend

David Lawrence Convention Center23 locals recommend

Other great holiday rentals in Pittsburgh

Guest favourite

Flat in McKeesport

4.92 out of 5 average rating, 13 reviews

Spacious 2 bedroom apartment in Port Vue

Guest favourite

Home in Bridgeville

4.94 out of 5 average rating, 129 reviews

Spacious 2 Bedroom in a Convenient Location

Guest favourite

Home in Mount Washington

4.93 out of 5 average rating, 43 reviews

Family Home | Ping-Pong | Parking | Sleeps 13

Guest favourite

Home in Pittsburgh

5 out of 5 average rating, 14 reviews

Luxury City Oasis – Spacious, Walk to Stadiums

Guest favourite

Townhouse in Pittsburgh

5 out of 5 average rating, 26 reviews

Elegant 6BR ~ Walk To the Steelers Game!

Guest favourite

Home in Mexican War Streets

5 out of 5 average rating, 33 reviews

King Bed Carriage House in Mexican War Streets

Guest favourite

Home in Carnegie

5 out of 5 average rating, 11 reviews

Super tidy and comfortable!

Home in Squirrel Hill South

4.79 out of 5 average rating, 19 reviews

A quiet place with a view

Quick stats about holiday rentals in Pittsburgh

Total rentals
3.4K properties
Total number of reviews
2L reviews
Family-friendly rentals
1.6K properties are a good fit for families
Pet-friendly rentals
1.2K properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
2.3K properties have a dedicated workspace

Destinations to explore