Holiday houses in Downtown Pittsburgh

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Top-rated holiday rentals in Downtown Pittsburgh

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

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Guest favourite

Home in Mount Washington

5 out of 5 average rating, 112 reviews

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!

Top Guest favourite

Loft in Downtown Pittsburgh

4.96 out of 5 average rating, 121 reviews

Best location!Great views on the deck, Large unit!

Premier loft residences in Downtown Pittsburgh’s Cultural District. You will enjoy huge windows, open floor plan and plenty of natural light. Featuring gourmet kitchens with gas ranges, huge quartz-topped islands and slow close cabinets. Seek inspirational living and impressive entertaining-this is your spot amidst all the action. The roof top kitchen allows you to entertain outside and enjoy a dinner party on the roof. Otherwise you can stroll outside along the river trails or take a bike ride

Guest favourite

Apartment in Downtown Pittsburgh

4.9 out of 5 average rating, 39 reviews

Giant mid-century loft downtown-3rd floor

Enormous eclectic artist loft downtown. walk up 2 flights to this 2000sf vintage loft accross the street from the PPG arena, steps to downtown, duquene university and Mercy hospital. Enjoy the chefs kitchen, nespresso maker, quality linens, two king memory foam mattresses, laundry, antique furnishings and random vintage tunes. There’s also a peloton bike. A one of a kind home base, for your visit to pittsburgh. One master bedroom, and a pull down Murphy bed accommodates two couples comfortably.

Superhost

Apartment in South Side Flats

4.85 out of 5 average rating, 745 reviews

South Side Flats - Central to everything!

Artfully decorated, large, and open concept 1 bedroom apartment in the center of the South Side Flats entertainment district. Everything you need is within steps of your front door - restaurants, grocery, and entertainment. 5 min from downtown & within 15 min to anywhere in the city. IMPORTANT: This listing is exclusively for people visiting Pittsburgh. DO NOT book with us if you live in Allegheny County without 1st receiving permission from the host, or your reservation will be cancelled.

Guest favourite

Condo in Downtown Pittsburgh

4.78 out of 5 average rating, 51 reviews

LUXE Location! with an Exceptional View

Welcome to Pittsburgh!! Stay in our newly remodeled luxury downtown apartment! This home has the most spectacular view and is located in the center of downtown Pittsburgh, nestled just across from the beautiful hotels of downtown! Offering top-tier amenities, and today’s modern conveniences. Ideally situated minutes from Pittsburgh's best shopping, stadiums, convention center and restaurants. Our intimate 1 bedroom home is comfortable and secure for family, friends and business people alike.

Guest favourite

Apartment in Pittsburgh

4.95 out of 5 average rating, 149 reviews

Amazing views! Free Parking!

After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

Top Guest favourite

Home in Pittsburgh

4.96 out of 5 average rating, 417 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

Apartment in Downtown Pittsburgh

4.95 out of 5 average rating, 304 reviews

Gourmet Kitchen★ Park Free★ Gym ★ Views!★

Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of our apartment! ➤ Our fourth floor apartment features city views from huge windows (with motorized blinds) ➤ Relax in the multi-jet shower & jetted tub ➤ Breville Barista Express espresso machine ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Work from home with 400mbps fiber internet ➤ Two smart TVs Questions? Ask away!

Superhost

Apartment in Pittsburgh

4.85 out of 5 average rating, 150 reviews

Private Parking • KING bed • Style

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. We are happy to provide an additional sleeping space upon request. We have a comfortable inflatable mattress that can accommodate two more guests.

Top Guest favourite

Apartment in Mount Washington

4.97 out of 5 average rating, 131 reviews

Grandview Ave - King Bed - Spectacular Views!

One of the few furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled to the studs as a short-term rental, our place exudes Pittsburgh charm. Work from home with spectacular views of the city from your vintage desk, relax on the couch and watch the 60" TV, or just hang out on the king size bed! We're just a block from Shiloh St., with 10+ bars & restaurants, but you're always able to cook at our fully stocked kitchen!

Superhost

Guest suite in Bloomfield

4.9 out of 5 average rating, 403 reviews

PRIVATE MINI STUDIO (D1)

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).

Guest favourite

Apartment in Mexican War Streets

4.97 out of 5 average rating, 123 reviews

Modern Victorian Apartment

This 3rd floor apartment is located in the heart of the Northside in Mexican War streets. It’s freshly renovated with a massive kitchen and living room/dining room. A block away from Commonplace Coffee and under 15 minute walk to just about everything, including Pirates, Steelers, Aviary, children’s museum, Federal Street, Western Ave and more! We love this neighborhood and you’ll love it too!