Holiday rentals in Mount Oliver

Upscale King Bed Suite |ADA w/ Free parking!

Enjoy our spacious king-sized bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! ⭐King bed (Memory foam mattress) ⭐Queen pull out bed ⭐Pack n play ⭐ADA Accessible! ⭐In-unit washer/ dryer ⭐Large desk w/ speedy wifi & extra monitor ⭐Pet friendly ⭐24/7 Guest support ⭐Free off-street parking ⭐Close to CMU/ Pitt! ⭐$0 cleaning fee!

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.

✨Cozy & Stylish 2BR House 🏡 Sleeps 6✨Free Parking

*Only Out of Town Bookings please * Cheerful and stylish 2 bedroom home only 15 minutes to downtown Pittsburgh! Located in a charming neighborhood within walking distance to shops, restaurants, places of worship, Mt. Lebanon golf course and a grocery store. The house is also only a 5 minute walk to the T line which makes it easy to get into and out of downtown Pittsburgh! ⦿ 1 king bed ⦿ 1 queen bed ⦿ Queen sized sleeper sofa ⦿ Smart TV ⦿ Air conditioning ⦿ Off-street parking ⦿ Smart lock

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

Walk to spectacular Grandview Ave views from this quirky old Mt. Washington house offering great space and many nice updates! From this location you can quickly walk to the Mon incline which offers transfers to Pittsburgh's subway system called the "T" at Station Square. You can ride the T to Heinz Field, PNC Park, Rivers Casino, PPG Paints Arena, and all the downtown Pittsburgh cultural districts. You are also very close to the University of Pittsburgh, Duquesne, and CMU. Great location!

Cozy 1BR Minutes from NFL Draft

Welcome to our newly remodeled 1 bedroom apartment, featuring modern furnishings, upscale appliances, and abundant natural light. Just steps from the David L. Lawrence Convention Center (DLCC), it's perfect for business travelers and event-goers. Enjoy nearby attractions like PNC Park, Market Square, and the Cultural District—all within walking distance. Whether you're visiting for business or leisure, our space provides a comfortable and convenient base for your Pittsburgh stay!

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!

Spacious 2 Bedroom in a Convenient Location

Our property is located right off I-79 in Bridgeville, Pa. The home is completely remodeled and features a renovated kitchen with all new appliances, 55" & 65" flat screen televisions, a well lit off-street parking area (5 cars), and is in walking distance to the business district with restaurants, bars, cafes and shops. 2 bedrooms: 1st floor bedroom (1 Queen bed) with 1 full bath, 2nd floor bedroom (1 Queen bed) and 1 full bath. Large laundry area with washer and dryer.

Walk to NFL Draft | Downtown Pittsburgh & Stadiums

Welcome to your Lovitt Way home located in the North Shore, home to the 2026 NFL DRAFT—it's just 4 miles / 7 minutes by car to Acrisure Stadium and the North Shore DRAFT footprint. You get easy access to the DRAFT action; take a few minutes to come home and regroup in the same beautiful neighborhood. You can walk to museums, restaurants, and Acrisure Stadium, or take a Just Ducky Tours of the Three Rivers and Downtown Pittsburgh Come and cheer on your favorite NFL TEAM!!!

"The Spa Room" Renovated Flashlight Factory

Beautiful 1700 sq ft loft apartment. Located in historic north side. Minutes from both the stadiums, night life, casino, and museums! Best suited for 2 but can accommodate 4. Hard wood floors. Exposed brick. Huge state of the art kitchen. Beautifully executed bathroom with a walk in shower and massive soaking tub. If the bathtub isn't enough for you there is a hot tub located in the light well 1 floor down from the loft. Our other AirB&B is a Plus.

Cozy Entire AptA Friendship Park & free parking

Ground Floor Entire apartment with one bedroom, living room, bathroom is located in Bloomfield, a quiet yet vibrant neighborhood that’s central to all the best attractions. It features off Street parking , a rare find in the central city. The apartment was recently updated and feels fresh, spacious. This first floor space has 1 bedroom with a queen bed, a well equipped kitchen, and a luxurious bathroom & shower.

Spacious&Modern 2Bdr Apt Pittsburgh

Welcome to our modern 2-bedroom apartment, centrally located on East Carson Street in the vibrant South Side. Surrounded by shopping, dining, and entertainment, this is the perfect spot to experience the city. Downtown and the stadiums are less than 10 minutes away. The apartment features two King beds, a Full Kitchen, and a Smart Security System, ensuring a comfortable and secure stay.

Master Suite central to PGH and Airport Top 5%B&B

Welcome to Birds&Bees — Your cozy escape just 7 minutes from Pittsburgh! Unwind in this modern, pet-friendly retreat featuring a dreamy bed, comfy sectional, and a fully stocked kitchen with free snacks and drinks. Perfect for couples, solo travelers, or small families—comfort, style, and convenience all in one place. 📍 Ideal location 🐝 Themed interior 🐶 Pet friendly ✨ Modern touches