
Holiday houses in Herrs Island
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Top-rated holiday rentals in Herrs Island
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Walk River Path to ‘26 NFL Draft *FREE Parking*
🏈 THE 2026 NFL DRAFT 🏈 Step out your front door onto Three Rivers Heritage Trail & walk to Acrisure Stadium!! Luxury 2200 sq ft 2-bed, 2.5-bath townhouse on the Allegheny River island of Washington's Landing. Water views. Parklike, modern, spacious, well-equipped, and close to downtown Pittsburgh. Walk or bike to the Strip District and beyond. Two outdoor decks. 10 new pickleball courts on the island. Stroll past the boat docks to Redfin Blues (in spring & summer) for happy hour or a boat ride

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.

Pittsburgh Modern & Cozy 2Bdrm With Free Parking
Peaceful and family oriented Two Bedroom apartment with a central location in Pittsburgh. 7 mins from Downtown, NHL and NFL games, Lawrenceville Strip District. Enjoy the proximity to shopping, bars & restaurants. This apartment features 2 bedroom, 1 bathroom on the on the lower floor of a family house. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families only and this is NOT a party place.

Spacious 4BR | 2 Kings, Firepit, Arcade + Parking
Enjoy this stylish, comfy, and fully renovated gem in Troy Hill, minutes from North Shore, Downtown, Strip District, and more. The home features an off-street parking pad, free street parking, and a private backyard with a firepit, grill, and Adirondack chairs. Inside, the living room converts into a movie theater, and the dining room into a game room. Two of the four bedrooms boast king-sized beds. Each bedroom has a Roku TV with guest mode. There are two full-length mirrors for getting ready.

King Suite w/ View | Off Street Parking | Deck
Modern 1BR Skyline Retreat | Deck • Off Street Parking Discover this stylish 1 bed suite in Troy Hill with skyline views—ideal for couples, solo adventurers, and business travelers. ✔️ King bed w/ premium bedding ✔️ Private deck overlooking the Pittsburgh skyline ✔️ Full kitchen + stocked coffee & espresso bar ✔️ Fast Wi-Fi w/ dedicated work space ✔️ In-unit washer & dryer ✔️ Free off-street parking ✔️ Quick drive to stadiums, Downtown Pittsburgh, Strip District, Pitt/CMU, & Lawrenceville

Walkable Lawrenceville, Designer “Tiny Living”
The Nesting Box is an ideal space to return to and recharge in after “free-ranging” locally. Comfortable, cool, and centrally located to the best of Butler Street. Designers collaborated to maximize the minimal space with creative comforts for experiencing "tiny living". Our shipping container addition led us to have 2 front 🚪. We welcome guests to our on-street private guest suite. Urban family homestead with 1 🐈⬛, 2 🐕, and 3 🐓 that resided with us for 5 years (recently rehomed to farm).

Brand New! Lawrenceville KING Suite - Huge Balcony
1 bedroom 1 bath apartment w/ a HUGE private balcony steps from Butler St in Lawrenceville neighborhood! Sleeper Sofa and extra linens for bigger groups. BRAND NEW construction! Enjoy this stylish space in the coolest neighborhood in town, steps to dozens of restaurants, shops, coffee shops. A few blocks to UPMC Children's hospital and the Strip District, short drive to Downtown, North Shore, Shadyside, Oakland, very close to Pitt, CMU, & several hospitals! Book your stay today!

Walk to Attractions. Downtown View. Stay in Style.
Walk to stadiums, downtown, strip-district, and cultural district! This recently-renovated historic hill-side duplex offers views of downtown and the Allegheny riverfront from almost every room. Stylish modern-industrial design with a wide open kitchen/living/dining room layout. Huge bathroom includes soaker tub with a view. Back deck sits above the roof and has panoramic downtown views that are second to none in the city. This unit is a 3rd floor walkup with steep steps.

Prime Location | 2 Parking Spaces | Luxury Home
You will love this home from the moment you lay eyes on inviting front porch featuring modern siding and the custom designed and built sturdy white oak door. This light-filled, open concept 3 bedroom and 2.5 bathroom home is the ideal short term housing for busy professionals such as physicians, business executives, professors, and families who are looking for a quiet oasis to rest and recharge, but still be close to hospitals, downtown, and in the heart of trendy Lawrenceville.

The View*Sleeps 6* City Home
Kick back and relax in this calm, stylish space where you can take in the river views on the deck - or hang out in the tv lounge. A designated work area, conveniently on the main floor, doubles as extra sleeping space. With an easy drive to the stadiums, arena, downtown, the Theater district, the Strip district, the Childrens museum, the Science center, nature or city hikes, and just across the bridge from the Childrens hospital and Lawrenceville - you will feel right at home!

Off Street Parking, King Bed, on Butler Street!
Free off-street parking right on Butler Street? Check! Welcome to your home away from home, located on arguably the hippest street in Pittsburgh. 20+ bars & restaurants, 3 breweries, and more within three blocks - an active traveler's dream! If you would rather stay in, we have a great work from home space with two desks in separate rooms (perfect for traveling couples), a well stocked kitchen, two smart 4K TVs, comfy couch, and more!

The Millvale Retreat
A modern 2-bedroom apartment in the heart of Millvale, located just across the Allegheny River from Lawrenceville district and only 10 minutes away from Pittsburgh downtown. You will find yourself in a safe and friendly neighborhood, walking distance from local restaurants, bars, breweries, and a convenience store. Situated equally close to all major attractions, universities, hospitals, and businesses of central Pittsburgh.
Popular amenities for Herrs Island holiday rentals
Other great holiday rentals in Herrs Island

The Schenley Room on Beatty

Pittsburgh/Shadyside @1A Bright&Stylish Private Bd

Mid Allentown House 2

Exquisite Super Cozy Smart Home 3 (Alexa control)

Bedroom 2 in Quaint Rustic Home (Red Key)

South Side Master w/ En-Suite Bath

Convenient Stay on Northshore, Pittsburgh

Newly Renovated Gorgeous Historic Mansion
Destinations to explore
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- PNC Park
- Strip District
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Raccoon Creek State Park
- National Aviary
- Kennywood
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Point State Park
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Narcisi Winery
- Schenley Park
- Senator John Heinz History Center
- Children's Museum of Pittsburgh
- Bella Terra Vineyards
- Laurel Mountain Ski Resort
- Randyland
- Reserve Run Golf Course




