
Holiday rentals 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

2 beds/1.5 bath Hygge-Hus, Minute to Cafes & Shops
Enjoy a beautifully designed retreat in this former Candy Shop in the heart of Pgh's Lawrenceville neighborhood. The open floor plan includes two floors with a bed on each floor (think 'loft' instead of closed rooms with doors). The kitchen opens to a Tolkienesque garden patio to be at peace. Lawrenceville's restaurants, shops, theaters, and cafes are just a minute's walk from your front door. Rest, relax, sleep in, cook, eat in, and recharge in an environmentally conscious cozy home (new HVAC).

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.

Artsy studio in Lawrenceville: easy & free parking
We converted this Lawrenceville storefront into a studio apartment, located near the Strip District, downtown Pittsburgh, and many other neighborhoods in the city. Lawrenceville is a walkable neighborhood with great amenities (see our guidebook for recommendations). Enjoy the 14’ ceilings, herringbone floor, handpainted mural, and exposed brick in this unique space. • Full kitchenette • Easy free parking • Privacy curtains • Pullout sofa bed • Dimmers on all lights More details listed below!

1 Bed, idyllic, stadiums, free parking, & Pets OK
Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

Pittsburgh Spacious & Modern 3BD APT Free Parking
Peaceful and family oriented Three 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 3 Bedroom, 1 Bathroom on the first 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.

2600 sq ft | 3 king beds | Rooftop Deck w Views
Bienvenue dans “La Petite Maison”— a centrally located 2,600 square foot three-story Lower Lawrenceville row home built in 1900. You will have access to the entire home, which has 3 large bedrooms & 2.5 bathrooms, and is tastefully designed and adorned with curated artwork and trinkets inspired by, and procured during, the owner’s time living in France. Enjoy free street parking and explore the city by foot, by e-bike, or Uber. Don’t miss the unobstructed city views on the rooftop deck!

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!

One Wild Place - Fun 4BR 2Bath/Firepit
Welcome to our stylish and unique Airbnb, inspired by the vibrant spirit of the Pittsburgh Zoo! Located in the heart of Troy Hill, this roomy vintage space combines playful animal décor with traditional row-house design, creating an unforgettable stay. Whether you're here to explore the city or just enjoy a comfortable, one-of-a-kind retreat, our zoo-inspired theme offers a fun and welcoming atmosphere for all. Experience the wild side of Pittsburgh, right from your doorstep!

Modern, Near Downtown and Strip, BBQ, Jetted Tub
Do you want to be: -3 min to Strip District -6 min to CMU/Pitt -7 min to Lawrenceville -9 min to Downtown -12 min to Northside -13 min to Squirrel Hill Do you also want to: -Grill BBQ or try your hibachi skills -Roast marshmallows in your backyard -Dine inside a bug-free backyard tent -Relax in the indoor jetted whirlpool hot tub for 2 -Have your private bathroom — no sharing unless it’s with your partner? -Have a one-car parking garage Look no further!

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)
This Bright basement studio is for anyone needing a stylish, clean place to stay while visiting Pittsburgh. It has a new queen bed, sleeper sofa, desk, bar and a very large bathroom. It has a private entrance at the back of a beautiful 1890s Pittsburgh mansion. It works very well for travelers 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).

*Spacious & Cozy* 1BR Millvale apt
You will be close to everything when you stay at this centrally-located apartment in the heart of Millvale! Millvale is a safe & friendly neighborhood with plenty of restaurants, diners, breweries, and bars in walking distance. You will be only a few feet from a convenience store. The famous Mr. Small’s theater is less than a half mile away! The beautiful River trail that leads to the north shore, Heinz field, PNC park, etc is only 1 mile!
Popular amenities for Herrs Island holiday rentals
Other great holiday rentals in Herrs Island

The Point State Room on Beatty

Petite Private Bedroom 2nd Floor

Exquisite Super Cozy Smart Home 3 (Alexa control)

Private Suite | Student & Medical Professionals R1

Yellow room in Art House

Beautiful Room in Shared House Near Pitt & CMU

Newly Renovated Gorgeous Historic Mansion

Private Room in South Side
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
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- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Rappahannock River Holiday rentals
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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
- Kennywood
- National Aviary
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Point State Park
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Narcisi Winery
- Schenley Park
- Children's Museum of Pittsburgh
- Senator John Heinz History Center
- Bella Terra Vineyards
- Laurel Mountain Ski Resort
- Reserve Run Golf Course
- Randyland




