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Holiday rentals in Herrs Island

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Top-rated holiday rentals in Herrs Island

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

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Guest favourite
A functional kitchen features grey cabinets complemented by wooden countertops. Open shelves display various glassware and kitchen essentials. A large sink with a dish drying rack is visible, alongside modern appliances, including a stainless steel refrigerator and coffee maker. Natural light enters through a window with blinds.
Home in North Side
4.92 out of 5 average rating, 279 reviews

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.

Superhost
Guest suite in Pittsburgh
4.97 out of 5 average rating, 541 reviews

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).

Guest favourite
Flat in North Side
4.85 out of 5 average rating, 34 reviews

Pittsburgh Modern & Cozy 1 Bdrm With Free Parking

Family oriented One Bedroom apartment with a central location in Pittsburgh. 5 mins from Downtown, NHL and NFL games, Lawrenceville Strip District. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 bedroom, 1 living room with sofa bed, 1 bathroom on the on the lower floor of a family house. 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.

Guest favourite
Flat in Pittsburgh
4.94 out of 5 average rating, 167 reviews

Upscale DoubleKing Suite~Butler St~2 ParkingSpaces

2 OFF STREET PARKING SPACES 2 KING bedroom (+Full Size Sleeper Sofa) 1 bath apartment w/ a private patio steps from Butler St in Lawrenceville neighborhood! Sleeper Sofa and extra linens for bigger groups. Enjoy this stylish space in the coolest neighborhood in town, steps to dozens of restaurants, shops, coffee shops. Walk to UPMC Children's hospital and the Strip District, short drive to Downtown, North Shore, Shadyside, Oakland, Pitt, CMU, & several hospitals! Book your stay today!

Superhost
A spacious living room is presented with a modern sectional sofa arranged around a wooden coffee table. Artwork in soft tones decorates the walls. Natural light enters through window coverings, highlighting the clean lines of the space. The open layout leads to a dining area in the background.
Flat in North Side
4.81 out of 5 average rating, 90 reviews

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.

Superhost
Flat in North Side
5.0 out of 5 average rating, 5 reviews

Sports-Themed Retreat | Near Stadiums | Sleeps 5

Steelers, Pirates, Penguins, or Pitt game? Stay minutes from ALL stadiums—easy access, no downtown parking stress. Enjoy unique 2BR sports-themed retreat in historic Troy Hill! Acrisure • PNC Park • PPG Paints Arena nearby Cool sports vibe, clean, and comfortable! Shared backyard w/ river view (outdoor only). Walkable area across from Hill Topper’s Pub + food spots. Essentials: ✔ Free street parking ✔ Self check-in (smart lock) ✔ Fast WiFi + workspace ✔ Coffee & tea ✔ Air fryer

Top guest favourite
A bright living area features a green sofa centered on a light wood table, surrounded by two tan armchairs. A decorative rug lies beneath, and a vintage fireplace is positioned against the wall, complemented by a chandelier above, while natural light streams through a window.
Home in Millvale
4.97 out of 5 average rating, 160 reviews

Highly rated, 2bd/1.5 bath home/backyard/parking

Welcome to La Casita Millvale, a newly renovated 2 br/1.5 bath (sleeps 6) home in the heart of trendy Millvale/Lawrenceville and close to all Pittsburgh has to offer. Enjoy our expertly designed space including fully equipped kitchen with quartz countertops and stainless steel appliances, well-apportioned rooms with luxurious queen mattresses, and a third floor entertainment room and work space. Sip your morning coffee on the front or back porch and relax in the private backyard.

Top guest favourite
An open kitchen area features modern black cabinetry paired with white countertops and stainless steel appliances. Ample natural light filters through large windows, illuminating the space. An adjacent staircase leads to the upper level, while the living area is visible in the background.
Flat in Pittsburgh
4.99 out of 5 average rating, 130 reviews

Immaculate Double King Suite w/ Rooftop Terrace

Enjoy our immaculate 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐Rooftop Deck w/ City view ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

Superhost
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Pittsburgh
4.93 out of 5 average rating, 425 reviews

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Top guest favourite
A colorful living area features a bright blue wall that enhances the lively atmosphere. An orange sofa is paired with a textured throw, while shelves display kitchen amenities. A compact washer and dryer are built into the kitchenette, and natural light filters through the window.
Tiny home in Pittsburgh
4.95 out of 5 average rating, 183 reviews

The Little Riad: A Moroccan Oasis

Le Petit Riad, "The Little Courtyard" in French, is an immersive Moroccan experience. Inspired by Chefchaouen, the sapphire colored city, this is a tiny space with big IMPACT. Every meticulous detail will leave you wondering if somehow, magically, you ended up on a flight to the Mediterranean, instead of PIT. Nestled in a quiet alley literally steps from Butler Street and all Lawrenceville, the hottest hood in Pittsburgh, has to offer.

Top guest favourite
Flat in Pittsburgh
5.0 out of 5 average rating, 256 reviews

Artsy Apt in Lawrenceville with deck & parking

Trade the ordinary hotel stay for an artsy Lawrenceville escape made for two. Wake up in a dreamy king bed, sip coffee on your private deck, then stroll through Lawrenceville and Bloomfield for incredible food, cocktails, galleries, shops, and neighborhood gems. When you're ready to slow down, come home to a peaceful, light-filled retreat. Add rare off-street parking for two, and you've found the kind of city stay that's hard to beat.

Top guest favourite
Flat in Pittsburgh
4.94 out of 5 average rating, 122 reviews

Butler St Cozy Retreat, Walk to Breweries & Shops

- Ideal Location in the Heart of Lawrenceville – Walk Everywhere! - Second-floor apartment with sleek decor and modern amenities - Smart 4K TVs in both the bedroom and living room for streaming - Walk to over 20 bars, restaurants, and 3 breweries within blocks - Cozy, clean space with a well-stocked kitchen for easy home-cooking - Book now and enjoy the perfect blend of comfort, convenience, and style

Popular amenities for Herrs Island holiday rentals