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

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.

4.93 out of 5 average rating, 284 reviews
Top guest favourite
Flat in Downtown Pittsburgh

Cultural District new King Suite whirlpool tub

Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

4.9 out of 5 average rating, 377 reviews
Top guest favourite
The game room features a combination table for dining, ping pong, and pool. An electric fireplace and a golden tee arcade game add warmth and entertainment. Natural light enters through large windows adorned with curtains, while a vibrant mural decorates one wall, enhancing the lively atmosphere.
Home in North Side

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.

4.99 out of 5 average rating, 101 reviews
Superhost
A spacious living area is highlighted by a large sectional sofa and a round accent chair. A coffee table sits at the center, adorned with a small plant. Large windows allow natural light to fill the room, and artwork is displayed on the wall, enhancing the modern aesthetic.
Home in Pittsburgh

Modern & Spacious 4BD House in Pittsburgh w/Prkg

Family Oriented and Spacious house with a convenient location and minutes to Pittsburgh. Enjoy the beautiful mornings with incredible sunrises and tranquille dawns with the proximity to shopping, bars & restaurants. This house features 4 bedrooms, 3 baths, Large Dining and living areas, cozy Backyard. Stylishly setup, the house 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.

4.85 out of 5 average rating, 125 reviews
Guest favourite
Flat in North Side

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.

4.85 out of 5 average rating, 39 reviews
Guest favourite
Flat in Pittsburgh

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!

4.94 out of 5 average rating, 174 reviews
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

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.

4.83 out of 5 average rating, 98 reviews
Top guest favourite
Flat in North Side

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

5.0 out of 5 average rating, 8 reviews
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

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

4.99 out of 5 average rating, 139 reviews
Guest favourite
An open living area is highlighted by a cozy couch with patterned pillows, facing a flat-screen TV. Exposed brick walls add texture, while wooden floors provide warmth. A glass railing leads to the staircase, creating a modern feel that complements the natural light from the windows.
Townhouse in Strip District

Charming Getaway: Off-Street Parking, Walkable

You can experience Pittsburgh like a local in this beautifully updated row house, ideally located just a 10-minute walk from two of the city's most vibrant neighborhoods: Lawrenceville and the Strip District. The house includes free off-street parking for your convenience, a rarity for this part of town. Stay connected with lightning-fast Wi-Fi and take advantage of the dedicated workspace, perfect for remote work or planning your Pittsburgh adventures.

4.88 out of 5 average rating, 404 reviews
Guest favourite
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

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!

4.93 out of 5 average rating, 432 reviews
Guest favourite
A cozy living area features a soft gray couch adorned with patterned throw pillows. A round black coffee table sits on a striped rug. A desk with a chair is positioned near a window with white blinds, and decorative wall art adds character to the space.
Flat in Pittsburgh

Prime Butler St. Apt, across from Umami!

Welcome to our cozy apartment on Pittsburgh's vibrant Butler Street. With over 20 bars, restaurants, and three breweries within a few blocks, it's the ideal location for active travelers. Enjoy our well-equipped kitchen, separate work-from-home space, and high quality amenities, like whole bean coffee & burr grinder! Perfect for short or long stays - whether you're exploring the neighborhood or relaxing indoors, you can't beat this location!

4.94 out of 5 average rating, 101 reviews

Popular amenities for Herrs Island holiday rentals