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.

Top guest favourite
Flat in Downtown Pittsburgh
4.9 out of 5 average rating, 302 reviews

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!

Top guest favourite
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
4.87 out of 5 average rating, 31 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 dining area features a wooden table surrounded by four chairs, illuminated by natural light from two windows. A clock and a piece of wall art enhance the space's decor, while a doorway leads to a bedroom area, complementing the home’s inviting atmosphere.
Flat in North Side
4.77 out of 5 average rating, 84 reviews

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 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.

Top guest favourite
A spacious living area features a comfortable sofa and armchair, with a large wall-mounted TV positioned nearby. Floor-to-ceiling glass doors open to a private deck, revealing lush greenery and inviting outdoor seating, creating a serene connection to nature.
Flat in Pittsburgh
4.98 out of 5 average rating, 123 reviews

Stunning PH Double King Suite w/ Rooftop Terrace

Enjoy our stunning 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 ⭐3 private decks (+ Rooftop Deck) ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

Superhost
Flat in North Side
5.0 out of 5 average rating, 3 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

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
4.93 out of 5 average rating, 424 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
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.

Guest favourite
Flat in Pittsburgh
4.88 out of 5 average rating, 121 reviews

Pet Friendly, Butler St. Apt w/Private Entrance

Located right in the heart of Lawrenceville on Butler St., you can't beat this location! Our 1st floor apartment is tastefully furnished and stocked for short term and longer term stays - perfect for living and working, or quick getaways! Our well appointed kitchen is great for cooking, our cozy bedroom invites you to sleep in, and the living room's couch and smart TV invite you to relax! We're small pet friendly, too!

Guest favourite
A bright kitchen area is furnished with modern white cabinetry and a granite countertop. The kitchen features a decorative tile backsplash and a large window, allowing ample natural light. A wooden dining table with stools is positioned in the center, enhancing the open layout.
Loft in Strip District
4.89 out of 5 average rating, 224 reviews

Lovely Strip District loft with free parking

Enjoy a stylish experience at this centrally-located pet friendly loft. Cook dinner in the fully stocked kitchen or take a stroll to one of the many Strip District or Lawrenceville dining options. Take a shower in the stunning pebble floor shower, then relax with a book in the evening sun. Catch up on some work in the dedicated office nook and put your feet up in the spacious bedroom.

Popular amenities for Herrs Island holiday rentals