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
Home in Pittsburgh
5 out of 5 average rating, 37 reviews

Chic Home With Large Private Yard - Easy Commutes

Inside and out, this space combines the polish of a boutique hotel with the warmth and ease of home. While being just 10 minutes from downtown, you'll discover peace and quiet here - kick back in the hot tub, let the dog roam freely in the fenced yard, and watch your kids light up when they see their very own playful bedroom. Ideal For: * Museum & convention visitors * people traveling downtown, Lawrenceville, Strip District * travelers with dogs * families * 2-3 couples traveling together

Superhost
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 Pittsburgh
4.92 out of 5 average rating, 259 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.

Guest favourite
An outdoor deck area is furnished with a comfortable seating arrangement, including a sectional sofa with blue and white cushions. A view of the Pittsburgh skyline and greenery is visible in the background, complemented by string lights overhead, creating a serene atmosphere.
Home in Pittsburgh
4.91 out of 5 average rating, 47 reviews

King Suite with a Skyline View

Modern 1BR Skyline Retreat | Deck • Free 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 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

Top guest favourite
Flat in Pittsburgh
4.88 out of 5 average rating, 157 reviews

Stunning King Suite |Unbeatable Downtown Location!

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!

Guest favourite
The primary bedroom features a spacious queen bed with a plush blanket and decorative pillows. A modern staircase leads to the loft office area above. Natural light fills the room, complemented by artwork on the walls and a soft rug underfoot.
Townhouse in Pittsburgh
4.97 out of 5 average rating, 227 reviews

King Bed | Amazing Location | Stunning Design

✨Modern Nordic charm in the heart of Lawrenceville!✨ Just two blocks from Butler Street, you’ll be surrounded by Pittsburgh’s best bars, restaurants, coffee shops, & patios. This art-filled 2BR home combines thoughtful design with high-speed internet, two 55” 4K TVs, and a cozy loft office. Cook in the fully stocked kitchen, stream your favorites, or unwind in a space that’s as functional as it is stylish. Recently remodeled with comfort in mind—it’s the perfect home base for work or play!

Top guest favourite
Flat in Pittsburgh
4.94 out of 5 average rating, 164 reviews

King Bed | 2 full bath | Deck! Hip Millvale!

Welcome to our spacious home! With 2 full bathrooms & 1 queen bedroom, our place is perfect for the traveling couple that loves privacy, or solo guests that want to spread out. Located in Millvale, our place is within walking distance to great breweries, shops & restaurants. Millvale has a massive amount of charm, with many of the same attributes of Lawrenceville at a lower price point. We're right over the bridge from Lawrenceville & a 5-minute drive to downtown & the North shore stadiums.

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 Pittsburgh
4.8 out of 5 average rating, 75 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.

Top guest favourite
Flat in Pittsburgh
4.98 out of 5 average rating, 103 reviews

Chic Loft Style HighEnd King Suite~ 2Parking Spots

Brand New Loft Style Apartment with 17ft. ceilings, huge windows, and 2 dedicated OffStreet Parking Spaces! Brand new KING Suite! 1 block to West Penn, short walk to UPMC! On site parking makes the short drive to Shadyside, CMU, Pitt and the Strip District/Downtown a breeze! The building was gutted and remodeled, everything is brand new! Fully stocked for long and short term stays! Steps to dozens of restaurants, shops, coffee shops, and grocery stores. Make your reservation today!

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
5 out of 5 average rating, 105 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

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, 410 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!

Guest favourite
The living area features a large flat-screen TV mounted on a light wood media cabinet. A round black coffee table is centered on a textured gray area rug. Two windows provide natural light, and framed artwork is displayed on the wall.
Flat in Pittsburgh
4.96 out of 5 average rating, 186 reviews

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!

Top guest favourite
The living area features a stylish grey sofa adorned with vibrant yellow and blue pillows. A geometric area rug lies on the floor, anchoring a glass coffee table. Mirrors and decorative accents adorn the dark blue wall, complemented by a striking yellow patterned wallpaper.
Home in Pittsburgh
4.98 out of 5 average rating, 54 reviews

Pet Friendly | King Bed | Amazing Location!

- Stylish, pet-friendly retreat with unique artistic touches throughout - Two cozy bedrooms with king and queen beds, smart TVs, and ensuite bathrooms - Fully stocked kitchen with premium appliances and a coffee bar for your enjoyment - Prime location in Lower Lawrenceville, steps from top bars, restaurants, and nightlife - Book now and experience a blend of comfort, character, and convenience in this charming home

Popular amenities for Herrs Island holiday rentals