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 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 Pittsburgh
4.81 out of 5 average rating, 73 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 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
Flat in Pittsburgh
4.88 out of 5 average rating, 143 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
Flat in Pittsburgh
4.9 out of 5 average rating, 10 reviews

Stunning Queen Suite w/ private deck + gym/ sauna

Enjoy a stay in this brand new construction at The Madison on Penn, a boutique 8-unit building that is centrally located in Bloomfield. Just a short walk to UPMC Children’s Hospital and West Penn Hospital, this modern building is ideal for both short and extended stays. ★1 Queen Bed (BR) ★1 Queen Sleeper Sofa (LR) ★Free off-street parking ★Large private deck (Sofa + dining set) ★Shared gym with sauna & exercise equipment ★Free in-unit washer/ dryer ★Desk with speedy wifi ★24/7 guest support

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!

Guest favourite
Flat in Pittsburgh
4.94 out of 5 average rating, 163 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.

Top guest favourite
The bright and airy living space features tall windows allowing ample natural light. A modern dining table with clear chairs is complemented by cozy seating adorned with colorful pillows. Decorative wall art showcases floral designs, with the entrance to the bedroom visible in the background.
Flat in Pittsburgh
4.98 out of 5 average rating, 40 reviews

Millvale Bee & Bee

If your ‘Honey🍯 Bee🐝’ loves Bees, this is the space to stay! The Millvale Bee & Bee is located in the quirky up-and-coming borough of Millvale. We are a short drive (or a scenic river walk) to the Strip District, North Shore, and Downtown Pittsburgh. Our spacious and unique 1 BR apartment is located on the 2nd floor above CoNectar Flora to Table Education, an innovative non-profit that uses honey to teach lessons in pollinator ecology, sustainable food systems, and land conservation.

Top guest favourite
Flat in Pittsburgh
4.98 out of 5 average rating, 102 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
The living area features a vibrant orange accent wall adorned with floral wallpaper. A 65" TV is mounted above a modern blue media console. A cozy gray sofa with yellow accents invites relaxation, while a coffee table rests on a patterned rug, adding warmth to the space.
Home in Pittsburgh
4.98 out of 5 average rating, 45 reviews

Pet Friendly, King Bed, Great for Long Stays!

Step into your cozy retreat in Lawrenceville! Our 2BR/2.5BA home featuring two ensuite bathrooms is perfect for up to 4 guests, offering a warm and inviting space to relax after exploring the city. Whip up a delicious meal in the fully stocked kitchen & relax in front of the 65" TV. Street parking is available nearby, and you’ll be just a short walk away from some of the area’s best bars, restaurants, and shops. It’s the ideal spot for your city getaway!

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 comfortable couch and a coffee table, with a wall of windows allowing natural light to fill the space. A desk and chair are positioned for workspace, while decorative elements and plants add a homely touch.
Flat in Pittsburgh
4.9 out of 5 average rating, 138 reviews

Pet Friendly with King Bed on Butler Street!

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 two desks are perfect for two work from home travelers, our cozy bedroom invites you to sleep in, and the living room's couch and smart TV invite you to relax!

Top guest favourite
A cozy bedroom features a spacious bed dressed in an orange quilt. Two windows allow natural light to fill the room, and a colorful chair sits beside a small nightstand. A decorative fireplace adds character, complemented by framed artwork hanging above.
Guest suite in Pittsburgh
4.98 out of 5 average rating, 225 reviews

Sunny Friendship "Treehouse" 2 story / 1BD gem

Friendship Treehouse: Walking distance to 3 hospitals, our private, 2 story apartment w/ separate entry is steps away from great restaurants, coffee shops, yoga studios, art galleries & major bus lines. Located on a quiet tree-lined street in the aptly named Friendship area, we are an easy commute to Pitt & CMU. Our apartment is perfect for all of your travel & work needs. Suited for solo travelers, couples, and business travelers.

Popular amenities for Herrs Island holiday rentals