
Holiday rentals in Penn Station South
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Top-rated holiday rentals in Penn Station South
Guests agree: these stays are highly rated for location, cleanliness and more.

Eden, dream high-end home in NYC
Eden is where skyline views, modern luxury, and amenities seamlessly merge. Eden is the epicenter of luxury and convenience. Eden is an incredible hidden gem in the heart of Manhattan. Eden is NOT your typical airbnb in NYC. Noteworthy amenities: Private Balcony, 83" & 65" OLED TV, Herman Miller Desk Chair, Casper Nova Hybrid Mattress, Casper Pillows, Vari Desk Standing Desk, All-House Sonos Sound System, Toto Neorest Toilet, In-Ceiling Light Therapy Shower, Viking & Sub-Zero Kitchen Appliances
4.88 out of 5 average rating, 143 reviews
The Disco House - Sister Spot
From the corner of 25th Street and Tenth Avenue, you will step out of your door to the vibrant exciting energy of the Chelsea neighborhood in NYC. Just steps from the Highline, you can enjoy a nice morning stroll down to meatpacking district or go north toward the newly refurbished Hudson Yards. This special place is close to everything, making it easy to plan your visit. Centrally located and surrounded by amazing restaurants, art galleries and public transportation. Short walk to Hudson River.
4.54 out of 5 average rating, 91 reviews
Steps from Bryant Park + Fitness Center
Stay steps from Fifth Avenue, Bryant Park, and Grand Central at Courtyard New York Manhattan/Fifth Avenue. Designed for city explorers, enjoy sleek rooms with free Wi-Fi, premium bedding, and smart workspaces—perfect for relaxing or getting things done between adventures. Sip coffee in the inviting lobby café, work out in the 24-hour fitness center, or stroll to nearby icons like the Empire State Building and Times Square. Your New York escape starts right here in the heart of it all.
4.69 out of 5 average rating, 1019 reviews
Spacious Apartment, 1 Queen Bed - FiDi
Modern living meets historic character inside a 1931 Art Deco landmark in Lower Manhattan: thoughtfully designed apartments ranging from efficient studios to spacious three-bedroom layouts, all with fully equipped kitchens and contemporary finishes. Enjoy a range of shared amenities, including a rooftop with views of the city and Brooklyn Bridge, coworking and meeting spaces, a game room, and a 24-hour fitness center--all a short walk from Battery Park and Financial District hubs.
4.76 out of 5 average rating, 191 reviews
Safe and Cozy Hostel Room, 1 person, Manhattan
Just 2 blocks away from Penn Station, MSG and walking distance to Times Square, we offer guests a safe place to rest a stone’s throw away from all the city has to offer. We provide single occupancy rooms with open ceiling and lockable doors. Shared bathrooms include lockable shower doors, shampoo, shower gel and hairdryers. Continental Breakfast, WIFI, & towels are provided 24/7 on-site staff, free luggage storage on arrival and departure
4.67 out of 5 average rating, 4926 reviews
NYC City View | Fitness. Rooftop Bar & Restaurant
Live above Times Square’s energy and tap into everything M Social has to offer. Enjoy a vibrant rooftop terrace, a fully equipped fitness center, game stations, and an on-site restaurant and bar steps from Broadway. With skyline views, 24/7 service, and unbeatable access to NYC’s biggest attractions, this hotel is built for travelers who want the full Midtown experience, food, culture, nightlife, and iconic city moments at your doorstep.
4.69 out of 5 average rating, 118 reviews
Tranquil Midtown Sanctuary - Full Bed
Step into a peaceful Zen sanctuary in the heart of NYC. This cozy room features a memory foam full bed, desk, closet, private sink, and sunlit window. Enjoy plants, natural light, and serene vibes. The shared hallway bathroom is private-use and kept spotless. Guests also have access to a quiet Zen backyard, dining area, filtered water, coffee, and free breakfast items all day. Service dogs OK with proper docs!
4.9 out of 5 average rating, 428 reviews
NoMad Hotel by Flatiron & 5th Avenue
Stay at Return Policy, a private hotel-style apartment in the Flatiron area of Manhattan, near Madison Square Park, Broadway, 5th Ave, restaurants, cafés, shopping and nightlife! A clean, efficient private hotel room near Flatiron, ideal for solo travelers, couples, work trips and events. This is a private serviced apartment with a 24hr doorman to ensure building security.
4.83 out of 5 average rating, 121 reviews
Untitled at 3 Freeman - Studio Queen
Welcome to UNTITLED at 3 Freeman Alley! Our Studio Queen room measures 125 sq ft and features a queen-sized bed as well as a small desk. This room is located anywhere between the 2nd and 7th Floors with minimal or no views. All pictures shown are for illustration purposes only. The actual room layout, windows and views may vary depending on location within the property.
4.87 out of 5 average rating, 2421 reviews
Pod 39, Full pod
Full pod offers a smart, restful space perfect for solo travelers, with modern conveniences and a cozy retreat ambiance for unwinding. Enjoy a double bed, flat screen TV with premium cable, wifi, air conditioning, work desk, safe, private bathroom with separate shower, hairdryer, bathroom amenities, free local calls, and an emergency alarm for added safety.
4.77 out of 5 average rating, 752 reviews
Chelsea: Private 2BR, 2Bath + Massive Yard
Experience Chelsea's beauty from our 2-bed, 2-bath LEGAL Airbnb. Sleeps 8 with 2 queen beds, 2 sofa beds, and a huge smart TV. Enjoy the massive furnished private outdoor space. Note: one flight of stairs to enter. Central location puts you close to art, dining, and iconic NYC attractions. Book now for an unforgettable stay!
4.57 out of 5 average rating, 127 reviews
Steps to Times Square | Full Kitchen. Pet-Friendly
Welcome to Candlewood Suites Times Square, your sleek NYC home base steps from the energy of Broadway, Penn Station, Hudson Yard, and Javits Center. With full kitchens, free Wi‑Fi, a 24/7 fitness center, and on‑site laundry, you’ve got everything you need for a seamless stay—whether you’re in town to work, explore, or both.
4.73 out of 5 average rating, 1953 reviewsPopular amenities for Penn Station South holiday rentals
Other great holiday rentals in Penn Station South

Bright Small Single – West 30th St NYC
4.6 out of 5 average rating, 10 reviews
Near Madison Square Garden + Free Breakfast & Gym
4.72 out of 5 average rating, 648 reviews
Lamartine Chelsea 3F

Pod Times Square Hotel, Bunk pod
4.7 out of 5 average rating, 576 reviews
Walk to Penn Station & High Line + Renovated Rooms
4.55 out of 5 average rating, 209 reviews
Sleepless City| Times Square. Fitness Center
4.61 out of 5 average rating, 1057 reviews
Steps to Times Square | Free Breakfast & Fitness
4.62 out of 5 average rating, 1542 reviews
NYC Skyline Bar | Rooftop Bar + On-Site Restaurant
4.5 out of 5 average rating, 4 reviewsDestinations to explore
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- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Asbury Park Beach
- Jones Beach
- Columbia University
- American Dream
- Yankee Stadium
- Belmar Beach
- Six Flags Great Adventure
- MetLife Stadium
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Long Branch Beach
- Manasquan Beach
- Bear Mountain State Park
- Empire State Building
- Bryant Park
- Barclays Center
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Brooklyn Bridge




