
Holiday houses in Upper West Side
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Top-rated holiday rentals in Upper West Side
Guests agree: these stays are highly rated for location, cleanliness and more.

Central Park Charm: Inviting 3 Bedroom Cozy Home
Welcome to Central Park West, and our 3-bedroom oasis, where city living meets tranquility. Make yourself at home in our inviting living space, indulge your culinary senses in our fully equipped kitchen, and unwind in one of 3 cozy peaceful bedrooms. Located just steps from Central Park, this spacious apartment is close to many NYC top attractions. Your escape awaits in our stylish and comfortable residence. Discover a blend of luxury and convenience in an accessible and beautiful neighborhood.

Spacious Historic Manhattan Residence – Prime Area
Experience the comfort of a spacious one-bedroom brownstone apartment that accommodates up to five guests. Located near Central Park, Times Square, and Fifth Avenue, this spot offers convenience and proximity to New York City’s most iconic attractions. Perfect for short or extended stays, it provides a comfortable home base in Manhattan. The unit is on the second floor of a walk-up with two sets of stairs, which may not suit everyone, but many guests find the space and location well worth it!!

Luxury Penthouse Suite near Central Park
The Manhattan Club is the perfect combination of luxury and location in the heart of New York City. Spend time in one of the oversized Penthouse Suites or enjoy your Penthouse Exclusive balcony for great views! (Exclusive to all Penthouse Guests, not private, open seasonally) Incidentals: $500 authorization at Check-in. Must present valid credit card and government ID (21 years of age) Price Includes All Taxes/Fees (There will be no additional tax or daily fees charged during your stay. )

Luxe Studio with Charming Juliet Balcony
Stay at our BEAUTIFUL studio flat with a charming Juliet balcony located in the Upper East Side! This gorgeous boutique building is nestled near some of the best attractions the city has to offer. With an unbeatable location - minutes away from Central Park, Park Ave, and 5th Ave! Bloomingdale's is a block away, along with many trendy restaurants and shops! Enjoy dinner steps away at delicious restaurants such as Sushi Seki, and grab dessert at the famous Magnolia Bakery on your way home!

1 Min to Subway: King Bed, Luxe Airy Space + Patio
Welcome to Vintage Luxe, a stunning 1894 landmark in Sugar Hill restored into a luxurious boutique! This charming unit includes an accent fireplace, bay windows, a king bed, high-speed WiFi, a dedicated workstation, and a fully equipped kitchen. Step outside to your private patio—a rare NYC luxury. With a prime location just 1 minute from the metro and close to Yankee Stadium, this space is perfect for couples, families, or groups seeking a central and elegant stay.

Elegant Uptown Historic District Garden Suite
Your pied-à-terre on Sugar Hill in the Jumel Terrace Historic District. Formerly a rare bookshop, the garden suite resounds with Harlem Heights' history from the Founding Fathers thru the Founding Brothers to our vibrant now. Think privacy, quiet, autonomy and a garden in bloom. Short walk, one subway stop, to NY/Columbia-Presbyterian. This is a two family house. Fully compliant with NYC short term rental laws. Hosts discretely present during your stay.

Private Garden Oasis Brownstone near Central Park
Welcome to one of Harlem’s best kept secrets — a stunning brownstone apartment with your own private garden patio, something almost impossible to find in New York City. Step outside your door onto a lush, tree-lined private patio with seating, a hammock, and total privacy. Whether you’re having morning coffee surrounded by greenery or unwinding after a long day in the city, this outdoor space is unlike anything else you’ll find on Airbnb in Manhattan.

Studio Queen Gourmet | Placemakr Wall Street
Welcome to Placemakr Wall Street, located in the heart of New York's buzzing financial district. Furnished with hardwood floors, stylish finishes, and many modern conveniences, this is the perfect place to stay while exploring Manhattan and the rest of the Big Apple. Indulge in highly-rated, nearby restaurants and take in the sights of One World Trade Center and South Street Seaport, all within close reach of Placemakr Wallstreet.
Midtown East Condo Near Central Park
Welcome to your Midtown East 1-bedroom condo in the heart of Manhattan, steps from 57th and Park. Carefully curated with world-class designer furniture, we’ve spared no expense in providing you with luxury surroundings while making you feel comfortable and at home. If you crave the authentic, personalized experience of staying in an Airbnb PLUS all the comforts, services and safety of a hotel, then look no more…

New duplex with spectacular view of New York
Relax on this unique and quiet getaway in our fully remodeled apartment, with 2 bedrooms each with a private bathroom, modern kitchen, plus a guest bathroom, a large balcony and a beautiful super-stylish terrace with spectacular direct view of the Hudson River, Chrysler Building, Empire State Building, surrounded by green areas and just 20 minutes from New York City, with its own parking.

Luxury NYC 2BR/2BA w/ Fireplace & Skyline Views
Welcome to your elevated escape in the heart of New York City a sophisticated 2-bedroom, 2-bathroom apartment that blends hotel level luxury with the warmth of home. Whether you’re here for business, a romantic getaway, or a city adventure, this Luxe NYC Apartment is your home above it all where skyline views meet sophisticated comfort.

Stunning view - Columbus Circle area/Lincoln Sq
Beautiful, clean and stylish 1-bedroom apartment in Lincoln Center with a stunning wrap-around view of the Hudson River, downtown Manhattan, and Broadway/Central Park. Modern building near many attractions! The apartment has a great layout and is spacious. Come enjoy Manhattan in a peaceful area but steps away from major attractions.
Popular amenities for Upper West Side holiday rentals
Other great holiday rentals in Upper West Side

Huge Private Room, Closet, Bathroom and Office

Best of the west! Sunny,quiet&huge! Ideal location

Upper Westside Brownstone Garden Apartment

Near Theater District & Times Square + Dining

Best Room in Manhattan

Cozy Upper West Side Room.

1892 Brownstone on Landmarked Block

Italian Chic | Restaurant. Sightseeing
When is the best time to visit Upper West Side?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 NZD | $256 NZD | $265 NZD | $275 NZD | $308 NZD | $325 NZD | $316 NZD | $290 NZD | $306 NZD | $306 NZD | $296 NZD | $268 NZD |
| Avg. temp | 1°C | 2°C | 6°C | 12°C | 17°C | 22°C | 25°C | 25°C | 21°C | 14°C | 9°C | 4°C |
Quick stats about holiday rentals in Upper West Side

Total holiday rentals
Explore 2,480 holiday rentals in Upper West Side

Verified guest reviews
Over 39,490 verified reviews to help you choose

Family-friendly holiday rentals
590 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 810 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
1,110 properties have a dedicated workspace

Wi-Fi availability
2,440 of Upper West Side holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Monthly stays, Gym and BBQ grill across Upper West Side rentals

4.7 Average rating
Upper West Side stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Upper West Side's top spots, include The Metropolitan Museum of Art, American Museum of Natural History, and Solomon R. Guggenheim Museum
Destinations to explore
- Smoking-friendly rentals Upper West Side
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- Times Square
- Madison Square Garden
- New York City Center
- New York University
- Central Park Zoo
- Columbia University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Bronx Zoo
- Asbury Park Beach
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Citi Field
- Empire State Building
- Brooklyn Bridge
- Grand Central Terminal
- Bryant Park
- Manasquan Beach
- Statue of Liberty
- Radio City Music Hall
- USTA Billie Jean King National Tennis Center
- The Metropolitan Museum of Art
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