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

ALL new modern apartment of 2 bedroom NYC style!❤️
Theme of “NYC” modern “home”style warm all new apartment remodeled from scratch and all new furniture!! Midtown East!!It’s feet away from Bloomingdales Dylans candy, Serendipity restaurant, Patsys pizza, subway!! 10 minutes walking to Grand Central Park! 20 minutes walk to Time Square! No need to travel anywhere!! Internet and cable available, 3 smart TVs apx 48” each!! All set up full kitchen and sleeping living room if necessary!! ALL NEW AND MODERN in the middle of Manhattan!!2nd floor walkup

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!

5 bdrm, 2 bath apt on Manhattan’s Upper West Side!
Click my profile to see my reviews! Live like a real New Yorker, right in the thick of it on Manhattan’s Upper West Side, the best neighborhood in the city! Steps from a major subway line, this 4th fl. apt. in an elevator building has everything you need for a home away from home. All the major sites are accessible: Lincoln Center, Columbus Circle, Central Park, Natural History Museum all w/in walking distance. Columbia U. a few blocks north. Come stay and live like a real Manhattanite!.

King Suite with Central Park Views
Experience the breathtaking Central Park views along with the city's most iconic landmarks, such as the Time Warner Building, Central Park Tower, and Columbus Circle from this high floor King Suite. This clean and stylish space, complete with convenient amenities including a washer, dryer, dishwasher, and a spacious kitchen & dining table. Enjoy access to the building's fitness center, sauna, and steam room, located on the third floor, for a complete rejuvenating experience.

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.

Flat with an amazing view!
Located smack dab in the center of Manhattan you can get anywhere in the city within minutes. Located in the popular New Hudson Yards developent area this stylish, new apartment gives you peace and tranquilty while at home but steps from the hustle and bustle of the city when you step outside. Apartment features full kitchen, washer dryer, king sized bedroom and gym within the building.

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.

Brownstone 2 Bed with Private Backyard near Subway
YOU HAVE FOUND THE RIGHT PLACE! Ideally situated for both academics and sports enthusiasts, our property is a 9-minute walk from Columbia University and 3 minutes from the subway. Enjoy seamless transit across the city and reach the FIFA World Cup 2026 at MetLife Stadium in just 27 minutes.
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

Cozy Apartment & Office Space (NYC Licensed)

Cozy Upper West Side Room.

1892 Brownstone on Landmarked Block

Large Private Bedroom in Chic Apartment Share!

Tranquil Midtown Sanctuary - Full Bed
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
- Hotel rooms Upper West Side
- Rentals with a hot tub Upper West Side
- Rentals with a fire pit Upper West Side
- House rentals Upper West Side
- Rentals with breakfast Upper West Side
- Apartment rentals Upper West Side
- Rentals with a patio Upper West Side
- Rentals with a fireplace Upper West Side
- Rentals with an EV charger Upper West Side
- Rentals with a washing machine and dryer Upper West Side
- Pet-friendly rentals Upper West Side
- Townhouse rentals Upper West Side
- Rentals with pools Upper West Side
- Condo rentals Upper West Side
- Family-friendly rentals Upper West Side
- Fitness-friendly rentals Upper West Side
- Boutique hotels Upper West Side
- Rentals with outdoor seating Upper West Side
- Waterfront rentals Upper West Side
- 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
- Things to do Upper West Side
- Things to do New York City
- Sightseeing New York City
- Entertainment New York City
- Sports activities New York City
- Food and drink New York City
- Tours New York City
- Art and culture New York City
- Nature and outdoors New York City
- Things to do New York
- Entertainment New York
- Art and culture New York
- Tours New York
- Sports activities New York
- Sightseeing New York
- Food and drink New York
- Nature and outdoors New York
- Things to do United States
- Food and drink United States
- Art and culture United States
- Sightseeing United States
- Wellness United States
- Nature and outdoors United States
- Sports activities United States
- Entertainment United States
- Tours United States




