Holiday rentals 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.

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Superhost
Flat in New York
5 out of 5 average rating, 4 reviews

Chic 2 Bedrooms UES Prime Location

Experience the charm of Manhattan’s Upper East Side, where elegance meets energy. 2 spacious equally large bedrooms Steps from iconic landmarks, dining, and entertainment, this stylish home blends comfort and design. Enjoy a bright living space, a fully equipped modern kitchen, two sun-filled bedrooms with ample storage, and a pristine bathroom with a relaxing tub. Recently renovated and exceptionally quiet, it’s an ideal retreat for weekend getaways or extended stays in the heart of NYC

Guest favourite
Flat in Midtown East
4.93 out of 5 average rating, 113 reviews

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!!

Guest favourite
The terrace features outdoor seating arranged around a dark wooden table. Potted plants and orchids add touches of greenery. The skyline of New York City is visible in the background, framed by buildings illuminated against the evening sky.
Hotel room in New York
4.74 out of 5 average rating, 276 reviews

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. )

Superhost
Flat in Upper East Side
4.82 out of 5 average rating, 164 reviews

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!

Guest favourite
A panoramic view captures the lush greenery of Central Park, dotted with trees and open spaces. The skyline of city buildings provides a contrasting backdrop, showcasing the vibrant life of the urban environment. The scene is bathed in warm natural light.
Flat in Central Park
4.95 out of 5 average rating, 175 reviews

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.

Guest favourite
Loft in Manhattan
4.95 out of 5 average rating, 85 reviews

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.

Top guest favourite
Guest suite in Washington Heights
4.94 out of 5 average rating, 163 reviews

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.

Guest favourite
A private balcony features a wooden table and chairs beside a hammock. Lush greenery is visible beyond the railing, creating a serene outdoor space. The area is illuminated by natural sunlight, highlighting the warm tones of the furniture and the textured flooring.
Flat in Harlem
4.96 out of 5 average rating, 163 reviews

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.

Guest favourite
A spacious living area is arranged with a large sectional sofa facing expansive windows that showcase stunning views of the city skyline and the waterfront at sunset. A low coffee table sits in the center, surrounded by elegant decor and stylish seating.
Flat in Hudson Yards
4.93 out of 5 average rating, 103 reviews

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.

Guest favourite
Flat in Upper West Side
5 out of 5 average rating, 10 reviews

Modern and beautiful apt on the Upper West Side

Beautiful, clean and stylish 1-BEDROOM apartment on the 2nd floor in the Upper West Side. Our building is near grocery and convenience stores and steps away from Central Park. The apartment has a great layout, a fully stocked kitchen and in-unit washer/dryer. Come enjoy Manhattan in a peaceful area but steps away from major attractions.

Superhost
A bright living area is highlighted by floor-to-ceiling windows offering expansive views of the city skyline. A cozy sofa is positioned next to a wooden coffee table. A dining table with modern chairs is set against a window, complemented by a vase of fresh flowers.
Flat in Lincoln Square
4.92 out of 5 average rating, 60 reviews

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.

Guest favourite
Apartment in New York
5 out of 5 average rating, 5 reviews

Designers Upper East Side 2 Bedroom.

Welcome to your luxurious Manhattan retreat nestled in the heart of the prestigious Upper East Side! This exquisite two-bedroom apartment boasts elegance, sophistication, and modern comfort, making it the perfect getaway for travelers seeking an unforgettable New York experience. Only one flight up and facing the courtyard.

Popular amenities for Upper West Side holiday rentals

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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    2,440 of Upper West Side holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool 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

  1. Airbnb
  2. United States
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  4. New York City
  5. Manhattan
  6. Upper West Side