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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Guest favourite
A modern living room is characterized by a textured wave-patterned wall and large windows allowing natural light. It features a comfortable sectional sofa, a coffee table, and a dining area, with a well-equipped kitchen in the background. Subtle decor elements enhance the inviting space.
Flat in Upper East Side
4.86 out of 5 average rating, 494 reviews

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

Guest favourite
A cozy living area features a deep blue velvet sofa against exposed brick walls. A sleek glass desk and chairs are positioned nearby, complemented by a soft area rug. Artwork adorns the walls, while natural light floods in from large windows.
Flat in Central Park
4.91 out of 5 average rating, 65 reviews

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.

Guest favourite
A modern studio space features a comfortable seating area with a plush blue sofa and a light-colored armchair beside a circular coffee table. Natural light pours in through large windows, creating an airy atmosphere. In the background, two beds are set against a clean, neutral wall.
Flat in Upper East Side
4.84 out of 5 average rating, 150 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!

Top guest favourite
A cozy bedroom features a spacious bed adorned with patterned pillows and a decorative blanket. Green curtains frame a window, while a wall-mounted shelf displays artwork and accessories. A small table with a cup stands at the bedside, adding functionality to the inviting space.
Flat in Upper West Side
4.99 out of 5 average rating, 157 reviews

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!.

Guest favourite
An outdoor patio area features a rectangular dining table surrounded by four chairs, situated on patterned stone flooring. Lush greenery and a tall bamboo plant provide privacy, complementing the brick wall backdrop. Natural light filters through the trees, enhancing the warm ambiance.
Townhouse in Harlem
4.83 out of 5 average rating, 140 reviews

Family Brownstone w/ Private Backyard, Near Subway

Discover the perfect blend of modern comfort and urban convenience in our newly renovated 2-bedroom apartment with rare and huge outdoor space and bbq, nestled in the heart of New York City's vibrant Morningside Heights neighborhood. This spacious and inviting space is not only within walking distance to the prestigious Columbia University but also mere steps away from the lush greenery of Morningside Park, making it an ideal home base for both academics and nature enthusiasts alike.

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, 164 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
The living area features a contemporary brown leather sofa paired with light-colored pillows. A decorative fireplace with a mosaic surround anchors the space. Two round wooden coffee tables are centered on a patterned rug, with a small vase and candles on display.
Loft in Harlem
4.95 out of 5 average rating, 75 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
A cozy bedroom features an antique brass bed with soft bedding adjacent to a wall of bookshelves filled with various literature. A decorative mirror reflects the room's warm light, while a vintage-style fireplace complements the eclectic decor. A colorful area rug enriches the floor space.
Guest suite in Washington Heights
4.94 out of 5 average rating, 158 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
Flat in Harlem
4.95 out of 5 average rating, 146 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 private patio area is depicted, featuring a seating arrangement with dark wicker furniture. Cushions in neutral tones enhance comfort, while an umbrella provides shade. A coffee table made of natural wood adds a touch of warmth, surrounded by decorative plants against a backdrop of wooden fencing.
Apartment in Washington Heights
4.93 out of 5 average rating, 138 reviews

Private European Garden Apartment

You will feel comfortable in my Manhattan home which is LARGE by New York City standards. If your travel dates are unavailable or need more space, please message me for an additional apartment upstairs. My neighborhood Washington Heights borders HARLEM USA. For baseball fans, I’m walking distance to Yankee Stadium. I would be happy to help plan a custom itinerary for your trip including sample sales, restaurants and travel, let me know.

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 Upper West Side
4.91 out of 5 average rating, 53 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.

Superhost
Flat in Harlem
5 out of 5 average rating, 3 reviews

Cozy Brownstone Studio |Full Kitchen |Near Subway

Discover the perfect blend of modern comfort and urban convenience in our newly renovated studio apartment , nestled in the heart of New York City's vibrant Hamilton Heights neighborhood. This spacious and inviting space is not only within walking distance to Riverside Park but also mere steps away from the subway!

Popular amenities for Upper West Side holiday rentals

When is the best time to visit Upper West Side?

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Avg. price$195 SGD$192 SGD$199 SGD$206 SGD$231 SGD$244 SGD$237 SGD$218 SGD$230 SGD$230 SGD$222 SGD$201 SGD
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Quick stats about holiday rentals in Upper West Side

  • Total holiday rentals

    Explore 2,730 holiday rentals in Upper West Side

  • Verified guest reviews

    Over 39,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    660 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 890 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    1,140 properties have a dedicated workspace

  • Wifi availability

    2,680 of Upper West Side holiday rentals include wifi 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