Holiday rentals in Upper West Side

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Top-rated holiday rentals in Upper West Side

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Guest favourite
A spacious bedroom features a comfortable bed with plush pillows. Natural light filters through sheer curtains, illuminating the soft beige walls. A minimalist television is mounted on the wall opposite the bed, and a stylish ottoman adds a touch of texture.
Hotel room in New York
4.73 out of 5 average rating, 260 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
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
4.82 out of 5 average rating, 159 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!

Flat in New York
5 out of 5 average rating, 3 reviews

Chic & Spacious UWS Gem | Steps to Central Park

Experience the ultimate Upper West Side stay in this versatile, multi-level gem. Perfect for large families or groups, our home features a private bedroom, a sun-drenched living area, and a unique loft space. Whether you’re working from the dedicated desk or relaxing after a day in the park, this stylish retreat offers the perfect NYC footprint. Enjoy premium finishes, flexible sleeping arrangements including a fun bunk setup, and the best of Manhattan right outside your doorstep.

Flat in New York
4.86 out of 5 average rating, 7 reviews

Superior 1 Bed w/ Sleeping Den, 2 Queens, Sofa Bed

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.

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, 170 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.

Superhost
Flat in West Village
4.67 out of 5 average rating, 67 reviews

West Village Wonder

Welcome to the greatest neighborhood in the world! Nestled on 13th St.a tree-lined, brownstone-rowed block off of Hudson. This studio offers the perfect blend of charm and style. You'll be surrounded by unique boutiques, cozy cafes, and top-notch restaurants. Whether you're here for a short stay or an extended visit, this prime location provides the perfect backdrop for your NYC adventure. Book now and immerse yourself in the quintessential West Village 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 Manhattan
4.95 out of 5 average rating, 81 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, 160 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
Townhouse in Astoria
4.95 out of 5 average rating, 43 reviews

Modern Industrial Cozy NYC Loft

Very unique and one of a kind space in a 100 year old exposed brick townhouse, with Mid-Century Style, exposed beams, massive ceilings, all new modern finishes, appliances, and state of the art technology. This home also offers a massive backyard with outdoor living space, seating area, dining, grill, and privacy for time to relax, unwind, and enjoy some downtime with your friends and family.

Guest favourite
A light-colored leather sofa is arranged with patterned pillows, positioned across from a wooden coffee table. A bowl of decorative items sits on the table. Two framed artworks adorn the wall above the couch. A standing lamp is nearby, providing additional lighting.
Flat in Upper West Side
5 out of 5 average rating, 8 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
Apartment in New York
5 out of 5 average rating, 4 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.

Guest favourite
Flat in New York
4.89 out of 5 average rating, 9 reviews

Cozy Studio| Full Kitchen | Queen Bed |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$181 SGD$178 SGD$184 SGD$204 SGD$228 SGD$241 SGD$235 SGD$216 SGD$227 SGD$227 SGD$219 SGD$199 SGD
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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 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