Holiday rentals in Upper West Side

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Top-rated holiday rentals in Upper West Side

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Top guest favourite
The living room is furnished with a dark blue sofa and a green accent chair, surrounding a wooden coffee table atop a decorative area rug. A floor lamp and shelving unit add functionality, while light from a nearby window brightens the space.
Flat in Times Square
4.98 out of 5 average rating, 44 reviews

Spacious 1BR w/ Small Balcony near Times Square

Rare, spacious 1-BR apartment with small balcony in the heart of NYC! Aside from the comfortable living room and bedroom, the space features a large alcove for dining or working from home. Building also has an elevator! The neighborhood, Hell's Kitchen, is known for its many bars and restaurants, its vibrant nightlife, and its centrality to the rest of the city. You'll walk to Times Square, Broadway, and Central Park! And with several metro stops nearby, you can easily get to all of the city.

Guest favourite
A contemporary living room features a cream velvet curved sofa and a boucle lounge chair. A round coffee table sits at the center. A large LG Smart TV is mounted on the wall, while oversized windows allow natural light to fill the space, offering views of greenery outside.
Flat in Hell's Kitchen (Clinton)
5 out of 5 average rating, 33 reviews

Modern 2 Bedroom near Central Park | Safe | Quiet

This sophisticated 2-bedroom apartment is set on a residential tree-lined street near Central Park. Experience all New York has to offer with a central location that is both safe, clean & family-friendly! Enjoy contemporary design & XL windows in a safe and walkable location. Nearby: • Parks: Central Park & Hudson River Park • Broadway: Hamilton, The Book of Mormon & Wicked • Countless Restaurants: The Grill, Kochi & Tavern on the Green • Museums: MoMa & The Met Enjoy no cleaning fee!

Guest favourite
A cozy living area features a light-colored sofa adorned with decorative pillows. A white coffee table is placed in front, topped with magazines. A textured area rug lays on hardwood flooring, while exposed brick accentuates one wall. Soft ceiling lights create a warm atmosphere.
Flat in Midtown East
4.97 out of 5 average rating, 31 reviews

Charming 1 bedroom apt in Midtown East, Manhattan

Beautiful new listing, quiet and large one bedroom apartment (only 2ppl including infants) no walk-ups or stairs @ Midtown East. Near all the attractions (UN, Chrysler, Grand Central, Rockefeller Center, 5th Avenue, Central Park) and restaurants, bars, supermarkets Only 3 blocks from multiple subway lines, including train to JFK/LGA Airport. NOTE: This listing don't have lots of natural light during the day and check-in details will be sent 48hs before check !. NO guest/visitors allowed

Guest favourite
Flat in Harlem
4.95 out of 5 average rating, 142 reviews

Brownstone apartment with private patio!

Welcome to our cozy studio retreat! Nestled in a vibrant neighborhood, our thoughtfully designed space offers comfort and style. Enjoy a restful night's sleep in the plush bed, unwind in the modern living area, and savor morning coffee on the private balcony. With convenient access to local attractions and amenities, our studio is the perfect base for your stay only few minutes walk from Central Park and major subway stations. Book now for a memorable experience in the heart of new city.

Guest favourite
A cozy living area is showcased, featuring a gray sofa and an armchair placed on a decorative area rug. A glass coffee table rests in the center, complemented by a small entertainment unit and flat-screen TV. Natural light enters through a window, creating a bright ambiance.
Flat in Yorkville
4.84 out of 5 average rating, 67 reviews

Cozy and chic UES 1 Bed

Kick back and relax in this calm, stylish space we stylishly set up for a short visit to NYC. The bedroom is interior facing so you will have the best sleep ever. There is a queen size bed in the bedroom and two full size futons in the living room. Wi-Fi and TV available. Small but fully equipped kitchen. Full bath with the bathtub. Apartment is centrally located in the middle of upper East side so you will have easy access to all New York has to offer. 1 block to Subway train!

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
4.94 out of 5 average rating, 157 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.

Top guest favourite
A stylish living room is presented with a mix of contemporary and vintage decor. A dark gray sofa with colorful pillows faces large windows that allow natural light, while framed artwork adorns the walls. A sleek coffee table sits in front of a unique lounge chair and decorative pieces.
Flat in Bedford-Stuyvesant
4.93 out of 5 average rating, 601 reviews

Private, Beautiful Brownstone Guest Suite.

Welcome to your luxurious, meticulously designed private, 700-square-foot guest suite in a historic Brooklyn brownstone. As featured in Architectural Digest’s “59 Best Airbnb Stays Across the US 2023,” the space strikes the perfect balance between style and comfort. Designed by renowned interior designer Jarret Yoshida, the suite features a curated mix of contemporary, mid-century, vintage, and antique furniture, creating a unique and vibrant atmosphere.

Guest favourite
Flat in Hell's Kitchen (Clinton)
4.96 out of 5 average rating, 75 reviews

Spotless 1BR Midtown West |Near Broadway, Times Sq

✨ This apartment is ideal for couples and small families visiting NYC. The quiet bedroom, comfortable sofa bed, and available Pack & Play make traveling with children easy and stress-free. The fully equipped kitchen allows for quick meals, and major attractions like Times Square, Broadway Shows, Central Park, and Hudson River Park are within walking distance 🥰 I love hosting amazing people. I hope you enjoy my place as much as I do.

Top guest favourite
Apartment in Midtown East
4.99 out of 5 average rating, 109 reviews

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…

Superhost
Flat in Times Square
5 out of 5 average rating, 3 reviews

Elegant NYC Haven Walk to Broadway & Dinning!

Experience the best of New York City in this stylish 1-bedroom apartment located in the heart of Midtown Manhattan. Just steps from iconic attractions including Rockefeller Center, Times Square, and the Diamond District, this modern retreat places you at the center of it all. Enjoy a comfortable, contemporary home base perfectly positioned for effortless exploring.

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
4.9 out of 5 average rating, 48 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
A spacious private studio is shown, featuring a full-size bed and a comfortable sofa arranged around a glass coffee table. A small kitchenette is visible, and warm wooden floors contribute to the overall inviting feel of the space.
Flat in Harlem
4.93 out of 5 average rating, 222 reviews

White Space Studio

This is a spacious private Studio in a classic Brownstone type building located in the heart of Central Harlem The apartment is furnished with a full size bed and a Sofa and Dinning Table This is a very comfortable Space and newly renovated in my house We have security on the exterior face of the building

Popular amenities for Upper West Side holiday rentals

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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

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