Holiday rentals in Upper West Side

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Quick stats about holiday rentals in Upper West Side

  • Total holiday rentals

    Explore 2,560 holiday rentals in Upper West Side

  • Verified guest reviews

    Over 39,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    610 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 790 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    1,220 properties have a dedicated workspace

  • Wifi availability

    2,500 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

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
Flat in Central Park
4.89 out of 5 average rating, 82 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
4.82 out of 5 average rating, 180 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, 194 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
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 Upper East Side
4.86 out of 5 average rating, 80 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
4.95 out of 5 average rating, 186 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 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, 170 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
Loft in Harlem
4.96 out of 5 average rating, 95 reviews

Vintage Luxe | King Bed + Patio | Subway + Yankees

Welcome to Vintage Luxe, your NYC escape inside a beautifully restored 1894 Frederick Dinkelberg landmark in historic Sugar Hill. Wake up in a king bed, enjoy coffee on your private patio, then explore the city with the 145 St Subway just 1 minute away and Yankee Stadium nearby. Come home to preserved woodwork, bay windows, a decorative fireplace, full kitchen, Smart TVs, fast WiFi, a workspace, and two comfortable sofas that can also be slept on.

Superhost
Flat in The Financial District
4.89 out of 5 average rating, 65 reviews

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.

Superhost
Flat in The Financial District
5.0 out of 5 average rating, 5 reviews

Mint House 70 Pine by Kasa | Accessible Studio

Mint House 70 Pine by Kasa blends style and function in Manhattan’s Financial District. Choose from hotel rooms and suites with kitchenettes or full kitchens, with access to amenities including the fitness center and meeting spaces, and on-site Michelin-starred dining at Crown Shy and SAGA. Our tech-enabled rooms and suites offer self check-in at 4pm. We provide 24/7 on-site Front Desk services, including guest support by text.

Guest favourite
Flat in Harlem
4.95 out of 5 average rating, 21 reviews

Private Manhattan Retreat | Sauna, Yard + King Bed

Imagine spending the day exploring Manhattan, walking by the Hudson River, grabbing coffee, seeing the city, then coming back to your own private retreat. You step inside, relax in the sauna, put on a movie, stretch out on the king bed, or sit outside in the backyard on the hammock or swing chair. It's cozy, romantic, and peaceful, the perfect place to slow down and enjoy a special New York stay..

Superhost
Flat in Upper West Side
4.74 out of 5 average rating, 76 reviews

Designer Duplex Loft Central Park West

True NYC living at our stylish 3 Bedroom, 2 Bathroom Duplex Home. A dramatic spiral staircase dividing the loft in half, contemporary artwork, comfortable decor, and full living essentials - feel right at home with the ability to cook, relax, and enjoy true NYC living. Situated just a block from Central Park West with easy subway access just steps away.

Guest favourite
Apartment in Upper East Side
5.0 out of 5 average rating, 11 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. 2 people max.

Popular amenities for Upper West Side holiday rentals