Holiday rentals in Upper West Side

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Top-rated holiday rentals in Upper West Side

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Guest favourite
The living area features a spacious sectional sofa, a wooden coffee table, and decorative shelving units displaying items. A television is mounted on the wall, and natural light filters through the large windows dressed with soft curtains. The layout promotes an inviting atmosphere.
Flat in Midtown Manhattan
4.93 out of 5 average rating, 116 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!!

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, 178 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, 77 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
Loft in Harlem
4.96 out of 5 average rating, 89 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, 166 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.

Flat in Upper West Side
5 out of 5 average rating, 3 reviews

UWS 2BR | Steps to Central Park & Lincoln Center

Experience the perfect blend of Manhattan energy and residential comfort. Our homes are designed for the modern traveler—whether you are here to catch a Broadway show, lead a business meeting, or explore Central Park with your family. We prioritize seamless check-ins, professional cleanliness, and a stylish ‘home base’ that feels miles away from the city hustle while being right in the center of it all.

Top guest favourite
Flat in Harlem
5 out of 5 average rating, 9 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..

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, 11 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.

Guest favourite
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
4.92 out of 5 average rating, 63 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 Upper East Side
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.

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
4.84 out of 5 average rating, 155 reviews

Family Brownstone w/ Private Backyard, Train, FIFA

With the 116th Street Station just a 3-minute walk away, the entire subway system is your playground. We are located 9 minutes from the historic Columbia University and—most importantly for soccer fans—only 30 minutes away from the FIFA World Cup 2026 festivities at MetLife Stadium.

Superhost
Flat in Harlem
4.83 out of 5 average rating, 18 reviews

The NYC Loft

Enjoy all private bright and charming loft with a kitchenette just steps from Central Park and the subway. Perfect for couples, solo travelers, or small families — with stylish furnishings, fast Wi-Fi, and a warm, pet-friendly atmosphere. located on the 3rd floor of the building

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 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

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  2. United States
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  6. Upper West Side