Holiday houses in Upper West Side

Find and book unique accommodation on Airbnb

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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    2,500 of Upper West Side holiday rentals include Wi-Fi 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
A spacious guest suite features a queen-sized bed with a patterned comforter, positioned near floor-to-ceiling glass doors that open to a private garden area. A small dining table with chairs is visible, along with a dresser and soft area rug, creating a cozy setting.
Private room in Upper West Side
4.96 out of 5 average rating, 446 reviews

FAB Garden Guest Suite W/Garden nr Central Park!

SPECTACULAR GARDEN GUEST SUITE IN TOWNHOUSE WITH GARDEN ENTRANCE. WE ARE SUPERHOSTS! Read our reviews! WE ARE A LEGAL AIRBNB IN NYC! Tranquil Suite with semi-private entrance and a GARDEN in a beautiful townhouse on the Upper West Side of Manhattan, very close to Central Park. Complete with a queen-sized bed, flat-screen TV, plus a kitchenette and a gorgeous bathroom featuring a steam shower and body jets. BLACKOUT BLINDS ON ALL WINDOWS/DOORS! NETFLIX, HBO, PRIME, and CABLE! TWO GUEST MAX!

Guest favourite
Private room in Upper West Side
4.95 out of 5 average rating, 113 reviews

Central Upper West Side Room

Enjoy easy access to everything from our centrally located home. Included in the listing is as much coffee as you can stomach, courtesy of our Nespresso machine. Just a short block to the 1 subway train, you will be anywhere on the island in no time. Steps away from Riverside Park where spectacular Hudson River views and the most beautiful NYC sunsets await. A 10 minute stroll to the east, and you’re in iconic Central Park. Come as a tourist, live like a local, leave as a more informed tourist.

A modern living room setting features a comfortable sofa and two armchairs, all in neutral tones. A sleek coffee table is adorned with blue decorative vases. Natural light floods the space through large windows dressed with simple blinds, complemented by framed artwork on the walls.
Apartment in Central Park
4.88 out of 5 average rating, 8 reviews

Lux Apt, Walk to Best 5th Ave Shopping

720 to 845 Square Feet Located on the 8th floor in Apartment Hotel. Comfortable King Size Bed. Renovated marble-clad baths with glass enclosed walk-in shower featuring luxurious bath amenities. Brand new gourmet kitchens with quartz countertops, marble flooring, stainless steel appliances featuring a full-fridge or half-fridge, and a full complement of upscale kitchen accessories. Expansive living room with sofa, comfortable chairs, and dining area w/hardwood flooring in living and dining area.

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.
Apartment in Upper East Side
4.82 out of 5 average rating, 176 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!

Superhost
Apartment in Midtown Manhattan
4.86 out of 5 average rating, 7 reviews

1 Bed Apt, 1 Queen, 1 Sofa Bed near Grand Central

Nester Finn Grand Central offers modern comfort and the feeling of home in the heart of Manhattan, just a short walk from Grand Central Terminal and the city’s main transit links. The property features a collection of renovated apartments, ranging from studios and one-bedroom layouts. Each space is designed for comfort and practicality, with a fully equipped kitchen, modern bathroom and TV streaming. Select units can be booked as connecting apartments for added space and flexibility.

Guest favourite
Loft in Harlem
4.96 out of 5 average rating, 93 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, 169 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.

Superhost
Apartment in The Financial District
4.91 out of 5 average rating, 347 reviews

Mint House 70 Pine by Kasa | Deluxe Studio King

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
Apartment in Harlem
4.95 out of 5 average rating, 20 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
Apartment in Midtown Manhattan
4.92 out of 5 average rating, 64 reviews

Madison Square Studio at Return Policy Broadway

Stay at Return Policy, a private hotel-style apartment in the Flatiron area of Manhattan, near Madison Square Park, Broadway, 5th Ave, restaurants, cafés, shopping and nightlife! A clean, efficient private hotel room near Flatiron, ideal for solo travelers, couples, work trips and events. This is a private serviced apartment with a 24hr doorman to ensure building security.

A spacious studio features hardwood floors and natural light from multiple windows. A large, plush bed is complemented by two bedside lamps. Two modern chairs and a small table create a cozy seating area, while a sleek kitchen with minimalist cabinetry is visible in the background.
Apartment in Times Square
4.85 out of 5 average rating, 126 reviews

AKA Times Square - Studio with Office

Welcome to your home away from home Studio with Office suite in the ideal Times Square location. Cozy interiors, hardwood floors, and modern amenities. Well-equipped kitchen, plush bedding, and TV. Walking distant to many top attractions, restaurants, and shopping. Book now for a stylish retreat! An ideal getaway for July 4th Weekend!

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.
Apartment in Upper West Side
5 out of 5 average rating, 14 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.

Popular amenities for Upper West Side holiday rentals