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.

Top Guest favourite
A spacious living room features warm wood paneling and a cozy fireplace with a tiled surround. Two brown leather sofas are arranged around a wooden coffee table, while a chandelier adds ambient lighting. A decorative area rug and built-in cabinetry enhance the overall design.
Private room in Upper West Side
4.96 out of 5 average rating, 112 reviews

Upper Westside Brownstone Garden Apartment

Garden apt. in quiet neighborhood off Central Park West. Spacious living room with fireplace. Guest bedroom is also spacious with an outdoor eating area just outside the bedroom in the garden area. The garden floor has two baths, living room, pantry and a washer dryer room, it's own private entrance there is total privacy on this floor. The apartment is a duplex, the upper floor can be accessed by the staircase seen in the pictures there is a shared kitchen and dining room with host upstairs.

A bedroom features a spacious bed covered with a light-colored quilt. A mirror stands against one wall, and a desk with a decorative chair is positioned beside a window. Wooden flooring adds warmth to the space, complemented by a lamp on a nightstand.
Condo in Harlem
4.59 out of 5 average rating, 112 reviews

Apartment Central Park North

Entire apartment for up to 4 guests. Fully private—no shared spaces Please check all information and images of the apartment location before booking. We will send you the address of the apartment. First floor flat. Middle class neighborhood in Harlem, It characterized by Afro-descendant and Latin American community. BREAKFAST ITEMS (eggs, toast, coffee, tea, cereal, milk). WELCOME GIFT (Lego “Statue of Liberty”) 2 bedrooms 1 bathroom Kitchen Dining/Living room Air conditioner in summer

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
4.85 out of 5 average rating, 130 reviews

The Sugarhill Hideaway

Stylish, classic, and elegant one bedroom apartment in West Harlem! This is your own private one bedroom apartment inside a classic New York brownstone, fully equipped kitchen, private bathroom and great Wi-Fi. A convenient Manhattan location: just 4 blocks to the subway, 10 minutes to Times Square, 30 minutes to Downtown, all in a beautiful & safe neighborhood. Copy of ID will be required prior to entry. *This is a safety precaution for both parties*

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
4.93 out of 5 average rating, 72 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.

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.

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.
Apartment in Upper West Side
4.93 out of 5 average rating, 69 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
Condo in Upper East Side
5 out of 5 average rating, 9 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
Hotel room in Times Square
4.87 out of 5 average rating, 107 reviews

Near Theater District & Times Square + Dining

Romer Hell’s Kitchen places you in one of NYC’s most vibrant neighborhoods, just west of Broadway and a short walk from the waterfront. Tucked away from the crowds of Times Square yet close to it all, this boutique-style stay blends local character with modern comfort, perfect for exploring New York like a true insider.

Popular amenities for Upper West Side holiday rentals