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!

LocationValueQuiet

Guest favourite
A cozy bedroom features a spacious bed topped with soft bedding, complemented by a light-colored throw. A world map decorates the wall above, and natural light filters through a window beside a small desk and comfortable chair. Indoor plants add a touch of greenery.
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.

LocationValueLayout

Superhost
A spacious bedroom features a comfortable bed with plush pillows. Natural light filters through sheer curtains, illuminating the soft beige walls. A minimalist television is mounted on the wall opposite the bed, and a stylish ottoman adds a touch of texture.
Hotel room in Midtown Manhattan
4.74 out of 5 average rating, 297 reviews

Luxury Penthouse Suite near Central Park

The Manhattan Club is the perfect combination of luxury and location in the heart of New York City. Spend time in one of the oversized Penthouse Suites or enjoy your Penthouse Exclusive balcony for great views! (Exclusive to all Penthouse Guests, not private, open seasonally) Incidentals: $500 authorization at Check-in. Must present valid credit card and government ID (21 years of age) Price Includes All Taxes/Fees (There will be no additional tax or daily fees charged during your stay. )

ValueFamilyParking

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, 177 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!

ValueFamilyAmenities

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.

FamilyLocationAccess

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

Stylish 3BR Near Subway, Yankee Stadium + Patio

Welcome to Vintage Luxe, a stylish 3BR Manhattan stay inside a beautifully restored 1894 landmark in historic Sugar Hill. Start your morning with coffee on your private patio, then walk just 1 minute to the 145th St subway and head out to experience New York. Explore Central Park, catch a Yankees game, see a Broadway show, or spend the day discovering the city. When you return, you'll have a comfortable home where your group can relax and recharge together.

LocationValueCheck-in

Guest favourite
A cozy bedroom corner is highlighted by a wooden dresser and bedside table, adorned with potted plants and a decorative basket of flowers. A warm lamp casts a soft glow over the space, complementing the neutral-toned bedding and the natural wood elements.
Hotel room in Chelsea
4.9 out of 5 average rating, 372 reviews

Tranquil Midtown Sanctuary - Full Bed

Step into a peaceful Zen sanctuary in the heart of NYC. This cozy room features a memory foam full bed, desk, closet, private sink, and sunlit window. Enjoy plants, natural light, and serene vibes. The shared hallway bathroom is private-use and kept spotless. Guests also have access to a quiet Zen backyard, dining area, filtered water, coffee, and free breakfast items all day. Service dogs OK with proper docs!

LocationValueWi-Fi

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..

LocationComfortBackyard

Guest favourite
Apartment in Midtown Manhattan
4.93 out of 5 average rating, 68 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.

LocationFamilyHospitality

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
5.0 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.

LocationAir conditioningNearby

Guest favourite
Hotel room in Times Square
4.87 out of 5 average rating, 106 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.

LocationFamilyComfort

Guest favourite
Apartment in Upper West Side
5.0 out of 5 average rating, 7 reviews

8 Beds - Steps from Central Park

Experience the perfect blend of classic New York charm and modern comfort at this stylish apartment, ideally situated in the heart of the Upper West Side. Just minutes from Central Park, the Museum of Natural History, and a direct subway ride to Midtown, this location offers both city access and a neighborhood feel.

LocationCheck-inPets

Popular amenities for Upper West Side holiday rentals