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, 445 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!

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Guest favourite
A cozy sleeping area features a light-colored bed with an ornate golden blanket. A large black-and-white cityscape photograph adorns the wall above the bed, complemented by a modern bedside lamp and a clear side table. Natural light is present through the window dressed with light curtains.
Private room in Upper West Side
4.95 out of 5 average rating, 138 reviews

Cozy Upper West Side Room.

Keep it simple at this peaceful and centrally-located place. Included in the listing is as much coffee as you can stomach, courtesy of our Nespresso machine. Just a short block to the 1 train, “subway” 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 awaits. 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.

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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, 111 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.

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Home in Chelsea
4.68 out of 5 average rating, 69 reviews

West Village Wonder - Amazing Location

Welcome to the greatest neighborhood in the world! Nestled on 13th St.a tree-lined, brownstone-rowed block off of Hudson. This spacious studio offers the perfect blend of charm and style. You'll be surrounded by unique boutiques, cozy cafes, and top-notch restaurants. Whether you're here for a short stay or an extended visit, this prime location provides the perfect backdrop for your NYC adventure. Book now and immerse yourself in the quintessential West Village experience!

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Guest favourite
Loft in Harlem
4.96 out of 5 average rating, 92 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.

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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.

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Apartment in Upper West Side
5 out of 5 average rating, 7 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.

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Top Guest favourite
Apartment in Harlem
4.95 out of 5 average rating, 19 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..

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Guest favourite
A cozy living area is highlighted by a gray couch positioned against a pale green wall. Vintage furnishings, including lamps and a wooden cabinet, complement the space. A patterned rug covers the floor beneath a square ottoman, while a wall clock adds a touch of character.
Private room in Upper West Side
4.96 out of 5 average rating, 274 reviews

Large Private Bedroom in Chic Apartment Share!

Private Bedroom in Shared Pre-War 1-bedroom Apartment, with access to the office, kitchen and bathroom. It's on Super Quiet Street yet in the heart of NYC's fantastic Upper West Side! Steps from Riverside Park, restaurants, drug stores, the Subway and five minute walk to always-open supermarket. This charming home-away-from-home has easy access to all the sights in the city.

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Guest favourite
Apartment in Midtown Manhattan
4.93 out of 5 average rating, 55 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.

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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.

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Guest favourite
Condo in Upper East Side
5 out of 5 average rating, 8 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.

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Popular amenities for Upper West Side holiday rentals