
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.

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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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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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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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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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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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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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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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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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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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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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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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
Stay near Upper West Side's top sights
Other great holiday rentals in Upper West Side

Heart of Columbia Uni- Entire Room + En-suite bath
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Huge Private Room, Closet, Bathroom and Office
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Near Theater District & Times Square + Dining
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The Lucerne Hotel
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Near the Museum of Natural History + Restaurant
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8-Minute Central Park,Quiet,Share with 1 Nice Host
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Steps to Times Square | Full Kitchen. Pet-Friendly
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Near Central Park | Evening Wine & Free Breakfast
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Destinations to explore
- Rentals with pools Upper West Side
- Condo rentals Upper West Side
- Townhouse rentals Upper West Side
- Family-friendly rentals Upper West Side
- Waterfront rentals Upper West Side
- Hotel rooms Upper West Side
- Rentals with breakfast Upper West Side
- Boutique hotels Upper West Side
- House rentals Upper West Side
- Apartment rentals Upper West Side
- Rentals with a hot tub Upper West Side
- Pet-friendly rentals Upper West Side
- Times Square
- Central Park Zoo
- Asbury Park Beach
- New York City Center
- Mountain Creek Resort
- Yankee Stadium
- Columbia University
- Jones Beach
- Belmar Beach
- American Dream
- MetLife Stadium
- United Nations Headquarters
- Long Branch Beach
- Manasquan Beach
- Empire State Building
- Bryant Park
- Barclays Center
- Bear Mountain State Park
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Brooklyn Bridge
- Radio City Music Hall
- Fairfield Beach





