
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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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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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. )
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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!
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Classic Brownstone, a Private Studio Apartment
Welcome to your own private apartment in a classic New York brownstone with a private bathroom, private kitchen & private entrance. WI-FI Convenient Manhattan location, 3 blocks from the subway, 10 minute ride to Times Square, 30 mins to Downtown. Safe neighborhood with world-class restaurants. "The restored and cared for studio is a fun change from sterile 'white box' apartments; you are a visitor in a cared for home of historical value and it feels that way." –Ronald (Airbnb guest).
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Private Loft near Times Square - NYC
Welcome to your private loft in the heart of Hell’s Kitchen, one of Manhattan’s most vibrant neighborhoods. Located just steps from Port Authority Bus Terminal and within walking distance of Times Square, Broadway, Hudson Yards, and the Theater District, you’ll have the best of New York right at your doorstep. The space features a private bathroom, a fully equipped kitchen, a comfortable sleeping area, high-speed Wi-Fi, air conditioning, and everything you need for a relaxing stay.
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King Suite with Central Park Views
Experience the breathtaking Central Park views along with the city's most iconic landmarks, such as the Time Warner Building, Central Park Tower, and Columbus Circle from this high floor King Suite. This clean and stylish space, complete with convenient amenities including a washer, dryer, dishwasher, and a spacious kitchen & dining table. Enjoy access to the building's fitness center, sauna, and steam room, located on the third floor, for a complete rejuvenating 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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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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Popular amenities for Upper West Side holiday rentals
Stay near Upper West Side's top sights
Other great holiday rentals in Upper West Side

Central Upper West Side Room
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Charming
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Large Private Bedroom in Chic Apartment Share!
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1892 Brownstone on Landmarked Block
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8-Minute Central Park,Quiet,Share with 1 Nice Host
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Huge Private Room, Closet, Bathroom and Office
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Walk to Times Square with Free Breakfast & Wine
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Near Theater District & Times Square + Dining
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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
- House rentals Upper West Side
- Boutique hotels 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





