
Holiday houses in Upper West Side
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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.

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.
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1892 Brownstone on Landmarked Block
Stay in a beautifully restored brownstone near Central Park. We own and live on the lower two floors; guest rooms are on the third floor. THIS IS A SHARED ACCOMODATION. Guests are welcome to use our Kitchen, but there is a microwave and small fridge in the guest room. Two large bedrooms with queen beds and one small room with a twin bed. Please note that the small twin bedroom is accessed from the queen bedroom. One private bath shared by all three bedrooms. The floor is totally private.
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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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5 bdrm, 2 bath apt on Manhattan’s Upper West Side!
Click my profile to see my reviews! Live like a real New Yorker, right in the thick of it on Manhattan’s Upper West Side, the best neighborhood in the city! Steps from a major subway line, this 4th fl. apt. in an elevator building has everything you need for a home away from home. All the major sites are accessible: Lincoln Center, Columbus Circle, Central Park, Natural History Museum all w/in walking distance. Columbia U. a few blocks north. Come stay and live like a real Manhattanite!.
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Cozy and chic UES 1 Bed
Kick back and relax in this calm, stylish space we stylishly set up for a short visit to NYC. The bedroom is interior facing so you will have the best sleep ever. There is a queen size bed in the bedroom and two full size futons in the living room. Wi-Fi and TV available. Small but fully equipped kitchen. Full bath with the bathtub. Apartment is centrally located in the middle of upper East side so you will have easy access to all New York has to offer. 1 block to Subway train!
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Stylish 4 Bedroom Gem On The Upper West Side
Experience classic New York charm in this spacious 4-bedroom apartment nestled in the Upper West Side. This residence combines the allure of pre-war architecture with modern comforts. Featuring high ceilings, hardwood floors, and elegant details, this stylish retreat offers comfort and character just steps from Central Park, museums, cafes, and subway lines. Perfect for families or groups, enjoy a true NYC stay in one of Manhattan’s most iconic neighborhoods.
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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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Vintage Luxe | King Bed + Patio | Subway + Yankees
Welcome to Vintage Luxe, your NYC escape inside a beautifully restored 1894 Frederick Dinkelberg landmark in historic Sugar Hill. Wake up in a king bed, enjoy coffee on your private patio, then explore the city with the 145 St Subway just 1 minute away and Yankee Stadium nearby. Come home to preserved woodwork, bay windows, a decorative fireplace, full kitchen, Smart TVs, fast WiFi, a workspace, and two comfortable sofas that can also be slept on.
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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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New duplex with spectacular view of New York
Relax on this unique and quiet getaway in our fully remodeled apartment, with 2 bedrooms each with a private bathroom, modern kitchen, plus a guest bathroom, a large balcony and a beautiful super-stylish terrace with spectacular direct view of the Hudson River, Chrysler Building, Empire State Building, surrounded by green areas and just 20 minutes from New York City, with its own parking.
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Designer Duplex Loft Central Park West
True NYC living at our stylish 3 Bedroom, 2 Bathroom Duplex Home. A dramatic spiral staircase dividing the loft in half, contemporary artwork, comfortable decor, and full living essentials - feel right at home with the ability to cook, relax, and enjoy true NYC living. Situated just a block from Central Park West with easy subway access just steps away.
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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. 2 people max.
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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

FAB Garden Guest Suite W/Garden nr Central Park!
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Private bedroom in Manhattan Upper East Side
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Tranquil Midtown Sanctuary - Full Bed
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Upper Westside Brownstone Garden Apartment
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Charming
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102nd & Park Ave - 2 Blocks from Central Park
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Huge Private Room, Closet, Bathroom and Office
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Private Room Central Park West
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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
- Mountain Creek Resort
- Jones Beach
- Columbia University
- Yankee Stadium
- Belmar Beach
- American Dream
- MetLife Stadium
- New York City Center
- Rockefeller Center
- Long Branch Beach
- United Nations Headquarters
- Manasquan Beach
- Empire State Building
- Bear Mountain State Park
- Barclays Center
- Bryant Park
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Brooklyn Bridge
- Radio City Music Hall





