
Holiday rentals 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
2,500 of Upper West Side holiday rentals include wifi 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!

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.

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.

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. )

Spacious Apartment, 1 Queen Bed - FiDi
Modern living meets historic character inside a 1931 Art Deco landmark in Lower Manhattan: thoughtfully designed apartments ranging from efficient studios to spacious three-bedroom layouts, all with fully equipped kitchens and contemporary finishes. Enjoy a range of shared amenities, including a rooftop with views of the city and Brooklyn Bridge, coworking and meeting spaces, a game room, and a 24-hour fitness center--all a short walk from Battery Park and Financial District hubs.

Spacious Studio with Charming Juliet Balcony
Stay at our Elegant studio 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 unbeatable location - minutes 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!

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.

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.

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.

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..

NoMad Hotel Near Broadway & 5th Ave
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.

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.
Popular amenities for Upper West Side holiday rentals
Other great holiday rentals in Upper West Side

Large Private Bedroom in Chic Apartment Share!

Tranquil Midtown Sanctuary - Full Bed

Huge Private Room, Closet, Bathroom and Office

Heart of Columbia Uni- Entire Room + En-suite bath

Brownstone Bedroom in NYC with Private Bath&Entry

Room next to Central Park 6

Steps to Times Square | Full Kitchen. Pet-Friendly

Broadway Block | Rooftop Bar Views. Dining On-site
Destinations to explore
- Pet-friendly rentals Upper West Side
- Rentals with pools Upper West Side
- Apartment rentals Upper West Side
- Townhouse rentals Upper West Side
- Family-friendly rentals Upper West Side
- Waterfront rentals Upper West Side
- Fitness-friendly rentals Upper West Side
- Hotel rooms Upper West Side
- Rentals with outdoor seating Upper West Side
- Rentals with breakfast Upper West Side
- Rentals with a fireplace Upper West Side
- Boutique hotels Upper West Side
- House rentals Upper West Side
- Flat rentals Upper West Side
- Smoking-friendly rentals Upper West Side
- Rentals with a hot tub Upper West Side
- Rentals with a patio Upper West Side
- Rentals with a washing machine and dryer Upper West Side
- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Asbury Park Beach
- Columbia University
- Mountain Creek Resort
- Jones Beach
- American Dream
- Belmar Beach
- Rockefeller Center
- United Nations Headquarters
- MetLife Stadium
- Manasquan Beach
- Long Branch Beach
- Empire State Building
- Bryant Park
- Citi Field
- Barclays Center
- Statue of Liberty
- Grand Central Terminal
- Bear Mountain State Park
- Radio City Music Hall





