
Holiday houses in Upper West Side
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Top-rated holiday rentals in Upper West Side
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Modern Comforts: Central & Cozy.
Experience luxury in our spacious apartment located near Times Square and Hudson Yards. Revel in the comfort of our plush bed and enjoy stunning city views. Diverse dining options await just steps away. Conveniently close to the subway, a city bike station, and the scenic West Side River shore. Central Park and major attractions are within walking distance. Perfect for exploring the heart of the city! Location: The apartment is located at 450 W 42nd Street New York, NY 10036, in the luxury MiMA

Cozy Apartment & Office Space (NYC Licensed)
Recently renovated apartment in NYC's Upper West Side. Close to Central Park & National History Museum. Great location close to restaurants & boutiques. Enjoy delicious food while spending time in the neighborhood or stop by the Farmer's Market Citi bike & subway stops (1, B, C lines) in a block. 2 & 3 are a short walk away. Includes kitchenette (fridge, coffee, microwave, hotplate, toaster), bedroom & a den w/ a futon. Bathroom includes shower, tub, heated floors. NO SMOKING or PARTIES.

Historic Brownstone, Your Private Studio Apartment
This is your own private studio apartment inside a classic New York brownstone, with your private bathroom & kitchen, and great wifi. A convenient Manhattan location: just 4 blocks to the subway, 10 minutes to Times Square, 30 minutes to Downtown, all in a beautiful & safe neighborhood with world-class dining. "The restored & cared for studio is a fun change from sterile 'white box' apartments; you're a visitor in a loved home of historical value and it feels that way." – Ronald (Airbnb guest).

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.

Top Notch 2-Bed/2-Bath in UES Mins to Central Park
Stay at our BRAND NEW beautiful 2 bedroom with 2 bathrooms 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.

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..

Modern Industrial Cozy NYC Loft
Very unique and one of a kind space in a 100 year old exposed brick townhouse, with Mid-Century Style, exposed beams, massive ceilings, all new modern finishes, appliances, and state of the art technology. This home also offers a massive backyard with outdoor living space, seating area, dining, grill, and privacy for time to relax, unwind, and enjoy some downtime with your friends and family.

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.

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

Huge Private Room, Closet, Bathroom and Office

Times Square Views | Bar. Fitness + Rooftop Bar

FIFA Base Camp · Private Room. Subway to Stadium

Upper Westside Brownstone Garden Apartment

Kingsize bedroom in Harlem brownstone

Cozy Upper West Side Room.

Large Private Bedroom in Chic Apartment Share!

Tranquil Midtown Sanctuary - Full Bed
Quick stats about holiday rentals in Upper West Side

Total holiday rentals
Explore 2,480 holiday rentals in Upper West Side

Verified guest reviews
Over 39,490 verified reviews to help you choose

Family-friendly holiday rentals
590 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 810 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
1,110 properties have a dedicated workspace

Wi-Fi availability
2,440 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
Destinations to explore
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- Family-friendly rentals Upper West Side
- Rentals with a fireplace Upper West Side
- Fitness-friendly rentals Upper West Side
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- Rentals with a hot tub Upper West Side
- Times Square
- MetLife Stadium
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Columbia University
- Asbury Park Beach
- Mountain Creek Resort
- Jones Beach
- American Dream
- United Nations Headquarters
- Rockefeller Center
- Belmar Beach
- Manasquan Beach
- Empire State Building
- Bryant Park
- Citi Field
- Barclays Center
- Long Branch Beach
- Statue of Liberty
- Grand Central Terminal
- Radio City Music Hall
- Bear Mountain State Park





