
Holiday rentals in Upper West Side
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Top-rated holiday rentals in Upper West Side
Guests agree: these stays are highly rated for location, cleanliness and more.

Lux Apt, Walk to Best 5th Ave Shopping
720 to 845 Square Feet Located on the 8th floor in Apartment Hotel. Comfortable King Size Bed. Renovated marble-clad baths with glass enclosed walk-in shower featuring luxurious bath amenities. Brand new gourmet kitchens with quartz countertops, marble flooring, stainless steel appliances featuring a full-fridge or half-fridge, and a full complement of upscale kitchen accessories. Expansive living room with sofa, comfortable chairs, and dining area w/hardwood flooring in living and dining area.

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. )

Massive Brownstone Apartment NYC
Experience the comfort of a spacious one-bedroom apartment that accommodates up to five guests. Located near Central Park, Times Square, and Fifth Avenue, this ideal spot offers convenience and proximity to some of New York's most iconic attractions. Perfect for both short and extended stays. Walk up on second floor. If you are uncomfortable with any sets of stairs then this may not be for you. (Don’t let the stairs deter you, it’s well worth it for this amazing unit in the heart of NYC)!

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!.

Quiet Brownstone apartment with private patio!
Welcome to our cozy studio retreat! Nestled in a vibrant neighborhood, our thoughtfully designed space offers comfort and style. Enjoy a restful night's sleep in the plush bed, unwind in the modern living area, and savor morning coffee on the private balcony. With convenient access to local attractions and amenities, our studio is the perfect base for your stay only few minutes walk from Central Park and major subway stations. Book now for a memorable experience in the heart of new city.

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).

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.

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.

Private European Garden Apartment
You will feel comfortable in my Manhattan home which is LARGE by New York City standards. If your travel dates are unavailable or need more space, please message me for an additional apartment upstairs. My neighborhood Washington Heights borders HARLEM USA. For baseball fans, I’m walking distance to Yankee Stadium. I would be happy to help plan a custom itinerary for your trip including sample sales, restaurants and travel, let me know.

Duplex nuevo con vista espectacular a New York
Relájate en esta escapada única y tranquila en nuestro departamento totalmente remodelado, con 2 dormitorios cada uno con bano privado ,cosina moderna , ademas de un bano social , un balcon grande y una bella terraza super estilizada con vista directa espectacular al Rio Hudson, Chrysler Building, Empire State Building, rodeado de zonas verdes y a tan solo 20 minutos de New York City, con parqueadero propio.
Popular amenities for Upper West Side holiday rentals
Other great holiday rentals in Upper West Side

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

Private bedroom in Manhattan Upper East Side

Huge Private Room, Closet, Bathroom and Office

Best of the west! Sunny,quiet&huge! Ideal location

Upper Westside Brownstone Garden Apartment

Green Room

Steps to Times Square | Full Kitchen. Pet-Friendly

Lovely 1 bedroom with Garden in NYC
When is the best time to visit Upper West Side?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £114 | £112 | £116 | £121 | £135 | £142 | £139 | £127 | £134 | £134 | £130 | £118 |
| Avg. temp | 1°C | 2°C | 6°C | 12°C | 17°C | 22°C | 25°C | 25°C | 21°C | 14°C | 9°C | 4°C |
Quick stats about holiday rentals in Upper West Side

Total holiday rentals
Explore 2,730 holiday rentals in Upper West Side

Verified guest reviews
Over 39,220 verified reviews to help you choose

Family-friendly holiday rentals
660 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 890 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
1,140 properties have a dedicated workspace

Wifi availability
2,680 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
Destinations to explore
- Pet-friendly rentals Upper West Side
- Rentals with a patio Upper West Side
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- Rentals with a washing machine and dryer Upper West Side
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- House rentals Upper West Side
- Smoking-friendly rentals Upper West Side
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- Townhouse rentals Upper West Side
- Rentals with pools Upper West Side
- Rentals with a fireplace Upper West Side
- Hotel rooms Upper West Side
- Waterfront rentals Upper West Side
- Apartment rentals Upper West Side
- Rentals with outdoor seating Upper West Side
- Family-friendly rentals Upper West Side
- Fitness-friendly rentals Upper West Side
- Times Square
- Madison Square Garden
- New York City Center
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Bronx Zoo
- Mountain Creek Resort
- Rockefeller Center
- Grand Central Terminal
- Yankee Stadium
- Ohel Chabad-Lubavitch
- Asbury Park Beach
- United Nations Headquarters
- Jones Beach
- Bryant Park
- Empire State Building
- Citi Field
- Manasquan Beach
- Statue of Liberty
- Radio City Music Hall
- Old Glory Park
- USTA Billie Jean King National Tennis Center
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