
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.

ALL new modern apartment of 2 bedroom NYC style!❤️
Theme of “NYC” modern “home”style warm all new apartment remodeled from scratch and all new furniture!! Midtown East!!It’s feet away from Bloomingdales Dylans candy, Serendipity restaurant, Patsys pizza, subway!! 10 minutes walking to Grand Central Park! 20 minutes walk to Time Square! No need to travel anywhere!! Internet and cable available, 3 smart TVs apx 48” each!! All set up full kitchen and sleeping living room if necessary!! ALL NEW AND MODERN in the middle of Manhattan!!2nd floor walkup

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!

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).

Prime Location 2BDR Loft: Patio, Steps to Subway
Welcome to "Vintage Luxe", an 1894 landmark by Frederick Dinkelberg, artfully restored into a luxurious boutique experience. This 2-bedroom combines old-world charm decor with modern comforts, featuring an accent fireplace, bay windows, a full kitchen, high-speed WiFi, and even a workstation. Private patio—a unique find in NYC—perfect for relaxation. With the metro just 1 minute away, it’s a great choice for families, groups, or any traveler seeking a central and luxurious NYC stay.

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.

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 APT, Renovated Bathroom, Recessed Lights
Welcome to your perfect NYC getaway! This newly renovated apartment offers modern amenities including a brand-new bathroom featuring a Vigo shower and herringbone tiles. Enjoy cozy evenings with overhead reading lights above the bed and couch. Conveniently located in central Harlem, you’ll be within walking distance to Columbia University, the express A/D and 2/3 subway lines, and amazing stores and restaurants.

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.

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.

Flat with an amazing view!
Located smack dab in the center of Manhattan you can get anywhere in the city within minutes. Located in the popular New Hudson Yards developent area this stylish, new apartment gives you peace and tranquilty while at home but steps from the hustle and bustle of the city when you step outside. Apartment features full kitchen, washer dryer, king sized bedroom and gym within the building.

White Space Studio
This is a spacious private Studio in a classic Brownstone type building located in the heart of Central Harlem The apartment is furnished with a full size bed and a Sofa and Dinning Table This is a very comfortable Space and newly renovated in my house We have security on the exterior face of the building
Popular amenities for Upper West Side holiday rentals
Other great holiday rentals in Upper West Side

Huge Private Room, Closet, Bathroom and Office

Upper Westside Brownstone Garden Apartment

Cozy room in Washington Heights

The Lucerne Hotel

Quiet Escape | Times Square. Sightseeing

Steps to Times Square | Full Kitchen. Pet-Friendly

Lovely 1 bedroom with Garden in NYC

Steps to Central Park | Rooftop Bar. Gym. Dining.
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 | £120 | £135 | £142 | £138 | £127 | £134 | £134 | £129 | £117 |
| 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
- Fitness-friendly rentals Upper West Side
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- Rentals with a patio Upper West Side
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Columbia University
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Mountain Creek Resort
- Bronx Zoo
- Grand Central Terminal
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Asbury Park Beach
- United Nations Headquarters
- Jones Beach
- Empire State Building
- Citi Field
- Manasquan Beach
- Statue of Liberty
- Radio City Music Hall
- Old Glory Park
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Things to do Upper West Side
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