
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.

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. )

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!

Chic & Spacious UWS Gem | Steps to Central Park
Experience the ultimate Upper West Side stay in this versatile, multi-level gem. Perfect for large families or groups, our home features a private bedroom, a sun-drenched living area, and a unique loft space. Whether you’re working from the dedicated desk or relaxing after a day in the park, this stylish retreat offers the perfect NYC footprint. Enjoy premium finishes, flexible sleeping arrangements including a fun bunk setup, and the best of Manhattan right outside your doorstep.

Superior 1 Bed w/ Sleeping Den, 2 Queens, Sofa Bed
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.

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.

West Village Wonder
Welcome to the greatest neighborhood in the world! Nestled on 13th St.a tree-lined, brownstone-rowed block off of Hudson. This studio offers the perfect blend of charm and style. You'll be surrounded by unique boutiques, cozy cafes, and top-notch restaurants. Whether you're here for a short stay or an extended visit, this prime location provides the perfect backdrop for your NYC adventure. Book now and immerse yourself in the quintessential West Village experience!

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.

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.

Cozy Studio| Full Kitchen | Queen Bed |Near Subway
Discover the perfect blend of modern comfort and urban convenience in our newly renovated studio apartment , nestled in the heart of New York City's vibrant Hamilton Heights neighborhood. This spacious and inviting space is not only within walking distance to Riverside Park but also mere steps away from the subway.
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

Steps to Times Square | Free Breakfast & Fitness

Near Theater District & Times Square + Dining

Your best NYC stay awaits

Near the Museum of Natural History + Restaurant

Oasis by Central Park in the Upper West Side

Steps to Times Square | Full Kitchen. Pet-Friendly

Broadway Block | Rooftop Bar Views. Dining On-site
When is the best time to visit Upper West Side?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 SGD | $178 SGD | $184 SGD | $204 SGD | $228 SGD | $241 SGD | $235 SGD | $216 SGD | $227 SGD | $227 SGD | $219 SGD | $199 SGD |
| 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 2,480 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
2,440 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
- Rentals with a hot tub Upper West Side
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- Rentals with a firepit Upper West Side
- House rentals Upper West Side
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- Family-friendly rentals Upper West Side
- Flat rentals Upper West Side
- Fitness-friendly rentals Upper West Side
- Rentals with pools Upper West Side
- Times Square
- Madison Square Garden
- New York City Center
- New York University
- Central Park Zoo
- Columbia University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Asbury Park Beach
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Manasquan Beach
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- USTA Billie Jean King National Tennis Center
- Astoria Park
- Long Branch Beach
- Belmar Beach
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