
Holiday houses 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

Central Park Charm: Inviting 3 Bedroom Cozy Home
Welcome to Central Park West, and our 3-bedroom oasis, where city living meets tranquility. Make yourself at home in our inviting living space, indulge your culinary senses in our fully equipped kitchen, and unwind in one of 3 cozy peaceful bedrooms. Located just steps from Central Park, this spacious apartment is close to many NYC top attractions. Your escape awaits in our stylish and comfortable residence. Discover a blend of luxury and convenience in an accessible and beautiful neighborhood.

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!

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.

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.

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.

Secluded Glamping | Open Dining | Harbor Sunsets
🌟 Ranked #1 in Travel + Leisure’s “Best Places to Go Glamping in New York” Just 8 minutes from Manhattan, this hidden island escape delivers Statue of Liberty views, skyline sunsets, and zero city crowds. Sip cold brew, lounge in hammocks, and toast s’mores by the fire. By day, explore leafy trails or join island yoga. By night, it’s wine, stargazing, and harbor breezes. This isn’t camping—it’s glamping reimagined.
Midtown East Condo Near Central Park
Welcome to your Midtown East 1-bedroom condo in the heart of Manhattan, steps from 57th and Park. Carefully curated with world-class designer furniture, we’ve spared no expense in providing you with luxury surroundings while making you feel comfortable and at home. If you crave the authentic, personalized experience of staying in an Airbnb PLUS all the comforts, services and safety of a hotel, then look no more…

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.
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

Kingsize bedroom in Harlem brownstone

Private Room Central Park West

Quiet Escape | Times Square. Sightseeing

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 | $215 AUD | $212 AUD | $219 AUD | $227 AUD | $254 AUD | $268 AUD | $261 AUD | $240 AUD | $253 AUD | $253 AUD | $244 AUD | $222 AUD |
| 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
2,680 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
- Rentals with breakfast Upper West Side
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- Hotel rooms Upper West Side
- Rentals with a patio Upper West Side
- Waterfront rentals Upper West Side
- Family-friendly rentals Upper West Side
- Rentals with a fireplace Upper West Side
- Rentals with a washing machine and dryer Upper West Side
- Boutique hotels Upper West Side
- Rentals with pools Upper West Side
- Condo rentals Upper West Side
- Apartment rentals Upper West Side
- Pet-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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