Holiday houses in Upper West Side

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Upper West Side

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
A modern living room is characterized by a textured wave-patterned wall and large windows allowing natural light. It features a comfortable sectional sofa, a coffee table, and a dining area, with a well-equipped kitchen in the background. Subtle decor elements enhance the inviting space.
Apartment in Upper East Side
4.86 out of 5 average rating, 494 reviews

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

Guest favourite
A cozy living area features a deep blue velvet sofa against exposed brick walls. A sleek glass desk and chairs are positioned nearby, complemented by a soft area rug. Artwork adorns the walls, while natural light floods in from large windows.
Apartment in Central Park
4.91 out of 5 average rating, 65 reviews

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.

Superhost
A spacious bedroom features a comfortable bed with plush pillows. Natural light filters through sheer curtains, illuminating the soft beige walls. A minimalist television is mounted on the wall opposite the bed, and a stylish ottoman adds a touch of texture.
Hotel room in Midtown Manhattan
4.72 out of 5 average rating, 244 reviews

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. )

Superhost
A modern studio space features a comfortable seating area with a plush blue sofa and a light-colored armchair beside a circular coffee table. Natural light pours in through large windows, creating an airy atmosphere. In the background, two beds are set against a clean, neutral wall.
Apartment in Upper East Side
4.84 out of 5 average rating, 149 reviews

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!

Top Guest favourite
A cozy bedroom features a spacious bed adorned with patterned pillows and a decorative blanket. Green curtains frame a window, while a wall-mounted shelf displays artwork and accessories. A small table with a cup stands at the bedside, adding functionality to the inviting space.
Apartment in Manhattan Valley
4.99 out of 5 average rating, 157 reviews

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!.

Guest favourite
Apartment in Harlem
4.95 out of 5 average rating, 146 reviews

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.

Guest favourite
The master bedroom features a spacious bed flanked by two modern lamps on white nightstands. Bay windows allow natural light to fill the room, complemented by neutral tones and decorative accents, including a cozy sofa and a decorative fireplace.
Apartment in Harlem
4.88 out of 5 average rating, 76 reviews

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.

Top Guest favourite
A cozy bedroom features an antique brass bed with soft bedding adjacent to a wall of bookshelves filled with various literature. A decorative mirror reflects the room's warm light, while a vintage-style fireplace complements the eclectic decor. A colorful area rug enriches the floor space.
Guest suite in Washington Heights
4.94 out of 5 average rating, 158 reviews

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.

Guest favourite
A private patio area is depicted, featuring a seating arrangement with dark wicker furniture. Cushions in neutral tones enhance comfort, while an umbrella provides shade. A coffee table made of natural wood adds a touch of warmth, surrounded by decorative plants against a backdrop of wooden fencing.
Condo in Washington Heights
4.93 out of 5 average rating, 138 reviews

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.

Guest favourite
An outdoor lounge area is set with comfortable seating and a circular table, overlooking a sunset view. Statuesque greenery and the harbor line the background, with the Statue of Liberty visible in the distance under a golden sky.
Campsite in Governors Island
5 out of 5 average rating, 5 reviews

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.

Top Guest favourite
Condo in Midtown East
4.99 out of 5 average rating, 113 reviews

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…

Superhost
A spacious living area is arranged with a large sectional sofa facing expansive windows that showcase stunning views of the city skyline and the waterfront at sunset. A low coffee table sits in the center, surrounded by elegant decor and stylish seating.
Apartment in Hudson Yards
4.92 out of 5 average rating, 91 reviews

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

When is the best time to visit Upper West Side?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
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. temp1°C2°C6°C12°C17°C22°C25°C25°C21°C14°C9°C4°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