Holiday rentals in Upper West Side

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Top-rated holiday rentals in Upper West Side

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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.
Flat in Manhattan Valley
4.99 out of 5 average rating, 139 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!.

Top guest favourite
Flat in Harlem
4.96 out of 5 average rating, 135 reviews

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.

Top guest favourite
A comfortable bedroom features a spacious bed layered with neutral-colored linens and decorative pillows. Soft lighting from two bedside lamps creates a soothing ambiance. A bench with folded blankets sits at the foot of the bed, and natural light filters through a window beside the bed.
Flat in Harlem
4.94 out of 5 average rating, 36 reviews

Lovely 1 bedroom with Garden in NYC

Located on the Upper West side of Manhattan, commonly known as Harlem, the community has a strong multicultural and diverse presence. That influence is reflected in the neighborhood’s cultural institutions, shops, restaurants, and markets like Whole Foods and Trader Joes. Numerous parks and works of public art add to the allure while maintaining its community feel and charm with historic and landmarked brownstones, townhouses, and walk-up apartment buildings within tree-lined streets.

Superhost
An outdoor patio area features a rectangular dining table surrounded by four chairs, situated on patterned stone flooring. Lush greenery and a tall bamboo plant provide privacy, complementing the brick wall backdrop. Natural light filters through the trees, enhancing the warm ambiance.
Townhouse in Morningside Heights
4.81 out of 5 average rating, 124 reviews

Family Brownstone w/ Private Backyard, Near Subway

Discover the perfect blend of modern comfort and urban convenience in our newly renovated 2-bedroom apartment with rare and huge outdoor space and bbq, nestled in the heart of New York City's vibrant Morningside Heights neighborhood. This spacious and inviting space is not only within walking distance to the prestigious Columbia University but also mere steps away from the lush greenery of Morningside Park, making it an ideal home base for both academics and nature enthusiasts alike.

Guest favourite
A panoramic view captures the lush greenery of Central Park, dotted with trees and open spaces. The skyline of city buildings provides a contrasting backdrop, showcasing the vibrant life of the urban environment. The scene is bathed in warm natural light.
Flat in Central Park
4.94 out of 5 average rating, 151 reviews

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.

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, 155 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 bright bedroom features a spacious bed with crisp white linens and a minimalist wooden frame. A light pink couch and small side table complement the warm wooden flooring. Natural light filters through two large windows dressed in sheer curtains, providing a view of greenery outside.
Flat in Yorkville
4.95 out of 5 average rating, 21 reviews

Designers apartment on the Upper East Side

Designer's apartment located on a quiet tree lined block of the Upper East Side of Manhattan. Just four flights up brings you to a private, separate entrance leading to your stay with a queen bed, 55" flat screen smart TV with all streaming channels, fast wi-fi that is tested for 338 download speed, writing desk and seating area with couch. For one guest host stays in the other side of the unit, two guests, you will have the entire rental.

Top guest favourite
Apartment in Midtown East
4.99 out of 5 average rating, 106 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 studio apartment features a striped bedspread on a spacious bed, complemented by a bright red sofa. Exposed brick walls are adorned with colorful artwork. A small dining table is visible, and a television is mounted on the wall, contributing to a modern yet rustic ambiance.
Loft in Harlem
4.86 out of 5 average rating, 105 reviews

The Rustic Lair

Stylish, classic, and rustic styled studio in West Harlem! This is your own private studio apartment inside a classic New York brownstone, fully equipped kitchen, private bathroom and great Wi-Fi. A convenient Manhattan location: just 4 blocks to the subway, 10 minutes to Times Square, 30 minutes to Downtown, all in a beautiful & safe neighborhood. Copy of ID will be required prior to entry.

Guest favourite
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.
Flat in Hudson Yards
4.93 out of 5 average rating, 76 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.

Guest favourite
A bright living area is highlighted by floor-to-ceiling windows offering expansive views of the city skyline. A cozy sofa is positioned next to a wooden coffee table. A dining table with modern chairs is set against a window, complemented by a vase of fresh flowers.
Flat in Lincoln Square
4.89 out of 5 average rating, 45 reviews

Stunning view - Columbus Circle area/Lincoln Sq

Beautiful, clean and stylish 1-bedroom apartment in Lincoln Center with a stunning wrap-around view of the Hudson River, downtown Manhattan, and Broadway/Central Park. Modern building near many attractions! The apartment has a great layout and is spacious. Come enjoy Manhattan in a peaceful area but steps away from major attractions.

Top guest favourite
A spacious private studio is shown, featuring a full-size bed and a comfortable sofa arranged around a glass coffee table. A small kitchenette is visible, and warm wooden floors contribute to the overall inviting feel of the space.
Flat in Harlem
4.93 out of 5 average rating, 218 reviews

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

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Quick stats about holiday rentals in Upper West Side

  • Total holiday rentals

    Explore 2,610 holiday rentals in Upper West Side

  • Verified guest reviews

    Over 38,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    650 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 850 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    1,030 properties have a dedicated workspace

  • Wifi availability

    2,560 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

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  2. United States
  3. New York
  4. New York City
  5. Manhattan
  6. Upper West Side