Holiday houses in Upper West Side

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Top-rated holiday rentals in Upper West Side

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Guest favourite
A contemporary living room features a cream velvet curved sofa and a boucle lounge chair. A round coffee table sits at the center. A large LG Smart TV is mounted on the wall, while oversized windows allow natural light to fill the space, offering views of greenery outside.
Apartment in Hell's Kitchen (Clinton)
5 out of 5 average rating, 31 reviews

Modern 2 Bedroom near Central Park | Safe | Quiet

This sophisticated 2-bedroom apartment is set on a residential tree-lined street near Central Park. Experience all New York has to offer with a central location that is both safe, clean & family-friendly! Enjoy contemporary design & XL windows in a safe and walkable location. Nearby: • Parks: Central Park & Hudson River Park • Broadway: Hamilton, The Book of Mormon & Wicked • Countless Restaurants: The Grill, Kochi & Tavern on the Green • Museums: MoMa & The Met Enjoy no cleaning fee!

Guest favourite
A bright living area features a white sectional sofa and a glass coffee table on a decorative rug. A flat-screen television is mounted on the wall, while a mini-refrigerator stands beside a modern storage unit. Natural light filters through a large window with white drapes.
Apartment in Harlem
4.96 out of 5 average rating, 125 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.

Guest favourite
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
4.83 out of 5 average rating, 115 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.
Apartment in Central Park
4.94 out of 5 average rating, 145 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.

Superhost
A spacious bedroom features a queen bed with layered bedding. Large windows allow natural light to fill the room, complemented by a Juliet balcony. A sofa sits at the foot of the bed, alongside a nightstand and a wall-mounted flat-screen TV.
Apartment in Upper East Side
4.89 out of 5 average rating, 65 reviews

Spacious Studio with Charming Juliet Balcony

Stay at our Elegant studio 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 unbeatable location - minutes 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!

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
4.93 out of 5 average rating, 152 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.
Apartment in Yorkville
4.94 out of 5 average rating, 18 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.

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
4.84 out of 5 average rating, 96 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.
Apartment in Hudson Yards
4.93 out of 5 average rating, 73 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 stylish living area features a vibrant green velvet sofa adorned with decorative pillows, set against a gallery wall of framed black-and-white photographs. A central wooden coffee table displays various books and a white vase filled with flowers, complemented by warm lighting from modern sconces.
Apartment in Upper East Side
5 out of 5 average rating, 12 reviews

Perfection on the Upper East

Located steps away from Central Park, world-class dining, boutique shopping, and cultural landmarks, this Upper East Side gem offers not just a home, but a lifestyle. Experience the vibrancy and sophistication of one of New York City’s most coveted neighborhoods in this exceptional one-bedroom. This is a non smoking unit, Two guests maximum.

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.
Apartment in Lincoln Square
4.93 out of 5 average rating, 42 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.
Apartment in Harlem
4.93 out of 5 average rating, 217 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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Avg. price$232 AUD$229 AUD$237 AUD$246 AUD$275 AUD$290 AUD$275 AUD$252 AUD$269 AUD$284 AUD$260 AUD$245 AUD
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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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    2,560 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