Holiday rentals in Upper West Side

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Top-rated holiday rentals in Upper West Side

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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.
Flat 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

Superhost
A modern living room setting features a comfortable sofa and two armchairs, all in neutral tones. A sleek coffee table is adorned with blue decorative vases. Natural light floods the space through large windows dressed with simple blinds, complemented by framed artwork on the walls.
Flat in Midtown Manhattan
4.88 out of 5 average rating, 8 reviews

Lux Apt, Walk to Best 5th Ave Shopping

720 to 845 Square Feet Located on the 8th floor in Apartment Hotel. Comfortable King Size Bed. Renovated marble-clad baths with glass enclosed walk-in shower featuring luxurious bath amenities. Brand new gourmet kitchens with quartz countertops, marble flooring, stainless steel appliances featuring a full-fridge or half-fridge, and a full complement of upscale kitchen accessories. Expansive living room with sofa, comfortable chairs, and dining area w/hardwood flooring in living and dining area.

Guest favourite
An inviting living room features exposed brick walls and a decorative fireplace. A coffee table sits on a patterned area rug, surrounded by two woven chairs. Potted plants add greenery, and artwork is displayed on the walls, contributing to the warm ambiance.
Place to stay in Crown Heights
4.94 out of 5 average rating, 95 reviews

Lovely space in historic brownstone

A bright, beautiful space in a 1870s landmarked brownstone in Crown Heights North Historic District. The private ensuite is part of our house, we keep it for friends / family and is on the first floor with a private entrance. A short walk to the A/C train and ~30 minutes into lower Manhattan. Plenty of neighborhood restaurants/bars within walking distance along Franklin Ave and further down in Prospect Heights. Popular spots is a 30min walk away (BK Museum, BK Botanic Garden, Prospect Park).

Top guest favourite
The living room features a cream velvet curved sofa and a contemporary boucle lounge chair, arranged around a round bleached wood coffee table. Large windows are adorned with sheer curtains, allowing ample natural light to fill the space, complemented by modern artwork on the walls.
Flat in Hell's Kitchen (Clinton)
5 out of 5 average rating, 35 reviews

Modern 2 Bed Near Central Park | No cleaning fee

This modern 2-bedroom apartment is located on a safe residential tree-lined street near Central Park. Experience New York to its fullest with this central location that is clean, quiet & family-friendly! Enjoy chic contemporary design, & large windows in a safe, walkable area. A few things nearby: • Restaurants: The Grill, Kochi & Tavern on the Green • Parks: Central Park & Hudson River Park • Museums: MoMa & The Met • Broadway: The Lion King, Wicked & Aladdin Enjoy no cleaning fee!

Guest favourite
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.
Flat in Upper East Side
4.84 out of 5 average rating, 150 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 spacious living area features a round wooden dining table surrounded by four upholstered chairs. Two large windows allow ample natural light, while a cozy seating arrangement includes a blue accent chair and a gray sectional. Bookshelves against the walls provide decorative storage.
Flat in Midtown East
4.96 out of 5 average rating, 105 reviews

Massive Brownstone Apartment NYC

Experience the comfort of a spacious one-bedroom apartment that accommodates up to five guests. Located near Central Park, Times Square, and Fifth Avenue, this ideal spot offers convenience and proximity to some of New York's most iconic attractions. Perfect for both short and extended stays. Walk up on second floor. If you are uncomfortable with any sets of stairs then this may not be for you. (Don’t let the stairs deter you, it’s well worth it for this amazing unit in the heart of NYC)!

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 Harlem
4.83 out of 5 average rating, 140 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
4.95 out of 5 average rating, 164 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.

Guest favourite
The living area features a contemporary brown leather sofa paired with light-colored pillows. A decorative fireplace with a mosaic surround anchors the space. Two round wooden coffee tables are centered on a patterned rug, with a small vase and candles on display.
Loft in Harlem
4.95 out of 5 average rating, 75 reviews

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.

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.

Top guest favourite
A detached studio with a charming exterior is surrounded by lush greenery and landscaped gardens. The structure features large windows framed in dark trim, allowing natural light to fill the interior. A stone pathway leads up to the entrance, enhancing the inviting appearance of the property.
Guest house in Larchmont
4.98 out of 5 average rating, 63 reviews

Beautiful guesthouse - Larchmont

Newly furnished 2nd floor detached studio with private entrance.  One large bedroom with queen-size bed, full bath with spacious shower, kitchenette, and armoire.  Lots of light and beautiful views overlooking luscious landscaping and the surrounding quiet Rouken Glen neighborhood.  Studio sits over garage.  Access to spare washer/dryer in our basement is also available.  4 min drive to Larchmont station (35 min train to Grand Central).

Superhost
A cozy living room features a light-colored couch and a coffee table with a decorative bowl. A wooden sideboard displays framed art and a pink pitcher. Natural light fills the space through large windows adorned with sheer curtains, highlighting the green plants nearby.
Flat in Lower East Side
4.86 out of 5 average rating, 312 reviews

unique artist's apartment in Manhattan

This is not a 5-star hotel, but it's a lovely, unique, and spacious 2-bedroom apartment filled with daylight. It has a large living room and 2 bathrooms, providing plenty of space, small workstations, good energy, plants, and light. There are no places like this in the area! Additionally, there's a big table with 6 chairs in the living room, a kitchen, a comfy couch, a projector, and everything else you may need to feel good!

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 2,730 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    2,680 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