
Holiday rentals in Upper West Side
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Top-rated holiday rentals in Upper West Side
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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

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.

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).

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!

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!

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)!

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.

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.

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.

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.

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).

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
Other great holiday rentals in Upper West Side

Royal Harlem Spacious Suite Max 2 guest

Huge Private Room, Closet, Bathroom and Office

Upper Westside Brownstone Garden Apartment

Chic Brownstone Apt. with Outdoor Patio

Two Bathroom Suite steps from Central Park w/Bfst

Cozy Upper West Side Room.

Large Private Bedroom in Chic Apartment Share!

Bright with a sunshine atmosphere
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 | £114 | £113 | £116 | £121 | £135 | £143 | £139 | £128 | £134 | £134 | £130 | £118 |
| 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 & 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
- Pet-friendly rentals Upper West Side
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- House rentals Upper West Side
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- Townhouse rentals Upper West Side
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- Rentals with a fireplace Upper West Side
- Hotel rooms Upper West Side
- Waterfront rentals Upper West Side
- Apartment rentals Upper West Side
- Rentals with outdoor seating Upper West Side
- Family-friendly rentals Upper West Side
- Fitness-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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