
Holiday rentals in Upper West Side
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Upper West Side

Total holiday rentals
Explore 2,560 holiday rentals in Upper West Side

Verified guest reviews
Over 39,160 verified reviews to help you choose

Family-friendly holiday rentals
610 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 790 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
1,220 properties have a dedicated workspace

Wifi availability
2,500 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
Top-rated holiday rentals in Upper West Side
Guests agree: these stays are highly rated for location, cleanliness and more.

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.
4.89 out of 5 average rating, 84 reviews
Brownstone Garden Duplex
Welcome to your own private duplex apartment in a classic NY brownstone with private bathroom, kitchen, & garden — nothing is shared. WiFi. Convenient Manhattan location, 3 blocks from the subway, 10 minute ride to Times Square, 30 mins to Downtown. Safe neighborhood with world-class restaurants & cafes. "The restored and cared for studio is a fun change from sterile 'white box' apartments; you are a visitor in a cared for home of historical value and it feels that way." – Ronald (Airbnb guest)
4.81 out of 5 average rating, 121 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!.
4.99 out of 5 average rating, 197 reviews
Classic Brownstone, a Private Studio Apartment
Welcome to your own private apartment in a classic New York brownstone with a private bathroom, private kitchen & private entrance. WI-FI Convenient Manhattan location, 3 blocks from the subway, 10 minute ride to Times Square, 30 mins to Downtown. Safe neighborhood with world-class restaurants. "The restored and cared for studio is a fun change from sterile 'white box' apartments; you are a visitor in a cared for home of historical value and it feels that way." –Ronald (Airbnb guest).
4.65 out of 5 average rating, 411 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.
4.94 out of 5 average rating, 170 reviews
Stylish 3BR Near Subway, Yankee Stadium + Patio
Welcome to Vintage Luxe, a stylish 3BR Manhattan stay inside a beautifully restored 1894 landmark in historic Sugar Hill. Start your morning with coffee on your private patio, then walk just 1 minute to the 145th St subway and head out to experience New York. Explore Central Park, catch a Yankees game, see a Broadway show, or spend the day discovering the city. When you return, you'll have a comfortable home where your group can relax and recharge together.
4.94 out of 5 average rating, 101 reviews
Modern Upper West Side Home
Spacious and comfortable four-bedroom, two-bath apartment in Manhattan’s Upper West Side. Bright living areas feature clean design, tasteful decor and a calm, residential feel. Ideal for families, groups, for short or long stays, the layout offers room to spread out, relax, and feel at home. Surrounded by neighborhood cafés, restaurants, grocery stores, nearby parks, and convenient public transportation for easy access throughout the city.
4.7 out of 5 average rating, 20 reviews
Private Manhattan Retreat | Sauna, Yard + King Bed
Imagine spending the day exploring Manhattan, walking by the Hudson River, grabbing coffee, seeing the city, then coming back to your own private retreat. You step inside, relax in the sauna, put on a movie, stretch out on the king bed, or sit outside in the backyard on the hammock or swing chair. It's cozy, romantic, and peaceful, the perfect place to slow down and enjoy a special New York stay..
4.96 out of 5 average rating, 27 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.
4.93 out of 5 average rating, 111 reviews
New duplex with spectacular view of New York
Relax on this unique and quiet getaway in our fully remodeled apartment, with 2 bedrooms each with a private bathroom, modern kitchen, plus a guest bathroom, a large balcony and a beautiful super-stylish terrace with spectacular direct view of the Hudson River, Chrysler Building, Empire State Building, surrounded by green areas and just 20 minutes from New York City, with its own parking.
4.96 out of 5 average rating, 81 reviews
Designer Duplex Loft Central Park West
True NYC living at our stylish 3 Bedroom, 2 Bathroom Duplex Home. A dramatic spiral staircase dividing the loft in half, contemporary artwork, comfortable decor, and full living essentials - feel right at home with the ability to cook, relax, and enjoy true NYC living. Situated just a block from Central Park West with easy subway access just steps away.
4.75 out of 5 average rating, 79 reviews
Designers Upper East Side 2 Bedroom.
Welcome to your luxurious Manhattan retreat nestled in the heart of the prestigious Upper East Side! This exquisite two-bedroom apartment boasts elegance, sophistication, and modern comfort, making it the perfect getaway for travelers seeking an unforgettable New York experience. Only one flight up and facing the courtyard. 4 people max.
5.0 out of 5 average rating, 15 reviewsPopular amenities for Upper West Side holiday rentals
Stay near Upper West Side's top sights
Other great holiday rentals in Upper West Side

Stylish 4 Bedroom Gem On The Upper West Side
4.71 out of 5 average rating, 42 reviews
Spacious & Inviting Upper West Side Residence
5.0 out of 5 average rating, 3 reviews
Central Upper West Side Room
4.95 out of 5 average rating, 116 reviews
1892 Brownstone on Landmarked Block
4.95 out of 5 average rating, 266 reviews
Upper Westside Brownstone Garden Apartment
4.96 out of 5 average rating, 111 reviews
FAB Garden Guest Suite W/Garden nr Central Park!
4.96 out of 5 average rating, 448 reviews
Charming
4.95 out of 5 average rating, 288 reviews
Private bedroom in Manhattan Upper East Side
4.95 out of 5 average rating, 457 reviewsDestinations to explore
- Rentals with pools Upper West Side
- Apartment rentals Upper West Side
- Townhouse rentals Upper West Side
- Family-friendly rentals Upper West Side
- Waterfront rentals Upper West Side
- Hotel rooms Upper West Side
- Rentals with breakfast Upper West Side
- Boutique hotels Upper West Side
- House rentals Upper West Side
- Flat rentals Upper West Side
- Rentals with a hot tub Upper West Side
- Pet-friendly rentals Upper West Side
- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Asbury Park Beach
- Jones Beach
- Columbia University
- American Dream
- Yankee Stadium
- Belmar Beach
- MetLife Stadium
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Long Branch Beach
- Manasquan Beach
- Bear Mountain State Park
- Empire State Building
- Bryant Park
- Barclays Center
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Brooklyn Bridge
- Radio City Music Hall





