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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.

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Guest favourite
Flat in Central Park

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
Superhost
The main room displays warm wooden flooring and exposed brick walls. A plush seating area features a dark sofa adorned with decorative cushions. A rustic round coffee table sits atop a vibrant striped rug, accompanied by a wooden dining table and chairs positioned nearby.
Flat in Harlem

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
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 Upper West Side

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
Superhost
The spacious studio features exposed brick walls and hardwood flooring. A queen-size bed is complemented by decorative pillows and a colorful bedspread. A sleeper sofa sits across from the bed, and a wooden table is positioned in the center. Soft lighting from pendant lamps enhances the cozy ambiance.
Flat in Harlem

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
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

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
Guest favourite
Apartment in Harlem

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
Flat in Upper West Side

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
Guest favourite
Flat in Harlem

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
Superhost
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 Midtown Manhattan

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
Guest favourite
Loft in Guttenberg

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
Superhost
Flat in Upper West Side

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
Guest favourite
Apartment in Upper East Side

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 reviews

Popular amenities for Upper West Side holiday rentals