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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
4.89 out of 5 average rating, 84 reviews

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.

Superhost
A spacious bedroom features a comfortable bed with plush pillows. Natural light filters through sheer curtains, illuminating the soft beige walls. A minimalist television is mounted on the wall opposite the bed, and a stylish ottoman adds a touch of texture.
Hotel room in Midtown Manhattan
4.74 out of 5 average rating, 307 reviews

Luxury Penthouse Suite near Central Park

The Manhattan Club is the perfect combination of luxury and location in the heart of New York City. Spend time in one of the oversized Penthouse Suites or enjoy your Penthouse Exclusive balcony for great views! (Exclusive to all Penthouse Guests, not private, open seasonally) Incidentals: $500 authorization at Check-in. Must present valid credit card and government ID (21 years of age) Price Includes All Taxes/Fees (There will be no additional tax or daily fees charged during your stay. )

A spacious living area features a dark leather sofa with a light throw blanket. A glass coffee table sits in front, while a dining area with a dark table and chairs is visible in the background. A colorful artwork adorns the wall, complemented by natural light from the windows.
Flat in Midtown Manhattan
4.61 out of 5 average rating, 296 reviews

Midtown 2 Bed Full Kitchen

Perfect location to start a journey in NYC. Midtown East 2 blocks from UN. 1 Queen bed in each room & sofa bed, sleeps comfortably up to 5 ppl. Sofa bed can be made up upon request, extra linens in closet. Pet Friendly $250 nonrefundable fee to be paid at property. Fully furnished apartment, with 24/7 concierge, gym, & laundry services. Has an amazing rooftop bar in the building. All guests names must be listed, ID required to check in. We will make your stay very pleasant and comfortable!

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
4.99 out of 5 average rating, 197 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!.

Flat in Upper West Side
4.71 out of 5 average rating, 42 reviews

Stylish 4 Bedroom Gem On The Upper West Side

Experience classic New York charm in this spacious 4-bedroom apartment nestled in the Upper West Side. This residence combines the allure of pre-war architecture with modern comforts. Featuring high ceilings, hardwood floors, and elegant details, this stylish retreat offers comfort and character just steps from Central Park, museums, cafes, and subway lines. Perfect for families or groups, enjoy a true NYC stay in one of Manhattan’s most iconic neighborhoods.

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, 170 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.

Flat in Upper West Side
4.7 out of 5 average rating, 20 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.

Flat in Upper West Side
5.0 out of 5 average rating, 3 reviews

Spacious & Inviting Upper West Side Residence

Experience New York from this spacious, inviting Upper West Side residence. Set on a higher floor for a quieter stay, this 4-bedroom, 2-bathroom home features comfortable furnishings, modern art, 2 queen beds, 2 full beds, fast Wi-Fi, and a fully stocked kitchen for cooking and entertaining. Fresh sheets, towels, and linens are provided, with easy access to Central Park, dining, shopping, and subway lines.

Guest favourite
Flat in Harlem
4.96 out of 5 average rating, 26 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..

Guest favourite
Loft in Guttenberg
4.96 out of 5 average rating, 81 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.

Superhost
Flat in Upper West Side
4.74 out of 5 average rating, 78 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.

Guest favourite
A light-colored leather sofa is arranged with patterned pillows, positioned across from a wooden coffee table. A bowl of decorative items sits on the table. Two framed artworks adorn the wall above the couch. A standing lamp is nearby, providing additional lighting.
Flat in Upper West Side
5.0 out of 5 average rating, 16 reviews

Modern and beautiful apt on the Upper West Side

Beautiful, clean and stylish 1-BEDROOM apartment on the Upper West Side. Our building is near grocery and convenience stores and steps away from Central Park. The apartment has a great layout, a fully stocked kitchen and in-unit washer/dryer. Come enjoy Manhattan in a peaceful area but steps away from major attractions.

Popular amenities for Upper West Side holiday rentals