
Holiday rentals in Upper West Side
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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 Upper West Side Room
Enjoy easy access to everything from our centrally located home. Included in the listing is as much coffee as you can stomach, courtesy of our Nespresso machine. Just a short block to the 1 subway train, you will be anywhere on the island in no time. Steps away from Riverside Park where spectacular Hudson River views and the most beautiful NYC sunsets await. A 10 minute stroll to the east, and you’re in iconic Central Park. Come as a tourist, live like a local, leave as a more informed tourist.
4.95 out of 5 average rating, 117 reviews
FAB Garden Guest Suite W/Garden nr Central Park!
SPECTACULAR GARDEN GUEST SUITE IN TOWNHOUSE WITH GARDEN ENTRANCE. WE ARE SUPERHOSTS! Read our reviews! WE ARE A LEGAL AIRBNB IN NYC! Tranquil Suite with semi-private entrance and a GARDEN in a beautiful townhouse on the Upper West Side of Manhattan, very close to Central Park. Complete with a queen-sized bed, flat-screen TV, plus a kitchenette and a gorgeous bathroom featuring a steam shower and body jets. BLACKOUT BLINDS ON ALL WINDOWS/DOORS! NETFLIX, HBO, PRIME, and CABLE! TWO GUEST MAX!
4.96 out of 5 average rating, 449 reviews
Brownstone Bedroom in NYC with Private Bath&Entry
📍LOCATION Stay in a historic brownstone on a quiet, tree-lined NYC block. Just 5-minute walk to the A, C, B, and D trains, giving you easy access to anywhere in the city! 2-min walk to Morningside Park 10-min walk to Columbia University 10-20-min to Central Park and Midtown 40-min to LGA ($3) 🛌CLEAN The space is thoroughly cleaned, and sheets are freshly washed and disinfected after each stay. 😌COMFORT Queen memory foam mattress with adjustable base, private entrance and blackout curtains.
4.93 out of 5 average rating, 41 reviews
1892 Brownstone on Landmarked Block
Stay in a beautifully restored brownstone near Central Park. We own and live on the lower two floors; guest rooms are on the third floor. THIS IS A SHARED ACCOMODATION. Guests are welcome to use our Kitchen, but there is a microwave and small fridge in the guest room. Two large bedrooms with queen beds and one small room with a twin bed. Please note that the small twin bedroom is accessed from the queen bedroom. One private bath shared by all three bedrooms. The floor is totally private.
4.95 out of 5 average rating, 266 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, 199 reviews
Private bedroom in Manhattan Upper East Side
5th floor walk up. Not a good apt for someone who can not handle exercise. If you’re looking for a sleek, minimalist hotel experience, this isn’t it. Your private room is cozy with fresh linens, comfortable bedding, and plenty of natural light. This is not a polished, empty space but a home filled with character, where every corner has a story. If you appreciate charm, coziness, and the comforts of a lived-in home, I’d love to welcome you to my space. Public transport quick walk away.
4.95 out of 5 average rating, 458 reviews
Bright with a sunshine atmosphere
Bright with natural light, this cozy bedroom will be the perfect place to start and end your days in the city. In this second floor walk-up located in the historic district of Central Harlem, you’re surrounded by history and opportunity. Walking distance to Central Park, The Apollo Theatre, Sylvia’s, Maison Harlem, Harlem Hops, 125th Street shopping, and dozens of other restaurants and bars, there is NO shortage of delicious food, drink, and entertainment steps from your door.
4.97 out of 5 average rating, 114 reviews
Huge Private Room, Closet, Bathroom and Office
Welcome to our spacious apartment on the Upper West Side! Enjoy your own comfortable room in our apartment with a queen bed, walk-in closet, private bathroom, and dedicated workspace. Crib available upon request. The room comes equipped with your own refrigerator, hot plate and microwave. Just steps from Riverside Park, top dining, and subway access, it's the perfect spot for work or leisure. Experience the best of Manhattan living in a serene and convenient setting.
4.81 out of 5 average rating, 69 reviews
Two Bathroom Suite steps from 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 suites complete with amenities or explore nearby in Times Square or Central Park. Incidentals: $500 authorization at Check-in. Must present valid credit card and government ID (at least 21 years of age) Price Includes All Taxes/Fees (There will be no additional tax or daily fees charged during your stay. )
4.7 out of 5 average rating, 890 reviews
Tranquil Midtown Sanctuary - Full Bed
Step into a peaceful Zen sanctuary in the heart of NYC. This cozy room features a memory foam full bed, desk, closet, private sink, and sunlit window. Enjoy plants, natural light, and serene vibes. The shared hallway bathroom is private-use and kept spotless. Guests also have access to a quiet Zen backyard, dining area, filtered water, coffee, and free breakfast items all day. Service dogs OK with proper docs!
4.9 out of 5 average rating, 430 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
102nd & Park Ave - 2 Blocks from Central Park
Featuring high ceilings and abundant natural light, this chic loft-style apartment home offers a dedicated workspace for your daytime needs and a cozy, stylish retreat at night. Located just minutes from Fifth Avenue, Museum Mile, and Central Park, with quick access to the downtown 6 and Q trains, it’s the perfect base to explore all that New York City has to offer.
4.89 out of 5 average rating, 136 reviewsPopular amenities for Upper West Side holiday rentals
Stay near Upper West Side's top sights
Other great holiday rentals in Upper West Side

Hotel Boutique at Grand Central, Standard Room
4.78 out of 5 average rating, 324 reviews
Single pod
4.8 out of 5 average rating, 145 reviews
Oasis by Central Park in the Upper West Side
4.91 out of 5 average rating, 127 reviews
Superior Queen Bed
4.65 out of 5 average rating, 46 reviews
Bunk pod
4.7 out of 5 average rating, 584 reviews
Pod 51, Single pod - shared bath
4.64 out of 5 average rating, 191 reviews
Steps to Times Square | Free Breakfast & Fitness
4.62 out of 5 average rating, 1550 reviews
NEW | The Best Brownstone Suite w/ En-Suite Bath
5.0 out of 5 average rating, 28 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





