
Holiday rentals in Upper West Side
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Upper West Side
Guests agree: these stays are highly rated for location, cleanliness and more.

Spacious Historic Manhattan Residence – Prime Area
Experience the comfort of a spacious one-bedroom brownstone apartment that accommodates up to five guests. Located near Central Park, Times Square, and Fifth Avenue, this spot offers convenience and proximity to New York City’s most iconic attractions. Perfect for short or extended stays, it provides a comfortable home base in Manhattan. The unit is on the second floor of a walk-up with two sets of stairs, which may not suit everyone, but many guests find the space and location well worth it!!

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!.

Cozy and chic UES 1 Bed
Kick back and relax in this calm, stylish space we stylishly set up for a short visit to NYC. The bedroom is interior facing so you will have the best sleep ever. There is a queen size bed in the bedroom and two full size futons in the living room. Wi-Fi and TV available. Small but fully equipped kitchen. Full bath with the bathtub. Apartment is centrally located in the middle of upper East side so you will have easy access to all New York has to offer. 1 block to Subway train!

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.

UWS 2BR | Steps to Central Park & Lincoln Center
Experience the perfect blend of Manhattan energy and residential comfort. Our homes are designed for the modern traveler—whether you are here to catch a Broadway show, lead a business meeting, or explore Central Park with your family. We prioritize seamless check-ins, professional cleanliness, and a stylish ‘home base’ that feels miles away from the city hustle while being right in the center of it all.

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..

Modern and beautiful apt on the Upper West Side
Beautiful, clean and stylish 1-BEDROOM apartment on the 2nd floor in 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.

Stunning view - Columbus Circle area/Lincoln Sq
Beautiful, clean and stylish 1-bedroom apartment in Lincoln Center with a stunning wrap-around view of the Hudson River, downtown Manhattan, and Broadway/Central Park. Modern building near many attractions! The apartment has a great layout and is spacious. Come enjoy Manhattan in a peaceful area but steps away from major attractions.

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.

Family Brownstone w/ Private Backyard, Train, FIFA
With the 116th Street Station just a 3-minute walk away, the entire subway system is your playground. We are located 9 minutes from the historic Columbia University and—most importantly for soccer fans—only 30 minutes away from the FIFA World Cup 2026 festivities at MetLife Stadium.

The NYC Loft
Enjoy all private bright and charming loft with a kitchenette just steps from Central Park and the subway. Perfect for couples, solo travelers, or small families — with stylish furnishings, fast Wi-Fi, and a warm, pet-friendly atmosphere. located on the 3rd floor of the building
Popular amenities for Upper West Side holiday rentals
Other great holiday rentals in Upper West Side

Private bedroom in Manhattan Upper East Side

Huge Private Room, Closet, Bathroom and Office

Upper Westside Brownstone Garden Apartment

Kingsize bedroom in Harlem brownstone

Cozy Apartment & Office Space (NYC Licensed)

Cozy Upper West Side Room.

Luxury 2 Bed 2 Bath Apt | Designer Decor & Views

1892 Brownstone on Landmarked Block
Quick stats about holiday rentals in Upper West Side

Total holiday rentals
Explore 2,480 holiday rentals in Upper West Side

Verified guest reviews
Over 39,490 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 810 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
1,110 properties have a dedicated workspace

Wifi availability
2,440 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
- 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
- Fitness-friendly rentals Upper West Side
- Hotel rooms Upper West Side
- Rentals with outdoor seating Upper West Side
- Rentals with breakfast Upper West Side
- Rentals with a fireplace Upper West Side
- Boutique hotels Upper West Side
- House rentals Upper West Side
- Flat rentals Upper West Side
- Smoking-friendly rentals Upper West Side
- Rentals with a hot tub Upper West Side
- Rentals with a patio Upper West Side
- Rentals with a washing machine and dryer Upper West Side
- Pet-friendly rentals Upper West Side
- Times Square
- MetLife Stadium
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Columbia University
- Asbury Park Beach
- Mountain Creek Resort
- Jones Beach
- American Dream
- United Nations Headquarters
- Belmar Beach
- Rockefeller Center
- Manasquan Beach
- Empire State Building
- Bryant Park
- Citi Field
- Long Branch Beach
- Statue of Liberty
- Barclays Center
- Grand Central Terminal
- Radio City Music Hall
- Bear Mountain State Park





