Upper West Side holiday rentals

We found 625 holiday rentals — enter your dates for availability

Discover a selection of 68 homes and other holiday rentals in Upper West Side that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Upper West Side

Showing deals for:14 Nov - 21 Nov

Image gallery for NEW! Luxurious Getaway: Pool Theatre Activity Room

Terrace/patio
10 out of 10 rating
Exceptional
(16 reviews)

NEW! Luxurious Getaway: Pool Theatre Activity Room

Palm Springs, CA

8% off
Price is S$12,471
S$1,782 per night
includes taxes & fees
NEW! Luxurious Getaway: Pool Theatre Activity Room

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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