
Upper West Side holiday homes
We found 628 holiday rentals — enter your dates for availability
Discover a selection of 66 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:1 Aug - 8 Aug
Image gallery for Perfect house, 5 Minutes From Downtown only , Pool And Spa, 3 bedrooms

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Perfect house, 5 Minutes From Downtown only , Pool And Spa, 3 bedrooms
Palm Springs, CA
7% off
Price is NZ$5,308
NZ$5,308
NZ$758 per night
includes taxes & fees
Image gallery for KING BED Private Pool LUX Quiet Sanctuary 3BR 2BA

1010 out of 10 rating
Exceptional
(5 reviews)
KING BED Private Pool LUX Quiet Sanctuary 3BR 2BA
Palm Springs, CA
8% off
Price is NZ$4,763
NZ$4,763
NZ$680 per night
includes taxes & fees
Image gallery for Welcome to the Gilded Monkey House!

1010 out of 10 rating
Exceptional
(18 reviews)
Welcome to the Gilded Monkey House!
Palm Springs, CA
5% off
Price is NZ$5,166
NZ$5,166
NZ$738 per night
includes taxes & fees
Image gallery for Top Rated, LUXURY Palm Springs Villa!

1010 out of 10 rating
Exceptional
(125 reviews)
Top Rated, LUXURY Palm Springs Villa!
Palm Springs, CA
16% off
Price is NZ$8,766
NZ$8,766
NZ$1,252 per night
includes taxes & fees
Image gallery for Quintessential Iconic Mid Century Modern Home.

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Quintessential Iconic Mid Century Modern Home.
Palm Springs, CA
7% off
Price is NZ$6,265
NZ$6,265
NZ$895 per night
includes taxes & fees
Image gallery for Beautifully Remodeled Luxury Vacation Rental Home w/Heated Pool & Spa

1010 out of 10 rating
Exceptional
(6 reviews)
Beautifully Remodeled Luxury Vacation Rental Home w/Heated Pool & Spa
Palm Springs, CA
8% off
Price is NZ$3,677
NZ$3,677
NZ$525 per night
includes taxes & fees
Image gallery for Zanjero by AvantStay | Mins from Downtown Palm Springs | Terrace, Shared Pool

1010 out of 10 rating
Exceptional
(9 reviews)
Zanjero by AvantStay | Mins from Downtown Palm Springs | Terrace, Shared Pool
Palm Springs, California
14% off
Price is NZ$2,623
NZ$2,623
NZ$375 per night
includes taxes & fees
Image gallery for Palm Springs Luxury Mid-Century Oasis!

1010 out of 10 rating
Exceptional
(22 reviews)
Palm Springs Luxury Mid-Century Oasis!
Palm Springs, CA
8% off
Price is NZ$8,467
NZ$8,467
NZ$1,210 per night
includes taxes & fees
Image gallery for MID-CENTURY - MODERN Gem. STUNNING CASE STUDY HOME - RARE- PS #1619

9.89.8 out of 10 rating
Exceptional
(16 reviews)
MID-CENTURY - MODERN Gem. STUNNING CASE STUDY HOME - RARE- PS #1619
Palm Springs, CA
16% off
Price is NZ$7,291
NZ$7,291
NZ$1,042 per night
includes taxes & fees
Image gallery for Palm Springs View Paradise with Large Pool and SPA.

1010 out of 10 rating
Exceptional
(15 reviews)
Palm Springs View Paradise with Large Pool and SPA.
Palm Springs, CA
8% off
Price is NZ$4,265
NZ$4,265
NZ$609 per night
includes taxes & fees
Image gallery for Cozy Cortez - Minimalist Saltwater Pool Oasis

1010 out of 10 rating
Exceptional
(11 reviews)
Cozy Cortez - Minimalist Saltwater Pool Oasis
Palm Springs, CA
8% off
Price is NZ$4,434
NZ$4,434
NZ$633 per night
includes taxes & fees
Image gallery for 9BR Luxury Oasis Estate / Spa Lounge and Vintage Trailer

1010 out of 10 rating
Exceptional
(53 reviews)
9BR Luxury Oasis Estate / Spa Lounge and Vintage Trailer
Palm Springs, CA
8% off
Price is NZ$36,810
NZ$36,810
NZ$5,259 per night
includes taxes & fees
Image gallery for Quintessential Midcentury Modern Alexander House

9.89.8 out of 10 rating
Exceptional
(14 reviews)
Quintessential Midcentury Modern Alexander House
Palm Springs, CA
8% off
Price is NZ$5,126
NZ$5,126
NZ$732 per night
includes taxes & fees
Image gallery for Popsicle Paradise Relax in Famous Racquet Club Estates. 10 min Ride to Downtown

9.89.8 out of 10 rating
Exceptional
(14 reviews)
Popsicle Paradise Relax in Famous Racquet Club Estates. 10 min Ride to Downtown
Palm Springs, CA
8% off
Price is NZ$5,904
NZ$5,904
NZ$843 per night
includes taxes & fees
Image gallery for PS Playground - Chip - Putt - Horseshoe - Cornhole - Pool Table

1010 out of 10 rating
Exceptional
(34 reviews)
PS Playground - Chip - Putt - Horseshoe - Cornhole - Pool Table
Palm Springs, CA
8% off
Price is NZ$10,826
NZ$10,826
NZ$1,547 per night
includes taxes & fees
Image gallery for PS Alexander House - Midcentury Modern Oasis *2023 MODERNISM HOME TOUR HOUSE*

1010 out of 10 rating
Exceptional
(11 reviews)
PS Alexander House - Midcentury Modern Oasis *2023 MODERNISM HOME TOUR HOUSE*
Palm Springs, CA
10% off
Price is NZ$8,738
NZ$8,738
NZ$1,248 per night
includes taxes & fees
Image gallery for Nostalgic Gated Spanish Palm Springs Home with Mountain Views - Vista del Monte

1010 out of 10 rating
Exceptional
(131 reviews)
Nostalgic Gated Spanish Palm Springs Home with Mountain Views - Vista del Monte
Palm Springs, CA
11% off
Price is NZ$8,189
NZ$8,189
NZ$1,170 per night
includes taxes & fees
Image gallery for CASA PALMA, CA PALM SPRINGS CITY ID#329 3 Beds, 2 Ba, Discount: 15%W 18%M

1010 out of 10 rating
Exceptional
(90 reviews)
CASA PALMA, CA PALM SPRINGS CITY ID#329 3 Beds, 2 Ba, Discount: 15%W 18%M
Palm Springs, CA
9% off
Price is NZ$5,159
NZ$5,159
NZ$737 per night
includes taxes & fees
Image gallery for Solaris - Modern Mediterranean Estate with Pool, Spa and Fire Pit

1010 out of 10 rating
Exceptional
(24 reviews)
Solaris - Modern Mediterranean Estate with Pool, Spa and Fire Pit
Palm Springs, CA
7% off
Price is NZ$27,716
NZ$27,716
NZ$3,959 per night
includes taxes & fees
Image gallery for Gobi by AvantStay | Pool, Firepit, Permit#5102

9.89.8 out of 10 rating
Exceptional
(17 reviews)
Gobi by AvantStay | Pool, Firepit, Permit#5102
Palm Springs, CA
15% off
Price is NZ$3,855
NZ$3,855
NZ$551 per night
includes taxes & fees
Image gallery for Gateway Luxury Resort Style With A Private Pool

9.49.4 out of 10 rating
Exceptional
(52 reviews)
Gateway Luxury Resort Style With A Private Pool
Palm Springs, CA
8% off
Price is NZ$5,295
NZ$5,295
NZ$756 per night
includes taxes & fees
Image gallery for Near Downtown Palm Springs, Private Pool, Spa & BBQ, Great Location! Sleeps 6

1010 out of 10 rating
Exceptional
(21 reviews)
Near Downtown Palm Springs, Private Pool, Spa & BBQ, Great Location! Sleeps 6
Palm Springs, CA
7% off
Price is NZ$4,619
NZ$4,619
NZ$660 per night
includes taxes & fees
Image gallery for Modern Racquet Club Luxury Home

1010 out of 10 rating
Exceptional
(61 reviews)
Modern Racquet Club Luxury Home
Palm Springs, CA
7% off
Price is NZ$7,599
NZ$7,599
NZ$1,086 per night
includes taxes & fees
Image gallery for Modern Adobe Palm Springs Retreat with New Backyard and Pool Area!

9.69.6 out of 10 rating
Exceptional
(81 reviews)
Modern Adobe Palm Springs Retreat with New Backyard and Pool Area!
Palm Springs, CA
8% off
Price is NZ$4,263
NZ$4,263
NZ$609 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Upper West Side
Beautiful Mid Century House in Luxury Miralon Gated Community!
Sleeps 6 · 3 bedrooms · 3+ bathrooms
8.48.4 out of 10
Very goodvery good
Mid Century Modern Retreat
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
PS Sanctuary: Modern and Zen Sanctuary Offers Style and Modern Comfort!
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Relax and enjoy Palm Springs, private pool, view
Sleeps 6 · 3 bedrooms · 3+ bathrooms
9.09.0 out of 10
Wonderfulwonderful
Azure Modern - New Listing! Stunning Mountain Views
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
Resort style Villa w/ views, pool, spa and golf
Sleeps 16 · 4 bedrooms · 3 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value