Upper West Side holiday homes
We found 628 holiday rentals — enter your dates for availability
Discover a selection of 65 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:31 Oct - 7 Nov
Image gallery for COZY HOME WITH POOL AND SPA
9.69.6 out of 10 rating
Exceptional
(5 reviews)
COZY HOME WITH POOL AND SPA
Palm Springs, CA
7% off
Price is NZ$4,317
NZ$4,317
NZ$617 per night
includes taxes & fees
Image gallery for Close to Downtown,Scottish Theme, Coffee Bar, Scottish Pub/Pool/Spa/BBQ/Firepit
8.48.4 out of 10 rating
Very good
(7 reviews)
Close to Downtown,Scottish Theme, Coffee Bar, Scottish Pub/Pool/Spa/BBQ/Firepit
Palm Springs, CA
7% off
Price is NZ$9,232
NZ$9,232
NZ$1,319 per night
includes taxes & fees
Image gallery for 🌴The “LIDO Lounge oasis home & casita Pool/spa🌴
8.08.0 out of 10 rating
Very good
(5 reviews)
🌴The “LIDO Lounge oasis home & casita Pool/spa🌴
Palm Springs, CA
8% off
Price is NZ$7,210
NZ$7,210
NZ$1,030 per night
includes taxes & fees
Image gallery for Beautifully Remodeled Luxury Vacation Rental Home w/Heated Pool & Spa
1010 out of 10 rating
Exceptional
(7 reviews)
Beautifully Remodeled Luxury Vacation Rental Home w/Heated Pool & Spa
Palm Springs, CA
12% off
Price is NZ$6,020
NZ$6,020
NZ$860 per night
includes taxes & fees
Image gallery for Family vacation resort with 3200sf of living space
1010 out of 10 rating
Exceptional
(10 reviews)
Family vacation resort with 3200sf of living space
Palm Springs, CA
8% off
Price is NZ$13,697
NZ$13,697
NZ$1,957 per night
includes taxes & fees
Image gallery for Palm Springs Luxury Mid-Century Oasis!
1010 out of 10 rating
Exceptional
(23 reviews)
Palm Springs Luxury Mid-Century Oasis!
Palm Springs, CA
8% off
Price is NZ$9,724
NZ$9,724
NZ$1,389 per night
includes taxes & fees
Image gallery for Quiet and peaceful Retreat. If u like things quiet and peaceful city ID 4132
1010 out of 10 rating
Exceptional
(166 reviews)
Quiet and peaceful Retreat. If u like things quiet and peaceful city ID 4132
Palm Springs, CA
8% off
Price is NZ$5,761
NZ$5,761
NZ$823 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
7% off
Price is NZ$6,031
NZ$6,031
NZ$862 per night
includes taxes & fees
Image gallery for Perfect house, 5 Minutes From Downtown only , Pool And Spa, 3 bedrooms
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Perfect house, 5 Minutes From Downtown only , Pool And Spa, 3 bedrooms
Palm Springs, CA
7% off
Price is NZ$5,428
NZ$5,428
NZ$775 per night
includes taxes & fees
Image gallery for Former Steve McQueen's home
1010 out of 10 rating
Exceptional
(8 reviews)
Former Steve McQueen's home
Palm Springs, CA
12% off
Price is NZ$7,584
NZ$7,584
NZ$1,083 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
(22 reviews)
Near Downtown Palm Springs, Private Pool, Spa & BBQ, Great Location! Sleeps 6
Palm Springs, CA
8% off
Price is NZ$5,154
NZ$5,154
NZ$736 per night
includes taxes & fees
Image gallery for Stunning Mid Century Gem - Relax, Unwind, Rejuvenate
8.48.4 out of 10 rating
Very good
(11 reviews)
Stunning Mid Century Gem - Relax, Unwind, Rejuvenate
Palm Springs, CA
7% off
Price is NZ$5,346
NZ$5,346
NZ$764 per night
includes taxes & fees
Image gallery for Palm Springs Hidden Gem - Discover Your Perfect Getaway: Luxury, Comfort & Poolside Bliss!
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Palm Springs Hidden Gem - Discover Your Perfect Getaway: Luxury, Comfort & Poolside Bliss!
Palm Springs, CA
10% off
Price is NZ$5,839
NZ$5,839
NZ$834 per night
includes taxes & fees
Image gallery for Mid Century Modern Retreat
1010 out of 10 rating
Exceptional
(9 reviews)
Mid Century Modern Retreat
Palm Springs, CA
16% off
Price is NZ$7,716
NZ$7,716
NZ$1,102 per night
includes taxes & fees
Image gallery for The Perfect 4 Bedroom House To Entertain Every Guest
9.89.8 out of 10 rating
Exceptional
(65 reviews)
The Perfect 4 Bedroom House To Entertain Every Guest
Palm Springs, CA
12% off
Price is NZ$6,168
NZ$6,168
NZ$881 per night
includes taxes & fees
Image gallery for Solaris - Modern Mediterranean Estate with Pool, Spa and Fire Pit
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Solaris - Modern Mediterranean Estate with Pool, Spa and Fire Pit
Palm Springs, CA
7% off
Price is NZ$37,372
NZ$37,372
NZ$5,339 per night
includes taxes & fees
Image gallery for Family Luxury, Mountain views, Pool/Hot Tub,
1010 out of 10 rating
Exceptional
(13 reviews)
Family Luxury, Mountain views, Pool/Hot Tub,
Palm Springs, CA
15% off
Price is NZ$6,877
NZ$6,877
NZ$982 per night
includes taxes & fees
Image gallery for Mountain Views, Saltwater Pool/Spa, King Beds, Fire Pit, Game Room, & Work Space
1010 out of 10 rating
Exceptional
(12 reviews)
Mountain Views, Saltwater Pool/Spa, King Beds, Fire Pit, Game Room, & Work Space
Palm Springs, CA
22% off
Price is NZ$5,274
NZ$5,274
NZ$753 per night
includes taxes & fees
Image gallery for Beautiful Mid Century Modern Alexander home
1010 out of 10 rating
Exceptional
(6 reviews)
Beautiful Mid Century Modern Alexander home
Palm Springs, CA
6% off
Price is NZ$5,771
NZ$5,771
NZ$824 per night
includes taxes & fees
Image gallery for Splash Pad Palm Springs - Unwind in Style: Bocce Ball, Hammock & Outdoor Lounge Bliss
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Splash Pad Palm Springs - Unwind in Style: Bocce Ball, Hammock & Outdoor Lounge Bliss
Palm Springs, CA
14% off
Price is NZ$6,331
NZ$6,331
NZ$904 per night
includes taxes & fees
Image gallery for Racquet Club Escape
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Racquet Club Escape
Palm Springs, CA
11% off
Price is NZ$5,810
NZ$5,810
NZ$830 per night
includes taxes & fees
Image gallery for The Marlon Blando House - Mid-Century Magic: Private Palm Springs Retreat with Stunning Views
9.89.8 out of 10 rating
Exceptional
(6 reviews)
The Marlon Blando House - Mid-Century Magic: Private Palm Springs Retreat with Stunning Views
Palm Springs, CA
11% off
Price is NZ$6,800
NZ$6,800
NZ$971 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$8,943
NZ$8,943
NZ$1,278 per night
includes taxes & fees
Image gallery for Racquet Club House Historic Racquet Club
1010 out of 10 rating
Exceptional
(46 reviews)
Racquet Club House Historic Racquet Club
Palm Springs, CA
11% off
Price is NZ$5,643
NZ$5,643
NZ$806 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Upper West Side
Peaceful Clean Home Great Location W/Pool, Hot Tub
Sleeps 6 · 3 bedrooms · 2 bathrooms
8.48.4 out of 10
Very goodvery good
16 reviews(16 reviews)
Newly redecorated home with private pool, spa & outdoor kitchen
Sleeps 6 · 3 bedrooms · 2+ bathrooms
8.68.6 out of 10
Excellentexcellent
45 reviews(45 reviews)
Beautiful Mid Century House in Luxury Miralon Gated Community!
Sleeps 6 · 3 bedrooms · 3+ bathrooms
8.48.4 out of 10
Very goodvery good
You Only Live Twice! P. S. Pool House with a View
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
This Century Mod
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Walled Villa in Gated Community | Recently Renovated, Private Pool & Spa
Sleeps 4 · 2 bedrooms · 2+ bathrooms
8.88.8 out of 10
Excellentexcellent
12 reviews(12 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