
Upper West Side holiday rentals
We found 635 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:19 Sept - 26 Sept
Image gallery for Skyview - Private Mountainside Villa with Pool, Game Room & Gym! #004928 4br

1010 out of 10 rating
Exceptional
(46 reviews)
Skyview - Private Mountainside Villa with Pool, Game Room & Gym! #004928 4br
Palm Springs, CA
7% off
Price is AU$20,408
AU$20,408
AU$2,915 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 AU$6,431
AU$6,431
AU$919 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 AU$5,094
AU$5,094
AU$728 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 AU$7,577
AU$7,577
AU$1,082 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 AU$5,717
AU$5,717
AU$817 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 AU$6,330
AU$6,330
AU$904 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
(10 reviews)
Zanjero by AvantStay | Mins from Downtown Palm Springs | Terrace, Shared Pool
Palm Springs, California
14% off
Price is AU$2,478
AU$2,478
AU$354 per night
includes taxes & fees
Image gallery for Bright & Harmonious Oasis - A Ryson Property

1010 out of 10 rating
Exceptional
(5 reviews)
Bright & Harmonious Oasis - A Ryson Property
Palm Springs, CA
11% off
Price is AU$4,357
AU$4,357
AU$622 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 AU$4,843
AU$4,843
AU$692 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 AU$11,094
AU$11,094
AU$1,585 per night
includes taxes & fees
Image gallery for ENTERTERTAINERS DREAM BACKYARD

1010 out of 10 rating
Exceptional
(17 reviews)
ENTERTERTAINERS DREAM BACKYARD
Palm Springs, CA
6% off
Price is AU$6,994
AU$6,994
AU$999 per night
includes taxes & fees
Image gallery for Cozy Cortez - Minimalist Saltwater Pool Oasis

1010 out of 10 rating
Exceptional
(13 reviews)
Cozy Cortez - Minimalist Saltwater Pool Oasis
Palm Springs, CA
8% off
Price is AU$3,884
AU$3,884
AU$555 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 AU$5,382
AU$5,382
AU$769 per night
includes taxes & fees
Image gallery for Beautiful mid century gem, great views. Movie star living

9.09.0 out of 10 rating
Wonderful
(12 reviews)
Beautiful mid century gem, great views. Movie star living
Palm Springs, CA
8% off
Price is AU$4,636
AU$4,636
AU$662 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 AU$5,083
AU$5,083
AU$726 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 AU$4,704
AU$4,704
AU$672 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 AU$8,017
AU$8,017
AU$1,145 per night
includes taxes & fees
Image gallery for Spanish Gated Palm Springs Home with Saltwater Pool, Mountain Views, Bocce

1010 out of 10 rating
Exceptional
(131 reviews)
Spanish Gated Palm Springs Home with Saltwater Pool, Mountain Views, Bocce
Palm Springs, CA
11% off
Price is AU$4,823
AU$4,823
AU$689 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 AU$6,797
AU$6,797
AU$971 per night
includes taxes & fees
Image gallery for Geo Alexander #226 Historic Racquet Club

9.89.8 out of 10 rating
Exceptional
(39 reviews)
Geo Alexander #226 Historic Racquet Club
Palm Springs, CA
11% off
Price is AU$3,280
AU$3,280
AU$469 per night
includes taxes & fees
Image gallery for Contemporary Home with WiFi,Salt Water Pool, Jacuzzi-Your Own Retreat!

9.89.8 out of 10 rating
Exceptional
(90 reviews)
Contemporary Home with WiFi,Salt Water Pool, Jacuzzi-Your Own Retreat!
Palm Springs, CA
7% off
Price is AU$6,053
AU$6,053
AU$865 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 AU$3,932
AU$3,932
AU$562 per night
includes taxes & fees
Image gallery for UNPLUG, KICKBACK & RELAX @ this recently renovated mid century private escape!

9.89.8 out of 10 rating
Exceptional
(47 reviews)
UNPLUG, KICKBACK & RELAX @ this recently renovated mid century private escape!
Palm Springs, CA
8% off
Price is AU$5,836
AU$5,836
AU$834 per night
includes taxes & fees
Image gallery for Laurel Retreat - Classic Mid Century and Stunning Views

9.89.8 out of 10 rating
Exceptional
(12 reviews)
Laurel Retreat - Classic Mid Century and Stunning Views
Palm Springs, CA
7% off
Price is AU$4,338
AU$4,338
AU$620 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Upper West Side
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)
Azure Modern - New Listing! Stunning Mountain Views
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
Palm Springs Vacation Oasis Private pool, game rm!
Sleeps 12 · 6 bedrooms · 3+ bathrooms
8.68.6 out of 10
Excellentexcellent
34 reviews(34 reviews)
Relax and enjoy Palm Springs, private pool, view
Sleeps 6 · 3 bedrooms · 3+ bathrooms
9.09.0 out of 10
Wonderfulwonderful
View the mountain in a condo with a sexy attitude and private garden.
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Stunning Villa w pool, mountain views and game room
Sleeps 14 · 5 bedrooms · 3 bathrooms
7.87.8 out of 10
Goodgood
11 reviews(11 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