Upper West Side holiday rentals

We found 606 holiday rentals — enter your dates for availability
Discover a selection of 44 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:25 Dec - 1 Jan

Great Room with Curved Ultra HD Smart TV
Hotel style cabanas
Villa Paloma
large breakfast bar
Wonderful
(12 reviews)

Luxury 4 bed 3 bath with saltwater pool/spa

Palm Springs

8% off
S$11,384
for 7 nights, 1 villa
S$1,626 per night
includes taxes & fees
Luxury 4 bed 3 bath with saltwater pool/spa
Living room
Beautiful open sky
Welcome to Vista del Monte
Grapevine filled arbors with fountain and partial view of cactus garden
Exceptional
(142 reviews)

Private Spanish Villa Retreat - Saltwater Pool, Mountain Views, Bocce Ball, BBQ

Palm Springs

8% off
S$7,648
for 7 nights, 1 home
S$1,093 per night
includes taxes & fees
Private Spanish Villa Retreat - Saltwater Pool, Mountain Views, Bocce Ball, BBQ
Breakfast bar
Elevated spa
Covered alfresco dining
Master bathroom 1 with walk in shower
Exceptional
(16 reviews)

This Century Mod Special Summer Rates Now In Effect

Palm Springs

12% off
S$5,059
for 7 nights, 1 home
S$723 per night
includes taxes & fees
This Century Mod Special Summer Rates Now In Effect
View of the back side of the home
Kitchen looks over to the living area and pool
French doors on both sides open to the backyard
Fire glass gas fireplace for those chilly winter evenings
Exceptional
(55 reviews)

Good & Plenty Special Summer Rates Now In Effect

Palm Springs

12% off
S$4,561
for 7 nights, 1 home
S$652 per night
includes taxes & fees
Good & Plenty Special Summer Rates Now In Effect
Private kitchen
Pool
Outdoor dining
Private kitchen
Exceptional
(47 reviews)

UNPLUG, KICKBACK & RELAX @ this recently renovated mid century private escape!

Palm Springs

8% off
S$5,330
for 7 nights, 1 home
S$761 per night
includes taxes & fees
UNPLUG, KICKBACK & RELAX @ this recently renovated mid century private escape!
Soak up the sun in style 🌞 Sip poolside under striped umbrellas with plush cactus loungers, tropical drinks, and vacation-ready vibes—perfect for your next unforgettable stay! #poolday #vacationmode #girlsgetaway #airbnbhome
Bubbles, giggles, and desert dreams  🌵 Soaking up the vibes one splash at a time in this Palm Springs hideaway. #HotTubHangouts #DesertEscape #AirbnbFind
Step into style 🚪🌴 Your Palm Springs adventure starts here—with a bold front door that sets the tone for a stay full of charm and sunshine. #DesertWelcome #PalmSpringsStyle #AirbnbFind
Guests enjoying a private yoga session at Mr. Pink’s! Our Palm Springs MCM home offers a serene, sun-filled space for wellness, relaxation, and rejuvenating desert vibes. 🧘‍♀️☀️
Exceptional
(5 reviews)

Mr. Pink's MCM Alexander with Pool, Hot Tub, Fire Pit

Palm Springs

21% off
S$9,283
for 7 nights, 1 home
S$1,326 per night
includes taxes & fees
Mr. Pink's MCM Alexander with Pool, Hot Tub, Fire Pit
Large corner lot on cul de sac.
picked twice in Architectural Digest's "best of"
Dining
Lounge room with 55" TV and design books
Exceptional
(11 reviews)

Mid-Century Modern Alexander - A Desert Garden

Palm Springs

8% off
S$9,864
for 7 nights, 1 home
S$1,409 per night
includes taxes & fees
Mid-Century Modern Alexander - A Desert Garden
  • 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

Frequently asked questions

Can I find holiday rentals in Upper West Side?
Yes, there are holiday rentals close to the most popular sights in Upper West Side, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals will I find in Upper West Side?
With 44 Expedia holiday rentals, you're guaranteed to find just the right place for your Upper West Side stay.
What can I see and do in Upper West Side?
Explore the area and family-friendly sights such as Idyllwild Nature Center, or get out into nature at a spot like Tahquitz Canyon. Elvis Honeymoon Hideaway and Palm Springs Convention Center are a couple of places you'll find in the wider area.
What are holiday rentals like in Upper West Side?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Upper West Side. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.