Upper West Side holiday rentals
We found 612 holiday rentals — enter your dates for availability
Discover a selection of 42 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:11 Dec - 18 Dec
Wonderful
(12 reviews)
Luxury 4 bed 3 bath with saltwater pool/spa
Palm Springs
AU$4,985
for 7 nights, 1 villa
AU$712 per night
includes taxes & fees
Exceptional
(118 reviews)
Modern Adobe Palm Springs Retreat with New Backyard and Pool Area!
Palm Springs
AU$4,076
for 7 nights, 1 home
AU$582 per night
includes taxes & fees
Exceptional
(15 reviews)
This Century Mod Special Summer Rates Now In Effect
Palm Springs
AU$4,274
for 7 nights, 1 home
AU$611 per night
includes taxes & fees
Exceptional
(141 reviews)
Private Spanish Villa Retreat - Saltwater Pool, Mountain Views, Bocce Ball, BBQ
Palm Springs
AU$4,858
for 7 nights, 1 home
AU$694 per night
includes taxes & fees
Exceptional
(18 reviews)
ENTERTERTAINERS DREAM BACKYARD
Palm Springs
AU$6,358
for 7 nights, 1 home
AU$908 per night
includes taxes & fees
Exceptional
(55 reviews)
Good & Plenty Special Summer Rates Now In Effect
Palm Springs
AU$3,720
for 7 nights, 1 home
AU$531 per night
includes taxes & fees
Exceptional
(15 reviews)
Former Steve McQueen's Midcentury Hideaway - Iconic Pool
Palm Springs
AU$6,658
for 7 nights, 1 villa
AU$951 per night
includes taxes & fees
Exceptional
(52 reviews)
Racquet Club House Special Summer Rates Now In Effect
Palm Springs
AU$4,667
for 7 nights, 1 home
AU$667 per night
includes taxes & fees
Exceptional
(15 reviews)
Beautiful Midcentury Oasis
Palm Springs
AU$5,451
for 7 nights, 1 home
AU$779 per night
includes taxes & fees
Exceptional
(47 reviews)
UNPLUG, KICKBACK & RELAX @ this recently renovated mid century private escape!
Palm Springs
AU$5,811
for 7 nights, 1 home
AU$830 per night
includes taxes & fees
Exceptional
(49 reviews)
Geo Alexander Special Summer Rates Now In Effect
Palm Springs
AU$3,720
for 7 nights, 1 home
AU$531 per night
includes taxes & fees
Exceptional
(12 reviews)
ENTERTAINERS DREAM BACKYARD WITH GORGEOUS MOUNTAIN VIEWS
Palm Springs
AU$7,169
for 7 nights, 1 home
AU$1,024 per night
includes taxes & fees
Wonderful
(7 reviews)
Palm Springs Luxury: Pool, Hot Tub & Downtown Access
Palm Springs
AU$4,412
for 7 nights, 1 home
AU$630 per night
includes taxes & fees
Exceptional
(177 reviews)
Beautiful! Remodeled Mid-Century Alexander w/ SALTWATER pool, spa, bikes, & more
Palm Springs
AU$5,099
for 7 nights, 1 home
AU$728 per night
includes taxes & fees
Exceptional
(6 reviews)
Saltwater Pool, Spa, and Mountain Views in Palm Springs
Palm Springs
AU$2,862
for 7 nights, 1 home
AU$409 per night
includes taxes & fees
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Find the best place to stay - Upper West Side
Stylish Desert Home Mountain Views & Tesla Charger
Sleeps 8 · 3 bedrooms · 3+ bathrooms
Palm Springs Tropical Paradise
Sleeps 10 · 5 bedrooms · 4 bathrooms
Palm Springs Retreat w/ Mountain View, Pool & Spa
Sleeps 8 · 4 bedrooms · 3 bathrooms
Miralon Resort’s Mountain/Lake view Gated Paradise
Sleeps 8 · 3 bedrooms · 5 bathrooms
Palladium Palace: Pool+Spa, EV Charger, Miralon!
Sleeps 8 · 4 bedrooms · 4+ bathrooms
Relax and enjoy Palm Springs, private pool, view
Sleeps 6 · 3 bedrooms · 3+ bathrooms
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
Frequently asked questions
When is the best time to visit Upper West Side for a holiday rental?
The best time to visit the Upper West Side is during the peak season from April to June, when the neighbourhood comes alive with vibrant energy and a number of activities. This is particularly true in June, which is the most popular month for travellers seeking to enjoy the delightful Californian climate and the area's cultural offerings. Expect comfortable temperatures ranging from 15 to 25 degrees Celsius, superb for outdoor exploration and sightseeing.During this peak period, visitors can partake in a variety of experiences, from leisurely strolls along tree-lined streets to discovering local eateries and shops. The proximity to iconic attractions, such as parks and museums, makes it an ideal time for both families and solo adventurers alike. The lively option is enhanced by numerous events and festivals that celebrate the local culture, providing ample opportunities for connection and enjoyment.If you're looking for a more budget-friendly option, consider visiting in October. This month offers a lovely autumn experience, with fewer crowds and a chance to enjoy the beautiful fall foliage in a more tranquil setting. The mild temperatures and crisp air make it a wonderful time for hiking and enjoying the scenic landscapes.
Are all fees included in the Upper West Side holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Upper West Side holiday homes with parking?
Stayz offers a wide selection of holiday homes in Upper West Side with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Upper West Side holiday homes?
You can find great discounts on holiday homes in Upper West Side on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Upper West Side holiday home booking on Stayz?
To find Upper West Side holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Upper West Side?
A long-stay holiday home in Upper West Side is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Upper West Side holiday home?
Book your Upper West Side holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Upper West Side?
Prices for holiday homes in Upper West Side vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Upper West Side to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.