Upper West Side holiday lettings

We found 605 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
Spacious great room
Wonderful
(12 reviews)

Luxury 4 bed 3 bath with saltwater pool/spa

Palm Springs

7% off
£6,784
for 7 nights, 1 villa
£969 per night
includes taxes & fees
Luxury 4 bed 3 bath with saltwater pool/spa
Welcome to Vista del Monte
Beautiful open sky
Grapevine filled arbors with fountain and partial view of cactus garden
Living room
Exceptional
(142 reviews)

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

Palm Springs

8% off
£4,831
for 7 nights, 1 home
£690 per night
includes taxes & fees
Private Spanish Villa Retreat - Saltwater Pool, Mountain Views, Bocce Ball, BBQ
Master bathroom 1 with walk in shower
Elevated spa
Breakfast bar
Covered alfresco dining
Exceptional
(16 reviews)

This Century Mod Special Summer Rates Now In Effect

Palm Springs

11% off
£3,167
for 7 nights, 1 home
£452 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
Master bedroom french doors open up to the pool
Exceptional
(55 reviews)

Good & Plenty Special Summer Rates Now In Effect

Palm Springs

11% off
£2,854
for 7 nights, 1 home
£408 per night
includes taxes & fees
Good & Plenty Special Summer Rates Now In Effect
Private kitchen
Pool
Room
Private kitchen
Exceptional
(47 reviews)

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

Palm Springs

7% off
£3,277
for 7 nights, 1 home
£468 per night
includes taxes & fees
UNPLUG, KICKBACK & RELAX @ this recently renovated mid century private escape!
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
Bubbles, giggles, and desert dreams  🌵 Soaking up the vibes one splash at a time in this Palm Springs hideaway. #HotTubHangouts #DesertEscape #AirbnbFind
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
☀️ This bright living room is the perfect spot to relax, sip a drink, and soak in the Palm Springs glow. #DesertChic #LivingRoomGoals #AirbnbFind
Exceptional
(5 reviews)

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

Palm Springs

20% off
£5,935
for 7 nights, 1 home
£848 per night
includes taxes & fees
Mr. Pink's MCM Alexander with Pool, Hot Tub, Fire Pit
Dining
picked twice in Architectural Digest's "best of"
Lounge room with 55" TV and design books
Large corner lot on cul de sac.
Exceptional
(11 reviews)

Mid-Century Modern Alexander - A Desert Garden

Palm Springs

7% off
£6,310
for 7 nights, 1 home
£901 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, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Upper West Side?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Upper West Side to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Upper West Side holiday house rentals?
You can find great discounts on house rentals in Upper West Side on Vrbo, 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.
Are there any Upper West Side holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
Can I find long-stay holiday rentals in Upper West Side?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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.
How early should I book a Upper West Side holiday rental?
Book your Upper West Side holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Upper West Side home rental booking on Vrbo?
To find Upper West Side holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Upper West Side holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.