Upper West Side holiday lettings

We found 601 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:8 Jan - 15 Jan

Spacious great room
Hotel style cabanas
large breakfast bar
Great Room with Curved Ultra HD Smart TV
Wonderful
(12 reviews)

Luxury 4 bed 3 bath with saltwater pool/spa

Palm Springs

7% off
£3,940
for 7 nights, 1 villa
£563 per night
includes taxes & fees
Luxury 4 bed 3 bath with saltwater pool/spa
Interior
Pool
Dining
Private kitchen
Exceptional
(18 reviews)

ENTERTERTAINERS DREAM BACKYARD

Palm Springs

6% off
£3,397
for 7 nights, 1 home
£485 per night
includes taxes & fees
ENTERTERTAINERS DREAM BACKYARD
Bright, sunny living room looking into back yard
Modern, well-equipped kitchen, stainless steel appliances
Dining Table seats 6
Dining
Exceptional
(177 reviews)

Beautiful! Remodeled Mid-Century Alexander w/ SALTWATER pool, spa, bikes, & more

Palm Springs

7% off
£2,905
for 7 nights, 1 home
£415 per night
includes taxes & fees
Beautiful! Remodeled Mid-Century Alexander w/ SALTWATER pool, spa, bikes, & more
Open space dining living room
Mickey mouse Head Shape designed by Steve McQueen in 1961.
Black & Whit minimalism interior
Krysel & Palmer Architecture
Exceptional
(16 reviews)

Former Steve McQueen's Midcentury Hideaway - Iconic Pool

Palm Springs

12% off
£4,323
for 7 nights, 1 villa
£618 per night
includes taxes & fees
Former Steve McQueen's Midcentury Hideaway - Iconic Pool
KITCHEN
Pool
MASTER BEDROOM
Living area
Exceptional
(12 reviews)

ENTERTAINERS DREAM BACKYARD WITH GORGEOUS MOUNTAIN VIEWS

Palm Springs

6% off
£3,853
for 7 nights, 1 home
£550 per night
includes taxes & fees
ENTERTAINERS DREAM BACKYARD WITH GORGEOUS MOUNTAIN VIEWS
Covered conversation area with panoramic San Jacinto Mountain views
Terrace/patio
Well equipped kitchen w/ bar seating for 6, gas range & stainless appliances
Open concept floor plan overlooking the backyard and pool
Exceptional
(50 reviews)

Geo Alexander Special Fall Rates Now In Effect

Palm Springs

11% off
£2,205
for 7 nights, 1 home
£315 per night
includes taxes & fees
Geo Alexander Special Fall Rates Now In Effect
Room
Pool
Private kitchen
Private kitchen
Exceptional
(47 reviews)

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

Palm Springs

7% off
£3,283
for 7 nights, 1 home
£469 per night
includes taxes & fees
UNPLUG, KICKBACK & RELAX @ this recently renovated mid century private escape!
Bright open-plan living, dining, and kitchen flowing toward pool-view sliders — the whole group fits and no one feels far from the action.
Bright pool deck with mountain views, teak sun loungers, hammock, and hot tub — your own Palm Springs oasis
Open-plan kitchen bar, white countertop island with bar stools, dining table for six, and pool views through sliding doors
Sunlit outdoor dining table for six with pool and lounge chairs in the background — dinner with a desert view.
Wonderful
(7 reviews)

Palm Springs Luxury: Pool, Hot Tub & Downtown Access

Palm Springs

10% off
£2,970
for 7 nights, 1 home
£424 per night
includes taxes & fees
Palm Springs Luxury: Pool, Hot Tub & Downtown Access
  • 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.