South Side holiday lettings

We found 52 holiday rentals — enter your dates for availability

Discover a selection of 15 apartments and other holiday rentals in South Side that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as parking and a TV. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

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Frequently asked questions

What is the most popular type of holiday rental in South Side?
In South Side, apartments are the most common type of holiday rental, with about 13 available in this vibrant area. These apartments typically feature modern amenities such as fully equipped kitchens, spacious living areas, and often include conveniences like Wi-Fi and laundry facilities. Many are situated close to local attractions, allowing easy access to the cultural and historical sites that South Side has to offer.
How much does it cost to rent a holiday home in South Side?
Prices for holiday rentals in South 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 South 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 South Side holiday house rentals?
You can find great discounts on house rentals in South 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 South Side holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in South 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 South Side?
A long-stay holiday rental in South 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 South Side for a holiday rental?
The best time to visit South Side is during the peak season from May to July, when the area buzzes with energy and excitement. This vibrant period draws travellers eager to experience the local culture, outdoor festivals, and the lively atmosphere that summer in South Side brings. With temperatures typically ranging from the mid-teens to low 30s Celsius, visitors can comfortably enjoy sightseeing and outdoor activities, making it an ideal time for those looking to explore the area.

July stands out as the most popular month to visit, with a variety of events and attractions that cater to diverse interests. From music festivals to art fairs, South Side offers a lot of experiences that are great for those who appreciate quality and convenience. The warm weather also allows for leisurely strolls through parks and along the waterfront, where you can soak up the local charm.

For budget-conscious travellers, October presents an excellent opportunity to explore South Side at a more leisurely pace. This month, while quieter, still showcases the beauty of autumn, with stunning fall foliage providing a picturesque backdrop for exploration. It's a fantastic time for those who enjoy a more intimate atmosphere and the chance to engage with the local community without the bustling crowds.
Are there any remote work holiday rentals in South Side?
In South Side, New York, there are several remote work holiday rentals available, with around 12 options to choose from. This area is known for its vibrant community and proximity to various local attractions, making it an appealing choice for travellers who wish to combine work and leisure. Many of the properties are equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated desk spaces, and comfortable desk chairs, ensuring that you can maintain productivity during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a South Side holiday rental?
Book your South 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.
What are the top attractions in South Side?
In the South Side of New York, visitors can explore a variety of attractions that showcase the area's cultural richness. The neighbourhood is known for its vibrant arts scene, with numerous galleries and performance spaces. The historic Apollo Theater, located in nearby Harlem, is a must-visit for those interested in music and entertainment, often hosting live performances and events.

The Studio Museum in Harlem celebrates African-American art and culture, and is a key point of interest for art enthusiasts. For those looking to enjoy green spaces, Marcus Garvey Park offers ample opportunities for relaxation and outdoor activities.
Can I change or cancel my South Side home rental booking on Vrbo?
To find South 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the South 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.

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