Photo by Ellen Conroy

Wading River holiday lettings

We found 1,951 holiday rentals — enter your dates for availability

Discover a selection of 35 homes and other holiday rentals in Wading River that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, including air conditioning and Wi-Fi. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Wading River

Showing deals for:20 Feb - 27 Feb

Image gallery for Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Private pool
9.6 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton, NY

12% off
Price is £10,570
for 7 nights, 1 home
£1,510 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Find spaces that suit your style

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    Enjoy full kitchens, pools, gardens and more

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    More space, more privacy, more amenities — more value

The charming area of Wading River awaits your stay

Enjoy the wineries and other features of Wading River. Travellers especially like the shopping, spas and restaurants in this romantic and relaxing city. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Wading River

Are you hoping to discover attractions to visit while you're in town? Venture out of your holiday home and experience everything that Wading River has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Swan Lake Golf Club (4.3 mi / 7 km)
  • Splish Splash Water Park (6.1 mi / 9.9 km)
  • Long Island Game Farm (7.6 mi / 12.2 km)
  • Jamesport Vineyards (12.8 mi / 20.6 km)
  • Clovis Point (14.1 mi / 22.6 km)
  • Macari Vineyards (14.5 mi / 23.4 km)

Exploring the natural landscape of Wading River

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Wading River. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Smith Point County Park (13.6 mi / 21.9 km)
  • Cupsoque Beach (13.7 mi / 22 km)
  • Fire Island National Seashore (16.3 mi / 26.2 km)
  • Shorefront Park (16.3 mi / 26.3 km)
  • Avalon Park and Preserve (16.4 mi / 26.4 km)
  • Lake Ronkonkoma (16.9 mi / 27.1 km)

How to get to and around Wading River

The nearest airport is in Shirley, NY (WSH-Brookhaven Calabro), located 8.7 mi (14.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Westhampton, NY (FOK-Francis S. Gabreski), which is 12.9 mi (20.8 km) away.

Frequently asked questions

What is the best area to stay in Wading River when booking a holiday rental?
When considering a holiday rental in Wading River, New York, the best area to stay is near the scenic North Shore, which offers a charming blend of natural beauty and local attractions. This neighbourhood is particularly appealing for those looking to immerse themselves in the tranquillity of the Long Island countryside while still being close to the vibrant coastal activities.

One of the highlights of staying in this area is its proximity to the stunning beaches along Long Island Sound, superb for relaxing strolls or enjoying water activities. Just a short drive away, you'll find the picturesque Wildwood State Park, which features lovely trails and picnic areas, making it an ideal spot for nature lovers and families. Additionally, the nearby vineyards of the North Fork offer delightful wine-tasting experiences, showcasing the local viticulture that has gained recognition over the years.
How much does it cost to rent a holiday home in Wading River?
Prices for holiday rentals in Wading River 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 Wading River 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 Wading River holiday house rentals?
You can find great discounts on house rentals in Wading River 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.
Where are the best areas for renting a beach house in Wading River?
For renting a beach house in Wading River, New York, the area along the Long Island Sound offers a picturesque setting ideal for travellers seeking a coastal retreat. The neighbourhood near Wading River Beach is particularly popular, as it provides direct access to sandy shores and stunning sunsets over the water. Many properties in this area feature amenities such as spacious decks, outdoor grills, and private beach access, superb for relaxing and entertaining after a day of sun and surf.

Additionally, the nearby Wildwood State Park is a fantastic spot for nature lovers, providing opportunities for hiking and picnicking. Rentals around this park often come with features like large backyards, fire pits, and easy access to walking trails, making them suitable for families and groups looking to enjoy both beach and nature experiences. The local area also includes charming shops and eateries, enhancing the convenience for those staying in the beach houses.
What is the most popular type of holiday rental accomodation in Wading River?
In Wading River, holiday houses are the most popular type of accommodation, with around 21 available throughout the area. These houses typically offer spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, making them superb for families or groups looking to enjoy the natural surroundings. Additionally, there are several apartments and cabins available, providing a variety of options for those seeking a more compact or rustic stay.
Are there any family house rentals in Wading River?
In Wading River, New York, there are numerous family-friendly house rentals available—specifically, around 19 options to choose from. This charming area is known for its picturesque surroundings and proximity to various outdoor activities. Many homes in the locale offer spacious living areas, well-equipped kitchens, and outdoor spaces superb for children to enjoy. Amenities such as Wi-Fi, air conditioning, and laundry facilities are often included to ensure a comfortable stay for families.
Can I rent a holiday home with a pool or hot tub in Wading River?
In Wading River, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing choice for travellers seeking relaxation and leisure. This picturesque area on Long Island's North Shore offers a tranquil setting with its scenic beauty and proximity to nature. Many of the rentals provide amenities such as private swimming pools, outdoor patios, and hot tubs, great for unwinding after a day of exploration.
Can I find long-stay holiday rentals in Wading River?
A long-stay holiday rental in Wading River 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.
Are there pet-friendly house rentals in Wading River?
In Wading River, there are several pet-friendly house rentals available, offering a welcoming environment for those travelling with their furry companions. Many of these properties come with spacious yards, great for pets to roam, as well as amenities such as fully equipped kitchens and comfortable living areas, making for a relaxing stay.
Are there any remote work holiday rentals in Wading River?
In Wading River, New York, there are numerous remote work holiday rentals available, with around 23 options to choose from. This charming town, located on the North Fork of Long Island, provides a serene environment that is superb for those looking to balance work and leisure. Many of the properties come equipped with essential amenities such as dedicated workspaces, including desks and comfortable chairs, alongside reliable Wi-Fi connectivity, ensuring a productive remote working experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wading River holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Wading River 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.
What are popular rental amenities in Wading River?
In Wading River, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also feature patios, great for outdoor relaxation and enjoying the fresh air. Additionally, you can expect amenities like coffee makers in the rooms, cookware, dishware, and utensils, as well as microwaves for convenience.
When is the best time to visit Wading River for a holiday rental?
The best time to book a holiday rental in Wading River is during the vibrant summer months, particularly from June to August. This peak season draws visitors eager to soak up the sun and enjoy an array of outdoor activities along the beautiful shores of Long Island. With pleasant temperatures averaging around 25°C, it's the great time for beach outings, kayaking, and exploring the nearby parks.

July stands out as the most popular month, bustling with families and friends taking advantage of the warm weather. The lively atmosphere is complemented by local festivals, farmers' markets, and an array of dining options, making it an ideal time for those looking to immerse themselves in a community vibe.

If you're seeking a more budget-friendly option, consider visiting in December. While it's a quieter time, Wading River offers a unique charm during the winter months, with opportunities for peaceful walks in scenic landscapes and a chance to experience the holiday spirit in a slower-paced environment.
How early should I book a Wading River holiday rental?
Book your Wading River 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 Wading River home rental booking on Vrbo?
To find Wading River 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 Wading River 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.

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