Wading River vacation rentals

We found 1,961 vacation rentals — enter your dates for availability

Discover a selection of 33 homes and other vacation rentals in Wading River that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include cable TV and a washer and dryer. Whatever you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Wading River

Showing deals for:Apr 17 - Apr 24

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9.6 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)

Ultimate Hamptons Escape With Chef's Kitchen

East Quogue

13% off
Price is $3,053
$21,373 for 7 nights
All fees included
Ultimate Hamptons Escape With Chef's Kitchen

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Find out more about Wading River

Why visit Wading River

  • Scenic Beaches: Enjoy the picturesque shores along Long Island Sound, perfect for relaxation and family fun.
  • Outdoor Activities: Explore state parks and engage in outdoor adventures like hiking and biking.
  • Charming Vineyards: Visit local vineyards for delightful wine tastings and scenic views.
  • Picturesque Drives: Take a leisurely drive down Pond View Drive for stunning landscape views.
  • Diverse Accommodations: Choose from cozy cottages, private vacation homes, and convenient apartments for a comfortable stay.

Popular types of accommodation in Wading River

If you're considering a getaway to Wading River, you'll find a variety of accommodation options to suit your needs. Our most popular choices include houses, cozy cottages, and convenient apartments. Whether you're looking for a waterside balcony to enjoy scenic views, laundry facilities for extended stays, or a peaceful retreat in woodland acres, we have the perfect single-family options to make your vacation memorable.

  • Houses: The top choice for visitors to Wading River, these homes offer spacious and comfortable accommodations ideal for families or groups.
  • Cottages: A charming and quaint option, perfect for those seeking a cozy and intimate getaway in a picturesque setting.
  • Apartments: A practical choice for travelers, providing the convenience of home with easy access to local attractions.
  • Condos: These modern spaces offer amenities and a community feel, making them a great option for vacationers.
  • Villas: Luxurious and spacious, villas provide an upscale retreat for those looking to indulge during their stay.**

Top attractions in and around Wading River

Wading River, New York, is a fantastic destination for outdoor enthusiasts and families alike, offering a blend of scenic beauty and cultural experiences. Visitors can enjoy beautiful beaches, explore nearby state parks, and discover modern college campuses. With a variety of activities available, Wading River is perfect for those seeking relaxation and adventure in a captivating natural setting.

  • Stony Brook University: A vibrant institution with a modern campus featuring impressive architecture, art installations, and a lively atmosphere. Explore its beautiful grounds and engage with a diverse community.
  • Wildwood State Park: This expansive park offers thrilling outdoor adventures, scenic hiking trails, and stunning views of nature. Perfect for picnicking, bird-watching, and enjoying a peaceful retreat.
  • Wading River Landing: A picturesque beach boasting soft sands and gentle waves, ideal for sunbathing, swimming, or relaxing by the water. Experience the soothing beach vibes and breathtaking sunsets.

Things to do recommended for couples

For a romantic getaway in Wading River, try mini-golf at Out East Family Fun, indulge in wine tasting at Jamesport Vineyards, or experience the thrill of skydiving at Long Island Skydiving Center. Each offers unique adventures just a short drive away, perfect for couples.

Things to do recommended for families

Families visiting Wading River can have a splashing good time at Splish Splash Water Park, unwind at Safari Adventure, and explore the fun-filled arcade at Boomers. Medford, all offering unique experiences just a short drive away.

Things to do recommended for groups

Explore the Tanger Outlet Center for shopping and entertainment just 7 miles away, play a round at the Swan Lake Golf Club only 4 miles away, or experience the thrill of racing at Riverhead Raceway, also 7 miles away. Perfect activities for your group getaway.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Wading River

When traveling with a group, family, or pets, or if you're seeking extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Wading River with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Wading River with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Wading River: For many families, a vacation isn’t truly complete without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Wading River: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Wading River

Wading River, New York, offers a delightful getaway for families and outdoor enthusiasts alike. Explore charming family homes and local vineyards that evoke a warm, welcoming vibe. Enjoy scenic views along Long Island Sound and take a leisurely drive down Pond View Drive to soak in the picturesque landscapes. Whether you're seeking a romantic escape or a fun-filled family vacation, Wading River and its surrounding areas promise memorable experiences for every traveler.

  • Riverhead: Riverhead is a vibrant city located 10 miles from Wading River, offering a delightful mix of family-friendly activities and outdoor adventures. Visitors can enjoy a day at the local water park, indulge in shopping at various retail outlets, or hit the greens at one of the nearby golf courses. Riverhead is also home to beautiful beaches and a popular theme park, making it an ideal destination for families and those seeking entertainment. With its convenient access to natural attractions, Riverhead provides a perfect blend of leisure and excitement.
  • East Shoreham: Just 2 miles from Wading River, East Shoreham is a charming village perfect for outdoor enthusiasts and adventure seekers. This community offers a variety of recreational activities, including golfing and educational programs. East Shoreham's proximity to picturesque beaches and the nearby national state park makes it a great spot for hiking and exploring nature. Visitors can also appreciate the quaint atmosphere and local charm, making it a perfect getaway for those looking to enjoy sports and outdoor fun.
  • Calverton: Situated 6 miles from Wading River, Calverton is a lively city that caters to families and entertainment seekers alike. With attractions like a water park and several well-maintained golf courses, there is no shortage of activities for visitors. Calverton also boasts beautiful beaches and a theme park, perfect for a day of family fun. Whether you're looking to relax by the water or engage in thrilling rides, Calverton provides an enjoyable experience for all ages.

Best time to go to Wading River

If you're planning a trip to Wading River, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.0°F (1.1°C)Light RainMostly SunnyModerately LowModerately Low
February34.7°F (1.5°C)Light RainMostly SunnyAverageModerately Low
March39.9°F (4.4°C)Light RainMostly SunnyAverageModerately Low
April48.9°F (9.4°C)Light RainMostly SunnyModerately HighAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June67.5°F (19.7°C)Light RainMostly SunnyModerately HighModerately High
July75.0°F (23.9°C)Light RainMostly SunnyModerately HighModerately High
August74.7°F (23.7°C)Light RainMostly SunnyAverageModerately High
September68.7°F (20.4°C)Light RainMostly SunnyAverageAverage
October59.5°F (15.3°C)Light RainMostly SunnyAverageAverage
November48.7°F (9.3°C)Light RainMostly SunnyModerately LowAverage
December40.8°F (4.9°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for an extended stay. To discover a Vrbo property that suits your budget, take advantage of our filters to narrow down your options by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash on the total booking amount. Being the organizer certainly has its perks. Sign up for our One Key rewards program to unlock exclusive member discounts and accumulate OneKeyCash on eligible stays. Register today and begin enjoying your rewards.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new trips, resume your previous work, or manage your travel arrangements. All your saved or booked properties are neatly organized into categories: Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The charming area of Wading River awaits your stay

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

Sightseeing in and around Wading River

Do you want to find attractions to see in the city? Venture out of your vacation home and experience everything that makes Wading River a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Wading River. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • 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 center. If you can't find a flight that works for your travel itinerary, you could book a flight to 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 vacation rental?
When considering a vacation rental in Wading River, New York, a popular area to stay is near the scenic North Shore of Long Island. This area is known for its picturesque landscapes and tranquil atmosphere, making it a great retreat for those looking to unwind.

Staying close to the Wading River Beach offers guests easy access to the beautiful shoreline, where you can enjoy swimming, sunbathing, and stunning sunsets. Additionally, the nearby Wildwood State Park provides ample opportunities for hiking, picnicking, and exploring nature, making it a great spot for outdoor enthusiasts.

In terms of vacation rentals, there are a variety of properties available in this area, ranging from cozy cottages to spacious family homes. Many of these rentals provide a peaceful environment, allowing you to fully immerse yourself in the natural beauty of the region.

Another popular attraction in Wading River is the picturesque vineyards and wineries that dot the North Fork. Staying in this area gives you the chance to explore local wine tastings and vineyard tours, offering a delightful experience for wine lovers.
How much does it cost to rent a vacation home in Wading River?
Prices for vacation 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 vacation 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 north shore of Long Island offers excellent options. The vicinity near the picturesque Wading River Beach is particularly appealing, where travelers can find charming vacation homes that provide direct access to sandy shores and stunning views of the Long Island Sound. Many of these properties feature amenities such as spacious decks for outdoor entertaining, private grills, and fully equipped kitchens, making them superb for family gatherings or relaxing getaways.

Additionally, the nearby Wildwood State Park is a great draw for nature lovers, offering hiking trails and picnic areas. Rentals in this area often come with a rustic charm, featuring outdoor fire pits and ample yard space for children to play. Visitors can also expect proximity to local markets and eateries, enhancing the convenience of their stay.

Exploring further, the scenic views along the coastline and the tranquil atmosphere of the Wading River area create an inviting environment for beach house rentals. Many properties boast features like beach access paths, outdoor showers, and cozy living spaces with fireplaces, ideal for unwinding after a day spent by the water.
What is the most popular type of vacation rental accomodation in Wading River?
In Wading River, vacation houses are the most popular type of rental, with about 22 available in the area. These homes often feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios, making them ideal for families or groups looking to enjoy the coastal charm of Long Island. Additionally, there are several apartments and cabins available, providing alternative options for those seeking a more compact or rustic experience.
Are there any family house rentals in Wading River?
In Wading River, New York, families will find a variety of vacation rentals—approximately 20 homes are available, suiting the needs of travelers with children. This charming area offers spacious rooms with features such as large living rooms, fully equipped kitchens for preparing family meals, and outdoor areas great for children to play. Many properties also include amenities like Wi-Fi and air conditioning, ensuring comfort throughout your stay.

Nearby points of interest include the beautiful beaches along the Long Island Sound and various nature preserves, which provide excellent opportunities for hiking and exploring. Additionally, the locale is close to local farms and vineyards, where families can enjoy seasonal activities like berry picking or wine tastings.
Can I rent a vacation home with a pool or hot tub in Wading River?
In Wading River, there are several vacation homes available for rent that feature pools and hot tubs. This charming area on Long Island's North Shore offers a mix of serene landscapes and proximity to the beach, making it an attractive destination for travelers seeking relaxation. Many of the rentals come with amenities such as private pools, spacious outdoor decks, and well-equipped kitchens, ideal for family gatherings or group getaways. Additionally, some properties may include features like fire pits and expansive gardens, allowing guests to enjoy the beautiful surroundings while unwinding after a day of exploring the local attractions.
Can I find long-stay vacation rentals in Wading River?
A long-stay vacation rental in Wading River is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Wading River?
In Wading River, there are a variety of pet-friendly house rentals available, making it a great destination for travelers looking to bring their furry friends along. Many of these rentals offer spacious backyards, allowing pets to roam freely while enjoying the beautiful surroundings. Expect amenities such as fully equipped kitchens, comfortable living spaces, and outdoor areas superb for barbecues or relaxing in the sun.

The area is known for its proximity to scenic parks and nature reserves, which provide ample opportunities for outdoor activities with pets. Nearby, the scenic Wildwood State Park features walking trails and beach access, making it a wonderful spot for pet owners to explore nature together. Additionally, the charming local community offers pet-friendly cafes and shops, ensuring that both you and your pets feel welcome.
Are there any remote work vacation rentals in Wading River?
In Wading River, New York, there are numerous vacation rentals well-suited for remote work, with about 22 options available. Properties in this area typically offer essential amenities for productivity, including high-speed Wi-Fi, dedicated office spaces, and comfortable desks with chairs. Many rentals also provide a safe for securing personal belongings, ensuring a comfortable and secure working environment.

The charming community of Wading River is located near scenic spots such as the Long Island Sound and various nature preserves, offering opportunities for breaks and relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wading River vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Wading River with parking available—perfect for families or travelers 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 for preparing meals, WiFi for staying connected, and patios that provide outdoor space to relax. Many rentals also offer water views, enhancing the scenic experience of this charming area. Travelers can expect to find coffee and tea makers in their accommodations, making it convenient to enjoy a warm beverage while taking in the tranquil surroundings.
When is the best time to visit Wading River for a vacation rental?
The best time to book a vacation rental in Wading River is during the peak summer season, which runs from June to August. This period draws visitors eager to soak up the sun on the beautiful beaches and enjoy various outdoor activities. July, in particular, stands out as the most popular month, when families and travelers flock to the area to take advantage of warm weather and vibrant local events.

During these summer months, you can expect pleasant temperatures ranging from the mid-70s to the low 80s Fahrenheit, superb for swimming, kayaking, and enjoying scenic hikes along the picturesque Long Island coastline. The lively atmosphere is complemented by local festivals, farmers' markets, and opportunities for wine tasting at nearby vineyards.

For those looking for a more budget-friendly option, consider visiting in December. While this is the low season, it offers a unique charm with fewer crowds and the opportunity to explore the area's winter activities, including cozy local dining experiences and holiday festivities.

Ultimately, your ideal time to visit Wading River depends on your preference for a bustling summer getaway or a quieter, more reflective winter experience.
How early should I book a Wading River vacation rental?
Book your Wading River vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Wading River?
In Wading River, visitors can enjoy a range of attractions that highlight the area's natural beauty and local charm. The scenic Wading River itself offers opportunities for kayaking and fishing, making it a great spot for outdoor enthusiasts. Nearby, the picturesque Wildwood State Park provides hiking trails, picnic areas, and access to sandy beaches along the Long Island Sound, ideal for a day of relaxation and exploration.

Additionally, the area is close to the North Fork Wine Region, where travelers can visit various vineyards and enjoy wine tastings in a beautiful rural setting. One can also explore local farms and markets that showcase fresh produce and artisanal goods.
Can I change or cancel my Wading River home rental booking on Vrbo?
To find Wading River vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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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