Wading River vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Wading River

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Mar 26 – Apr 2

R14,122 ZAR per night
Guest favorite

Apartment in Port Jefferson Station

4.97 out of 5 average rating, 141 reviews

All Private Bright Spacious Close to All

DISINFECTED AND CLEANED BEFORE YOU ARRIVE! Spacious ground level PRIVATE apt with lots of natural light. Full kitchen/new stove/fridge/Keurig.Bedrm- queen sz bed, living rm -queen sz sofa sleeper. Also available is queen air mattress w/ topper. Washer/Dryer. Minutes away to the Port Jeff Village shops&restaurants/Ferry/LIRR, hospitals, & Stony Brook. Small beaches 10-15min drive, large beaches,Shop Outlets & Wineries 25 -60 minute. PLEASE NOTE: Extra $2 Daily Fee for charging electric car.

Nov 10 – 17

R2,533 ZAR per night
Guest favorite

Apartment in Patchogue

4.88 out of 5 average rating, 144 reviews

1 Bedroom Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

Jul 28 – Aug 4

R2,253 ZAR per night

Popular amenities for Wading River vacation rentals

Stay near Wading River's top sights

Wading River Beach8 locals recommend
The Shoppes at East Wind12 locals recommend
East Wind Long Island7 locals recommend
Phil's15 locals recommend
Greek Island Diner4 locals recommend
Fink's Country Farm10 locals recommend

Other great vacation rentals in Wading River

Guest favorite

Guest suite in Cutchogue

4.88 out of 5 average rating, 582 reviews

Walk to Vineyards, Beaches, Farms & Town

Aug 27 – Sep 3

R3,073 ZAR per night
Guest favorite

Apartment in Coram

4.93 out of 5 average rating, 154 reviews

Private Apartment- close to shops, Pt. Jeff., SBU

Feb 9 – 16

R2,853 ZAR per night
Guest favorite

Home in Brookhaven

4.95 out of 5 average rating, 122 reviews

Beautiful & Independent Guest House near the water

Oct 8 – 15

R3,609 ZAR per night
Superhost

Apartment in Port Jefferson Station

4.87 out of 5 average rating, 514 reviews

The Palm Tree 2nd Floor Suite

May 5 – 12

R2,099 ZAR per night
Guest favorite

Guesthouse in Brookhaven

4.97 out of 5 average rating, 215 reviews

The Unhampton

Nov 5 – 12

R3,098 ZAR per night
Guest favorite

Guesthouse in Jamesport

4.97 out of 5 average rating, 104 reviews

Walk to Beautiful Beach in Heart of Wine Country

Feb 21 – 28

R7,431 ZAR per night
Guest favorite

Apartment in Center Moriches

5.0 out of 5 average rating, 19 reviews

Modern Private Studio Perfect for Relaxing Getaway

Feb 3 – 10

R2,437 ZAR per night
Guest favorite

Cabin in Wading River

4.92 out of 5 average rating, 60 reviews

Muwu in Wading River

Aug 6 – 13

R8,837 ZAR per night
Guest favorite

Home in Ridge

4.9 out of 5 average rating, 41 reviews

Lilac Stays

Jul 27 – Aug 3

R2,965 ZAR per night
Guest favorite

Guest suite in Shirley

4.83 out of 5 average rating, 29 reviews

JD Cozynest

Sep 15 – 22

R2,045 ZAR per night
Guest favorite

Cottage in Miller Place

4.99 out of 5 average rating, 78 reviews

Cozy Country Cottage #2

Dec 9 – 16

R3,068 ZAR per night
Guest favorite

Cottage in Wading River

4.86 out of 5 average rating, 84 reviews

Cozy Sound-side Cottage steps from beach

Oct 5 – 12

R6,363 ZAR per night

Other great vacation rentals in Wading River

Guest favorite

Place to stay in Coram

5.0 out of 5 average rating, 51 reviews

T&T Unique Space

Apr 9 – 16

R2,210 ZAR per night
Guest favorite

Apartment in Medford

4.88 out of 5 average rating, 24 reviews

Blue apartment in Long Island, Ny

Jan 18 – 25

R2,096 ZAR per night
Superhost

Home in Sound Beach

4.8 out of 5 average rating, 30 reviews

Beach House on LI Sound Waterfront

Jan 28 – Feb 4

R12,731 ZAR per night
Guest favorite

Cottage in Yaphank

4.84 out of 5 average rating, 45 reviews

Beautiful Waterfront Cottage

Dec 25 – Jan 1

R2,866 ZAR per night
Guest favorite

Home in Coram

4.9 out of 5 average rating, 48 reviews

JC Entire Apt remodeled 8Min to Airport and Ferry

Jan 20 – 27

R2,559 ZAR per night
Guest favorite

Home in Shoreham

4.96 out of 5 average rating, 26 reviews

3R'S OASIS (Relax/Refresh/Rest)Home Away from Home

Oct 4 – 11

R13,922 ZAR per night
Guest favorite

Guesthouse in Shirley

4.97 out of 5 average rating, 30 reviews

La casita J place

Oct 30 – Nov 6

R3,074 ZAR per night
Guest favorite

Cottage in Baiting Hollow

4.91 out of 5 average rating, 44 reviews

Cottage in Calverton

Feb 6 – 13

R7,825 ZAR per night
Guest favorite

Home in Rocky Point

4.98 out of 5 average rating, 66 reviews

Luxury modern farmhouse with heated pool & hot tub

Nov 10 – 17

R14,313 ZAR per night
Guest favorite

Home in Rocky Point

5.0 out of 5 average rating, 16 reviews

Relax in this bright and cheerful Cottage.

Mar 7 – 14

R4,914 ZAR per night
Guest favorite

Cottage in Calverton

4.94 out of 5 average rating, 18 reviews

A Cheerful 2 - Bedroom Cottage

May 30 – Jun 6

R6,924 ZAR per night
Guest favorite

Tiny home in Mastic

4.95 out of 5 average rating, 63 reviews

Cozy craftsman style home close to beaches

May 7 – 14

R5,305 ZAR per night

Quick stats about vacation rentals in Wading River

Total rentals

50 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

1.5K reviews

Nightly prices starting at

R190 ZAR before taxes and fees

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Wading River?

    Four-legged friends are welcome in Wading River. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Wading River?

    Yes! Work meets play with ease at over 10 vacation rentals in Wading River featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Wading River vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Wading River, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Wading River have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Wading River. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wading River have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Wading River. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Wading River?

    Wading River has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Wading River have wireless internet?

    Absolutely! We offer over 30 house rentals with wireless internet in Wading River. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Wading River?

    Experience the best of Wading River with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Wading River have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Wading River. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Wading River?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 40 homes with air conditioning, over 10 homes with a bbq area, over 30 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Wading River