Wading River vacation rentals

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Top-rated vacation rentals in Wading River

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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.

Jan 25 – Feb 1

$650 per night

Guest favorite

Apartment in Port Jefferson Station

4.97 out of 5 average rating, 144 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.

Feb 25 – Mar 4

$114 per night

Guest favorite

Apartment in Patchogue

4.88 out of 5 average rating, 148 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

Sep 22 – 29

$104 per night

Guest favorite

Cabin in Rocky Point

4.9 out of 5 average rating, 387 reviews

Great little place just for a couple

The outdoor courtyard is especially nice and private-,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton!

Nov 26 – Dec 3

$119 per night

Guest favorite

Guest suite in Wading River

4.9 out of 5 average rating, 230 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”. Walking/driving directions to local beaches,15minute walk to our community beach(.6mi away).Niks deli nearby.Minutes by car to wineries breweries,farm stands,EastWind 2 mi,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house. Rarely need access to your hallway to get to our basement.Would arrange.

Apr 29 – May 6

$92 per night

Guest favorite

Home in Brookhaven

4.95 out of 5 average rating, 125 reviews

Beautiful & Independent Guest House near the water

Welcome to our beautiful yet very private guest house in Brookhaven. You are walking distance from the Deer Run Farm (fresh eggs every morning), Post-Morrow Nature Trails and a short drive to Bellport Village Historic District. We are also very close to Wine Country, The Hamptons & Fire Island. We offer all the accommodations you might need for longer stays Washer & Dryer; Dishwasher; High Speed internet and TVs with all the premium channels. EV Charger available (Tesla - Fees applies).

Feb 7 – 14

$154 per night

Guest favorite

Home in Holbrook

4.91 out of 5 average rating, 235 reviews

Cozy studio

We are 10 minutes away to MacArthur Airport in Islip, 5 minutes to shopping center where you can find supermarkets, restaurants, and stores. We are 10 minutes away from LIRR train station where you can get a ride to Manhattan. Although the studio is centrally located a car or Uber is recommended,. You'll have your own bathroom, kitchen with microwave, coffee maker, toaster, fridge, air conditioner, tv with cable and internet. Our study is a FREE SMOKING PLACE! Not smoking or vaping!

Jun 19 – 26

$103 per night

Guest favorite

Home in Rocky Point

4.91 out of 5 average rating, 177 reviews

The Katalpa House -by the beach

-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

Dec 9 – 16

$141 per night

Guest favorite

Cottage in Patchogue

4.95 out of 5 average rating, 202 reviews

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Feb 1 – 8

$127 per night

Guest favorite

Guest suite in Sound Beach

4.92 out of 5 average rating, 100 reviews

Charming fully equipped apt near Farms & Beaches!

Hello and welcome! We offer a wonderful AirBnB experience for everyone from the weekend traveler to the long-term guest. Close to Stony Brook, Port Jefferson, Long Island Railroad, multiple beaches (5-45 min drives), several youth sports venues, and countless farm stands. We hope that you enjoy your stay! Please read on for more information, including the house rules.

Aug 23 – 30

$92 per night

Guest favorite

Apartment in Rocky Point

4.94 out of 5 average rating, 122 reviews

North shore Guest Room.

This apartment is our guest room with outside private entrance and off street parking. Apartment has a refrigerator, microwave, coffee maker, and toaster oven. Queen bed and a twin pullout couch bed is provided. The place is appropriate for a short stay as an affordable alternative to hotel stay.

Aug 7 – 14

$83 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wading River vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

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

Apartment in Stony Brook

4.99 out of 5 average rating, 128 reviews

Home Away From Home To SBU & SB Hospital

Jan 26 – Feb 2

$125 per night

Guest favorite

Guest suite in Patchogue

4.93 out of 5 average rating, 267 reviews

Shores Retreat Suite - Peaceful Relaxation

Jun 19 – 26

$164 per night

Guest favorite

Apartment in Mastic

5.0 out of 5 average rating, 14 reviews

The Cozy Cellar | Private Art Deco Apartment

Feb 23 – Mar 2

$60 per night

Guest favorite

Cabin in Wading River

4.92 out of 5 average rating, 61 reviews

Muwu in Wading River

Sep 2 – 9

$406 per night

Guest favorite

Home in Ridge

4.9 out of 5 average rating, 41 reviews

Lilac Stays

Sep 21 – 28

$135 per night

Guest favorite

Apartment in Center Moriches

4.87 out of 5 average rating, 23 reviews

Modern Private Studio close to the hamptons

Mar 16 – 23

$109 per night

Guest favorite

Apartment in Rocky Point

4.9 out of 5 average rating, 67 reviews

Cozy, quiet studio by beaches/North Fork wineries

Sep 30 – Oct 7

$148 per night

Guest favorite

Guest suite in Shirley

4.8 out of 5 average rating, 30 reviews

JD Cozynest

Jan 13 – 20

$94 per night

Show all

Other great vacation rentals in Wading River

Superhost

Apartment in Medford

4.89 out of 5 average rating, 88 reviews

Cozy Apartment with King Bed - Separate Entrance

Aug 12 – 19

$96 per night

Superhost

Cottage in Calverton

4.81 out of 5 average rating, 103 reviews

Renovated Cottage, steps to the Beach & Wine Trail

Oct 3 – 10

$357 per night

Guest favorite

Guesthouse in Shirley

4.97 out of 5 average rating, 34 reviews

La casita J place

Nov 13 – 20

$142 per night

Guest favorite

Apartment in Centereach

4.93 out of 5 average rating, 14 reviews

Stony Brook Sanctuary: Hideaway near the Hospital

Jun 20 – 27

$89 per night

Guest favorite

Apartment in Shirley

5.0 out of 5 average rating, 22 reviews

Boho Beach Vibez Retreat! Private entrance

Oct 9 – 16

$126 per night

Superhost

Home in Sound Beach

4.8 out of 5 average rating, 30 reviews

Beach House on LI Sound Waterfront

Dec 5 – 12

$584 per night

Guest favorite

Cottage in Baiting Hollow

4.91 out of 5 average rating, 44 reviews

Cottage in Calverton

Sep 26 – Oct 3

$308 per night

Guest favorite

Cottage in Calverton

5.0 out of 5 average rating, 88 reviews

Riverhead Farmhouse

Aug 25 – Sep 1

$328 per night

Show all

Quick stats about vacation rentals in Wading River

Total rentals
50 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
$10 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.
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 30 house rentals with air conditioning in Wading River. Enjoy a tailored experience with all the comforts you desire.

Wading River vacation rentals

Top-rated vacation rentals in Wading River

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Wading River vacation rentals

Stay near Wading River's top sights

Other great vacation rentals in Wading River

Apartment in Stony Brook

Guest suite in Patchogue

Apartment in Mastic

Cabin in Wading River

Home in Ridge

Apartment in Center Moriches

Apartment in Rocky Point

Guest suite in Shirley

Other great vacation rentals in Wading River

Apartment in Medford

Cottage in Calverton

Guesthouse in Shirley

Apartment in Centereach

Apartment in Shirley

Home in Sound Beach

Cottage in Baiting Hollow

Cottage in Calverton

Quick stats about vacation rentals in Wading River

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Wading River?

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

Do house rentals in Wading River have a gym?

Do house rentals in Wading River have a bbq area?

Are there family-friendly house rentals in Wading River?

Do house rentals in Wading River have wireless internet?

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

Do house rentals in Wading River have air conditioning?

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