
House holiday rentals in Wading River
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Top-rated house rentals in Wading River
Guests agree: these houses are highly rated for location, cleanliness and more.

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

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!

“The Lighthouse” A Beach Cottage by the Sea!
Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

Secluded Farmhouse - Studio Apartment Style Unit
Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

Cottage in the heart of Stony Brook Village
Totally renovated 100 year old charming but modern cottage steps from the Three Village Inn, Country House Restaurant, Stony Brook Village, Jazz Club, Sand St. Beach, Avalon Park, Carriage museum and the Long Island Music & Entertainment Hall of Fame. You will have the private upper floor of the cottage with a private entrance. There is a spacious porch and front yard with lounge chairs where you can watch the deer, chipmunks, birds, & rabbits. Short ride to Stony Brook University.

Cozy home. Comfy living
The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

Port Jefferson Convenient, Cozy and Chic!
Bright, modern, newly renovated and landscaped space can sleep up to 6! Countless amenities including a kitchen with dishwasher, full size refrigerator. 3 bedrooms, 2 full baths, and common living space. Great for boaters or attending events in Port Jefferson, Stony Brook or anywhere on Long Island. We are a 1 minute drive or 10 minute walk from Port Jefferson Harbor and Ferry Dock. Centrally located on LI for easy access to LI rail road and bus routes.

Top Rated Gem | Fire Pit | BBQ | FFU | Near Beach
Welcome to Fairfield Cottage, a cozy retreat that beautifully combines comfort and stylish design for you and your guests. With thoughtful decor and essential amenities, you'll feel right at home. Conveniently located just 90 minutes to NYC, you can easily visit attractions like the Norwalk Aquarium, Beardsley Zoo, and local farms. Unwind at nearby Jennings and Penfield beaches located just 3 miles away, or explore the charming village of Southport.

Modern Farmhouse Steps to Beach & Love Lane
Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

Modern Farmhouse Retreat North Fork Wine Country
Escape to this modern farmhouse retreat in North Fork Wine Country. Enjoy a luxurious stay with a fully stocked kitchen, cozy fireplace, Spacious bedrooms, and spa-inspired bathrooms. Relax in peaceful surroundings close to farms, beaches, pumpkin & apple picking, Tanger Outlets, Splish Splash Water Park, and top wineries. Outdoor dining, private fire pit, scenic views, and nearby hiking trails make it perfect for families, couples, or friends.

Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

Luxury modern farmhouse with heated pool & hot tub
*pool closes end of October This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.
Popular amenities for house rentals in Wading River
House rentals with a pool

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Beach Barn w/ Heated Pool & Sauna - Dog Friendly

Peaceful Retreat in Immaculate Architect’s House

Stylish+Cozy Hamptons Winter Getaway-5min to Beach

1800 Historical EH Home, 1 Mile to Town!

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

Southampton Charmer, 5 bedrooms w pool - Location

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Weekly house rentals

Designer Home w/ Heated, Salt-Water Pool

Adorable Beach House on LI Sound

Stunning Guest Suite in Medford

Beach home waterfront LI amazing view 3/3 bed bath

Beach Getaway w/ Heated Pool & Hot tub

Cozy Guest Suite 10 min to Ocean

Beautiful Home & Near the Hamptons

Beach House on LI Sound Waterfront
Private house rentals

Mastic Beach Surf House

The Historic 1813 House

Home Sweet Home by the Beach

Amazing river views, dock, close to great places!

South Bay Holiday

5BR Beachfront Retreat | Water Views & Relaxation

Cozy Cottage Close to the Sound

Ocean House
Quick stats about house rentals in Wading River

Total holiday rentals
Explore 30 holiday rentals in Wading River

Nightly prices starting at
Wading River holiday rentals start at £38 per night before taxes and fees

Verified guest reviews
Over 1,110 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Wading River holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wading River rentals

4.8 Average rating
Wading River stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Waterfront rentals Wading River
- Rentals with outdoor seating Wading River
- Rentals with a fireplace Wading River
- Rentals with beach access Wading River
- Family-friendly rentals Wading River
- Rentals with a firepit Wading River
- Rentals with a washing machine and dryer Wading River
- Pet-friendly rentals Wading River
- Rentals with a patio Wading River
- House rentals Suffolk County
- House rentals New York
- House rentals United States
- Yale University
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Cooper's Beach, Southampton
- Gilgo Beach
- Robert Moses State Park
- Ocean Beach Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Bethpage State Park
- Rye Playland Beach
- Groton Long Point Main Beach
- Jones Beach State Park
- Cedar Beach
- Napeague Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Jennings Beach
- Sandy Beach




