
House holiday rentals in Wading River
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Top-rated house rentals in Wading River
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Feb/Mar longer stays avail! Inquire! New Firepit!
*Feb and Mar available for longer stays!Inquire!* *Brand New Major Renovation in 2023* • Fully renovated, designer beach house • Steps away from quaint downtown •1 block from water •Walk to beach, restaurants, coffee, ice cream, deli & convenience store, liquor and more... • Luxe, white, 100% cotton sheets & fluffy duvets •FULLY FENCED backyard with outdoor seating, BBQ grill, & fire pit .Easy drive to Sacred Heart, Fairfield, & Yale .STEPS to Tyde wedding venue .Fiber internet for fast speed

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!

“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!

Westville Schoolhouse by Stephanie and Damian
The beautiful "School House" sits in the heart of Westville, New Haven's most artsy and eclectic neighborhood. The "School House" is a 15 minute walk to the Westville Concert bowl, and the Yale Football stadium for an easy commute to a concert or game. Just a one minute walk to the center of Westville you will find Lotta's artist studio, Bella's restaurant, RAWA, Pistachio Coffee and Manjares Tapas & Wine, as well as the famous Camacho Garage restaurant amongst other attractions.

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool
Situated on a half-acre of land, this classic shingle cottage with brand new designer interiors offers the ideal Hamptons getaway. Located in the picturesque village of Sag Harbor, less than a mile from town, bay beaches. 10 minute drive to Wolffer & ocean beaches. 3 bedrooms, 2 modern bathrooms and heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

PICTURE PERFECT SOUTHAMPTON HOME-
Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Cottage in the heart of Stony Brook Village
Stay in a fully renovated 100-year-old cottage that blends historic charm with modern comfort. Your private upstairs suite has its own entrance, perfect for couples, families, or small groups. Walk just ¼ mile to Stony Brook Village shops, restaurants, the fishing pier & beach, or watch the wildlife from your screened-in porch. Only an 8-minute drive to Stony Brook University & Hospital. Experience the perfect mix of village charm, modern amenities, and natural beauty.

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 modern farmhouse with heated pool & hot tub
*pool closed November to end of April 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.

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.

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.
Popular amenities for house rentals in Wading River
House rentals with a pool

Joyful Beach House, viewing The Great South Bay

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

Peaceful Retreat in Immaculate Architect’s House

Stylish+Cozy Hamptons Winter Getaway-5min to Beach

Brand new house with an all year round hot tub.

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

1800 Historical EH Home, 1 Mile to Town!

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)
Weekly house rentals

Port Jeff Home near Stony Brook University SBU

Home Sweet Home by the Beach

Private 1-Bdrm Apt in West Haven

Cozy Modern Getaway

Lakehouse Getaway North Fork

Cozy Beach Cottage

Cozy Guest Suite 10 min to Ocean

Hang by the (Chel)SEA
Private house rentals

Adorable Beach House on LI Sound

Cozy and Updated w/ Fireplace

Stunning Guest Suite in Medford

Beach home waterfront LI amazing view 3/3 bed bath

Cottage with Seashells

Coastal Getaway - walk to town and waterfront

Cozy Home with Pool - Near Beach and Restaurants

3 bedroom cottage rental
Quick stats about house rentals in Wading River

Total holiday rentals
Explore 40 holiday rentals in Wading River

Nightly prices starting at
Wading River holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 1,160 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
10 properties have a dedicated workspace

Wifi availability
40 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!
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- Rentals with a patio Wading River
- Family-friendly rentals Wading River
- Rentals with beach access Wading River
- Rentals with a fireplace Wading River
- Waterfront rentals Wading River
- Rentals with a washing machine and dryer Wading River
- Rentals with a firepit Wading River
- Pet-friendly rentals Wading River
- Rentals with outdoor seating Wading River
- House rentals Suffolk County
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- House rentals United States
- Yale University
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Robert Moses State Park Beach
- Ocean Beach Park
- Sunken Meadow State Park
- Jones Beach State Park
- Long Island Aquarium
- Sherwood Island State Park
- Mount Southington Ski Area
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Dunewood
- Compo Beach
- Meschutt Beach
- Orient Beach State Park
- Wesleyan University
- Wölffer Estate Vineyard
- East Hampton Main Beach
- Ditch Plains Beach




