Photo by Ellen Conroy

Search Vacation Homes in Wading River

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Vacation Homes in Wading River

Mattituck Luxury Estate
Luxury House, Private Bathroom (Mattituck Luxury Estate) | Shared kitchen

Mattituck Luxury Estate

3.0 star property
Mattituck Luxury Estate
Beautiful Waterfront Colonial
House, Multiple Beds (Beautiful Waterfront Colonial) | In-room dining

Beautiful Waterfront Colonial

4.0 star property
Beautiful Waterfront Colonial
Bungalow 7 - 2br, Waterfront
House, Multiple Beds (Bungalow 7 - 2BR, Waterfront) | Beach

Bungalow 7 - 2br, Waterfront

3.0 star property
Bungalow 7 - 2br, Waterfront
Bungalow 3 - 1br, Waterfront
House, Multiple Beds (Bungalow 3 - 1BR, Waterfront) | Beach

Bungalow 3 - 1br, Waterfront

3.0 star property
Bungalow 3 - 1br, Waterfront
Bungalow 1 - 1br, Water View
House, Multiple Beds (Bungalow 1 - 1BR, Water View) | Beach

Bungalow 1 - 1br, Water View

3.0 star property
Bungalow 1 - 1br, Water View
Bungalow 2 - 1br, Water View
House, Multiple Beds (Bungalow 2 - 1BR, Water View) | Beach

Bungalow 2 - 1br, Water View

3.0 star property
Bungalow 2 - 1br, Water View
Shinnecock Sanctuary
House, Multiple Beds (Shinnecock Sanctuary) | Exterior

Shinnecock Sanctuary

4.0 star property
Shinnecock Sanctuary
Amazing Home Private Beach North Fork Vineyards
House, Multiple Beds (Amazing Home Private Beach North Fork) | Living area | TV, fireplace, video-game console, DVD player

Amazing Home Private Beach North Fork Vineyards

3.5 star property
Amazing Home Private Beach North Fork Vineyards
Bungalow 5 - 1br, Water View
House, Multiple Beds (Bungalow 5 - 1BR, Water View) | Beach

Bungalow 5 - 1br, Water View

3.0 star property
Bungalow 5 - 1br, Water View
Bungalow 4 - 1br, Waterfront
House, Multiple Beds (Bungalow 4 - 1BR, Waterfront) | Interior

Bungalow 4 - 1br, Waterfront

3.0 star property
Bungalow 4 - 1br, Waterfront
Bungalow 8 - 1br, Waterfront
Balcony

Bungalow 8 - 1br, Waterfront

3.0 star property
Bungalow 8 - 1br, Waterfront
Sugar Loaf Serenity
House, Multiple Beds (Sugar Loaf Serenity) | Private kitchen

Sugar Loaf Serenity

4.0 star property
Sugar Loaf Serenity
Comfort in East Quogue
House, Multiple Beds (Comfort in East Quogue) | Living room

Comfort in East Quogue

3.5 star property
Comfort in East Quogue
Harts Cove Hideaway by Westhampton Village
House, Multiple Beds (Harts Cove Hideaway by Westhampton Vi) | Balcony

Harts Cove Hideaway by Westhampton Village

3.5 star property
Harts Cove Hideaway by Westhampton Village
Bungalow 6 - 1br, Water View
House, Multiple Beds (Bungalow 6 - 1BR, Water View)

Bungalow 6 - 1br, Water View

3.0 star property
Bungalow 6 - 1br, Water View
Brushwood House by Smith Point Beach
Beach nearby

Brushwood House by Smith Point Beach

3.0 star property
Brushwood House by Smith Point Beach
True Beach House On The Beach! Once Upon A Tide
Property grounds

True Beach House On The Beach! Once Upon A Tide

4.0 star property
True Beach House On The Beach! Once Upon A Tide
Private Romantic Beach House Vineyards, Farms, North Fork Sleeps
BBQ/picnic area

Private Romantic Beach House Vineyards, Farms, North Fork Sleeps

2.0 star property
Private Romantic Beach House Vineyards, Farms, North Fork Sleeps
Seatuck Contemporary by Westhampton Village
House, Multiple Beds (Seatuck Contemporary by Westhampton V) | Terrace/patio

Seatuck Contemporary by Westhampton Village

3.5 star property
Seatuck Contemporary by Westhampton Village
Dunes Upscale Beach House Near Vineyards, Farm Stands
Private kitchen

Dunes Upscale Beach House Near Vineyards, Farm Stands

2.0 star property
10.0 out of 10, Exceptional, (1)
Dunes Upscale Beach House Near Vineyards, Farm Stands
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wading River Hotel Reviews

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

10/10 Excellent
"Great hotel"
michael 1-night trip
Posted 1 day ago
Holiday Inn Express Stony Brook by IHG