Vacation Rentals in Shelter Island

$425 CAD
Per Night

Circa 1820's Farmhouse_Gunite Salt Water Pool_Gorgeous Sunsets over the Vineyard
Vacation Rental in Cutchogue, United States
3 Bedrooms · 8 Guests · #419505

$699 CAD
Per Night

YOUR HAMPTONS SUMMER HOUSE AT THE BEACH
Vacation Rental in Amagansett, United States
4 Bedrooms · 10 Guests · #386629

$299 CAD
Per Night

Designer Waterfront Shelter Island Summer Home
Vacation Rental in Shelter Island, United States
5 Bedrooms · 11 Guests · #386078

$59 CAD
Per Night

Designer/Landmark Barn House
Vacation Rental in Water Mill, United States
4 Bedrooms · 8 Guests · #385985

$125 CAD
Per Night

Charming North Fork Farm House
Vacation Rental in East Marion, United States
5 Bedrooms · 8 Guests · #385987

$150 CAD
Per Night

Totally Renovated Private Retreat
Vacation Rental in East Hampton, United States
4 Bedrooms · 7 Guests · #385828

$59 CAD
Per Night

Near acre on quiet street. Any 10 days from May 19 to July 19 2017 $980 /nigh
Vacation Rental in Bridgehampton, United States
4 Bedrooms · 8 Guests · #385685

$59 CAD
Per Night

DESIGNER'S OWN IN SAG HARBOR VILLAGE
Vacation Rental in Sag Harbor, United States
4 Bedrooms · 6 Guests · #385639

$229 CAD
Per Night

Beautiful Private Springs Getaway
Vacation Rental in East Hampton, United States
3 Bedrooms · 6 Guests · #385362

$26 CAD
Per Night

Home on the water : full seasonal *only* rental on a luxury houseboat
Vacation Rental in Greenport, United States
1 Bedroom · 2 Guests · #384026

$500 CAD
Per Night

Private Waterfront on Fish Cove
Vacation Rental in Southampton, United States
4 Bedrooms · 8 Guests · #383989

$500 CAD
Per Night

Stunning East Hampton Springs Home
Vacation Rental in East Hampton, United States
4 Bedrooms · 10 Guests · #383646

$59 CAD
Per Night

>>Springtime in Sag Harbor - The Hamptons
Vacation Rental in Sag Harbor, United States
3 Bedrooms · 6 Guests · #386716

$99 CAD
Per Night

Peconic Bay Front. Dazzling Water Views From Every Room
Vacation Rental in Cutchogue, United States
4 Bedrooms · 8 Guests · #386439

$79 CAD
Per Night

Grand Estate On The North Fork Of Long Island
Vacation Rental in Southold, United States
5 Bedrooms · 7 Guests · #385656

$359 CAD
Per Night

Sag Harbor - Stylish and Chic Contemporary House
Vacation Rental in Sag Harbor, United States
4 Bedrooms · 7 Guests · #385575

$457 CAD
Per Night

Light-filled modernist beach house near both Bay and Ocean
Vacation Rental in East Hampton, United States
4 Bedrooms · 8 Guests · #384654

$109 CAD
Per Night

BEAUTIFUL EAST HAMPTON ESCAPE IN SEASON
Vacation Rental in East Hampton, United States
4 Bedrooms · 7 Guests · #384252

$899 CAD
Per Night

East Hampton 4-BD/4-BA, 20x40 Saltwater Pool, Walk to Sunsets on Bay
Vacation Rental in East Hampton, United States
4 Bedrooms · 10 Guests · #384031

$850 CAD
Per Night

Modern Ranch W/ Pool And Steps To Bay
Vacation Rental in Sag Harbor, United States
2 Bedrooms · 4 Guests · #383905

$259 CAD
Per Night

North Fork Farmhouse Near Beaches and Vineyards
Vacation Rental in Southold, United States
3 Bedrooms · 6 Guests · #419682

$112 CAD
Per Night

SPECIAL SAVE ADD'L $750 CALL NOW- Hamptons Beach Cottage! Pools, Waterfalls
Vacation Rental in Shelter Island, United States
3 Bedrooms · 6 Guests · #417999

$300 CAD
Per Night

Private Southampton Cottage
Vacation Rental in Water Mill, United States
4 Bedrooms · 7 Guests · #386874

$199 CAD
Per Night

Newly Renovated Home On The North Fork
Vacation Rental in Mattituck, United States
3 Bedrooms · 6 Guests · #386563

$259 CAD
Per Night

Stunning Waterfront 4 Bedroom Home with Pool, Boat Dock, and Acre of Land
Vacation Rental in Sag Harbor, United States
4 Bedrooms · 10 Guests · #386381

View Results on Map