Shelter Island Houses For Rent

Located near Long Island’s eastern end, Shelter Island is a small, charming community that prides itself on being a secluded, remote haven, far away from the hustle and bustle of modern life. Being a purposefully quiet town, it deliberately lacks some of the amenities most people expect, such as movie theatres and nightclubs, and you most likely won’t find any large chains here. The town doesn’t even have residential mail delivery. All residents instead have post office boxes. The town prides itself on its quaint, isolated charm, which continues to attract families every year. 

SAG HARBOR (NOYAC)  WATERFRONT -NEW CONSTRUCTION
Furnished
3 BR 4 bath
2800 sq ft
House
Summer Rental
$6,000 June 1-30th
$25,000 July 1-31st
$50,000 July 1st thru Labor Day
$30,000 August 1st to Labor Day
SHELTER ISLAND BEACH COTTAGE ON PECONIC BAY
4 BR 2 bath
2065 sq ft
House
Summer Rental
$20,000 June 1-30th
$30,000 July 1-31st
$35,000 August 1st to Labor Day
SPACIOUS BRIDGEHAMPTON FIVE BEDROOMS
5 BR 2.5 bath
2900 sq ft
House
Summer Rental
$20,000 July 1-31st
$25,000 August 1st to Labor Day
$12,000 Short term
SHELTER ISLAND 3 BED ADORABLE COTTAGE WITH POOL!
3 BR 2 bath
1460 sq ft
House
Summer Rental
$20,000 August 1st to Labor Day
$6,000 Extended season
CHARMING FARMHOUSE WITH POOL
3 BR 1.5 bath
1800 sq ft
House
Summer Rental
$6,000 June 1-30th
$10,000 July 1-31st
$12,000 August 1st to Labor Day
SHELTER ISLAND 3 BEDROOM RENOVATED FARMHOUSE
3 BR 2 bath
1346 sq ft
House
Summer Rental
$12,000 July 1-31st
$25,000 Memorial Day to Labor Day
$15,000 August 1st to Labor Day
SHELTER ISLAND MODERN WATERFRONT ON WADES BEACH
3 BR 4 bath
2000 sq ft
House
Summer Rental
$20,000 June 1-30th
$40,000 July 1-31st
$110,000 Memorial Day to Labor Day
$50,000 August 1st to Labor Day
SHELTER ISLAND TREASURE WITH VIEWS OF GOLF COURSE
3 BR 2.5 bath
2130 sq ft
House
Summer Rental
$9,000 June 1-30th
$15,000 July 1-31st
$18,000 August 1st to Labor Day
$1,800 Extended season
SHELTER ISLAND PARK LIKE ESTATE -6 BED MAIN AND CARRIAGE HOMES
6 BR 5 bath
5500 sq ft
House
Summer Rental
$40,000 June 1-30th
$50,000 July 1-31st
$110,000 July 1st thru Labor Day
$150,000 Memorial Day to Labor Day
$55,000 August 1st to Labor Day
TIMELESS IN SAG HARBOR VILLAGE
3 BR 3 bath
2000 sq ft
House
Summer Rental
$2,700 Winter
WATERFRONT WITH OPEN WATER VIEWS
Furnished
3 BR 3 bath
2000 sq ft
House
Summer Rental
$35,000 August 1st to Labor Day
STYLISH SHELTER ISLAND WITH POOL
Furnished
3000 sq ft
House
Summer Rental
SHELTER ISLAND HEIGHTS CHARMING 4 BEDROOM CAPE
4 BR 2 bath
1424 sq ft
House
Summer Rental
SHELTER ISLAND 3 BEDROOM BORDERING PRESERVE
3 BR 4 bath
1555 sq ft
House
Summer Rental
IDYLLIC SHELTER ISLAND - NEAR WADES BEACH
3 BR 2.5 bath
1880 sq ft
House
Summer Rental
INVITING ISLAND RETREAT
3 BR 2 bath
1500 sq ft
House
Summer Rental
SERENE SHELTER ISLAND FARMHOUSE WITH POOL
2 BR 2 bath
2400 sq ft
House
Summer Rental
BEAUTIFUL BAY VIEWS
4 BR 4 bath
3570 sq ft
House
Summer Rental
18 found