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Shelter Island

Shelter Island Rentals, Shelter Island Vacation Rentals, Shelter Island Summer Rentals.

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. 



Property Info Price
20 found
BEAUTIFUL BAY VIEWSBEAUTIFUL BAY VIEWS
183 Ram Island Dr
WebID# 53007
3570 sq ft
4 BR 4 bath
$47,000 August 1st to Labor Day
MANSION ON THE WATER!MANSION ON THE WATER!
4 Sylvester Rd
WebID# 53004
6500 sq ft
8 BR 5 bath
$165,000 Memorial Day to Labor Day
$150,000 Year round
SHELTER ISLAND CLASSIC WATERFRONT WITH DOCKSHELTER ISLAND CLASSIC WATERFRONT WITH DOCK
Shelter Island
WebID# 59220
2968 sq ft
6 BR 3.5 bath
$20,000 July 1-31st
$25,000 August 1st to Labor Day
WATERFRONTWATERFRONT
94 Gardiners Bay Dr
WebID# 53008
3000 sq ft
3 BR 3.5 bath
$100,000 Memorial Day to Labor Day
$50,000 August 1st to Labor Day
SHELTER ISLAND 4 BED STYLISH HOME WITH POOLSHELTER ISLAND 4 BED STYLISH HOME WITH POOL
Shelter Island
WebID# 58706
3000 sq ft
4 BR 3 bath
$15,000 June 1-30th
$33,000 July 1-31st
$75,000 Memorial Day to Labor Day
$38,000 August 1st to Labor Day
SHELTER ISLAND - 3 RETAIL SPACES AVAILABLE IMMEDIATELYSHELTER ISLAND - 3 RETAIL SPACES AVAILABLE IMMEDIATELY
UNIT A, B and C Route 114
WebID# 59448
240 sq ft
1 BR 1 bath
$9,000 Year round
SHELTER ISLAND PARK LIKE ESTATE -6 BED MAIN AND CARRIAGE HOMESSHELTER ISLAND PARK LIKE ESTATE -6 BED MAIN AND CARRIAGE HOMES
Shelter Island
WebID# 63767
5500 sq ft
6 BR 5 bath
$50,000 July 1-31st
$15,000 Short term
SHELTER ISLAND 4 BED - 2 ACRES WATERFRONT WITH WATERSIDE POOLSHELTER ISLAND 4 BED - 2 ACRES WATERFRONT WITH WATERSIDE POOL
Shelter Island
WebID# 44146
1750 sq ft
4 BR 2 bath
$28,000 July 1-31st
$55,000 Memorial Day to Labor Day
$30,000 August 1st to Labor Day
SHELTER ISLAND LOVELY 3 BEDROOM FARMHOUSE WITH POOLSHELTER ISLAND LOVELY 3 BEDROOM FARMHOUSE WITH POOL
Shelter Island
WebID# 41506
1800 sq ft
3 BR 1.5 bath
DERING HARBOR 6 BED VICTORIAN BEAUTY WITH POOLDERING HARBOR 6 BED VICTORIAN BEAUTY WITH POOL
Dering Harbor
WebID# 58167
2753 sq ft
6 BR 4 bath
$7,000 Short term
SHELTER ISLAND STYLE!  3 BEDROOM WITH POOLSHELTER ISLAND STYLE! 3 BEDROOM WITH POOL
Shelter Island
WebID# 61083
1670 sq ft
3 BR 2.5 bath
$12,000 June 1-30th
SHELTER ISLAND 3 BED LAKE HOUSE - SUNSETS FROM YOUR DECKSHELTER ISLAND 3 BED LAKE HOUSE - SUNSETS FROM YOUR DECK
Shelter Island, NY
WebID# 45786
1660 sq ft
3 BR 2 bath
$5,000 June 1-30th
$8,000 July 1-31st
$20,000 Memorial Day to Labor Day
$10,000 August 1st to Labor Day
SHELTER ISLAND WATERFRONT ESTATE WITH DEEPWATER DOCK SHELTER ISLAND WATERFRONT ESTATE WITH DEEPWATER DOCK
Shelter Island
WebID# 41829
16000 sq ft
8 BR 10.5 bath
$150,000 July 1-31st
$150,000 August 1st to Labor Day
$47,500 Short term
WATERFRONT WITH OPEN WATER VIEWSWATERFRONT WITH OPEN WATER VIEWS
13 Peconic Ave
WebID# 50073
Furnished
2000 sq ft
3 BR 3 bath
$20,000 July 1-31st
$43,500 July 1st thru Labor Day
$25,000 August 1st to Labor Day
SHELTER ISLAND 3 BED ADORABLE COTTAGE WITH POOL!SHELTER ISLAND 3 BED ADORABLE COTTAGE WITH POOL!
Shelter Island
WebID# 44818
1460 sq ft
3 BR 2 bath
SHELTER ISLAND BAYFRONT WITH WATERSIDE POOL AND DOCKSHELTER ISLAND BAYFRONT WITH WATERSIDE POOL AND DOCK
Shelter Island
WebID# 58984
6500 sq ft
4 BR 6 bath
SHELTER ISLAND 4 BED WITH POOL - COMMUNITY BEACH AND BOATINGSHELTER ISLAND 4 BED WITH POOL - COMMUNITY BEACH AND BOATING
Shelter Island, NY
WebID# 53422
1604 sq ft
4 BR 2 bath
$1,600 Winter (monthly Sept - May)
SHELTER ISLAND ADORABLE 2 BED COTTAGESHELTER ISLAND ADORABLE 2 BED COTTAGE
Shelter Island
WebID# 47365
700 sq ft
2 BR 1 bath
SHELTER ISLAND HEIGHTS 5 BED RESTORED WATERVIEW VICTORIANSHELTER ISLAND HEIGHTS 5 BED RESTORED WATERVIEW VICTORIAN
Shelter Island Heights
WebID# 51240
1988 sq ft
5 BR 3 bath
SHELTER ISLAND HEIGHTS 4 BED VICTORIANSHELTER ISLAND HEIGHTS 4 BED VICTORIAN
Shelter Island Heights, NY
WebID# 43372
2268 sq ft
4 BR 1.5 bath
$5,000 June 1-30th
$10,000 July 1-31st
$20,000 Memorial Day to Labor Day
$12,000 August 1st to Labor Day
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