COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Shelter Island Rentals

Updating...

age 0-16
196 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

196 Houses

Luxurious 'Shelter Island Hideaway' w/ Pool!

Shelter Island Heights house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$621

Waterfront Charmer on idyllic Shelter Island

Shelter Island house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,076

Great rentals within 20 miles that match your search

Historic Cottage Near Beach!

Greenport house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$439

Summer Shangri La on Sag Harbor Memorial Day to Labor Day!!

Noyack house

5 bedrooms / 8 bathrooms / sleeps 10

Price per night from

$1,760

Seahaven Resort Motel Unit 12

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$276

Montauk Ocean View Retreat-Rental Registry #16-950

Montauk house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,320

Seahaven Resort Motel Unit 1

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$263

Seahaven Resort Motel Unit 10

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$303

Seahaven Resort Motel Unit 13

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$277

Vacation home in Artistic / Historic area of East Hampton, NY

Springs house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,763

East Hampton shingle style home

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$992

Airy, Woodsy, Walk to Beach, New Saltwater Pool!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$1,229

Seahaven Resort Motel Unit 8

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$264

piece of Heaven

Mattituck house

4 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$1,984

Seahaven Resort Motel Unit 11

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$277

Summer Vacation House

Hampton Bays house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$441

Ultimate Summer Comfort - Clean, Comfortable, Spac

Montauk house

3 bedrooms / 5 bathrooms / sleeps 6

Price per night from

$755

1200ft2 - Great Hamptons location

Southampton house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,323

SOUTHAMPTON NEW YOK LUXURY RENTAL

Southampton house

4 bedrooms / 11 bathrooms / sleeps 8

Price per night from

$2,362

Seahaven Resort Motel Unit 6

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$264

Seahaven Resort Motel Unit 17

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$264

The Seashell House

Sag Harbor house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$1,124

Beach House on Private Treasure Island Drive

Amagansett house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,945

Seahaven Resort Motel Unit 3

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$277

East Hampton Village Luxury Rental

East Hampton house

5 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$4,721

East Hampton Charming Cottage South Of the Highway Near Ocean/ Further Lane

East Hampton house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,642

Seahaven Resort Motel Unit 7

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$237

East Hampton Summer Rental

East Hampton house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$1,323

Relax at our East Hampton home

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,039

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,653

Seahaven Resort Motel Unit 4

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$277

Seahaven Resort Motel Unit 16

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 1

Price per night from

$277

Seahaven Resort Motel Unit 5

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$277

Seahaven Resort Motel Unit 14

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$277

Waterfront Southampton Gem! Sailboat On Grounds - Travertine patio and Hot Tub

Water Mill house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$899

Brand New Southampton Condo

Southampton condo

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$568

Seahaven Resort Motel Unit 2

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$277

Seahaven Resort Motel Unit 15

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$396

Viewing 38 of 196
rentals in Shelter Island

×

Also consider