
Shelter Island Vacation Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Shelter Island vacation rentals

1-bedroom cottage with Grove Beach 🏖️ access.
1-bedroom cottage with Grove Beach 🏖️ access.Clinton
9.6 out of 10, Exceptional, (46 reviews)
The price is ¥25,037
¥44,619 total
includes taxes & fees
Jul 1 - Jul 2
The price is ¥55,443
¥63,344 total
includes taxes & fees
Jul 12 - Jul 13

Rogers Lake House (87) · CT College+Beach+USCGA
Rogers Lake House (87) · CT College+Beach+USCGAOld Lyme
10.0 out of 10, Exceptional, (8 reviews)
The price is ¥23,554
¥77,402 total
includes taxes & fees
Jun 28 - Jun 29

Seabreeze #3 Cozy Cottage steps to the beach
Seabreeze #3 Cozy Cottage steps to the beachHampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is ¥13,910
¥74,451 total
includes taxes & fees
Jun 28 - Jun 29

Adorable Cottage, 5 min walk to water & town
Adorable Cottage, 5 min walk to water & townWestbrook Center
9.4 out of 10, Exceptional, (15 reviews)
The price is ¥32,364
¥73,207 total
includes taxes & fees
Jun 28 - Jun 29

The Beach Nest-Lux Cottage Steps to the Beach
The Beach Nest-Lux Cottage Steps to the BeachClinton
9.8 out of 10, Exceptional, (6 reviews)

BlackBerry Private home with jacuzzi yearlong
BlackBerry Private home with jacuzzi yearlongEast Hampton
9.2 out of 10, Wonderful, (5 reviews)
The price is ¥18,277
¥164,393 total
includes taxes & fees
Jun 28 - Jun 29

The Stern at Soundview · Beach+Ocean+Sunrise
The Stern at Soundview · Beach+Ocean+SunriseOld Lyme
9.0 out of 10, Wonderful, (4 reviews)
The price is ¥26,265
¥49,535 total
includes taxes & fees
Jun 30 - Jul 1








































































