Shelter Island Resorts
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Resorts in Shelter Island
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$459 nightly
The price is $524 total per night
$524 total
Mar 17 - Mar 18
Total with taxes and fees
Located in Montauk, Gurney's Montauk Resort & Seawater Spa is by the ocean, a 3-minute drive from Hither Hills State Park and 7 minutes from Shadmoor State Park.
On private beach
Pool
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
$184 nightly
The price is $212 total per night
$212 total
Apr 1 - Apr 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Water's Edge Resort & Spa in Westbrook (Westbrook Center), you'll be a 4-minute drive from Tanger Outlets and 8 minutes from Clinton Crossing Premium Outlets.
On private beach
Pool
Water's Edge Resort & Spa May 23, 2025 - May 30, 2025
Westbrook CT
With a stay at this resort in Westbrook (Westbrook Center), you'll be within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.
Pool
Hot Tub
Brand New Waterfront - Chic & Sophisticated
Montauk NY
With a stay at this resort in Montauk (Culloden Shores), you'll be within a 10-minute walk of The Hamptons Beaches and Lake Montauk.
Air conditioning
Gym
Brand New Waterfront - Chic & Sophisticated Unit # 702
Montauk NY
With a stay at this resort in Montauk (Culloden Shores), you'll be within a 10-minute walk of The Hamptons Beaches and Lake Montauk.
Air conditioning
Gym
Brand New Waterfront - Chic & Sophisticated Unit # 703
Montauk NY
With a stay at this resort in Montauk (Culloden Shores), you'll be within a 10-minute walk of The Hamptons Beaches and Lake Montauk.
Air conditioning
Gym
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Westbrook CT
With a stay at this resort in Westbrook (Westbrook Center), you'll be within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.
Pool
Hot Tub
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Westbrook CT
Located in Westbrook (Westbrook Center), this resort is within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.
Pool
Hot Tub
Duryea's Sunset Cottages
80 Firestone Road Montauk NY
When you stay at Duryea's Sunset Cottages in Montauk, you'll be on the beach, just a 5-minute walk from The Hamptons Beaches and 12 minutes by foot from Shadmoor State Park.
On private beach
Hot Tub
Ocean Colony Beach and Tennis Club
2004 Montauk Hwy Amagansett NY
With a stay at Ocean Colony Beach and Tennis Club in Amagansett (Napeague), you'll be steps from The Hamptons Beaches and Napeague State Park.
Pool
Pet friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Shelter Island Resorts essential information
Accommodation | 14 Resorts |
|---|---|
Lowest Price | $212 |
Highest Price | $524 |
Popular accommodation | Gurney's Montauk Resort & Seawater Spa, Water's Edge Resort & Spa, Water's Edge Resort & Spa May 23, 2025 - May 30, 2025, Brand New Waterfront - Chic & Sophisticated, Brand New Waterfront - Chic & Sophisticated Unit # 702, Brand New Waterfront - Chic & Sophisticated Unit # 703, Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6, Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6, Duryea's Sunset Cottages, Ocean Colony Beach and Tennis Club, Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4, Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6 |