Default HTG hotel image

5 Stars Hotels in Dering Harbor, Shelter Island from CA $319

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Dering Harbor 5 Star Hotels

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Dering Harbor 5-star hotels

A house with a sloped roof, large windows, and a pathway leading to the entrance.
A covered porch with white railings, green cushioned chairs, hanging flower baskets, and pendant lights.
A dining area with a chandelier, a large table, chairs, and a vase with flowers.
A cozy living room with a white sofa, a dining table with chairs, a chandelier, a potted plant, and framed pictures on the wall.

1. Mill House Inn

Mill House Inn
Pantigo Road Historic District
United States
Rhett
CA $462
CA $668 total
includes taxes & fees
Oct 18 - Oct 19
Mill House Inn
A large house with a swimming pool, hot tub, and outdoor seating area surrounded by trees.
A dining area with a wooden table, chairs, and a chandelier. There are windows with views of greenery outside.
A spacious living room with a stone fireplace, leather sofas, and a wooden coffee table.
An outdoor patio with a covered seating area, a central fire pit, and a stone backdrop.

2. Casa Newmark Holiday home 7 BestStayz.1

Casa Newmark Holiday home 7 BestStayz.1
Sagaponack
Casa Newmark Holiday home 7 BestStayz.1
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Dering Harbor.
Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
CA $244
CA $319 total
Nov 4 - Nov 5
includes taxes & fees
8.4/10 Very good! (756 reviews)
Sound View Greenport
Faraway Sag Harbor

Faraway Sag Harbor

31 West Water Street Sag Harbor NY
CA $537
CA $675 total
Nov 9 - Nov 10
includes taxes & fees
Faraway Sag Harbor
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

1400 Silvermere Rd Greenport NY
CA $328
CA $375 total
Nov 2 - Nov 3
includes taxes & fees
10/10 Exceptional! (177 reviews)
Silver Sands Motel & Beach Bungalows
Still don't see what you're looking for?
See all properties in Dering Harbor.
You can also use these popular filters to refine your search.
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.

Top Dering Harbor Hotel Reviews

Find out more about Dering Harbor

Luxury is the name of the game at the best 5 Stars hotels in Dering Harbor. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Dering Harbor 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them.

Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Dering Harbor hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Dering Harbor without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Dering Harbor.

Explore a world of travel with Expedia