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Dering Harbor Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Dering Harbor holiday rentals

Flat-screen TV

1. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (48 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is RM1,313
RM1,500 total
includes taxes & fees
7 Sept - 8 Sept
North Fork Resort
Terrace/patio

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (283 reviews)
"Great place!"
United States
Christine
The price is RM1,252
RM1,795 total
includes taxes & fees
7 Sept - 8 Sept
Cliffside Resort Condominiums
Free WiFi, individually decorated, individually furnished, bed sheets

3. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (246 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is RM957
RM1,227 total
includes taxes & fees
13 Sept - 14 Sept
Driftwood Resort
Iron/ironing board, free WiFi, individually decorated

4. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is RM987
RM1,239 total
includes taxes & fees
14 Sept - 15 Sept
Windward Shores Ocean Resort
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.
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Top Dering Harbor Hotel Reviews

Sea Crest Resort

Sea Crest Resort

8/10 Good
"Maid didn’t check bottles in bathroom. So no conditioner"
Christine 3-night trip
Posted 4 hours ago
Sea Crest Resort

Find out more about Dering Harbor

Search for holiday rentals in Dering Harbor on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Dering Harbor using one of the methods below:

  • View our selection of featured holiday rentals in Dering Harbor
  • Use the map to find apartments and other holiday homes in the Dering Harbor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dering Harbor while they last

Look no further and take a look at our great range of rental properties in Dering Harbor!

Frequently asked questions

Can I find holiday rentals in Dering Harbor?

Yes, there are holiday rentals close to the most popular sights in Dering Harbor, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Dering Harbor?

While exploring the area, visit family-friendly sights like Railroad Museum of Long Island, or get outside and enjoy nature at Sunset Beach. In the wider area, you’ll find Greenport Carousel and Kontokosta Winery.

What are holiday rentals like in Dering Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dering Harbor. Holiday rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.