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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 vacation 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 SAR 1,193
SAR 1,363 total
includes taxes & fees
17 Sep - 18 Sep
North Fork Resort
Condo | Terrace/patio

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (284 reviews)
"Great place!"
United States
Christine
The price is SAR 1,151
SAR 1,649 total
includes taxes & fees
13 Sep - 14 Sep
Cliffside Resort Condominiums
Sun loungers, beach towels

3. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (47 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
The price is SAR 732
SAR 1,411 total
includes taxes & fees
10 Sep - 11 Sep
The SandPiper
Sun loungers, beach towels

4. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (41 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is SAR 732
SAR 1,411 total
includes taxes & fees
8 Sep - 9 Sep
Aqua Vista
Beach

5. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (22 reviews)
"Close to the train, beach and restaurant, very convenient on foot"
United States
Nigel
The price is SAR 732
SAR 1,446 total
includes taxes & fees
13 Sep - 14 Sep
Harbor Heights
Sun loungers, beach towels

6. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay!! "
United States
Callie E.
The price is SAR 920
SAR 1,926 total
includes taxes & fees
7 Sep - 8 Sep
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Terrace/patio

7. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is SAR 1,160
SAR 1,677 total
includes taxes & fees
7 Sep - 8 Sep
American Beech in Greenport - Petite King Room 7
Beach

8. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (8 reviews)
"Everything about Beach Block Hideaway was perfect! The house was absolutely immaculate, the kitchen well stocked with plenty of kitchenware, beds very comfortable. Easy walk to town. We have stayed at a number of homes when visiting Greenport over the years but this place is truly the best - highly recommend! "
United States
maureen f.
The price is SAR 1,108
SAR 2,059 total
includes taxes & fees
8 Sep - 9 Sep
Beach Block Hideaway
1 bedroom, bed sheets

9. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is SAR 807
SAR 1,218 total
includes taxes & fees
20 Aug - 21 Aug
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
1 bedroom, desk, iron/ironing board, travel crib

10. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (52 reviews)
"We enjoyed our stay"
United States
JM B.
The price is SAR 422
SAR 834 total
includes taxes & fees
15 Sep - 16 Sep
1-bedroom cottage with Grove Beach 🏖️ access.
Terrace/patio

11. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is SAR 726
SAR 1,113 total
includes taxes & fees
18 Aug - 19 Aug
Safari Tent Glamping,S7-CedarPt, East Hampton, NY
Beach nearby

12. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (60 reviews)
"A beautiful little beach cottage that was just what the doctor ordered. A great place to unwind and take in the sea air."
United States
Emily M.
The price is SAR 514
SAR 1,147 total
includes taxes & fees
15 Sep - 16 Sep
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Beach nearby

13. The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.0 out of 10, Wonderful, (4 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is SAR 619
SAR 1,165 total
includes taxes & fees
14 Sep - 15 Sep
The Stern at Soundview · Beach+Ocean+Sunrise
Smart TV, books

14. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is SAR 2,534
SAR 4,268 total
includes taxes & fees
9 Sep - 10 Sep
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Apartment | WiFi (free), individually decorated, individually furnished, bed sheets

15. 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 SAR 879
SAR 1,127 total
includes taxes & fees
13 Sep - 14 Sep
Driftwood Resort
Iron/ironing board, WiFi (free), individually decorated

16. 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 SAR 907
SAR 1,138 total
includes taxes & fees
14 Sep - 15 Sep
Windward Shores Ocean Resort
Property grounds

17. Safari Tent Glamping,D28-CedarPt, East Hampton, NY

Safari Tent Glamping,D28-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (4 reviews)
"First time glamping with my boys and had a great time."
United States
Massimo P.
Safari Tent Glamping,D28-CedarPt, East Hampton, NY
Smart TV, offices

18. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is SAR 638
SAR 2,143 total
includes taxes & fees
19 Aug - 20 Aug
Seabreeze #3 Cozy Cottage steps to the beach
Exterior

19. Safari Tent Glamping,S3-CedarPt, East Hampton, NY

Safari Tent Glamping,S3-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"The store was great and the upgrades were perfect. The pizza was excellent and hope to be back soon"
United States
Joseph
The price is SAR 807
SAR 1,222 total
includes taxes & fees
11 Sep - 12 Sep
Safari Tent Glamping,S3-CedarPt, East Hampton, NY
Coffee/tea maker, fridge, microwave, oven

20. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (57 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is SAR 3,143
SAR 5,456 total
includes taxes & fees
15 Sep - 16 Sep
Work and Play Special! Extended Stay Discount
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

10/10 Excellent
"We had a fabulous time! Staff was lovely and kind. The property was clean and updated. Would book again."
Tami 7-night trip
Posted 1 hour ago
Sea Crest Resort

Frequently asked questions

Can I find vacation rentals in Dering Harbor?

Yes, we give you a choice of vacation rentals near popular attractions in Dering Harbor, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Dering Harbor?

The Hampton Sack a cheerful relaxing beach cottage: This vacation home rental outside of Dering Harbor is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 larger area, you’ll find Greenport Carousel and Kontokosta Winery.

What are vacation rentals like in Dering Harbor?

Vacation rentals are private accommodations you can book for a couple days or more in Dering Harbor. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for small groups.