Dering Harbor Holiday Rentals

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Holiday Rentals in Dering Harbor

Driftwood Resort
3.5 star property
9.0 out of 10, Wonderful, (235)
"Great place to stay for small family "
United States
DongHo
The price is AU$302
includes taxes & fees
26 Oct - 27 Oct
Driftwood Resort
Freeboard at Soundview · Beach+Ocean+Sunrise
2.0 star property
9.4 out of 10, Exceptional, (6)
"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "
United States
Dana
The price is AU$257
includes taxes & fees
27 Oct - 28 Oct
Freeboard at Soundview · Beach+Ocean+Sunrise
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (244)
"Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. "
United States
dean
The price is AU$459
includes taxes & fees
2 Nov - 3 Nov
Cliffside Resort Condominiums
Hidden gem! Southampton beach cottage
10.0 out of 10, Exceptional, (1)
The price is AU$709
includes taxes & fees
26 Oct - 27 Oct
Hidden gem! Southampton beach cottage
1-bedroom cottage with Grove Beach 🏖️ access.
9.2 out of 10, Wonderful, (33)
"Cottage itself clean, but sewage smell in bathroom. Surrounding property derelict motel with ongoing consruction. "
United States
michelle
The price is AU$273
includes taxes & fees
4 Nov - 5 Nov
1-bedroom cottage with Grove Beach 🏖️ access.
The Anchor at Soundview · Beach+Ocean+Sunrise
2.0 star property
8.0 out of 10, Very good, (2)
"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "
United States
October P.
The price is AU$255
includes taxes & fees
27 Oct - 28 Oct
The Anchor at Soundview · Beach+Ocean+Sunrise
Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (2)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
United States
Hemie J.
The price is AU$625
includes taxes & fees
3 Nov - 4 Nov
Rogers Lake House (87) · CT College+Beach+USCGA
The Stern at Soundview · Beach+Ocean+Sunrise
2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is AU$257
includes taxes & fees
10 Nov - 11 Nov
The Stern at Soundview · Beach+Ocean+Sunrise
Insta-worthy Couples Retreat: Perfect for romantic getaway!
9.6 out of 10, Exceptional, (52)
"Great stay, charming cottage, hope to return"
United States
Ellen C.
The price is AU$363
includes taxes & fees
29 Oct - 30 Oct
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
2.0 star property
10.0 out of 10, Exceptional, (10)
"The property was amazing. The house was very clean and the game room was really fun. It was a very cute place and the backyard was perfect for sitting outside in the afternoon. The beds were really soft and comfortable as well."
United States
Jorie M.
The price is AU$502
includes taxes & fees
17 Nov - 18 Nov
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
The Mast at Soundview · Beach+Ocean+Sunrise
2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"
United States
Nora M.
The price is AU$268
includes taxes & fees
19 Nov - 20 Nov
The Mast at Soundview · Beach+Ocean+Sunrise
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is AU$858
includes taxes & fees
12 Nov - 13 Nov
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Luxurious 3 BR Cottage w/ Ocean View Balcony
10.0 out of 10, Exceptional, (3)
"Had a great weekend. Right on beach. Beautiful."
United States
Steven B.
The price is AU$1,658
includes taxes & fees
27 Oct - 28 Oct
Luxurious 3 BR Cottage w/ Ocean View Balcony
North Fork Cottages & RV Resort
3.0 star property
The price is AU$2,103
includes taxes & fees
31 Oct - 1 Nov
North Fork Cottages & RV Resort
Southampton cozy cottage by the beach
10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
United States
Weston B.
The price is AU$709
includes taxes & fees
26 Oct - 27 Oct
Southampton cozy cottage by the beach
Forecastle at Soundview · Beach+OceanView+Sunrise
2.0 star property
10.0 out of 10, Exceptional, (1)
"The location is perfect, just a few houses from the beach. The unit has a great view, very clean and new. The owners/managers were very prompt and communicative. I was VERY hesitant to book a place without reviews- but this was an excellent choice. The beach is clean and private, people are friendly. I will happily stay again!"
United States
megan g.
The price is AU$313
includes taxes & fees
27 Oct - 28 Oct
Forecastle at Soundview · Beach+OceanView+Sunrise
Beautifully farmhouse
10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveller
The price is AU$1,798
includes taxes & fees
27 Oct - 28 Oct
Beautifully farmhouse
Coastal New England Waterfront Home, Harkness Park, Casinos
10.0 out of 10, Exceptional, (124)
"Repeat renter! Great location, super clean house, A host: very responsive; will be back again! "
United States
Carrie B.
The price is AU$853
includes taxes & fees
26 Oct - 27 Oct
Coastal New England Waterfront Home, Harkness Park, Casinos
Shoreline Oasis
9.2 out of 10, Wonderful, (7)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
United States
Julie
The price is AU$404
includes taxes & fees
26 Oct - 27 Oct
Shoreline Oasis
The Retreat 1BR Beachside Loft | Tennis+WiFi+PKG
10.0 out of 10, Exceptional, (2)
"First time in the area, and we hope to return. "
United States
Amy E.
The price is AU$1,569
includes taxes & fees
6 Nov - 7 Nov
The Retreat 1BR Beachside Loft | Tennis+WiFi+PKG
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

Find out more about Dering Harbor

Everything you need to know about Dering Harbor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dering Harbor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dering Harbor holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Dering Harbor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dering Harbor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dering Harbor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dering Harbor holiday rentals we have selected for you start as low as AU$257 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Dering Harbor rentals

At Expedia, we put the best Dering Harbor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dering Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dering Harbor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dering Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 are some of the best holiday rentals that Dering Harbor has to offer?

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor : This holiday home rental outside of Dering Harbor offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday.

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.