Dering Harbor Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Dering Harbor vacation rentals

Beach nearby, sun loungers, beach towels

Cottage in East Lyme

Beach Cottage, private beach and pass
10.0 out of 10, Exceptional, (9 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
The price is ￥26,544
￥62,337 total
includes taxes & fees
Mar 3 - Mar 4
Beach Cottage, private beach and pass
Beach nearby

Apartment in Old Lyme

The Stern at Soundview · Beach+Ocean+Sunrise
10.0 out of 10, Exceptional, (3 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is ￥15,056
￥34,132 total
includes taxes & fees
Mar 2 - Mar 3
The Stern at Soundview · Beach+Ocean+Sunrise
Fridge, microwave, oven, stovetop

Cottage in Clinton

The gardners Cottage 1 mile from long Island Sound - pet friendly
10.0 out of 10, Exceptional, (21 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is ￥19,943
￥40,763 total
includes taxes & fees
Mar 2 - Mar 3
The gardners Cottage 1 mile from long Island Sound - pet friendly
1 bedroom, desk, iron/ironing board, travel crib

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.6 out of 10, Exceptional, (37 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is ￥14,747
￥30,669 total
includes taxes & fees
Mar 2 - Mar 3
1-bedroom cottage with Grove Beach 🏖️ access.
Interior

Cottage in Waterford

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
10.0 out of 10, Exceptional, (16 reviews)
"Convenient location. The property had everything we needed for a one-night stay. "
United States
Jane E.
The price is ￥21,348
￥47,021 total
includes taxes & fees
Mar 2 - Mar 3
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Individually decorated, individually furnished, iron/ironing board

Aparthotel in Napeague

Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (306 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is ￥22,275
￥29,692 total
includes taxes & fees
Mar 2 - Mar 3
Windward Shores Ocean Resort
Smart TV, books

Vacation Home in Old Lyme

Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (5 reviews)
"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 ￥22,095
￥73,638 total
includes taxes & fees
Mar 3 - Mar 4
Rogers Lake House (87) · CT College+Beach+USCGA
Terrace/patio

Vacation Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ￥18,570
￥31,024 total
includes taxes & fees
Mar 2 - Mar 3
American Beech in Greenport - Petite King Room 7
Exterior

Cottage in Old Saybrook Center

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
9.6 out of 10, Exceptional, (43 reviews)
"Great property, would stay here again."
United States
charles b.
The price is ￥37,265
￥78,044 total
includes taxes & fees
Mar 2 - Mar 3
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Dining

Vacation Home in Hampton Bays

Immaculate Waterfront 2 bedroom!
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is ￥50,716
￥98,416 total
includes taxes & fees
Mar 2 - Mar 3
Immaculate Waterfront 2 bedroom!
Dining

Vacation Home in Clinton

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
The price is ￥16,853
￥76,846 total
includes taxes & fees
Mar 4 - Mar 5
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
TV, fireplace, stereo, offices

Vacation Home in East Hampton North

East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace
East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace
Interior

Vacation Home in Southampton

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
9.2 out of 10, Wonderful, (11 reviews)
"Great location. Great host. Easy house, pool and private back yard. It's modest but has it all."
United States
Harry V.
The price is ￥89,729
￥176,148 total
includes taxes & fees
Mar 13 - Mar 14
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Dining

Vacation Home in East Hampton North

Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal Pool
The price is ￥25,748
￥111,288 total
includes taxes & fees
Mar 15 - Mar 16
Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal Pool
Smart TV, fireplace

Vacation Home in Greenport

Renovated Townhouse walk to all
9.6 out of 10, Exceptional, (10 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is ￥42,836
￥90,481 total
includes taxes & fees
Mar 2 - Mar 3
Renovated Townhouse walk to all
Dining

Vacation Home in Greenport

Northfork Townhouse walk to all
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is ￥42,134
￥89,681 total
includes taxes & fees
Mar 2 - Mar 3
Northfork Townhouse walk to all
Property grounds

Vacation Home in Clinton

Stylish Modern Stay Steps from the Ocean
10.0 out of 10, Exceptional, (1 review)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is ￥28,089
￥56,334 total
includes taxes & fees
Mar 2 - Mar 3
Stylish Modern Stay Steps from the Ocean
Interior

Houseboat in Old Lyme

Floating Nest on Private River. Serene Views & Ultimate Relaxation
The price is ￥35,111
￥58,597 total
includes taxes & fees
Mar 21 - Mar 22
Floating Nest on Private River. Serene Views & Ultimate Relaxation
Beach nearby

Apartment in Old Lyme

The Anchor at Soundview · Beach+Ocean+Sunrise
8.0 out of 10, Very Good, (2 reviews)
"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 ￥16,062
￥35,130 total
includes taxes & fees
Mar 4 - Mar 5
The Anchor at Soundview · Beach+Ocean+Sunrise
1 bedroom, desk, iron/ironing board, travel crib

Apartment in Westbrook Center

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
The price is ￥15,660
￥44,695 total
includes taxes & fees
Mar 2 - Mar 3
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
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

The Sagaponack

The Sagaponack

10/10 Excellent
"Enjoyed our stay. Clean room , temperature in room was cozy, bed was comfortable and snack bar in main house was a nice touch."
Susan 1-night trip
Posted 4 days ago
The Sagaponack

Find out more about Dering Harbor

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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?

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!: This vacation home rental outside of Dering Harbor is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Greenport Harbor Brewing Company.

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.