Book Dering Harbor Bed & Breakfast

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Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Dering Harbor bed & breakfast

Property grounds
Inn at Harbor Hill Marina

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1000)
"Clean great staff great breakfast quiet guests beautiful scenery 10/10"
United States
Trey
$159 nightly
The price is $183
Dec 18 - Dec 19
Total with taxes and fees
Inn at Harbor Hill Marina
Property entrance
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (214)
"Clean & amenities, staff friendly Thank you "
United States
Archil
$184 nightly
The price is $211
Dec 22 - Dec 23
Total with taxes and fees
The Sagaponack
Front of property - evening/night
Mill House Inn

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (75)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
$330 nightly
The price is $377
Dec 18 - Dec 19
Total with taxes and fees
Mill House Inn
Aerial view
East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
$437 nightly
The price is $499
Dec 18 - Dec 19
Total with taxes and fees
East Hampton Art House Bed & Breakfast
IPod dock, MP3 dock
The Captain Stannard

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (259)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
$238 nightly
The price is $264
Dec 30 - Dec 31
Total with taxes and fees
The Captain Stannard
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.0 out of 10, Wonderful, (23)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
United States
Rachel
$251 nightly
The price is $279
Dec 23 - Dec 24
Total with taxes and fees
James Pharmacy Bed & Breakfast
Fireplace
Westbrook Inn B&B

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (175)
"Charming, beautiful inn; excellent food and service."
United States
Michael
$222 nightly
The price is $246
Dec 18 - Dec 19
Total with taxes and fees
Westbrook Inn B&B
Interior
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
$366 nightly
The price is $419
Dec 23 - Dec 24
Total with taxes and fees
Vine & Sand
Traditional Cottage, 2 Bedrooms, Lake View | Desk, laptop workspace, iron/ironing board, free WiFi
Head of Pond House

Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
$495 nightly
The price is $566
Jan 5 - Jan 6, 2026
Total with taxes and fees
Head of Pond House
Interior detail
Harpoon House

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
$323 nightly
The price is $370
Dec 22 - Dec 23
Total with taxes and fees
Harpoon House
Beach nearby
The Huntting Inn

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
$393 nightly
The price is $447
Dec 30 - Dec 31
Total with taxes and fees
The Huntting Inn
Interior
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Southold
10.0 out of 10, Exceptional, (1)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
United States
Jessica P.
$376 nightly
The price is $430
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Terrace/patio
Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
$722 nightly
The price is $824
Dec 18 - Dec 19
Total with taxes and fees
Large Room w use of pool/tennis in Spacious home
Interior
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Southold
10.0 out of 10, Exceptional, (1)
"Great experience. Wonderful hosts. "
United States
Mark L.
$340 nightly
The price is $389
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Interior
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Southold
$350 nightly
The price is $400
Jan 1 - Jan 2, 2026
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Interior
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Southold
$376 nightly
The price is $430
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
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

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Nice, pet friendly facility with an amazing Indian restaurant next door!"
Gloria 2-night trip
Posted 2 days ago
Pier Blue Inn Old Saybrook - Essex

Find out more about Dering Harbor

Dering Harbor B&B information

Number of reviews
1,535
Accommodation
36 B&B
Lowest Price
$183
Highest Price
$824

Frequently asked questions

Searching for B&Bs in Dering Harbor?
If you're looking for something a little quirkier than the traditional hotel experience, a bed and breakfast could be a great option for your vacation.
Why choose B&Bs instead of traditional hotels?
With attentive service, opportunities to meet guests from other places, and of course a scrumptious breakfast, B&Bs provide a unique environment.
What are the best B&Bs in Dering Harbor?
Here are some well-liked B&Bs in the area: The Sagaponack: 11.2 mi (18 km) from the heart of Dering Harbor.Inn at Harbor Hill Marina: 16 rooms. 18.1 mi (29.1 km) from the downtown core. Enjoy the free full breakfast and marina onsite. Harpoon House: 9 rooms. Situated 14.3 mi (23.1 km) from the heart of Dering Harbor. Enjoy the bars and unique décor. The Captain Stannard: 11 rooms. 14.3 mi (23 km) from the heart of downtown. Enjoy the private yard and unique décor. Mill House Inn: 10 rooms. Located 12.2 mi (19.6 km) from the core of Dering Harbor. Enjoy the free cooked breakfast and designer toiletries.
When should I book my B&B in Dering Harbor?
When you're dreaming of a escape to Dering Harbor, be sure to take into account the year-round temperatures. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Dering Harbor is 57 inches.
How can I get to and around Dering Harbor?
You can plan your excursions in and around Dering Harbor ahead of time with these transportation options. Fly into East Hampton, NY (HTO), which is located 10.5 mi (16.9 km) away from the heart of the city. Otherwise, look for flights into Fishers Island, NY (FID-Elizabeth Field), which is 19.9 mi (32 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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