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Check prices for these dates

Next weekend
12 Dec - 14 Dec
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19 Dec - 21 Dec
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2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

B&B in Shelter Island Heights

Property grounds
Inn at Harbor Hill Marina

Inn at Harbor Hill Marina

3.5 star property
Niantic
9.4 out of 10, Exceptional, (1002)
"Clean great staff great breakfast quiet guests beautiful scenery 10/10"
United States
Trey
The price is AED 584
AED 672 total
includes taxes & fees
4 Dec - 5 Dec
Inn at Harbor Hill Marina
Front of property - evening/night
Mill House Inn

Mill House Inn

5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (73)
"We stayed at the Inn for our anniversary last weekend. We are devotees of bed and breakfast hotels and loved this one. We arrived to find a huge, and I mean, huge, bouquet of the most beautiful white roses waiting for us in the suite that they upgraded us to. Totally unexpected. These folks could not do enough for us. Breakfast was extremely nice, cooked to order with quality ingredients. Bed was extremely warm and comfortable. The management, the staff, can't say anything negative about...
United States
margaret
The price is AED 1,102
AED 1,385 total
includes taxes & fees
7 Dec - 8 Dec
Mill House Inn
IPod dock, MP3 dock
The Captain Stannard

The Captain Stannard

3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (257)
"Amazing stay! Everything was perfect and it is clear that the owners love their jobs and their inn. Can't wait to go back! "
United States
Julie
The price is AED 576
AED 639 total
includes taxes & fees
4 Dec - 5 Dec
The Captain Stannard
Terrace/patio
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
The price is AED 531
AED 589 total
includes taxes & fees
10 Dec - 11 Dec
Westbrook Inn B&B
Exterior
The Sagaponack

The Sagaponack

3.0 star property
Wainscott
8.8 out of 10, Excellent, (210)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is AED 520
AED 740 total
includes taxes & fees
7 Dec - 8 Dec
The Sagaponack
Aerial view
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
The price is AED 1,444
AED 1,650 total
includes taxes & fees
4 Dec - 5 Dec
East Hampton Art House Bed & Breakfast
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4.0 star property
Old Saybrook Center
9.2 out of 10, Wonderful, (21)
"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
The price is AED 1,109
AED 1,232 total
includes taxes & fees
11 Dec - 12 Dec
James Pharmacy Bed & Breakfast
Seasonal outdoor pool
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
The price is AED 1,934
AED 2,209 total
includes taxes & fees
4 Dec - 5 Dec
Head of Pond House
Interior entrance
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
Vine & Sand
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters
The Homestead

The Homestead

3.0 star property
Madison Center
10.0 out of 10, Exceptional, (89)
"This is our 2nd year staying at the Homestead B & B. We absolutely love it here! Great food, amenities galore, and just an awesome getaway!"
United States
Cynthia
The price is AED 986
AED 1,094 total
includes taxes & fees
17 Dec - 18 Dec
The Homestead
Garden
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
The price is AED 1,405
AED 1,642 total
includes taxes & fees
16 Dec - 17 Dec
The Huntting Inn
Porch
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
Harpoon House
Exterior
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
The price is AED 1,192
AED 1,542 total
includes taxes & fees
1 Jan - 2 January 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Outdoor dining
Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home

Sag Harbor
The price is AED 2,099
AED 3,028 total
includes taxes & fees
4 Dec - 5 Dec
Large Room w use of pool/tennis in Spacious home
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 Shelter Island Heights Hotel Reviews

Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

10/10 Excellent
"We stayed for three nights and no issues at all. Place is well taken care. "
Dominick 3-night trip
Posted 2 days ago
Sleep Inn & Suites Niantic North

Frequently asked questions

Searching for B&Bs in Shelter Island Heights?
If you want to find a place to stay with fewer rooms than the traditional hotel and a cozy environment, a B&B might be a great fit for your trip to Shelter Island Heights. During your time in Shelter Island Heights, you might want to spend some time strolling along the water at Sunset Beach and Crescent Beach.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to meet guests from other places, and tasty breakfasts, B&Bs offer a truly one-of-a-kind setting.
What are the top B&Bs in Shelter Island Heights?
Here are some well-liked B&Bs in the area: The Sagaponack: 10.8 mi (17.4 km) from the heart of Shelter Island Heights.Mill House Inn: 10 rooms. Situated 12.1 mi (19.5 km) from the heart of Shelter Island Heights. Enjoy the free cooked breakfast and designer toiletries. The Captain Stannard: 11 rooms. 14.7 mi (23.6 km) from the heart of downtown. Enjoy the private yard and unique décor. Harpoon House: 9 rooms. Located 13.7 mi (22 km) from the core of Shelter Island Heights. Enjoy the bars and unique décor.
What's the best time of year to book my B&B in Shelter Island Heights?
When you're dreaming of a stay in Shelter Island Heights, year-round temperatures and rainfall may be important factors to consider. 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 Shelter Island Heights is 57 inches.
What is there to do in Shelter Island Heights?
Travelers looking to spend some time in nature enjoy Shelter Island Heights for its island views and beaches. Spend some time exploring Sunset Beach and Crescent Beach if you're hoping to see some of the area's natural features. You might put Shelter Island Country Club and Sylvester Manor on your list if you want to see more of the area.
How can I get to and around Shelter Island Heights?
Planning your excursions in and around Shelter Island Heights is easier with these transportation options. Fly into East Hampton, NY (HTO), which is located 10.2 mi (16.4 km) away from the city center. You can also search for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.2 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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