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Check prices for these dates

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Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26

B&B in Shelter Island

The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (244)
"Everything was fantastic, will stay again!"
The Captain Stannard
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (160)
"Charming, beautiful inn; excellent food and service."
The price is ￥32,034
￥35,557 total
includes taxes & fees
Sep 23 - Sep 24
Westbrook Inn B&B
Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Love this place!!! Beautiful view ! "
The price is ￥38,143
￥43,864 total
includes taxes & fees
Sep 4 - Sep 5
Inn at Harbor Hill Marina
Harpoon House
Porch

Harpoon House

3.0 star property
8.4 out of 10, Very Good, (131)
"Pop Up Rocco was excellent—bed was crisp & comfortable "
Harpoon House
James Pharmacy Bed & Breakfast
Miss Anna James Room | 1 bedroom, individually decorated, individually furnished

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Beautiful property in a great location, convenient to everything.Our room was clean and comfortable."
The price is ￥52,048
￥57,774 total
includes taxes & fees
Sep 8 - Sep 9
James Pharmacy Bed & Breakfast
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (171)
"Great stay!"
The price is ￥43,776
￥55,903 total
includes taxes & fees
Sep 7 - Sep 8
The Sagaponack
West Neck Guesthouse
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.2 out of 10, Very Good, (36)
"Great property! Close to beach and super clean. "
The price is ￥46,169
￥52,749 total
includes taxes & fees
Sep 2 - Sep 3
West Neck Guesthouse
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (70)
"Great experience at a wonderful property!"
The price is ￥87,626
￥110,123 total
includes taxes & fees
Sep 9 - Sep 10
Mill House Inn
The Hedges Inn
Room One: Large Queen Guestroom | Egyptian cotton sheets, premium bedding, in-room safe

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (71)
"Great staff "
The price is ￥66,139
￥82,779 total
includes taxes & fees
Sep 4 - Sep 5
The Hedges Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is ￥93,310
￥106,607 total
includes taxes & fees
Sep 28 - Sep 29
East Hampton Art House Bed & Breakfast
The Huntting Inn
Garden

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (99)
"Great property."
The price is ￥85,122
￥98,725 total
includes taxes & fees
Sep 11 - Sep 12
The Huntting Inn
Large Room w use of pool/tennis in Spacious home
Outdoor dining

Large Room w use of pool/tennis in Spacious home

The price is ￥84,268
￥121,546 total
includes taxes & fees
Aug 31 - Sep 1
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 Hotel Reviews

Find out more about Shelter Island

Find out more about Shelter Island

Shelter Island B&B information

Number of reviews
1,347
Accommodation
38 B&B
Lowest Price
￥32,034
Highest Price
￥93,310

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Frequently asked questions

Searching for B&Bs in Shelter Island?
If you want to find a place to stay with a small number of rooms and an intimate environment, a bed and breakfast might be a great fit for your trip to Shelter Island. During your time in Shelter Island, 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 a good option for your stay?
B&Bs all have a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook, the quaint details are what make bed and breakfasts a fun place to get away.
What are the top B&Bs in Shelter Island?
Here are some B&Bs in the area: The Sagaponack: 9.4 mi (15.2 km) from the heart of Shelter Island.Harpoon House: 9 rooms. Situated 12.7 mi (20.5 km) from the heart of Shelter Island. Enjoy the bars and unique décor. The Captain Stannard: 11 rooms. 16 mi (25.8 km) from the heart of downtown. Enjoy the private yard and unique décor. East Hampton Art House Bed & Breakfast: 2 rooms. Located 9.4 mi (15.1 km) from the core of Shelter Island. Enjoy the free full breakfast and fitness center.
When should I book my B&B in Shelter Island?
When you're dreaming of a escape to Shelter Island, 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 is 57 inches.
What is there to do in Shelter Island?
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 Whale's Tail and Wades Beach on your list if you want to see more of the area.
How can I get to and around Shelter Island?
Planning your excursions in and around Shelter Island is easier with these transportation options. Fly into East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) away from the city center. Otherwise, look for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.1 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.