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Check prices for these dates

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Jun 27 - Jun 29
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Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

B&B in Shelter Island

Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (69)
"I loved The Mill House Inn! Kenny, the general manager was so amazing! He was so kind and accommodating, and went above and beyond to make my stay wonderful! He is a gem! I got a free upgrade as it was a slow weekend in early spring. My room was large and amazing and so comfortable. Can’t wait to stay here again on my next visit! Thank you Kenny!🙏"
The price is ￥115,665
￥145,362 total
includes taxes & fees
Jun 23 - Jun 24
Mill House 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, (61)
"The hosts were really nice and the breakfast is excellent!"
The price is ￥110,863
￥126,662 total
includes taxes & fees
Jun 23 - Jun 24
East Hampton Art House Bed & Breakfast
The Huntting Inn
Garden

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (90)
"Best place to stay in East Haven! Location is perfect, attention can’t "
The price is ￥84,093
￥97,532 total
includes taxes & fees
Jul 7 - Jul 8
The Huntting 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, (68)
"Absolutely fabulous homely and beautifully decorated Conveniently located between downtown and the beach so easy to walk"
The price is ￥130,796
￥156,564 total
includes taxes & fees
Jun 22 - Jun 23
The Hedges Inn
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (156)
"The location was great, the room was clean, and the staff were very friendly and accommodating."
The price is ￥46,440
￥60,538 total
includes taxes & fees
Jun 22 - Jun 23
The Sagaponack
Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1000)
"Wonderfully maintained old home. Aesthetically pleasing. Absolute piece of heaven. "
The price is ￥39,137
￥45,008 total
includes taxes & fees
Jun 23 - Jun 24
Inn at Harbor Hill Marina
Harpoon House
Porch

Harpoon House

3.0 star property
8.2 out of 10, Very Good, (118)
"Great location"
The price is ￥36,237
￥41,400 total
includes taxes & fees
Jun 24 - Jun 25
Harpoon House
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 ￥92,386
￥130,320 total
includes taxes & fees
Jun 30 - Jul 1
Large Room w use of pool/tennis in Spacious home
West Neck Guesthouse
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very Good, (32)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
The price is ￥31,848
￥36,387 total
includes taxes & fees
Jun 23 - Jun 24
West Neck Guesthouse
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)
"Great and historic. "
The price is ￥59,764
￥83,738 total
includes taxes & fees
Jul 7 - Jul 8
James Pharmacy Bed & Breakfast
The Captain Stannard
LED TV

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (227)
"Very nice place and the owners are super people and treat their customers very well! I loved it here and would definitely stay here again!"
The Captain Stannard
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (150)
"Beautiful bed and breakfast with plush robes and slippers, super clean, would stay again!"
The price is ￥41,661
￥46,244 total
includes taxes & fees
Jun 25 - Jun 26
Westbrook Inn B&B
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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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.The Captain Stannard: 11 rooms. Situated 16 mi (25.8 km) from the heart of Shelter Island. Mill House Inn: 10 rooms. 10.7 mi (17.2 km) from the heart of downtown. Enjoy the free cooked breakfast and designer toiletries. Harpoon House: 9 rooms. Located 12.7 mi (20.5 km) from the core of Shelter Island. Enjoy the bars and unique décor.
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 Mashomack Preserve 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.