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Search Bed and Breakfasts in Shelter Island

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Browse Select Shelter Island B&B

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (168)
"The location was great, the room was clean, and the staff were very friendly and accommodating."
The price is ₹28,469
₹37,036 total
includes taxes & fees
19 Aug - 20 Aug
The Sagaponack

Harpoon House

3.0 star property
8.4 out of 10, Very good, (127)
"Great location"
Harpoon House

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (98)
"Great property."
The price is ₹50,698
₹58,800 total
includes taxes & fees
26 Aug - 27 Aug
The Huntting Inn

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Really cute bed and breakfast! Great location on the marina. The food was good and the people were very friendly. "
The price is ₹22,704
₹26,110 total
includes taxes & fees
7 Sept - 8 Sept
Inn at Harbor Hill Marina

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (237)
"Everything was fantastic, will stay again!"
The Captain Stannard

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (71)
"Great staff "
The price is ₹63,074
₹76,360 total
includes taxes & fees
17 Aug - 18 Aug
The Hedges Inn

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (49)
"That is our second time there and we had a blast again , Carole’s is so kind , and always make sure we are okay with what she will offer for breakfast, great location , so clean and the property has a good care , definitely coming back again ! "
Carole's Place B & B

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 ₹60,153
₹68,725 total
includes taxes & fees
2 Sept - 3 Sept
East Hampton Art House Bed & Breakfast

West Neck Guesthouse

3.5 star property
8.2 out of 10, Very good, (34)
"Great property! Close to beach and super clean. "
The price is ₹27,481
₹31,398 total
includes taxes & fees
21 Aug - 22 Aug
West Neck Guesthouse

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (9)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport. "
Vine & Sand

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is ₹36,130
₹45,364 total
includes taxes & fees
18 Aug - 19 Aug
James Pharmacy Bed & Breakfast

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (70)
"Great experience at a wonderful property!"
The price is ₹52,158
₹65,549 total
includes taxes & fees
1 Sept - 2 Sept
Mill House Inn

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (156)
"Charming, beautiful inn; excellent food and service."
The price is ₹18,056
₹20,041 total
includes taxes & fees
2 Sept - 3 Sept
Westbrook Inn B&B

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (36)
"Great hosts"
434 on Main

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (10)
"Beautiful bed and breakfast with gorgeous views. Close to shops and restaurants but far enough to be private and quiet. Will definitely be coming back"
Harbor Knoll Bed & Breakfast

The 1708 House

3.0 star property
10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay here. The house is stunning, the service is fabulous. The best bed ever to sleep in! Great location and a fabulous breakfast. Thank you. "
The 1708 House

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (23)
"Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for. "
Stirling House Bed & Breakfast

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (13)
"very comfortable stay. "
The Farmhouse Bed and Breakfast

Head of Pond House

3.0 star property
Head of Pond House

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (15)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House 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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Top Shelter Island Hotel Reviews

Frequently asked questions

Searching for B&Bs in Shelter Island?
If you want to find some accommodation with fewer rooms than a hotel and a cosy environment, a bed and breakfast may be the perfect thing for your getaway 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 garden for guests to admire or a beautiful breakfast room, the tiny details are what make bed and breakfasts a home away from home.
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. Enjoy the private garden and unique decor. Harpoon House: 9 rooms. 12.7 mi (20.5 km) from the city centre. Enjoy the bars and unique decor. 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 centre.
When is the best time to book my B&B in Shelter Island?
When you're dreaming of a getaway 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.
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 should 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?
You can plan your excursions in and around Shelter Island ahead of time with these transportation options. Fly into East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) away from the heart of the city. You can also search 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, consider renting a car to explore more sights.