Lodging Image

Search Bed and Breakfasts in Shelter Island

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Shelter Island bed & breakfast

1. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (44 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is ₹29,974
₹34,246 total
includes taxes & fees
31 Aug - 1 Sept
West Neck Guesthouse

2. Arbor View House B&B

Arbor View House B&B
3.5 star property
East Marion
9.4 out of 10, Exceptional, (16 reviews)
"Wonderful stay! Will definitely be back!"
United States
Lekecia
The price is ₹58,194
₹68,547 total
includes taxes & fees
3 Sept - 4 Sept
Arbor View House B&B

3. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (282 reviews)
"Clean room, great staff, pool is nice and pet friendly."
United States
liliana
The price is ₹38,484
₹48,748 total
includes taxes & fees
8 Sept - 9 Sept
The Sagaponack

4. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (183 reviews)
"Staff was very courteous and the location was perfect. We would book this venue again for our next trip to the hamptons."
United States
Kim
The price is ₹27,556
₹31,482 total
includes taxes & fees
1 Sept - 2 Sept
Harpoon House

5. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (277 reviews)
"This is a very tastefully decorated B&B in an idyllic location. 6 minute walk to West Beach and near all the famous CT shoreline restaurants and attractions."
United Kingdom
Jessica
The price is ₹21,918
₹24,329 total
includes taxes & fees
23 Aug - 24 Aug
The Captain Stannard

6. 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 reviews)
"The hosts were really nice and the breakfast is excellent!"
United States
IVAN
The price is ₹78,684
₹89,897 total
includes taxes & fees
14 Sept - 15 Sept
East Hampton Art House Bed & Breakfast

7. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (124 reviews)
"Very nice, great place."
United States
James Patrick
The price is ₹54,249
₹62,938 total
includes taxes & fees
1 Sept - 2 Sept
The Huntting Inn

8. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,001 reviews)
"Everything was great especially location and view was magnificent"
United States
Lisa
The price is ₹25,719
₹29,577 total
includes taxes & fees
1 Sept - 2 Sept
Inn at Harbor Hill Marina

9. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (202 reviews)
"This place is always the best love the rooms. The staff is excellent place is so clean always feel so comfortable here."
United States
Diane
The price is ₹29,320
₹32,545 total
includes taxes & fees
31 Aug - 1 Sept
Westbrook Inn B&B

10. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (77 reviews)
"The staff was warm, welcoming, knowledgeable & helpful! The food was superb! The room was impeccable from cleanliness to the amenities provided! We absolutely loved our stay and cannot wait to return. "
United States
Lauren
The price is ₹60,149
₹74,361 total
includes taxes & fees
14 Sept - 15 Sept
The Hedges Inn

11. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (89 reviews)
"Couldn't have been nicer. Dawn and Tiffany were grcious and accomodating."
Canada
Ronald
The price is ₹83,660
₹120,911 total
includes taxes & fees
14 Sept - 15 Sept
Mill House Inn

12. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (246 reviews)
"Excellent B&B. Great breakfast. Lovely area. Walk around to local stores and restaurants. And beach is nearby."
United States
Krishna
The price is ₹29,548
₹32,798 total
includes taxes & fees
25 Aug - 26 Aug
The Scranton Seahorse Inn

13. Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (12 reviews)
"What a wonderful little gem in the heart of Watermill. This was our favorite Hamptons B&B stay and we can’t wait to comeback!"
United States
Liz
The price is ₹201,500
₹230,213 total
includes taxes & fees
9 Sept - 10 Sept
Head of Pond House
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shelter Island Hotel Reviews

Find out more about Shelter Island

Shelter Island B&B information

Number of reviews
Accommodation
B&B
Lowest Price
Highest Price

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. Harpoon House: 9 rooms. 12.7 mi (20.5 km) from the city centre. Enjoy the bars and unique decor. The Hedges Inn: 12 rooms. 11 mi (17.7 km) from the city centre. Enjoy the free cooked breakfast and designer toiletries. Mill House Inn: 10 rooms. Located 10.7 mi (17.2 km) from the core of Shelter Island. Enjoy the free cooked breakfast and designer toiletries.
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 Historical Society and Mashomack Preserve 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.

Explore a world of travel with Expedia