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Search B&B in Shelter Island

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Compare 31 B&B in Shelter Island with updated reviews, rates, and availability.

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (123)
"Beautiful for a quiet weekend getaway "
The price is SAR 701
SAR 925 total
includes taxes & fees
7 Dec - 8 Dec
The Sagaponack

Inn at Harbor Hill Marina

3.5 star property
9.2 out of 10, Wonderful, (1023)
"Rooms were very comfortable and clean. Everyone was very accommodating. Breakfast was deliciously prepared. "
The price is SAR 478
SAR 549 total
includes taxes & fees
24 Nov - 25 Nov
Inn at Harbor Hill Marina

Harpoon House

3.0 star property
8.2 out of 10, Very Good, (109)
"The place and the room were great and extremely well equipped. This was an independent stay, but staff was very efficient and friendly in checking us in."
The price is SAR 643
SAR 729 total
includes taxes & fees
28 Nov - 29 Nov
Harpoon House

The Captain Stannard B&B Country Inn

3.0 star property
9.6 out of 10, Exceptional, (213)
"We had a wonderful time and the owner was great. We had a fun time talking about history of both inn’s. Look forward to returning and doing more next time"
The price is SAR 882
SAR 961 total
includes taxes & fees
5 Dec - 6 Dec
The Captain Stannard B&B Country Inn

Carole's Place B & B

3.0 star property
9.6 out of 10, Exceptional, (67)
"We stayed with Carole for two nights, and we absolutely loved her place! The location was perfect for us—central and convenient. From the moment we arrived, we felt right at home. She has created such a warm and cozy space, and her hospitality made all the difference. We truly appreciated her kindness and how welcoming she was. Without a doubt, we’ll be staying with her again the next time we visit Long Island!"
Carole's Place B & B

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (86)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is SAR 1,344
SAR 1,572 total
includes taxes & fees
15 Dec - 16 Dec
The Huntting Inn

Mill House Inn

5.0 star property
8.8 out of 10, Excellent, (58)
"Lovely building. Our room was great. Staff were very nice and accommodating. We would definitely return."
The price is SAR 939
SAR 1,178 total
includes taxes & fees
3 Dec - 4 Dec
Mill House Inn

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (6)
"My husband and I escaped to Long Island for a beautiful fall weekend and thoroughly enjoyed our stay at Vine + Sand. The hosts were very friendly and helpful with restaurant reservations and offered great tips for local activities. The accommodations were eco-friendly, modern and super comfortable and the breakfast in the morning offered delicious pastries and other homemade foods from local bakeries and markets which were a great touch. The location was private yet close enough to get to town...
Vine & Sand

The Scranton Seahorse Inn

3.0 star property
9.0 out of 10, Wonderful, (233)
"This B and B Inn was a top tier find! The room was large, bed soft, pillows perfect! Michael our host was and extraordinary cook. The frittata was tasty and fluffy. He was also a truly friendly gentleman. "
The price is SAR 913
SAR 995 total
includes taxes & fees
12 Dec - 13 Dec
The Scranton Seahorse Inn

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (140)
"It was wonderful "
The price is SAR 807
SAR 880 total
includes taxes & fees
24 Nov - 25 Nov
Westbrook Inn B&B

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main

James Pharmacy Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (14)
"We loved staying in the historic pharmacy. We stayed in the Ann Petry room and it is well appointed, clean and charming. The property sits on the town's main street and is very walkable to shopping and dining. We look forward to our next stay. "
The price is SAR 1,135
SAR 1,688 total
includes taxes & fees
23 Dec - 24 Dec
James Pharmacy Bed & Breakfast

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (9)
"We stayed here for our mini moon and couldn't have asked for a better weekend! We loved hanging out at the inn and getting to know Leueen and the other guests. The inn is walking distance to the main streets and the train. Will definitely visit again!"
Harbor Knoll Bed & Breakfast

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! "
West Neck Guesthouse

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (22)
"This was a great place to stay with old word charm. If you are looking for a quiet getaway with a beautiful view of the ocean this is it. The breakfast that we had were much better that what you could get in town. My wife and I can't wait to go back."
The price is SAR 946
SAR 1,080 total
includes taxes & fees
17 Dec - 18 Dec
Stirling House Bed & Breakfast

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (68)
"Super friendly staff, very accommodating! We can’t wait to return. "
The Hedges Inn

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is SAR 1,586
SAR 1,810 total
includes taxes & fees
27 Nov - 28 Nov
East Hampton Art House Bed & Breakfast

The Baker House 1650

4.5 star property
9.4 out of 10, Exceptional, (33)
"Absolutely best place to stay in East Hampton! Charming B&B with incredible staff. "
The Baker House 1650

Historical Bed and breakfast<br>

8.6 out of 10, Excellent, (4)
"Very great house , Owner was amazing and was very easy to contact and gave us early check in . Would definitely do it agian"
Historical Bed and breakfast<br>

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (10)
"Lovely B&B run by a lovely couple"
The Farmhouse Bed and Breakfast
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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Other property types in Shelter Island

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1069)
"Absolutely everything my girlfriend and I could have asked for. Will be happy to return one day!"
The price is SAR 549
SAR 700 total
includes taxes & fees
26 Nov - 27 Nov
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very Good, (338)
"All very good!"
The price is SAR 433
SAR 531 total
includes taxes & fees
26 Nov - 27 Nov
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (262)
"smooth check in, very clean place, via text comunication extremely effective, we also loved the small kitchen in the room, ideal for some coffee making or warming ubp a bite we simply loved the place."
The price is SAR 474
SAR 623 total
includes taxes & fees
3 Dec - 4 Dec
Windward Shores Ocean Resort
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.

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. 12.7 mi (20.5 km) from the downtown core. Enjoy the bars and unique décor. East Hampton Art House Bed & Breakfast: 2 rooms. 9.4 mi (15.1 km) from the heart of downtown. Enjoy the free full breakfast and fitness center. The Captain Stannard B&B Country Inn: 11 rooms. Located 16 mi (25.8 km) from the core of Shelter Island.
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 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?
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.