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Search B&B in Shelter Island Heights

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Compare 32 B&B in Shelter Island Heights with updated reviews, rates, and availability.

The Sagaponack
3.0 star property
8.8 out of 10, Excellent, (118)
"Hosts were very easy to communicate with. We had issues with our heater and they were there in minutes to help reset it! Great location in between Southampton and montauk and sag harbor! Very spacious for our mom & daughter trip!"
The price is AED 731
AED 955 total
includes taxes & fees
1 Dec - 2 Dec
The Sagaponack
Inn at Harbor Hill Marina
3.5 star property
9.2 out of 10, Wonderful, (1002)
"Beautiful, clean with helpful staff. We enjoyed our time at this beautiful location."
The price is AED 569
AED 655 total
includes taxes & fees
1 Dec - 2 Dec
Inn at Harbor Hill Marina
Harpoon House
3.0 star property
8.2 out of 10, Very Good, (108)
"Lovely place and hosts. "
The price is AED 643
AED 729 total
includes taxes & fees
6 Nov - 7 Nov
Harpoon House
The Captain Stannard B&B Country Inn
3.0 star property
9.6 out of 10, Exceptional, (212)
"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 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 AED 1,315
AED 1,538 total
includes taxes & fees
19 Nov - 20 Nov
The Huntting Inn
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (56)
"Dawn was exceptional. The location allowed us to get a real feel for the Hamptons"
The price is AED 918
AED 1,048 total
includes taxes & fees
1 Dec - 2 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, (232)
"The place was lovely - just right for a weekend getaway. It was easy to get in at night and the room was a good size. Bed was super comfortable with plenty of blankets and pillows! Breakfast was plentiful and owner is very friendly. Easy to walk into town to all shops and restaurants and close to the beach - great location. All in all - highly recommend. "
The price is AED 819
AED 893 total
includes taxes & fees
6 Nov - 7 Nov
The Scranton Seahorse Inn
The Homestead
3.0 star property
10.0 out of 10, Exceptional, (69)
"The Homestead is a gem. I’ve been to countless B&Bs and Inns and few are in this category of quality, comfort and friendliness. Can’t beat the location with access to beach, hiking, boating, shopping, great dining, history… The rooms are nicely decorated with comfy beds, high end sheets (I’m picky) and nice sized bathrooms. The vitamin infused shower head with strong water pressure was amazing. Ralph and his staff bent over backward to ensure we were comfortable, well fed and prepared for...
The price is AED 930
AED 1,032 total
includes taxes & fees
24 Nov - 25 Nov
The Homestead
Westbrook Inn B&B
3.0 star property
10.0 out of 10, Exceptional, (140)
"It was wonderful "
The price is AED 789
AED 861 total
includes taxes & fees
6 Nov - 7 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 AED 1,110
AED 1,651 total
includes taxes & fees
6 Nov - 7 Nov
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."
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 AED 1,551
AED 1,771 total
includes taxes & fees
6 Nov - 7 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>
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 Heights

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1062)
"Loved the old school character "
The price is AED 509
AED 653 total
includes taxes & fees
27 Nov - 28 Nov
Montauk Manor
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (258)
"Very private"
The price is AED 484
AED 632 total
includes taxes & fees
6 Nov - 7 Nov
Windward Shores Ocean Resort
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very Good, (336)
"It was very clean and affordable price"
The price is AED 423
AED 520 total
includes taxes & fees
6 Nov - 7 Nov
Montauk Oceanside Suites
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 Heights?
If you want to find a place to stay with fewer rooms than the traditional hotel and a cozy environment, a B&B might be a great fit for your trip to Shelter Island Heights. During your time in Shelter Island Heights, 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 the right choice for your stay?
With attentive service, opportunities to meet guests from other places, and tasty breakfasts, B&Bs offer a truly one-of-a-kind setting.
What are the top B&Bs in Shelter Island Heights?
Here are some well-liked B&Bs in the area: West Neck Guesthouse: 6 rooms. 0.6 mi (1 km) from the heart of Shelter Island Heights.The Sagaponack: 10.8 mi (17.4 km) from the downtown core. Harpoon House: 9 rooms. Situated 13.7 mi (22 km) from the heart of Shelter Island Heights. Enjoy the bars and unique décor. East Hampton Art House Bed & Breakfast: 2 rooms. Located 10.4 mi (16.8 km) from the core of Shelter Island Heights. Enjoy the free full breakfast and fitness center.
What's the best time of year to book my B&B in Shelter Island Heights?
When you’re dreaming of a stay in Shelter Island Heights, 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 Heights is 57 inches.
What is there to do in Shelter Island Heights?
Travelers looking to spend some time in nature enjoy Shelter Island Heights for its island views and beaches. 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 Country Club and Sylvester Manor on your list if you want to see more of the area.
How can I get to and around Shelter Island Heights?
Planning your excursions in and around Shelter Island Heights is easier with these transportation options. Fly into East Hampton, NY (HTO), which is located 10.2 mi (16.4 km) away from the city center. You can also search for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.2 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.