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Find a Bed and Breakfast in Shelter Island Heights

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Browse Select Shelter Island Heights B&B

The Wainscott Inn
Front of property
The Wainscott Inn
3.0 star property
8.6 out of 10, Excellent, (95)
"new remodel is very nice"
The price is CA $579
CA $709 total
includes taxes & fees
Jul 22 - Jul 23
The Wainscott Inn
The Captain Stannard B&B Country Inn
Front of property
The Captain Stannard B&B Country Inn
3.0 star property
9.6 out of 10, Exceptional, (179)
"We were with a group of friends attending a wedding. Diane, the Inn keeper was delightful. The new owners who just took over this month, came to meet us at breakfast - we wish them the best of luck! Each room is unique. Was a very hot day but the rooms were comfortably cooled & a very comfortable bed. Breakfast was lovely with home made goods - something for everyone. Beautiful outdoor porch with lovely rocking chairs. When we all returned from the wedding we gathered on the porch & had...
The price is CA $274
CA $304 total
includes taxes & fees
Jul 1 - Jul 2
The Captain Stannard B&B Country Inn
Inn at Harbor Hill Marina
Property grounds
Inn at Harbor Hill Marina
3.5 star property
9.2 out of 10, Wonderful, (1000)
"The best comp breakfast. "
The price is CA $326
CA $375 total
includes taxes & fees
Jul 1 - Jul 2
Inn at Harbor Hill Marina
The Huntting Inn
Exterior
The Huntting Inn
3.5 star property
8.6 out of 10, Excellent, (73)
"This is the East Hampton we remember from many years ago, My spouse and I have been long time home owners in the East Hampton area and found ourselves staying at the Huntting Inn as we were in the process of moving back into our newly renovated home. Our stay covered three nights and it could not have been a better experience. The room was immaculate, very upto date--clearly they have invested in the property. The staff was thoughtful and very helpful ranging from the modified continental...
The price is CA $763
CA $884 total
includes taxes & fees
Jul 15 - Jul 16
The Huntting Inn
Carole's Place B & B
Property grounds
Carole's Place B & B
3.0 star property
9.4 out of 10, Exceptional, (41)
"We had such a wonderful time and can’t wait to come back! It’s such a cute and cozy b&b with so much charm. Our room was clean and comfy, the location was convenient, and we loved the serenity of the backyard and pool. This place is a hidden gem at an unbeatable price for the Hamptons… Pics don’t do it justice and there’s not a lot of reviews just yet because they just recently reopened. Last but not least, Carole was a wonderful and endearing host who made us feel at home and made tasty...
Carole's Place B & B
The Scranton Seahorse Inn
Staircase
The Scranton Seahorse Inn
3.0 star property
9.0 out of 10, Wonderful, (219)
"The Seashore is a special INN. It is very quaint, inviting and comfortable. I’d return again."
The price is CA $332
CA $369 total
includes taxes & fees
Jul 1 - Jul 2
The Scranton Seahorse Inn
Harpoon House
Porch
Harpoon House
3.0 star property
8.2 out of 10, Very good, (104)
"very friendly host "
The price is CA $715
CA $817 total
includes taxes & fees
Jun 30 - Jul 1
Harpoon House
Vine & Sand
Interior entrance
Vine & Sand
5.0 star property
10.0 out of 10, Exceptional, (1)
Vine & Sand
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (53)
"Incredible stay at this property with five star service and amazing staff. Every detail was thought through and they truly want to make it the best experience for all their guests. Walking distance to town and nearby shops and restaurants and easy to access other towns and areas from the location. Would highly reccomend!!"
The price is CA $1,359
CA $1,706 total
includes taxes & fees
Jun 28 - Jun 29
Mill House Inn
The Homestead
Room, 1 King Bed, Patio, Ground Floor (7)
The Homestead
3.0 star property
10.0 out of 10, Exceptional, (64)
"Excellent accommodations and Host. "
The Homestead
West Neck Guesthouse
Deluxe Room, 1 King Bed
West Neck Guesthouse
3.5 star property
7.6 out of 10, Good, (25)
"The walk to the main house was further than noted. Breakfast was sparse compared to other B&B's."
The price is CA $533
CA $609 total
includes taxes & fees
Jun 28 - Jun 29
West Neck Guesthouse
Westbrook Inn B&B
Terrace/patio
Westbrook Inn B&B
3.0 star property
10.0 out of 10, Exceptional, (138)
"Such a gorgeous Inn! Will definitely return! The rooms are decorated impeccably - large group and each individual bedroom witnessed. I can't wait to dine at breakfast and take a quick trip to the beach before check out. "
The price is CA $375
CA $417 total
includes taxes & fees
Jun 30 - Jul 1
Westbrook Inn B&B
The Hedges Inn
Front of property
The Hedges Inn
3.5 star property
9.6 out of 10, Exceptional, (66)
"Beautiful location and lovely accommodation."
The Hedges Inn
East Hampton Art House Bed & Breakfast
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (55)
"The hosts were really nice and the breakfast is excellent!"
The price is CA $1,390
CA $1,586 total
includes taxes & fees
Jun 28 - Jun 29
East Hampton Art House Bed & Breakfast
434 on Main
Reception hall
434 on Main
4.0 star property
10.0 out of 10, Exceptional, (34)
"Great hosts"
434 on Main
Stirling House Bed & Breakfast
Dock
Stirling House Bed & Breakfast
3.0 star property
9.8 out of 10, Exceptional, (21)
"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 Baker House 1650
Indoor pool, seasonal outdoor pool, sun loungers
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
James Pharmacy Bed & Breakfast
Garden
James Pharmacy Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (8)
"Near nice shops and restaurants "
The price is CA $532
CA $755 total
includes taxes & fees
Jun 30 - Jul 1
James Pharmacy Bed & Breakfast
Historical Bed and breakfast<br>
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
Historical Bed and breakfast<br>
8.0 out of 10, Very good, (3)
"Thomas was the best vacation rental host we have ever had. So flexible. So responsive—before and during our stay. Very thoughtful and accommodating—he went the extra mile to make our stay great. He met us when we arrived, showed us around the house, and gave us great recommendations in the area. He brought us a blender and cooler when we asked if he had one. The house is awesome—big and nice yard, amazing pool, fun/interesting details inside, comfortable and nice, big/plenty of room for a big...
Historical Bed and breakfast<br>
Harbor Knoll Bed & Breakfast
Living area
Harbor Knoll Bed & Breakfast
3.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful, private oceanfront property right next to all the restaurants in town. "
Harbor Knoll Bed & Breakfast
Don't see what you're looking for?
See all available properties in Shelter Island Heights
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.

Other property types in Shelter Island Heights

Montauk Manor
Front of property - evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1030)
"Was visiting family who still live in Montauk. I grew up in Montauk as a kid until i married so very familiar with the area. Loved it then but now its just too, too busy and so many homes and shops, & people. Lots of memories came back even those of watching a movie in the old movie theater & holding an umbrella up over us if it was raining and the cats wandering around brushing up against our legs! Or were they rats??? Lol. The Manor was great though, beautiful and all was perfect! Your...
The price is CA $671
CA $792 total
includes taxes & fees
Jul 1 - Jul 2
Montauk Manor
The Surf Club
On the beach, white sand
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (227)
"Amazing"
The price is CA $598
CA $757 total
includes taxes & fees
Jul 1 - Jul 2
The Surf Club
Driftwood Resort
Apartment, 1 Bedroom | Private kitchen
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (192)
"Staff is friendly "
The price is CA $582
CA $694 total
includes taxes & fees
Jul 21 - Jul 22
Driftwood 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.

Shelter Island Heights B&B information

Number of reviews
Accommodation
 B&B
Lowest Price
Highest Price

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 Wainscott Inn: 10.8 mi (17.4 km) from the downtown core. Captain Stannard B&B Country Inn: 11 rooms. Situated 14.7 mi (23.6 km) from the heart of Shelter Island Heights. 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.

Recent Reviews in Shelter Island Heights
Expedia verified reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

5/5 Excellent
"nice area next door to park and near town restaurant is good - great atmosphere plenty of room to park"
A verified traveller stayed at Saybrook Point Resort & Marina
Posted 2 days ago
Saybrook Point Resort & Marina