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Find a Bed and Breakfast in Shelter Island from CA $297

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Browse Select Shelter Island B&B

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (171)
"Great stay!"
The price is CA $467
CA $590 total
includes taxes & fees
Sep 22 - Sep 23
The Sagaponack

Harpoon House

3.0 star property
8.4 out of 10, Very good, (131)
"Pop Up Rocco was excellent—bed was crisp & comfortable "
The price is CA $399
CA $456 total
includes taxes & fees
Sep 21 - Sep 22
Harpoon House

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (99)
"Great property."
The price is CA $802
CA $930 total
includes taxes & fees
Sep 7 - Sep 8
The Huntting Inn

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (240)
"Everything was fantastic, will stay again!"
The price is CA $297
CA $330 total
includes taxes & fees
Sep 21 - Sep 22
The Captain Stannard

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Room was wonderful. Property was nice. Breakfast outside was outstanding. "
The price is CA $359
CA $413 total
includes taxes & fees
Sep 3 - Sep 4
Inn at Harbor Hill Marina

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (71)
"Great staff "
The price is CA $748
CA $922 total
includes taxes & fees
Sep 2 - Sep 3
The Hedges Inn

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (158)
"Charming, beautiful inn; excellent food and service."
The price is CA $317
CA $352 total
includes taxes & fees
Sep 2 - Sep 3
Westbrook Inn 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 CA $951
CA $1,087 total
includes taxes & fees
Sep 2 - Sep 3
East Hampton Art House Bed & Breakfast

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (50)
"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

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (70)
"Great experience at a wonderful property!"
The price is CA $825
CA $1,037 total
includes taxes & fees
Sep 1 - Sep 2
Mill House Inn

West Neck Guesthouse

3.5 star property
8.2 out of 10, Very good, (36)
"Great property! Close to beach and super clean. "
The price is CA $435
CA $497 total
includes taxes & fees
Sep 1 - Sep 2
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)
"Beautiful property in a great location, convenient to everything.Our room was clean and comfortable."
The price is CA $490
CA $627 total
includes taxes & fees
Aug 26 - Aug 27
James Pharmacy Bed & Breakfast

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

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

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 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

Head of Pond House

3.0 star property
Head of Pond House

Historical Bed and breakfast<br>

8.8 out of 10, Excellent, (5)
"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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Top Shelter Island Hotel Reviews