Search Guest Houses in Shelter Island

Compare 20 Guest Houses in Shelter Island with updated reviews, rates, and availability.

Cottage, 1 Bedroom (with porch - Pet Friendly + Fee) | Private kitchen | Dishwasher, coffee/tea maker
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (235)
"This was a very nice cottage in a great location. Very clean and spacious. Comfortable bed. Staff very helpful. Nice pool. Only issue was the tennis court was not available for our stay. They began power washing it after we arrived (after I texted about it when we arrived) and said it would be available at 1pm the next day. We had to check out at 10:30 that day. "
The price is $127
$144 total
includes taxes & fees
30 May - 31 May
Hampton's Vacation Inn
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (64)
"Amazing location. Lovely lake. Serene and Tranquil experience. "
The price is $276
$315 total
includes taxes & fees
3 Jun - 4 Jun
House on Chase Creek
Interior
American Beech in Greenport NY - King Suite 1
10.0 out of 10, Exceptional, (3)
"My husband and I brought our rescue dog Beau with us. One of the few places found that allow dogs. We all had a great time. Bar and restaurant on the property. Nicely appointed room. The most comfortable king bed we ever slept in away from home. Loved it and we will return soon."
The price is $259
$372 total
includes taxes & fees
3 Jun - 4 Jun
American Beech in Greenport NY - King Suite 1
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On the beach, sun loungers, beach towels
Steps from the Ocean
10.0 out of 10, Exceptional, (43)
"The place is adorable and steps to the ocean with a gorgeous view of the water and sunrise. We had a fantastic time!"
Steps from the Ocean
Property grounds
Aqua by American Beech - Superior King
10.0 out of 10, Exceptional, (3)
"I was so pleasantly surprised how wonderfully adorable this place is. Location is amazing too. Initially difficult to communicate with the "owner" via VRBO just to get an address, but got it finally. Made me a little nervous. It's like a bunch of cabanas attached but very private, kitchenette with plenty of room, nice views (I wasnt on the bay, but could see it and spotless clean. Rachel, at the front desk was absolutely amazing. If only other hotels etc could clone her, they'd be very...
The price is $295
$416 total
includes taxes & fees
30 May - 31 May
Aqua by American Beech - Superior King
Property grounds
American Beech in Greenport - King Suite 3
The price is $199
$294 total
includes taxes & fees
30 May - 31 May
American Beech in Greenport - King Suite 3
Interior
American Beech in Greenport - Two-Bedroom Apartment 8
The price is $619
$834 total
includes taxes & fees
30 May - 31 May
American Beech in Greenport - Two-Bedroom Apartment 8
Interior
American Beech in Greenport - Deluxe King Suite 11
The price is $279
$397 total
includes taxes & fees
3 Jun - 4 Jun
American Beech in Greenport - Deluxe King Suite 11
Interior
American Beech - King Suite 2
The price is $199
$294 total
includes taxes & fees
30 May - 31 May
American Beech - King Suite 2
Interior
American Beech in Greenport - Deluxe King Suite 12
The price is $259
$372 total
includes taxes & fees
30 May - 31 May
American Beech in Greenport - Deluxe King Suite 12
Interior
American Beech - Deluxe King Suite 14
The price is $299
$422 total
includes taxes & fees
4 Jun - 5 Jun
American Beech - Deluxe King Suite 14
Property grounds
Aqua by American Beech - Deluxe King
The price is $279
$396 total
includes taxes & fees
30 May - 31 May
Aqua by American Beech - Deluxe King
Fridge, microwave, oven, stovetop
The North Fork Loft
The North Fork Loft
Property grounds
Aqua by American Beech - Deluxe with 2 Queen
Aqua by American Beech - Deluxe with 2 Queen
Property grounds
Aqua by American Beech - Superior with 2 Queens
Aqua by American Beech - Superior with 2 Queens
Romantic House, 4 Bedrooms, Kitchen, Garden View | Terrace/patio
Victorian Seasons Stirling
3.5 star property
Victorian Seasons Stirling
House, 1 Queen Bed (Ruschmeyers #14 - Dlx Queen) | Exterior
Ruschmeyers #14 - Dlx Queen
2.5 star property
Ruschmeyers #14 - Dlx Queen
House, 1 Queen Bed (Ruschmeyers #11 - Dlx Queen) | Exterior
Ruschmeyers #11 - Dlx Queen
2.5 star property
Ruschmeyers #11 - Dlx Queen
House, 1 Queen Bed (Ruschmeyers #5 - Queen) | Property grounds
Ruschmeyers #5 - Queen
2.5 star property
Ruschmeyers #5 - Queen
2 bedrooms, iron/ironing board, WiFi, bed sheets
A Barn Retreat, with a little rustic.
A Barn Retreat, with a little rustic.
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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

Front of property - evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1022)
"Best affordable hotel in Montauk"
The price is $168
$211 total
includes taxes & fees
30 May - 31 May
Montauk Manor
View from property
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (236)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is $209
$260 total
includes taxes & fees
30 May - 31 May
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.

Shelter Island Guest Houses information

Number of reviews
347
Accommodation
20 Guest Houses
Lowest Price
$127
Highest Price
$295

Recent reviews of Shelter Island hotels
Expedia 亿客行 verified reviews