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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 24 Guest Houses in Shelter Island Heights with updated reviews, rates, and availability.

Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, highchair, cookware/dishes/utensils

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (272)
"Was a nice stay "
The price is AED 975
AED 1,114 total
includes taxes & fees
22 May - 23 May
Hampton's Vacation Inn
Ocean Views - Fireplace - Private Beach
Beach nearby, sun loungers, beach towels

Ocean Views - Fireplace - Private Beach

10.0 out of 10, Exceptional, (175)
"So very comfortable, clean, and well appointed. Great communication. Beautiful view. Really excellent. Thank you!"
The price is AED 1,102
AED 1,701 total
includes taxes & fees
18 May - 19 May
Ocean Views - Fireplace - Private Beach
Aqua by American Beech - Superior King
Property grounds

Aqua by American Beech - Superior King

10.0 out of 10, Exceptional, (5)
"Had the best stay! Will be back "
The price is AED 768
AED 1,167 total
includes taxes & fees
20 May - 21 May
Aqua by American Beech - Superior King
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (69)
"Beautiful setting and big rooms close to ferry and town center. "
The price is AED 1,014
AED 1,159 total
includes taxes & fees
8 May - 9 May
House on Chase Creek
New and Modern Bridgehampton Accommodations
Outdoor pool, a heated pool

New and Modern Bridgehampton Accommodations

2.0 star property
10.0 out of 10, Exceptional, (7)
"Had a great stay here with a small group. Host was very accommodating and responsive. "
The price is AED 716
AED 1,679 total
includes taxes & fees
12 May - 13 May
New and Modern Bridgehampton Accommodations
Steps from the Ocean
On the beach, sun loungers, beach towels

Steps from the Ocean

10.0 out of 10, Exceptional, (54)
"We had a wonderful time and enjoyed this beautiful home in the off season which was perfect for the chill getaway we were looking for!"
Steps from the Ocean
American Beech in Greenport NY - King Suite 1
Interior

American Beech in Greenport NY - King Suite 1

10.0 out of 10, Exceptional, (5)
"Perfect Great place"
The price is AED 1,062
AED 1,523 total
includes taxes & fees
20 May - 21 May
American Beech in Greenport NY - King Suite 1
American Beech - King Suite 2
Interior

American Beech - King Suite 2

10.0 out of 10, Exceptional, (2)
"Excellent one night stay."
The price is AED 1,062
AED 1,544 total
includes taxes & fees
20 May - 21 May
American Beech - King Suite 2
Aqua by American Beech - Deluxe King
Terrace/patio

Aqua by American Beech - Deluxe King

9.0 out of 10, Wonderful, (2)
"The property was lovely. The staff was super sweet and attentive. I would love to go back when theres better weather. Love the decor, sweet little touches and lovelt amenities "
Aqua by American Beech - Deluxe King
American Beech in Greenport - Two-Bedroom Apartment 8
Interior

American Beech in Greenport - Two-Bedroom Apartment 8

The price is AED 2,163
AED 2,992 total
includes taxes & fees
20 May - 21 May
American Beech in Greenport - Two-Bedroom Apartment 8
American Beech - Deluxe King Suite 14
Interior

American Beech - Deluxe King Suite 14

10.0 out of 10, Exceptional, (2)
"Right in the heart of Greenport Villiage "
The price is AED 1,319
AED 1,855 total
includes taxes & fees
20 May - 21 May
American Beech - Deluxe King Suite 14
American Beech in Greenport - King Suite 3
Property grounds

American Beech in Greenport - King Suite 3

The price is AED 1,062
AED 1,523 total
includes taxes & fees
20 May - 21 May
American Beech in Greenport - King Suite 3
American Beech in Greenport - Deluxe King Suite 11
Interior

American Beech in Greenport - Deluxe King Suite 11

The price is AED 804
AED 1,204 total
includes taxes & fees
14 May - 15 May
American Beech in Greenport - Deluxe King Suite 11
American Beech in Greenport - Deluxe King Suite 12
Interior

American Beech in Greenport - Deluxe King Suite 12

The price is AED 1,135
AED 1,620 total
includes taxes & fees
20 May - 21 May
American Beech in Greenport - Deluxe King Suite 12
Victorian Seasons Stirling
Romantic House, 4 Bedrooms, Kitchen, Garden View | Terrace/patio

Victorian Seasons Stirling

3.5 star property
Victorian Seasons Stirling
Aqua by American Beech - Superior with 2 Queens
Outdoor dining

Aqua by American Beech - Superior with 2 Queens

Aqua by American Beech - Superior with 2 Queens
Aqua by American Beech - Deluxe with 2 Queen
Property grounds

Aqua by American Beech - Deluxe with 2 Queen

Aqua by American Beech - Deluxe with 2 Queen
The North Fork Loft
Interior

The North Fork Loft

The North Fork Loft
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
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1177)
"excellent overall stay"
The price is AED 555
AED 706 total
includes taxes & fees
20 May - 21 May
Montauk Manor
Montauk Oceanside Suites
Apartment | Private kitchen | Fridge, microwave, stovetop

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (374)
"Good for a short stay "
The price is AED 583
AED 706 total
includes taxes & fees
8 May - 9 May
Montauk Oceanside Suites
The Surf Club
On the beach, white sand

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (251)
"On the beach Heated pool Great facilities"
The price is AED 744
AED 1,050 total
includes taxes & fees
20 May - 21 May
The Surf Club
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.