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300+ stays

Stays in Shelter Island Heights

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SUPERHOST
Entire house in Greenport
Walk to it all! - Eat, Drink, Beach, Shop - Apt #2
6 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchen
Rating 4.95 out of 5;113 reviews
Price:$300 / night
SUPERHOST
Entire guest suite in Greenport
Village suite w/private entry near the beach
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 4.92 out of 5;98 reviews
Price:$225 / night
SUPERHOST
Entire house in Shelter Island
Beautiful Shelter Island getaway..Gourmet kitchen!
6 guests5 bedrooms4 beds3.5 baths
PoolWifiAir conditioningKitchen
Rating 4.88 out of 5;27 reviews
Price:$470 / night
SUPERHOST
Entire house in Shelter Island
The Lord‘s Cottage on the Water
4 guests2 bedrooms3 beds2 baths
WifiAir conditioningKitchen
Rating 4.84 out of 5;44 reviews
Price:$316 / night
Entire apartment in Orient
Relax on the North Fork in Orient!
2 guests1 bedroom0 beds1 bath
WifiKitchen
Rating 4.86 out of 5;7 reviews
Price:$65 / night
SUPERHOST
Entire apartment in Shelter Island Heights
Squire Chase House
6 guests3 bedrooms3 beds2 baths
WifiAir conditioningKitchen
Rating 4.91 out of 5;135 reviews
Price:$375 / night
SUPERHOST
Entire condominium in Greenport
Waterfront 2BR/2BA
4 guests2 bedrooms3 beds2 baths
PoolWifiAir conditioningKitchen
Rating 4.89 out of 5;22 reviews
Price:$350 / night
SUPERHOST
Entire house in Shelter Island
Case-Jennings House on Shelter Island 20-B-0001
4 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchen
Rating 5.0 out of 5;131 reviews
Price:$260 / night
SUPERHOST
Entire house in Greenport
Greenport Village home w/ POOL! Steps to Beach!
13 guests3 bedrooms6 beds2 baths
PoolWifiAir conditioningKitchen
Rating 4.86 out of 5;22 reviews
Price:$366 / night
SUPERHOST
Entire house in Greenport
Greenport Beach House
8 guests3 bedrooms4 beds2 baths
PoolWifiAir conditioningKitchen
Rating 4.90 out of 5;67 reviews
Price:$953 / night
SUPERHOST
Entire guest suite in Shelter Island
Studio sweet on Shelter Island
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.90 out of 5;10 reviews
Price:$161 / night
SUPERHOST
Entire apartment in Greenport
Nautical inspired studio apartment
4 guests1 bedroom2 beds1 bath
PoolWifiAir conditioningKitchen
Rating 4.96 out of 5;69 reviews
Price:$230 / night
Tiny house in Bridgehampton
Bridgehampton Private Loft Walk to Town Monthly
2 guestsStudio1 bed1 bath
PoolWifiAir conditioning
Rating 4.67 out of 5;3 reviews
Price:$65 / night
SUPERHOST
Entire house in Greenport
The Greenport Bungalow
6 guests3 bedrooms3 beds2 baths
WifiAir conditioningKitchen
Rating 4.97 out of 5;102 reviews
Price:$381 / night
SUPERHOST
Entire house in Greenport
Walk to it all! - Eat, Drink, Beach, Shop - Apt #1
6 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchen
Rating 4.93 out of 5;163 reviews
Price:$433 / night
SUPERHOST
Entire cottage in Greenport
Bay front bungelow in quiet neighbourhood
6 guests3 bedrooms4 beds2 baths
WifiAir conditioningKitchen
Rating 5.0 out of 5;4 reviews
Price:$300 / night
SUPERHOST
Entire house in Shelter Island
George's Studio 20-B-0001
4 guests2 bedrooms2 beds1.5 baths
WifiAir conditioningKitchen
Rating 5.0 out of 5;3 reviews
Price:$248 / night
Entire apartment in Greenport
Bay House 1 BR APT, Antique Charm in ❤️ of village.
4 guests1 bedroom4 beds1 bath
WifiAir conditioningKitchen
Rating 4.75 out of 5;129 reviews
Price:$142 / night
SUPERHOST
Room in boutique hotel in Greenport
American Beech - King Suite 3
3 guests1 bedroom0 beds1 private bath
WifiAir conditioning
Rating 5.0 out of 5;5 reviews
Price:$416 / night
SUPERHOST
Entire apartment in Greenport
Greenport Village View - Walkable 2BR Stay
4 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchen
Rating 4.96 out of 5;26 reviews
Price:$385 / night
1 20 of 300+ places to stay
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