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The best vacation homes in Shelter Island

Check out our selection of great vacation homes in Shelter Island

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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Boasting a spa bath, Shelter Island Retreat with Outdoor Pool! is set in Shelter Island. This beachfront property offers access to a balcony. Offering free WiFi throughout the property, the non-smoking holiday home has a fitness room.

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10
Exceptional
1 reviews

Boasting a patio with garden views, a private beach area and a garden, Sag Harbor Beauty can be found in Sag Harbor, close to Foster Memorial Beach and 28 km from Montauk Point Lighthouse. This beachfront property offers access to a balcony and free private parking. The property is non-smoking and is situated 37 km from Second House Museum.

very nice plenty of space quiet area

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6.8
Review score
5 reviews
Price from
£955
per night

The spacious holiday home has 3 bedrooms, a TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are available in the holiday home. The property has an outdoor dining area.

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Located in Greenport, 41 km from Splish Splash, Modern on 9th provides air-conditioned accommodation with a patio and free WiFi. This holiday home features a garden. Outdoor dining is also possible at the holiday home.

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Price from
£298
per night

This holiday home is fitted with 4 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 4 bathrooms equipped with a bath. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

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Price from
£747
per night

The spacious holiday home has 3 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Towels and bed linen are offered in the holiday home. There is also a seating area and a fireplace.

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Price from
£320
per night

Featuring a sauna, Cozy Greenport Cottage is located in Greenport. This holiday home features a private pool and a garden. Free WiFi is available throughout the property and Splish Splash is 41 km away.

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Price from
£265
per night

The spacious holiday home has 4 bedrooms, 3 bathrooms, bed linen, towels, a TV with cable channels, a dining area, a fully equipped kitchen, and a patio with garden views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

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Price from
£176
per night

Lagoon Lodge: North Fork, Charming 3Br, Waterfront is located in East Marion. The air-conditioned accommodation is 44 km from Splish Splash, and guests can benefit from on-site private parking and complimentary WiFi. Outdoor dining is also possible at the holiday home.

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Price from
£305
per night

The spacious holiday home comes with 3 bedrooms, 2 bathrooms, bed linen, towels, a TV with satellite channels, a dining area, a fully equipped kitchen, and a balcony with sea views. There is also a seating area and a fireplace.

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Price from
£215
per night

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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