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Town of Southold Town Accommodation: Most Popular Cities to Stay

Sunset along the beach at Towd Point in Southampton, Long Island, New York.
Holiday RentalsHoliday Rentals

Peconic

Peconic

Our top choices for Town of Southold Town holiday rentals

Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (253 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is ₹18,615
₹25,426 total
includes taxes & fees
31 May - 1 Jun
Cliffside Resort Condominiums
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (19 reviews)
"Great stay & great staff!"
United States
James
The price is ₹26,126
₹29,849 total
includes taxes & fees
31 May - 1 Jun
North Fork Resort
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,353 reviews)
"Had a wonderful stay"
United States
Meghan
The price is ₹28,940
₹34,937 total
includes taxes & fees
30 May - 31 May
Montauk Manor
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (313 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
The price is ₹19,639
₹25,040 total
includes taxes & fees
4 Jun - 5 Jun
Windward Shores Ocean Resort
Apartment | Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (240 reviews)
"Very close to beach"
United States
Rabia
The price is ₹18,120
₹23,819 total
includes taxes & fees
2 Jun - 3 Jun
Driftwood Resort
Apartment | Iron/ironing board, free WiFi

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (426 reviews)
"Awesome room!!! Wish I could come back in the summer"
United States
Nicki
The price is ₹20,617
₹24,596 total
includes taxes & fees
8 Jun - 9 Jun
Montauk Oceanside Suites
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 Town of Southold Town Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Wonderful, relaxing stay. Convenient to both train and ferry. Warm and inviting reception team."
Gil 2-night trip
Posted 1 hour ago
The Harbor Front Inn

Find out more about Town of Southold Town

Holiday Apartments in Town of Southold Town

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