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Vacation rentals in Southold, NY

Find deals on 150 vacation rentals in Southold, NY

Southold, NY
May 7 — May 82

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Top rentals in Southold

Find the perfect vacation rental for your stay in Southold
Price
$339
$1,975
Review Score
0+
6+
7+
8+
9+

Hostels and cheap hotels in Southold

These hotels and hostels usually make for a cheap way to stay in Southold
Lovely Cottage in the Heart of Long Island Wine country Photo

Lovely Cottage in the Heart of Long Island Wine country

Southold, NY, United States

10.0
Bright Oasis in Beautiful North Fork Wine Country Photo

Bright Oasis in Beautiful North Fork Wine Country

Southold, NY, United States

9.3

Renovated New Suffolk Home In Heart Of Wine Country - Close to Beach & Town

New Suffolk, NY, United States

7.0
Steve's Place: Heated Pool, 3BR Southold Home, Beach Photo

Steve's Place: Heated Pool, 3BR Southold Home, Beach

Southold, NY, United States

9.8

Quaint and Quiet cottage. Newly renovated, heated built in pool!

Southold, NY, United States

Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country Photo

Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country

Southold, NY, United States

9.6

Get the best value vacation rental in Southold

These Southold vacation rentals have the best prices for their ratings
Steve's Place: Heated Pool, 3BR Southold Home, Beach Photo

Steve's Place: Heated Pool, 3BR Southold Home, Beach

Southold, NY, United States

9.8
Bright Oasis in Beautiful North Fork Wine Country Photo

Bright Oasis in Beautiful North Fork Wine Country

Southold, NY, United States

9.3

Useful insights on Southold vacation rentals

Get a quick overview on price and accommodation trends for your visit in Southold

Lowest Vacation Rental Price

$339
The cheapest price for a room in Southold found in the last 7 days is $339/night. This rate is available with Lovely Cottage in the Heart of Long Island Wine country.

Information about staying in Southold

Read these important travel tips before booking a vacation rental in Southold

How long do people typically book vacation apartments for in Southold?

Those choosing vacation rental apartments in Southold typically book for at least 3 nights.

When is the best time to book a vacation rental in Southold?

December is often the cheapest month to rent a vacation apartment in Southold. Prices per night can be around 74% below average at this time.

How many operators does momondo search for hotels in Southold?

As of April 2025, there are 158 operators available to choose from for hotels in Southold.

When did momondo last update prices for hotels in Southold?

Prices for hotels in Southold refresh daily.

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