Find Vacation Rentals in Southold

We have 23 properties to choose from
Southold
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Popular Southold Vacation Rentals

Find the perfect Southold vacation rental

Motel Southold
$247 per night
Motel ∙ 2 guests ∙ 1 bedroom
4.2
"Very good" (74 ratings)
Southold, Suffolk County, New York, United States
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HomeToGo
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Motel Southold
$213 per night
Motel ∙ 4 guests ∙ 1 bedroom
4.2
"Very good" (74 ratings)
Southold, Suffolk County, New York, United States
Details
HomeToGo
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Bed & Breakfast Southold
$721 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (13 ratings)
Southold, Suffolk County, New York, United States
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HomeToGo
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Details
Bed & Breakfast Southold
$618 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (13 ratings)
Southold, Suffolk County, New York, United States
Details
HomeToGo
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Details
Bed & Breakfast Southold
$618 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (13 ratings)
Southold, Suffolk County, New York, United States
Details
HomeToGo
Details
Details
Bed & Breakfast Southold
$900 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (13 ratings)
Southold, Suffolk County, New York, United States
Details
HomeToGo
Details
Details
Bed & Breakfast Southold
$618 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (13 ratings)
Southold, Suffolk County, New York, United States
Details
HomeToGo
Details
Details
Bed & Breakfast Southold
$773 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (13 ratings)
Southold, Suffolk County, New York, United States
Details
HomeToGo
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House Southold
$226 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (15 ratings)
Southold, Suffolk County, New York, United States
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Vrbo
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Vacation homes and rentals with a yard

House Yard Southold
$168 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (52 ratings)
Southold, Suffolk County, New York, United States
Yard
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Vrbo
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House Yard Southold
$432 per night
House ∙ 4 guests ∙ 4 bedrooms
5.0
"Excellent" (18 ratings)
Southold, Suffolk County, New York, United States
Yard
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Vrbo
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House Yard Southold
$298 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (45 ratings)
Southold, Suffolk County, New York, United States
Yard
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Vrbo
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Cabins and Homes With Fireplaces

House Fireplace Southold
$183 per night
House ∙ 14 guests ∙ 4 bedrooms
5.0
"Excellent" (27 ratings)
Southold, Suffolk County, New York, United States
Fireplace
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Vrbo
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House Fireplace Southold
$158 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (30 ratings)
Southold, Suffolk County, New York, United States
Fireplace
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Vrbo
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House Fireplace Southold
$276 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (22 ratings)
Southold, Suffolk County, New York, United States
Fireplace
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Vrbo
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Vacation rentals with Wi-Fi

Cottage Internet Southold
$180 per night
Cottage ∙ 3 guests ∙ 2 bedrooms
4.9
"Excellent" (179 ratings)
Southold, Suffolk County, New York, United States
Internet
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Vrbo
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House Internet Southold
$638 per night
House ∙ 8 guests ∙ 4 bedrooms
Southold, Suffolk County, New York, United States
Internet
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Vrbo
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Details
House Internet Southold
$818 per night
House ∙ 4 guests ∙ 5 bedrooms
5.0
"Excellent" (41 ratings)
Southold, Suffolk County, New York, United States
Internet
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Vrbo
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Frequently Asked Questions

How much does a night in a vacation rental cost in Southold on average?

Prices for a stay in Southold begin at $120 per night.

Are there any vacation rentals available to book in Southold?

Tripping.com offers great selection on vacation rentals with 23 offers currently available in Southold.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Southold

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Southold offers 270 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Southold start at an average price of $413 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 243 of Southold’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 50 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 236 vacation home rentals. Traveling with your dog or cat? Choose from 71 pet-friendly rentals in Southold that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 6 vacation rental sites in Southold where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 216 HomeAway rentals, 26 TripAdvisor short term rentals and 16 Booking.com vacation rentals.

Popular Day Trips Near Southold

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