Find Vacation Rentals in Southold

Southold
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Popular Southold Vacation Rentals

Find the perfect Southold vacation rental

Motel Southold
e.g. 10/23 - 10/30 (Sat - Sat)
$168 per night
Motel ∙ 4 guests ∙ 1 bedroom
Southold, Suffolk County, New York, United States
Details
HomeToGo
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Bed & Breakfast Southold
e.g. 9/11 - 9/18 (Sat - Sat)
-45%
$682
$378 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
4.5/5.0 "Outstanding"
(225 ratings)
Southold, Suffolk County, New York, United States
Details
Expedia
Details
Bed & Breakfast Southold
e.g. 9/11 - 9/18 (Sat - Sat)
$378 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Southold, Suffolk County, New York, United States
Details
HomeToGo
Details
Bed & Breakfast Southold
e.g. 9/11 - 9/18 (Sat - Sat)
$378 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Southold, Suffolk County, New York, United States
Details
HomeToGo
Details
Motel Southold
e.g. 10/23 - 10/30 (Sat - Sat)
$143 per night
Motel ∙ 4 guests ∙ 1 bedroom
Southold, Suffolk County, New York, United States
Details
HomeToGo
Details
Bed & Breakfast Southold
e.g. 8/21 - 8/28 (Sat - Sat)
$682 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Southold, Suffolk County, New York, United States
Details
HomeToGo
Details
House Southold
e.g. 4/16 - 4/23 (Sat - Sat)
-31%
$614
$426 per night
House ∙ 6 guests ∙ 3 bedrooms
Southold, Suffolk County, New York, United States
Details
Vacasa
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House Southold
e.g. 10/30 - 11/6 (Sat - Sat)
$411 per night
House ∙ 4 guests ∙ 2 bedrooms
Southold, Suffolk County, New York, United States
Details
TripAdvisor
Details
Apartment Southold
e.g. 10/30 - 11/6 (Sat - Sat)
$373 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Southold, Suffolk County, New York, United States
Details
TripAdvisor
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Vacation Homes With Terraces

House Balcony/Patio Southold
$343 per night
House ∙ 7 guests ∙ 3 bedrooms
4.0/5.0 "Very good"
(1 rating)
Southold, Suffolk County, New York, United States
Balcony/Patio
Details
Vacasa
Details
Condo Balcony/Patio Southold
$357 per night
Condo ∙ 6 guests ∙ 1 bedroom
Southold, Suffolk County, New York, United States
Balcony/Patio
Details
HomeToGo
Details
House Balcony/Patio Southold
$364 per night
House ∙ 4 guests ∙ 2 bedrooms
Southold, Suffolk County, New York, United States
Balcony/Patio
Details
Vacasa
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Vacation rentals and apartments with air conditioning

House Aircondition Southold
e.g. 10/30 - 11/6 (Sat - Sat)
$634 per night
House ∙ 8 guests ∙ 3 bedrooms
Southold, Suffolk County, New York, United States
Aircondition
Details
TripAdvisor
Details
House Aircondition Southold
e.g. 10/30 - 11/6 (Sat - Sat)
$908 per night
House ∙ 8 guests ∙ 3 bedrooms
Southold, Suffolk County, New York, United States
Aircondition
Details
TripAdvisor
Details
House Aircondition Southold
e.g. 10/30 - 11/6 (Sat - Sat)
$743 per night
House ∙ 8 guests ∙ 4 bedrooms
Southold, Suffolk County, New York, United States
Aircondition
Details
TripAdvisor
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Best vacation rentals with a balcony

Condo Balcony Southold
$331 per night
Condo ∙ 6 guests ∙ 1 bedroom
Southold, Suffolk County, New York, United States
Balcony
Details
HomeToGo
Details
Condo Balcony Southold
$424 per night
Condo ∙ 6 guests ∙ 1 bedroom
Southold, Suffolk County, New York, United States
Balcony
Details
HomeToGo
Details
Condo Balcony Southold
$331 per night
Condo ∙ 6 guests ∙ 1 bedroom
Southold, Suffolk County, New York, United States
Balcony
Details
HomeToGo
Details
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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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