Corolla Vacation Rentals - Vacation Rentals in Town of Southold Town

Quaint DT Greenport Apt - 2 Mi to Shelter Island! From US $297
         

9.8 (67 Reviews)
Apartment
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Happiness Comes in Waves From US $438
         

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Stirling House Bed & Breakfast From US $383
         

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9.8 (24 Reviews)
Bed & Breakfast
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'The Gate House'on Beach front Estate with Dockage. Walk to Village . From US $480
         

Cottage on Beach front Estate with Dockage .Walk to Village From US $266
         

10.0 (73 Reviews)
Cottage
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  • Pet Friendly
Modern Cottage with New Heated Pool From US $775
         

10.0 (22 Reviews)
Cottage
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Luxury Places to Stay in Town of Southold Town

Over 826+ Luxury Places to Stay in or Near Town of Southold Town
Exclusive Vineyard Retreat From US $2,746
         

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Top-Rated Vacation Rentals with a Pool in Town of Southold Town

Over 270+ Top-Rated Vacation Rentals with a Pool in or Near Town of Southold Town
Beach, Pool, Wine, Shopping! From US $573
         

10.0 (78 Reviews)
House
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North Fork Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets From US $471
         

10.0 (41 Reviews)
House
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  • Pet Friendly
Breakwater Estate… perfect for Large Group Getaways! From US $944
         

One Of A Kind, Resort- Like Waterfront Cottage In Wine Country From US $1,752
         

10.0 (33 Reviews)
Cottage
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  • Pet Friendly
Bohemian Old Life Saving Station with Beach & Pool From US $1,407
         

10.0 (32 Reviews)
House
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Pet-Friendly Vacation Rentals in Town of Southold Town

Over 289+ Pet-Friendly Vacation Rentals in or Near Town of Southold Town
Lake House Located Near North Fork Wineries From US $283
         

8.4 (11 Reviews)
House
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Bright Oasis in Beautiful North Fork Wine Country From US $391
         

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10.0 (1 Review)
House
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North Fork Cottages & RV Resort From US $223
         

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9.4 (6 Reviews)
Cottage
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1820 Whaling Captain's Home - A walk to a coffee or cocktail! From US $758
         

10.0 (55 Reviews)
House
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Modern Farmhouse Steps to Beach and Love Lane From US $305
         

10.0 (38 Reviews)
House
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House by the Bay with Large In-ground Pool, Steps from Beach From US $593
         

10.0 (27 Reviews)
House
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Brand new 2 bedroom, Greenport Village, walk to town Marina Views! From US $695
         

Large Vacation Homes & Villas in Town of Southold Town

Over 171+ Large Vacation Homes & Villas in or Near Town of Southold Town
Harbor Knoll Bed and Breakfast From US $375
         

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9.0 (23 Reviews)
Bed & Breakfast
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Peconic Bay Beach House + 5 bedrooms + spacious + From US $911
         

10.0 (13 Reviews)
Apartment
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NEW VICTORIAN GEM IN GREENPORT From US $775
         

10.0 (11 Reviews)
House
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Wheelchair Accessible Vacation Homes in Town of Southold Town

Over 22+ Wheelchair Accessible Vacation Homes in or Near Town of Southold Town
Silver Sands Motel & Beach Bungalows From US $532
         

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9.6 (110 Reviews)
Hotel
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The Menhaden From US $279
         

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9.6 (170 Reviews)
Hotel
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American Beech in Greenport - Deluxe King 6 From US $345
         

2.0 (1 Review)
House
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American Beech in Greenport - King Suite 3 From US $339
         

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Town of Southold Town Varoom and Airbnb Places to Stay Under $200

Over 20+ Town of Southold Town Varoom and Airbnb Places to Stay Under $200
Aqua Vista From US $160
         

10.0 (23 Reviews)
House
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  • Pet Friendly
Charming Greenport Gem 1, 1 Mile to Ferry! From US $118
         

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10.0 (2 Reviews)
Apartment
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The Shoals Suites and Slips From US $199
         

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9.6 (224 Reviews)
Hotel
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The SandPiper From US $162
         

9.8 (30 Reviews)
House
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  • Pet Friendly
Harbor Heights From US $160
         

9.8 (14 Reviews)
Apartment
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Barn Life in Cutchogue From US $192
         

10.0 (17 Reviews)
House
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  • Pet Friendly
Waterfront NoFo Cottage with public beach access From US $161
         

10.0 (9 Reviews)
Cabin
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A Special Home in the North Fork of Long Island From US $172
         

10.0 (2 Reviews)
House
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Instantly Bookable Vacation Homes in Town of Southold Town

Over 286+ Instantly Bookable Vacation Homes in or Near Town of Southold Town
Fabulous Waterfront Property in the Heart of Wine Country From US $467
         

Bright Apartment - 1/2 Mi to Greenport Harbor! From US $351
         

10.0 (83 Reviews)
Apartment
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Cozy Seaside Cottage From US $697
         

10.0 (39 Reviews)
House
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About Town of Southold Town Vacation Rentals

With more than 835 Town of Southold Town vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Corollavacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Town of Southold Town.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Corollavacationrentals Town of Southold Town, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Town of Southold Town. Places to stay near Town of Southold Town are 1006.29 ft² on average, with prices averaging $718 a night.

Corollavacationrentals makes it easy and safe to find and compare vacation rentals in Town of Southold Town with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Town of Southold Town

Type Count
Vacation Homes 640
Cottages 77
Holiday Apartments 37
Hotels with Suites 26
Others 22
B&B 16
Villas 4
Cabin Rentals 1
Hostels 1

Use these Quick Filters to Find a Vacation Rental in Town of Southold Town

Pro Tip: Corollavacationrentals makes it easy to compare the best listings on Corollavacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Corollavacationrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Town of Southold Town.

Weather in Town of Southold Town

View the weather forecast for Town of Southold Town before booking your Town of Southold Town Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F