Vacation Rentals in Town of Southold Town
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Our top choices for Town of Southold Town vacation rentals
1. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
William
The price is ￥30,690
￥52,789 total
includes taxes & fees
Nov 26 - Nov 27
2. North Fork Resort
North Fork ResortGreenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
Altynai
The price is ￥49,281
￥56,303 total
includes taxes & fees
Nov 22 - Nov 23
3. Montauk Manor
Montauk ManorMontauk
9.2 out of 10, Wonderful, (1,425 reviews)
"We’ve been to Montauk Manor many times. The inside pool area is updated and nice to use. Gavin a restaurant there is quite convenient. The units are comfortable and lovely with fully stocked kitchens."
barbara
The price is ￥22,144
￥28,426 total
includes taxes & fees
Nov 30 - Dec 1
4. Windward Shores Ocean Resort
Windward Shores Ocean ResortNapeague
8.8 out of 10, Excellent, (333 reviews)
"Omg so peaceful and beautiful. Felt like I was in paradise. My fiancee and I enjoyed every moment except checking out because we did not want to leave. Such beauty it was worth the 3 hour car ride. Perfect getaway.💜🙏"
Banessa
The price is ￥21,051
￥28,394 total
includes taxes & fees
Nov 15 - Nov 16
5. Montauk Oceanside Suites
Montauk Oceanside SuitesDowntown Montauk
8.4 out of 10, Very good, (461 reviews)
"The room was very clean and well taken care of."
Mitchell
The price is ￥21,742
￥26,576 total
includes taxes & fees
Nov 15 - Nov 16
6. The Surf Club
The Surf ClubMontauk
8.6 out of 10, Excellent, (305 reviews)
"Staff are nice"
na
The price is ￥85,629
￥109,944 total
includes taxes & fees
Nov 15 - Nov 16
7. Offshore Spa & Residences
Offshore Spa & ResidencesDowntown Montauk
8.4 out of 10, Very good, (5 reviews)
"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway.
The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...
Frank
The price is ￥41,175
￥56,170 total
includes taxes & fees
Dec 14 - Dec 15
8. Groton Home < 1 Mi to Beach on Long Island Sound!
Groton Home < 1 Mi to Beach on Long Island Sound!Groton
The price is ￥63,109
￥128,766 total
includes taxes & fees
Nov 22 - Nov 23
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 Shoals Suites and Slips
10/10 Excellent
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Vacation Apartments in Town of Southold Town
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