Southold Vacation Rentals
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Vacation Rentals in Southold
Windward Shores Ocean Resort
Windward Shores Ocean Resort
8.8 out of 10, Excellent, (238)
The price is ¥37,410
per night
Jun 10 - Jun 11
Cliffside Resort Condominiums
Cliffside Resort Condominiums
9.0 out of 10, Wonderful, (183)
The price is ¥43,470
per night
Jun 27 - Jun 28
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (49)
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Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
10.0 out of 10, Exceptional, (12)
North Fork Escape Near Wineries, Beaches And Hamptons
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
Patchogue River Retreat, 8 minute walk to West Beach
Patchogue River Retreat, 8 minute walk to West Beach
10.0 out of 10, Exceptional, (6)
Beautiful Family Home Nestled In The Heart Of Sagaponack
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (25)
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (73)
Location and views! Located directly on Shinnecock Bay!
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (12)
Gorgeous private Hamptons house with pool and volleyball court
Gorgeous private Hamptons house with pool and volleyball court
7.8 out of 10, Good, (7)
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
9.0 out of 10, Wonderful, (69)
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (147)
70 Year old cottage on 2.8 acres, stunning views and sunsets
70 Year old cottage on 2.8 acres, stunning views and sunsets
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
9.8 out of 10, Exceptional, (38)
The Bay Cottage · Rocky Neck Park, Beach & Niantic
The Bay Cottage · Rocky Neck Park, Beach & Niantic
10.0 out of 10, Exceptional, (5)
The price is ¥46,701
per night
Jun 25 - Jun 26
"Salt 'n' Lyme" - Walk to everything !
"Salt 'n' Lyme" - Walk to everything !
9.2 out of 10, Wonderful, (21)
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
10.0 out of 10, Exceptional, (23)
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (28)
Contemporary home, newly built, heated pool and hot tub, large deck and...
Contemporary home, newly built, heated pool and hot tub, large deck and...
10.0 out of 10, Exceptional, (5)
Recently renovated private 2.1 acre gated home with heated pool and tennis court
Recently renovated private 2.1 acre gated home with heated pool and tennis court
10.0 out of 10, Exceptional, (13)
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.
Other types of properties in Southold you may be interested in
The Shoals Suites and Slips
The Shoals Suites and Slips
9.6 out of 10, Exceptional, (82)
The price is ¥57,231
per night
Jun 24 - Jun 25
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
7.6 out of 10, Good, (789)
The price is ¥12,235
per night
Jun 9 - Jun 10
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
7.6 out of 10, Good, (967)
The price is ¥15,665
per night
Jun 12 - Jun 13
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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Recent reviews of Southold propertiesExpedia verified reviews
5/5 Excellent
"Beautiful luxury property with a great restaurant and charming bars. Nice surrounding gardens and right on the waterfront & marina. The room was roomy, beautifully furnished with a super comfortable bed and a great bathroom."
A verified traveler stayed at Saybrook Point Resort & Marina
Posted 1 day ago