Southold Holiday Rentals
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Holiday Rentals in Southold
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, (11)
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, (72)
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)
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Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (83)
The price is HK$7,409
HK$10,248 total
includes taxes & fees
28 May - 29 May
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, (22)
Airstream Art Studio Sculpture/Nature Preserve
Airstream Art Studio Sculpture/Nature Preserve
10.0 out of 10, Exceptional, (1)
The price is HK$1,170
HK$1,848 total
includes taxes & fees
23 May - 24 May
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, (27)
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)
The price is HK$3,863
HK$6,150 total
includes taxes & fees
29 May - 30 May
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)
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, (4)
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, (11)
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
10.0 out of 10, Exceptional, (9)
Southampton Luxury. Walk to beach, kayaks on lake. Park-like grounds.
Southampton Luxury. Walk to beach, kayaks on lake. Park-like grounds.
10.0 out of 10, Exceptional, (22)
Beach House
Beach House
9.8 out of 10, Exceptional, (42)
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, (48)
Summer getaway
Summer getaway
9.6 out of 10, Exceptional, (5)
North Fork Escape Near Wineries, Beaches And Hamptons
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Salt 'n' Lyme" - Walk to everything !
"Salt 'n' Lyme" - Walk to everything !
9.4 out of 10, Exceptional, (20)
Location and views! Located directly on Shinnecock Bay!
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (11)
Cliffside Resort Condominiums
Cliffside Resort Condominiums
9.0 out of 10, Wonderful, (181)
The price is HK$1,454
HK$1,998 total
includes taxes & fees
27 May - 28 May
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, (76)
The price is HK$2,301
HK$2,821 total
includes taxes & fees
23 May - 24 May
Residence Inn by Marriott New York Long Island East End
Residence Inn by Marriott New York Long Island East End
9.2 out of 10, Wonderful, (771)
The price is HK$1,187
HK$1,355 total
includes taxes & fees
28 May - 29 May
Hilton Garden Inn Riverhead
Hilton Garden Inn Riverhead
8.6 out of 10, Excellent, (1000)
The price is HK$1,029
HK$1,175 total
includes taxes & fees
30 May - 31 May
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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Frequently asked questions
Recent reviews of Southold propertiesExpedia verified reviews
5/5 Excellent
"Very comfortable and warm feeling "
A verified traveller stayed at Hilton Garden Inn Riverhead
Posted 3 days ago
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