Photo by Benny Goh

Holiday Homes in Southold
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Our top choices for Southold holiday homes
The price is NZ$1,989
includes taxes & fees
15 Jan - 16 Jan

Holiday Home in Water Mill
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach10.0 out of 10, Exceptional, (6 reviews)
The price is NZ$11,716
includes taxes & fees
22 Jan - 23 Jan

Holiday Home in Old Lyme
Rogers Lake House (87) · CT College+Beach+USCGA10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$686
includes taxes & fees
15 Jan - 16 Jan

Holiday Home in East Lyme
The Bay Cottage · Rocky Neck Park, Beach & Niantic9.0 out of 10, Wonderful, (4 reviews)
The price is NZ$590
includes taxes & fees
15 Jan - 16 Jan

Holiday Home in Clinton
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!10.0 out of 10, Exceptional, (3 reviews)
The price is NZ$936
includes taxes & fees
19 Jan - 20 Jan

Holiday Home in Greenport
American Beech in Greenport - Petite King Room 79.0 out of 10, Wonderful, (4 reviews)
The price is NZ$390
includes taxes & fees
15 Jan - 16 Jan

Holiday Home in Westbrook
Beachside Bliss w/ Game Room, Gym & Golf Green10.0 out of 10, Exceptional, (1 review)
The price is NZ$861
includes taxes & fees
20 Jan - 21 Jan

Holiday Home in Hampon Bays
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer9.6 out of 10, Exceptional, (22 reviews)
The price is NZ$2,224
includes taxes & fees
20 Jan - 21 Jan
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.
Find holiday rentals that suit your style
Private holiday homes
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Southold Hotel Reviews

Holiday Inn Express Hotel & Suites Long Island-East End by IHG
10/10 Excellent
Find out more about Southold
Southold Holiday Homes information
Number of reviews | 177 |
|---|---|
Accommodation | 1733 Holiday Homes |
Lowest Price | NZ$390 |
Highest Price | NZ$11,716 |
















































































