Search Holiday Rentals in Southold

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Check prices for these dates

Tonight
27 Mar - 28 Mar
Tomorrow
28 Mar - 29 Mar
This weekend
28 Mar - 30 Mar
Next weekend
4 Apr - 6 Apr

Top Holiday Rentals in Southold

Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (275)
"A great experience. Beautiful suite in a beautiful place."
The price is ₹11,294
₹14,768 total
includes taxes & fees
31 Mar - 1 Apr
Windward Shores Ocean Resort
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
The price is ₹14,850
₹20,691 total
includes taxes & fees
10 Apr - 11 Apr
Cliffside Resort Condominiums
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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Other types of properties in Southold you may be interested in

The Shoals Suites and Slips
Garden Suite King | Premium bedding, down duvets, individually decorated

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (154)
"great location and view "
The price is ₹14,511
₹18,721 total
includes taxes & fees
10 Apr - 11 Apr
The Shoals Suites and Slips
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1044)
"Everything was excellent, especially the beach and walking areas. The only downside was that the walls were thin so if the adjacent rooms are full you can hear everything going on next door. Other than that, very happy with everything."
The price is ₹16,200
₹20,109 total
includes taxes & fees
30 Mar - 31 Mar
Water's Edge Resort & Spa
Hyatt Place Long Island East End
Indoor pool, outdoor pool

Hyatt Place Long Island East End

3.0 star property
9.2 out of 10, Wonderful, (1057)
"Fabulous stay! Clean room, great staff! In the middle of a sweet town! Next door to the aquarium ."
The price is ₹10,886
₹12,437 total
includes taxes & fees
2 Apr - 3 Apr
Hyatt Place Long Island East End
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.

Frequently asked questions

Can I find a holiday rental in Southold?

Yes, there are holiday rentals close to the most popular sights in Southold, or you can select a more secluded option if you're looking for a relaxing stay. Southold is known for its wineries and beaches. Make sure you have time to check out the gardens and football games during your trip.

How many holiday rentals are there in Southold?

With 130 Expedia holiday rentals, you're guaranteed to find just the right place for your Southold stay.

What’s there to see and do in Southold?

Horton Lane Beach and Horton Point Park are a couple of lovely local spots to get outside and enjoy nature. While here, Sparkling Pointe and The Old Field Vineyards are other places worth a visit.

What’s a holiday rental in Southold like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Southold. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.