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Check prices for these dates

Tonight
16 Apr - 17 Apr
Tomorrow
17 Apr - 18 Apr
This weekend
18 Apr - 20 Apr
Next weekend
25 Apr - 27 Apr

Top Holiday Rentals in Southold

Windward Shores Ocean Resort
Ocean View 2BD Corner King and Queen | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (282)
"Condo was great, family of 5 , clean, no hassle"
The price is ₹12,243
₹15,854 total
includes taxes & fees
17 Apr - 18 Apr
Windward Shores Ocean Resort
Cliffside Resort Condominiums
Condo | 2 bedrooms, iron/ironing board, free WiFi

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 ₹12,351
₹17,838 total
includes taxes & fees
30 Apr - 1 May
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, (156)
"Fantastic. The room was very comfortable with a kitchen area and large bathroom. There are boat slips outside and a view of the water. "
The price is ₹16,133
₹20,577 total
includes taxes & fees
17 Apr - 18 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, (1001)
"Service at both the bar and restaurant wasn’t great , food and drinks were just ok "
The price is ₹17,051
₹21,087 total
includes taxes & fees
17 Apr - 18 Apr
Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (945)
"the property was close to the ocean. very pet friendly and accommodated our needs well"
The price is ₹6,776
₹7,792 total
includes taxes & fees
19 Apr - 20 Apr
Pier Blue Inn Old Saybrook - Essex
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 128 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 Croteaux 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.