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Check prices for these dates

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
12 Sept - 14 Sept
Next weekend
19 Sept - 21 Sept

Top Holiday Rentals in Southold

Our top choices for Southold holiday rentals

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

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (204)
"We had a wonderful stay."
The price is ₹29,157
₹35,515 total
includes taxes & fees
24 Sept - 25 Sept
The Shoals Suites and Slips
Vine & Sand
Interior entrance

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (11)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport. "
Vine & Sand
White Blossom House Inn
Property grounds

White Blossom House Inn

2.5 star property
10.0 out of 10, Exceptional, (6)
"Charming and cozy. Lovely outside sitting areas."
White Blossom House Inn
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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Top Southold Hotel Reviews

Find out more about Southold

Find out more about Southold

Holiday Rentals in Southold

Search for holiday rentals in Southold on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Southold using one of the methods below:

  • View our selection of featured holiday rentals in Southold
  • Use the map to find apartments and other holiday homes in the Southold neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southold while they last

Look no further and take a look at our great range of rental properties in Southold!

Frequently asked questions

Can I find a holiday rental in Southold?

Yes, there are holiday rentals in Southold close to Custer Institute and Observatory, 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 122 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?

McCabe's Beach and Horton Lane Beach 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.