A white colonial-style house with a green roof and a lighthouse tower.

Search Holiday Rentals in Town of Southold Town

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Our top choices for Town of Southold Town holiday rentals

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (285 reviews)
"Great place!"
United States
Christine
The price is Rp5.454.909
Rp7.819.017 total
includes taxes & fees
7 Sept - 8 Sept
Cliffside Resort Condominiums

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (48 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is Rp5.718.497
Rp6.533.382 total
includes taxes & fees
7 Sept - 8 Sept
North Fork Resort

3. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,388 reviews)
"Property and room very clean Friendly staff and plenty of parking"
United States
Amelia
The price is Rp5.286.006
Rp6.387.702 total
includes taxes & fees
7 Sept - 8 Sept
Montauk Manor

4. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (247 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is Rp4.168.114
Rp5.342.070 total
includes taxes & fees
13 Sept - 14 Sept
Driftwood Resort

5. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is Rp4.299.285
Rp5.395.998 total
includes taxes & fees
15 Sept - 16 Sept
Windward Shores Ocean Resort

6. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (293 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is Rp5.888.387
Rp7.934.122 total
includes taxes & fees
9 Sept - 10 Sept
The Surf Club
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Town of Southold Town Hotel Reviews

Find out more about Town of Southold Town

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

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

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