Discover the beauty of Southold with a stay at Renovated American Farmhouse in the heart of Southold with heated saltwater pool, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

Experience the best of Southold with this House available for $2,103. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.

Discover the beauty of Southold with a stay at Waterfront Historic Artist’s Home, with private beach, July 26 to August 9, a top rated House with amenities such as Air conditioner, Internet / Wifi and Laundry, and more.

Looking for a House in Southold, this House for $1,494 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

Experience the best of Southold with this House available for $1,599. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.

Business stays, family stays, couples stay, getaway vacation, and rental in Southold at 4 Bed / 2.5 Bath Stunning North Fork retreat with Heated Pool & Hot Tub for $1,793 for your next trip.

Business stays, family stays, couples stay, getaway vacation, and rental in Southold at North Fork Family Villa- large family home with fenced in pool for $1,762 for your next trip.

Business stays, family stays, couples stay, getaway vacation, and rental in Southold at 5 bed, 4.5 bath home on 1.24 acres w/ pool for $1,832 for your next trip.

Indulge in a peaceful retreat at A cozy and family-friendly haven with heated pool, minutes from the beach, our elegant House in Southold. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

The best choice in Southold for House, for $1,494 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

This attractive House in Southold, $1,793 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

The best choice in Southold for House, for $2,161 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Looking for the perfect place to call home during your trip to Southold? This House offers a comfort and style with top-notch amenities, including Air conditioner, Laundry and Pets allowed, and more.

This inviting House in Southold can fit your needs for many types of vacations, at $1,943 per night.

Business stays, family stays, couples stay, getaway vacation, and rental in Southold at Luxurious Estate with Pool by Kenney's Beach, McCabe's Beach and Horton's Point for $1,856 for your next trip.