Southold Cottages

Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Southold cottages

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

Philip L.

includes taxes & fees

26 June - 27 June

North Fork Resort

Greenport

James

includes taxes & fees

14 June - 15 June

Beach Cottage, private beach and pass

East Lyme

Kerri G.

includes taxes & fees

18 June - 19 June

Seabreeze #3 Cozy Cottage steps to the beach

Hampton Bays

includes taxes & fees

23 June - 24 June

Town walking distance-Bridgehampton Cottage

Bridgehampton

Jim M.

includes taxes & fees

19 June - 20 June

Seabreeze 4 Charming Cottage walk to US Open

Hampton Bays

Weston B.

includes taxes & fees

23 June - 24 June

View all properties

Find holiday rentals that suit your style

Private holiday homes

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Top Southold Hotel Reviews

Zey Hotel

10/10 Excellent

"Loved the stay"

Quality Inn Old Saybrook - Westbrook

4/10 Poor

"The place is in dire need of a makeover. In the bathroom... No exhaust fan... Hinges and towel racks are rusted... Wall paper is peeling off the walls... Tub/shower faucet is connected wrong. Hot is cold and Cold is hot... Door has noticeable cracks. The front half of the room had no lights. Until this place get renovated, I will not stay there again."

Hyatt Place Long Island East End

10/10 Excellent

"The property itself was nice, and the breakfast was good with a decent selection of options. However, the cleanliness of the room was disappointing. There was a noticeable layer of dust on the tables, coffee machine, and even the glasses, which gave the impression that the room had not been thoroughly cleaned before my stay. While the hotel has some positive aspects, housekeeping standards need improvement."

Find out more about Southold