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

Search Southold Cottage Rentals from CA $347

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Southold cottages

Balcony

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (22 reviews)
"Great stay & great staff!"
United States
James
The price is CA $386
CA $441 total
includes taxes & fees
Jun 15 - Jun 16
North Fork Resort
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (45 reviews)
"The place was super cozy and the host was wonderful! "
United States
Philip L.
The price is CA $188
CA $347 total
includes taxes & fees
Jun 28 - Jun 29
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (12 reviews)
"An absolutely adorable and cozy cottage steps from a lovely beach. The location is great, beds were so comfortable and everything was clean and well designed. Would definitely stay here again"
United States
Maria M.
The price is CA $558
CA $991 total
includes taxes & fees
Jun 18 - Jun 19
Beach Cottage, private beach and pass
Exterior

Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is CA $155
CA $694 total
includes taxes & fees
Jun 22 - Jun 23
Seabreeze #3 Cozy Cottage steps to the beach
Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (47 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is CA $502
CA $921 total
includes taxes & fees
Jun 21 - Jun 22
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Exterior

Town walking distance-Bridgehampton Cottage

Town walking distance-Bridgehampton Cottage
Bridgehampton
9.4 out of 10, Exceptional, (10 reviews)
"Walking distance to Bridgehampton and a short drive to sag harbor. Great for 2 couples."
United States
Jim M.
The price is CA $1,730
CA $2,531 total
includes taxes & fees
Jun 19 - Jun 20
Town walking distance-Bridgehampton Cottage
Exterior

Seabreeze 4 Charming Cottage walk to US Open

Seabreeze 4 Charming Cottage walk to US Open
Hampton Bays
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $155
CA $694 total
includes taxes & fees
Jun 22 - Jun 23
Seabreeze 4 Charming Cottage walk to US Open
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"The resort was very nice and well maintained. I would say the staff wasn't that great. I've much better experiences. I enjoyed my massage and spa. The only complaint I have is that at a room near mine room was very loud and woke me up at 11:30. I couldn't get a response from dialing 0 and I tried 5x. When I brought it to the attention of the front desk clerk she really didn't seem to care much."
Anastasia 2-night trip
Posted 1 hour ago
Water's Edge Resort & Spa

Find out more about Southold

Southold Cottages information

Number of reviews
136
Accommodation
221 Cottages
Lowest Price
CA $347
Highest Price
CA $2,531

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