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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Southold cottages

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Cottage in Hampton Bays

Seabreeze #3: Cozy Cottage by the beach
10.0 out of 10, Exceptional, (1 review)
The price is ￥8,700
￥71,751 total
includes taxes & fees
Jan 29 - Jan 30
Seabreeze #3: Cozy Cottage by the beach
Exterior

Cottage in East Lyme

Beach Cottage, private beach and pass
10.0 out of 10, Exceptional, (9 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
The price is ￥26,908
￥63,192 total
includes taxes & fees
Jan 22 - Jan 23
Beach Cottage, private beach and pass
Exterior

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.6 out of 10, Exceptional, (34 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is ￥13,763
￥29,724 total
includes taxes & fees
Jan 23 - Jan 24
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

Cottage in Old Saybrook Center

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
9.6 out of 10, Exceptional, (43 reviews)
"Great property, would stay here again."
United States
charles b.
The price is ￥42,205
￥84,999 total
includes taxes & fees
Jan 25 - Jan 26
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Terrace/patio

Cottage in Greenport

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is ￥42,711
￥91,815 total
includes taxes & fees
Jan 25 - Jan 26
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Exterior

Cottage in Hampton Bays

Seabreeze #4: Charming Cottage Footsteps to the Beach
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is ￥8,700
￥70,306 total
includes taxes & fees
Jan 27 - Jan 28
Seabreeze #4: Charming Cottage Footsteps to the Beach
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

The Preston House & Hotel

The Preston House & Hotel

10/10 Excellent
"Wonderful experience at the Preston. Inspite of the broken elevator the entire staff went out of their ways to make our stay top self Danielle the front desk person helped us with our bags and each morning helped to carry breakfast to the room. The bartender was delightful and very personable and made good driks. Famtastic time in a great hotel. Thanks to the entire staff."
cathleen 2-night trip
Posted 2 days ago
The Preston House & Hotel

Find out more about Southold

Southold Cottages information

Number of reviews
55
Accommodation
193 Cottages
Lowest Price
￥63,192
Highest Price
￥91,815

Frequently asked questions

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