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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Southold cottages

Exterior
1-bedroom cottage with Grove Beach 🏖️ access.

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.6 out of 10, Exceptional, (34)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is AED 320
AED 690 total
includes taxes & fees
20 Jan - 21 Jan
1-bedroom cottage with Grove Beach 🏖️ access.
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Cottage in Hampton Bays

Seabreeze #3: Cozy Cottage by the beach
10.0 out of 10, Exceptional, (1)
The price is AED 202
AED 1,662 total
includes taxes & fees
27 Jan - 28 Jan
Seabreeze #3: Cozy Cottage by the beach
Exterior
Beach Cottage, private beach and pass

Cottage in East Lyme

Beach Cottage, private beach and pass
10.0 out of 10, Exceptional, (9)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
The price is AED 625
AED 1,464 total
includes taxes & fees
12 Jan - 13 Jan
Beach Cottage, private beach and pass
Terrace/patio
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Cottage in Greenport

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is AED 808
AED 1,880 total
includes taxes & fees
11 Jan - 12 Jan
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Exterior
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Cottage in Old Saybrook Center

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
9.6 out of 10, Exceptional, (41)
"Great property, would stay here again."
United States
charles b.
The price is AED 980
AED 1,966 total
includes taxes & fees
11 Jan - 12 Jan
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Exterior
Seabreeze #4: Charming Cottage Footsteps to the Beach

Cottage in Hampton Bays

Seabreeze #4: Charming Cottage Footsteps to the Beach
8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
The price is AED 202
AED 1,662 total
includes taxes & fees
20 Jan - 21 Jan
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 Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Everything was Great Immaculate hotel very good location sraff was great"
latoya 1-night trip
Posted 2 days ago
The Harbor Front Inn

Frequently asked questions

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