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Our top choices for Southold cottages
9.0 out of 10, Wonderful, (14 reviews)
"Great stay & great staff!"
James
The price is ￥31,274
￥35,731 total
includes taxes & fees
May 19 - May 20
1-bedroom cottage with Grove Beach 🏖️ access.
1-bedroom cottage with Grove Beach 🏖️ access.Clinton
9.6 out of 10, Exceptional, (41 reviews)
"We had such a wonderful one night stay at Shalom Cottage! The place was absolutely beautiful—so cozy, clean, and thoughtfully decorated. Raj, the host was truly amazing! He was kind, responsive, and made sure we had everything we needed from start to finish. We felt so welcomed and comfortable the entire time. We would definitely love to stay here again and highly recommend it to anyone! "
Alexis F.
The price is ￥16,269
￥32,676 total
includes taxes & fees
May 14 - May 15
Beach Cottage, private beach and pass
Beach Cottage, private beach and passEast Lyme
10.0 out of 10, Exceptional, (11 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
Kerri G.
The price is ￥56,431
￥103,305 total
includes taxes & fees
May 27 - May 28
Seabreeze 4 Charming Cottage walk to US Open
Seabreeze 4 Charming Cottage walk to US OpenHampton Bays
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
Weston B.
The price is ￥16,348
￥75,885 total
includes taxes & fees
May 14 - May 15
Adorable Cottage with Cottage porch, walk to water & town
Adorable Cottage with Cottage porch, walk to water & townWestbrook Center
8.8 out of 10, Excellent, (6 reviews)
"Great host and property"
Kevin K.
NEW Coastal Cottage 2 Miles to Beach + Lake Access
NEW Coastal Cottage 2 Miles to Beach + Lake AccessClinton
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our stay here. The house has a cozy, homey feel and was a nice place to come back to after being out for the day. It was quiet, comfortable, and had a relaxed vibe that made the trip easy.The location was a big plus for us. Hammonasset Beach was only a few minutes away, and Madison center was just as close, which made it easy to grab dinner or pop out for anything we needed. The outdoor fireplace was also a really nice touch and made the evenings feel special.Overall, it was a...
Moe B.
The price is ￥77,224
￥99,209 total
includes taxes & fees
May 17 - May 18
Cottage on Beach front Estate with Dockage .Walk to Village
Cottage on Beach front Estate with Dockage .Walk to VillagePipes Cove
9.8 out of 10, Exceptional, (84 reviews)
"We had a wonderful stay at this cottage. It was 2 of us and 2 dogs. The property was perfect for the pups, had beautiful views of the water and walking distance to town. Very relaxing and had everything we needed for our stay. Pat was a great host and we will be back in the future!"
LAURA
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Driftwood Cottage @ Saybrook Point Marina, 2 King BedsOld Saybrook Center
9.6 out of 10, Exceptional, (44 reviews)
"Lovely cottage! Enjoyed our stay! "
Joyce S.
The price is ￥57,303
￥103,959 total
includes taxes & fees
May 18 - May 19
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
North Fork Cottages & RV Resort
10/10 Excellent
Find out more about Southold
Southold Cottages information
Number of reviews | 203 |
|---|---|
Accommodation | 213 Cottages |
Lowest Price | ￥32,676 |
Highest Price | ￥161,693 |