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Compare Cabin Rentals in Southold with updated reviews, rates, and availability.

COZY Maple Tree Cabin - Romantic or family getaway. Private - Warm and Cozy!

10.0 out of 10, Exceptional, (26)
"We were in awe of how cool this cabin is, everyone kept saying, “ It’s like a Hallmark Christmas movie”. It couldn’t have been more perfect for our family. The 8yr old twin boys loved the air hockey table and it was great having that space upstairs for them to enjoy movies and games too. We had a great Christmas dinner and had all the amenities, perfect amount of seating. We tried s’mores at the fire pit, but made them quickly and ran in because it was 15 but we still got in another great...
The price is SAR 1,313
SAR 2,408 total
includes taxes & fees
13 Feb - 14 Feb
COZY Maple Tree Cabin - Romantic or family getaway. Private - Warm and Cozy!

Lagoon Lodge: North Fork,Charming 3Br, Waterfront

9.8 out of 10, Exceptional, (8)
"The kitchen was very well stocked with everything we needed to host a family Thanksgiving meal! The views of the pond and the bay were incredible and the location was close to Greenport for anything you might need."
Lagoon Lodge: North Fork,Charming 3Br, Waterfront

Country cottage overlooking horse farm

Country cottage overlooking horse farm

Water Mill Wooded Escape

4.0 star property
Water Mill Wooded Escape
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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Other property types in Southold

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (268)
"Was a winter wonderland. Quiet and clean. Staff were very helpful and kind!"
The price is SAR 494
SAR 645 total
includes taxes & fees
3 Feb - 4 Feb
Windward Shores Ocean Resort

Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

10.0 out of 10, Exceptional, (34)
"This home is quintessentially charming! I arrived late at night, alone. It has a charming curved drive in and there sat the wood home with a large front porch and Forrest behind it. It seemed like little house on a prairie with the porch and dormer windows. The motion lights went on immediately, which I was grateful for. There is a narrow stairwell up to 3 bedrooms, as is customary in older style homes. High ceilings and windows everywhere enhance this property. When I woke there was a family of...
Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball
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.