Vacation Rentals in Southold, New York
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Southold, New York Vacation Rentals and Tourism
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Southold things to do
Sparkling Pointe
We really enjoyed our visit to Sparkling Pointe. The space is modern, clean, elegant - a bit of Rio or upscale Carribean in the middle of the north fork....read more
Duck Walk Vineyards
This is a great winery for a tasting. I've been to both Duck Walk Vineyards and they both have nice tasting rooms. It's true, when it's busy, it's...read more
One Woman Wines & Vineyard
We adored this rustic barn for a tasting room. The day we tasted, there was an event including gratis warm food (the ratatouille was absolutely amazing),...read more
Corey Creek Winery
I worked here for a summer and when I graduated high school we had a glorious picnic celebration here. It's just that kind of place, a dreamy Euro-vision...read more
Croteaux Vineyards
Thanks for the great reviews from everyone. And, as for the not-so-great, we appreciate your feedback and welcome you back for an improved experience.read more
Old Field Vineyards
This place looked very beautiful, but we never got to experience the wine-tasting. The samples of wine, the size of a shot, cost $4 each. A full glass was...read more
Alure Restaurant
Bring a fly swatter. You'll need it with all flies and bugs crawling and flying around. I came here over the summer with a few friends on a bad stormy...read more
Macari Vineyards
Macari is one of the bigger names in the area and put Mattituck on the wine map. I was a little skeptical back in the day but then I visited the tasting...read more
Shinn Estate Vineyards
I've been to Shinn several times and I'm 50 / 50 on their wines. Some I like, some I don't...I always bring friends to Shinn whenever I'm doing a tour of...read more
Pindar Vineyards
First stop on a recent wine tasting tour. - laid back & cozy vibe - friendly staff - large selection of tastings - i enjoyed the winter white & reisling...read more
McCall Wines
You can tell at a glance that this place is the real deal. After you sit in a barn stall and sample some of the best wines LI has to offer, all doubt is...read more
Duckwalk Vineyards
I love Duckwalk for what it is; convenient to my grandparents home in Watermill, inexpensive wine tastings (that never seem to stop) and a lovely outdoor...read more
Osprey's Dominion Vineyards
I just had a 2008 Oak-barrel Chardonnay from Osprey's Dominion, which I bought at a local liquor store for under 10 dollars. That's kind of unheard of,...read more
The Lenz Winery
This might have been our favorite winery on the North Fork. The tasting room is in a lovely potato barn from the 1920's, with high ceilings and good light....read more
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$25 off = $275 per night
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Bottle local wine and comp wine tasting...
($30)
- bedrooms 3
- community Southold Shores
- rental type House
- sleeps 7
- baths 2
- rates (USD)
$228
- $350
/nt
$1,600 - $2,400 /wk
- bedrooms 3
- community Southold Shores
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$650
- $2,200
/wk
$3,900 - $7,700 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2½
- rates (USD)
$800
- $900
/nt
$2,800 - $3,200 /wk
$11,200 - $12,800 /mth
- bedrooms 3
- community
- rental type House
- sleeps 7
- baths 2½
- rates (USD)
$600
- $2,500
/wk
$2,500 - $8,500 /mth
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