Search results; Over 1,000 places in Southold

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Guest favourite
Home in North Fork
Beautiful waterfront 3 bedroom home in Southold
9 guests3 bedrooms5 beds2 bathrooms
4–9 May
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4–9 May
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₹2,16,198 for 5 nights
for 5 nights

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Top guest favourite
Home in Southold
Le Petit Cottage, Southold, NY
3 beds
18–23 May
₹1,41,340 for 5 nights
for 5 nights
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Southold
Peaceful Retreat • Waterfront Access + Huge Yard
5 beds
3–8 May
₹1,48,433 for 5 nights
for 5 nights
5.0 out of 5 average rating, 25 reviews
Home in Southold
North Fork Gem: Wine+Beach+Relax
3 beds
8–13 May
₹1,60,055 for 5 nights
for 5 nights
New place to stay
Guest favourite
Home in Southold
Gorgeous home with saltwater pool. Steps to beach!
5 beds
4–9 May
₹2,40,919 for 5 nights
for 5 nights
4.92 out of 5 average rating, 36 reviews
Hotel in Greenport
Deluxe One King | Yoga. Free Breakfast
1 king bed
3–8 May
₹1,23,233 for 5 nights
for 5 nights
4.83 out of 5 average rating, 77 reviews
Guest favourite
Guest house in Southold
Southold- Adorable 1 Bedroom Cottage
1 queen bed
10–15 May
₹98,495 for 5 nights
for 5 nights
4.91 out of 5 average rating, 57 reviews
Top guest favourite
Home in Southold
Luxury by the Sea!!
4 beds
4–9 May
₹2,89,970 for 5 nights
for 5 nights
4.94 out of 5 average rating, 34 reviews
Guest favourite
Flat in Southold
Bright, Southold Studio Apt near beach & town
2 beds
12–17 May
₹1,06,375 for 5 nights
for 5 nights
4.96 out of 5 average rating, 119 reviews
Guest favourite
Home in Greenport
Beachfront Greenport Villa
6 beds
11–16 May
₹4,61,253 for 5 nights
for 5 nights
5.0 out of 5 average rating, 58 reviews
Guest favourite
Home in Southold
Charming Farmhouse with Pool, Yard, and Walkable
3 beds
4–9 May
₹3,59,016 for 5 nights
for 5 nights
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Place to stay in Cutchogue
Sunset Suite - walk to vineyards, beaches, & more
1 king bed
4–9 May
₹87,661 for 5 nights
for 5 nights
4.94 out of 5 average rating, 78 reviews
Guest favourite
Home in Southold
East end home away from home
5 beds
3–8 May
₹2,11,765 for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in Southold
Stay with RobertRetired,
Cozy guest room - quiet getaway - wine country
5–10 Aug
₹91,206 for 5 nights
for 5 nights
4.98 out of 5 average rating, 131 reviews
Superhost
Apartment in Greenport
Seaside Summer Escape –2BR Waterfront Condo w/Pool
5 beds
4–9 May
₹67,520 for 5 nights
for 5 nights
4.9 out of 5 average rating, 119 reviews
Guest favourite
Guest suite in Southold
Comfortable Suite, a walk to the beach
1 king bed
4–9 May
₹1,15,732 for 5 nights
for 5 nights
4.95 out of 5 average rating, 123 reviews
Guest favourite
Cottage in Southold
Comfortable Cottage on the Great Pond near beach.
Free cancellation
6–11 May
₹1,42,326 for 5 nights
for 5 nights
4.9 out of 5 average rating, 171 reviews
Guest favourite
Room in Mattituck
Stay with NancyHosting for 8 years,
1780 House North Room Charming Bright King Bedroom
4–9 May
₹67,961 for 5 nights
for 5 nights
4.93 out of 5 average rating, 179 reviews
Top guest favourite
Loft in Southold
Walk to Town/Beach/Train/Wine/Farms-Private Loft
3 beds
4–9 May
₹91,108 for 5 nights
for 5 nights
5.0 out of 5 average rating, 20 reviews