The Best Airbnb Deals in
Southold, New York
Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Southold, New York. Enter your travel dates to find the best deals!
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AirDNA Score: 68
$275/night
Comfortable Cottage on the Great Pond near beach.
2 beds
1.5 baths
4 guests
Average Price:
$257
7% More
than normal
AirDNA Score: 64
$1500/night
Nautical North Fork Bayfront Home - Walk to Town!
4 beds
5.5 baths
8 guests
Average Price:
$1192
26% More
than normal
AirDNA Score: 59
$428/night
Southold Beach house.
4 beds
3 baths
8 guests
Average Price:
$607
29% Cheaper
than normal
AirDNA Score: 58
$399/night
NoFo 3 BR + Den | Waterfront | Dock | Sleeps 8
3 beds
3 baths
8 guests
Average Price:
$592
33% Cheaper
than normal
AirDNA Score: 57
$600/night
Mediterranean style home
3 beds
1.5 baths
6 guests
Average Price:
$444
35% More
than normal
AirDNA Score: 54
$1250/night
North Fork Villa Unique gem!Pool, beach, vineyards
6 beds
4 baths
14 guests
Average Price:
$1636
24% Cheaper
than normal
AirDNA Score: 52
$584/night
Beach house @ NoFo
3 beds
2 baths
10 guests
Average Price:
$659
11% Cheaper
than normal
AirDNA Score: 52
$655/night
Renovated Farmhouse w/ Pool & Outdoor Fireplace
4 beds
3 baths
7 guests
Average Price:
$1101
41% Cheaper
than normal
AirDNA Score: 51
$395/night
Spectacular waterfront, sunset views, immaculate
3 beds
2 baths
7 guests
Average Price:
$590
33% Cheaper
than normal
AirDNA Score: 51
$1200/night
North Fork Family Getaway
4 beds
3.5 baths
8 guests
Average Price:
$1276
6% Cheaper
than normal
AirDNA Score: 50
$773/night
Brand New Modern Farmhouse Estate with heated pool
8 beds
7 baths
12 guests
Average Price:
$1192
35% Cheaper
than normal
AirDNA Score: 50
$699/night
Shorecrest Beach House, N Fork, LI
4 beds
2 baths
10 guests
Average Price:
$859
19% Cheaper
than normal
AirDNA Score: 50
$650/night
Luxury Southold waterfront home, heated pool & spa
4 beds
4 baths
8 guests
Average Price:
$1008
36% Cheaper
than normal
AirDNA Score: 47
$425/night
SOUTHOLD KENNEY''S BEACH 4 BEDRMS
4 beds
2.5 baths
8 guests
Average Price:
$246
73% More
than normal
AirDNA Score: 46
$190/night
Casa Good Times
6 beds
4 baths
10 guests
Average Price:
$441
57% Cheaper
than normal
AirDNA Score: 45
$900/night
North Fork Hideaway
4 beds
3 baths
8 guests
Average Price:
$1358
34% Cheaper
than normal
AirDNA Score: 45
$490/night
Perfect stay near wineries & beaches in Southold
3 beds
1.5 baths
6 guests
Average Price:
$603
19% Cheaper
than normal
AirDNA Score: 44
$1050/night
Sandy beachfront home in Southold
3 beds
2.5 baths
8 guests
Average Price:
$1325
21% Cheaper
than normal
AirDNA Score: 42
$300/night
STATELY, PRISTINE, PEACEFUL WITH FIREPLACES
4 beds
4 baths
6 guests
Average Price:
$975
69% Cheaper
than normal
AirDNA Score: 41
$250/night
Cozy&Chic Beach Cottage (Great 4 remote work too)
2 beds
1.5 baths
4 guests
Average Price:
$354
29% Cheaper
than normal
AirDNA Score: 40
$750/night
Charming North Fork Getaway with pool!
4 beds
2 baths
8 guests
Average Price:
$833
10% Cheaper
than normal
AirDNA Score: 37
$550/night
NoFo Retreat w/ Private Basketball Court & Hot Tub
4 beds
2 baths
8 guests
Average Price:
$562
2% Cheaper
than normal
AirDNA Score: 37
$1250/night
Southold waterfront 4 bed, pool open til October
4 beds
3 baths
10 guests
Average Price:
$1266
1% Cheaper
than normal
AirDNA Score: 35
$600/night
Beachwood Cottage JUST RENOVATED!
3 beds
2 baths
6 guests
Average Price:
$635
6% Cheaper
than normal
AirDNA Score: 30
$325/night
Southold Bay Beach House
4 beds
2 baths
8 guests
Average Price:
$732
56% Cheaper
than normal
AirDNA Score: 29
$275/night
Cottage in Founders Landing, Southold
2 beds
1 bath
4 guests
Average Price:
$281
2% Cheaper
than normal
AirDNA Score: 29
$315/night
WATERFRONT Southold Retreat! Steps to Beaches!
4 beds
4 baths
10 guests
Average Price:
$594
47% Cheaper
than normal
AirDNA Score: 29
$252/night
Lovely North Fork (LI) home, 5 min walk to beach.
3 beds
2 baths
6 guests
Average Price:
$264
5% Cheaper
than normal
AirDNA Score: 28
$248/night
Modern & Spacious Beachfront Living
2 beds
3 baths
4 guests
Average Price:
$368
33% Cheaper
than normal
AirDNA Score: 23
$1000/night
Magical modern waterfront home
4 beds
3.5 baths
8 guests
Average Price:
$1041
4% Cheaper
than normal
AirDNA Score: 23
$125/night
Southold Beach Cottage Fall Winter Summer Yearly
2 beds
1 bath
2 guests
Average Price:
$186
33% Cheaper
than normal
AirDNA Score: 21
$340/night
North Fork Beach House
3 beds
2 baths
6 guests
Average Price:
$416
18% Cheaper
than normal
AirDNA Score: 19
$1300/night
Perfect North Fork Getaway for Family & Friends
4 beds
2.5 baths
12 guests
Average Price:
$1344
3% Cheaper
than normal
AirDNA Score: 15
$700/night
Paradise 4 Shore
4 beds
3 baths
12 guests
Average Price:
$817
14% Cheaper
than normal
AirDNA Score: 14
$1000/night
LUXURY NORTH FORK WITH POOL
4 beds
3.5 baths
8 guests
Average Price:
$1311
24% Cheaper
than normal