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  1. World
  2. >North America
  3. >United States
  4. >New York
  5. >Suffolk
  6. >Southold

Hotels with Parking and Swimming Pool in Southold

200+ HOTELS IN AND AROUND SOUTHOLDRanking can be influenced by the commissions we receive.
Vine & Sand--Southold NY's Newest B&B main photo
Vine & Sand--Southold NY's Newest B&B
Bed & Breakfast in Southold NYUS flag
9.4
Excellent
$
+8
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Sustainability Journey
4BR NOFO Home in Heart of Wine Country (w/ Pool) main photo
4BR NOFO Home in Heart of Wine Country (w/ Pool)
Vacation Home in Southold NYUS flag
0.0
$
+3
Info
Categories
Pool
Private Pool
Parking
Heron Suites main photo
Heron Suites
Resort in Southold NYUS flag
8.3
Very Good
$
+8
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Golf
Hamptons Style North Fork Chill 3 BR 2 night minimum main photo
Hamptons Style North Fork Chill 3 BR 2 night minimum
Vacation Home in Southold NYUS flag
10
Excellent
$
+4
Info
Categories
Pool
Outdoor Pool
Parking
Free Wi-Fi
16 more hotels nearby!
The Pridwin Hotel main photo
The Pridwin Hotel
2.8 mi from Southold
Hotel in Shelter Island NYUS flag
9.0
Excellent
From $436
$
+6
Info
Categories
Pool
Outdoor Pool
Parking
Spa
Shelter Island Hidden Estate main photo
Shelter Island Hidden Estate
2.9 mi from Southold
Villa in East Marion NYUS flag
0.0
$
+4
Info
Categories
Pool
Parking
Dog Friendly
Luxurious Shelter Island Hideaway with Pool! main photo
Luxurious Shelter Island Hideaway with Pool!
2.9 mi from Southold
Vacation Home in Shelter Island NYUS flag
0.0
$
+3
Info
Categories
Pool
Outdoor Pool
Parking
Sandpoint by Rove Travel - 6BR Family Home with Pool main photo
Sandpoint by Rove Travel - 6BR Family Home with Pool
3.0 mi from Southold
Vacation Home in Shelter Island NYUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Parking
Free Wi-Fi
Sound View Greenport main photo
Sound View Greenport
3.4 mi from Southold
Hotel in Greenport NYUS flag
8.0
Very Good
From $363
$
+8
Info
Categories
Pool
Outdoor Pool
Parking
Beachfront
Shore House main photo
Shore House
3.6 mi from Southold
Vacation Home in Shelter Island Heights NYUS flag
0.0
$
+2
Info
Categories
Pool
Parking
Shelter Island House main photo
Shelter Island House
3.6 mi from Southold
Hotel in Shelter Island Heights NYUS flag
8.7
Very Good
From $315
$
+6
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Luxury
Seven Resort Style Inn near Beach main photo
Seven Resort Style Inn near Beach
3.6 mi from Southold
Bed & Breakfast in Shelter Island NYUS flag
9.9
Excellent
From $365
$
+10
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Yoga
Beachside Waterview 2Br Condo w/ Pool in Greenport main photo
Beachside Waterview 2Br Condo w/ Pool in Greenport
3.7 mi from Southold
Apartment in Greenport NYUS flag
9.0
Excellent
$
+4
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Hotel Moraine main photo
Hotel Moraine
3.8 mi from Southold
Hotel in Greenport NYUS flag
9.6
Excellent
$
+11
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Golf
North Fork Resort main photo
North Fork Resort
4.1 mi from Southold
Campground in Greenport NYUS flag
9.5
Excellent
$
+3
Info
Categories
Pool
Outdoor Pool
Parking
Harbor Knoll Bed and Breakfast main photo
Harbor Knoll Bed and Breakfast
4.5 mi from Southold
Bed & Breakfast in Greenport NYUS flag
9.9
Excellent
From $426
$
+5
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Free Wi-Fi
Dering Harbor Inn main photo
Dering Harbor Inn
4.5 mi from Southold
Hotel in Shelter Island Heights NYUS flag
0.0
From $8
$
+7
Info
Categories
Pool
Outdoor Pool
Parking
Honeymoon
Greenporter Hotel main photo
Greenporter Hotel
4.6 mi from Southold
Hotel in Greenport NYUS flag
8.3
Very Good
From $195
$
+11
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Golf
The Harbor Front Inn main photo
The Harbor Front Inn
4.7 mi from Southold
Hotel in Greenport NYUS flag
8.5
Very Good
From $235
$
+5
Info
Categories
Pool
Outdoor Pool
Parking
Golf
Sunsets on the Sound main photo
Sunsets on the Sound
5.2 mi from Southold
Vacation Home in Greenport NYUS flag
0.0
$
+4
Info
Categories
Pool
Parking
Dog Friendly
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 200+ hotels in and around Southold
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