The Pridwin Hotel 2.5 mi from Southold
Hotel in Shelter Island NY
9.0
Excellent
From $262
From $262
Info Categories
Luxury Hotel

Hotel with Parking

Hotel with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Show more
 
Shelter Island House 3.3 mi from Southold
Hotel in Shelter Island Heights NY
4.0
Rated
From $225
From $225
Info Categories
Luxury Hotel
Hotel with Parking
Hotel for Honeymoon
Show more
 
House on Chase Creek 3.9 mi from Southold
Bed & Breakfast in Shelter Island Heights NY
8.3
Very Good
From $140
From $140
Info Categories
Luxury Bed & Breakfast
Bed & Breakfast with Parking
Bed & Breakfast for Adults Only
Show more
 
Harbor Knoll Bed and Breakfast 4.2 mi from Southold
Bed & Breakfast in Greenport NY
8.8
Excellent
From $368
From $368
Info Categories
Luxury Bed & Breakfast
Bed & Breakfast with Parking
Bed & Breakfast with Swimming Pool
Show more
 
Ruby's Cove 4.6 mi from Southold
Guest House in Greenport NY
10
Excellent
Info Categories
Luxury Guest House
Guest House with Parking
Romantic Guest House
Show more
 
Arbor View House Bed and Breakfast 6.4 mi from Southold
Bed & Breakfast in East Marion NY
9.6
Excellent
From $283
From $283
Info Categories
Luxury Bed & Breakfast
Bed & Breakfast with Parking
Bed & Breakfast Taking Steps Towards Sustainability

Show more
 
Baron's Cove 7.4 mi from Southold
Hotel in Sag Harbor NY
8.5
Very Good
From $281
From $281
Info Categories
Luxury Hotel

Hotel with Parking

EV charging stations  

Hotel for Honeymoon

Show more
 
Topping Rose House 10.3 mi from Southold
Hotel in Bridgehampton NY
7.9
Good
From $553
From $553
Info Categories
Luxury Hotel

Hotel with Parking

Boutique-style Hotel

Show more
 
Southampton Village Motel 11.6 mi from Southold
Motel in Southampton NY
8.0
Very Good
From $477
From $477
Info Categories
Luxury Motel

Motel with Parking

Motel with Free Wi-Fi

Show more
 
Harpoon House 11.8 mi from Southold
Bed & Breakfast in Southampton NY
8.5
Very Good
From $170
From $170
Info Categories
Luxury Bed & Breakfast

Bed & Breakfast with Parking

Small Bed & Breakfast

Show more
 
Villa Isaiah 12.0 mi from Southold
Villas in Southampton NY
Info Categories
Luxury Villas

Villas with Parking

Dog Friendly Villas

Show more
 
Villa Romina 12.0 mi from Southold
Villas in Southampton NY
From $2,331
From $2,331
Info Categories
Luxury Villas

Villas with Parking

Dog Friendly Villas

Show more
 
Premier Waterfront Cottage 1 12.9 mi from Southold
Vacation Home in Riverhead NY
10
Excellent
Info Categories
Luxury Vacation Home

Vacation Home with Parking

Dog Friendly Vacation Home

Show more
 
Premier Waterfront Cottage 2 12.9 mi from Southold
Vacation Home in Riverhead NY
9.7
Excellent
From $591
From $591
Info Categories
Luxury Vacation Home

Vacation Home with Parking

Dog Friendly Vacation Home

Show more
 
Premier Waterfront Cottage 3 12.9 mi from Southold
Vacation Home in Riverhead NY
Info Categories
Luxury Vacation Home

Vacation Home with Parking

Dog Friendly Vacation Home

Show more
 
Waterfront Cottage 4 12.9 mi from Southold
Vacation Home in Riverhead NY
10
Excellent
From $520
From $520
Info Categories
Luxury Vacation Home

Vacation Home with Parking

Dog Friendly Vacation Home

Show more
 
Waterfront Shared Guest House Suite 1 12.9 mi from Southold
Vacation Home in Riverhead NY
Info Categories
Luxury Vacation Home

Vacation Home with Parking

Show more
 
Waterfront Cottage 5 12.9 mi from Southold
Vacation Home in Riverhead NY
Info Categories
Luxury Vacation Home

Vacation Home with Parking

Dog Friendly Vacation Home

Show more
 
Waterfront Cottage 6 12.9 mi from Southold
Vacation Home in Riverhead NY
8.7
Very Good
Info Categories
Luxury Vacation Home

Vacation Home with Parking

Dog Friendly Vacation Home

Show more
 
East Hampton Art House Bed and Breakfast 13.6 mi from Southold
Bed & Breakfast in East Hampton NY
9.7
Excellent
From $475
From $475
Info Categories
Luxury Bed & Breakfast

Bed & Breakfast with Parking

Bed & Breakfast with Swimming Pool

Heated Pool    Indoor Pool    Children's Pool  

Heated Pool    Indoor Pool    Children's Pool  

Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Luxury (36)
  •     Parking (36)
  •     Dog Friendly (18)
  •     Small (13)
  •     Pool (13)
  •     Honeymoon (12)
  •     Romantic (11)
  •     Accessible (10)
  •     Free Wi-Fi (10)
  •     Outdoor Pool (10)
  •     Family (10)
  •     Spa (8)
  •     Yoga (8)
  •     5 Star (7)
  •     Gym (7)
  •     4 Star (6)
  •     Heated Pool (6)
  •     Business (6)
  •     EV charging stations (5)
  •     Indoor Pool (5)
  •     Golf (5)
  •     Sustainability Journey (4)
  •     Beach (3)
  •     Adult Only (3)
  •     Tennis (3)
  •     Rooms with Fireplace (2)
  •     Vineyard (2)
  •     Private Pool (2)
  •     Boutique-Style (2)
  •     Beachfront (2)
  •     Children's Pool (1)
  •     Pool Lap Lanes (1)
  •     Historic (1)
  •     Dog Sitting (1)
×
Checkin
×
Categories
2
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ