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

Dog Friendly Hotel

Hotel for Honeymoon

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Seven - a boutique B&B on Shelter Island 3.4 mi from Southold
Bed & Breakfast in Shelter Island NY
9.9
Excellent
From $373
From $373
Info Categories
Luxury Bed & Breakfast

Dog Friendly Bed & Breakfast

Bed & Breakfast for Yoga

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American Beech Hotel 4.6 mi from Southold
Hotel in Greenport NY
8.7
Very Good
From $395
From $395
Info Categories
Luxury Hotel

Dog Friendly Hotel

Hotel for Honeymoon

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Bridgehampton Inn 10.2 mi from Southold
Hotel in Bridgehampton NY
9.0
Excellent
From $325
From $325
Info Categories
Luxury Hotel

Dog Friendly Hotel

Hotel for Honeymoon

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

Dog Friendly Hotel

Boutique-style Hotel

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A Room at The Beach 10.4 mi from Southold
Hotel in Bridgehampton NY
8.1
Very Good
From $388
From $388
Info Categories
Luxury Hotel

Dog Friendly Hotel

Hotel with Swimming Pool

Outdoor Pool  

Outdoor Pool  

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Southampton Inn 11.9 mi from Southold
Hotel in Southampton NY
8.4
Very Good
From $246
From $246
Info Categories
Luxury Hotel
Dog Friendly Hotel
Hotel near Golf Courses
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Villa Isaiah 12.0 mi from Southold
Villas in Southampton NY
Info Categories
Luxury Villas
Dog Friendly Villas
Villas with Swimming Pool
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Villa Romina 12.0 mi from Southold
Villas in Southampton NY
From $2,331
From $2,331
Info Categories
Luxury Villas
Dog Friendly Villas
Villas with Swimming Pool
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Premier Waterfront Cottage 1 12.9 mi from Southold
Vacation Home in Riverhead NY
10
Excellent
Info Categories
Luxury Vacation Home
Dog Friendly Vacation Home
Vacation Home with Parking
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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
Dog Friendly Vacation Home
Vacation Home with Parking
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Premier Waterfront Cottage 3 12.9 mi from Southold
Vacation Home in Riverhead NY
Info Categories
Luxury Vacation Home
Dog Friendly Vacation Home
Vacation Home with Parking
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Waterfront Cottage 4 12.9 mi from Southold
Vacation Home in Riverhead NY
10
Excellent
From $520
From $520
Info Categories
Luxury Vacation Home
Dog Friendly Vacation Home
Vacation Home with Parking
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Waterfront Cottage 5 12.9 mi from Southold
Vacation Home in Riverhead NY
Info Categories
Luxury Vacation Home
Dog Friendly Vacation Home
Vacation Home with Parking
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Waterfront Cottage 6 12.9 mi from Southold
Vacation Home in Riverhead NY
8.7
Very Good
Info Categories
Luxury Vacation Home
Dog Friendly Vacation Home
Vacation Home with Parking
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The Maidstone Hotel 13.8 mi from Southold
Hotel in East Hampton NY
6.9
Rated
From $1,250
From $1,250
Info Categories
Luxury Hotel
Dog Friendly Hotel
Hotel near Golf Courses
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Mill House Inn 13.8 mi from Southold
Bed & Breakfast in East Hampton NY
8.3
Very Good
From $460
From $460
Info Categories
Dog Friendly Bed & Breakfast

Dog Sitting  

Dog Sitting  

Luxury Bed & Breakfast
Bed & Breakfast with Parking
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The Roundtree, Amagansett 15.6 mi from Southold
Hotel in Amagansett NY
9.7
Excellent
From $534
From $534
Info Categories
Luxury Hotel
Dog Friendly Hotel
Hotel near Golf Courses
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Saybrook Point Resort & Marina 16.1 mi from Southold
Hotel in Old Saybrook CT
9.0
Excellent
From $364
From $364
Info Categories
Luxury Hotel
Dog Friendly Hotel
Hotel with Spa

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The Homestead 18.4 mi from Southold
Bed & Breakfast in Madison CT
9.6
Excellent
From $313
From $313
Info Categories
Luxury Bed & Breakfast

Dog Friendly Bed & Breakfast

Bed & Breakfast with Parking

EV charging stations  

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Luxury (24)
  •     Dog Friendly (24)
  •     Dog Sitting (1)
  •     Parking (18)
  •     Honeymoon (10)
  •     Romantic (10)
  •     Small (9)
  •     Pool (9)
  •     Outdoor Pool (7)
  •     Free Wi-Fi (6)
  •     Accessible (6)
  •     Family (6)
  •     Business (5)
  •     5 Star (5)
  •     Golf (5)
  •     4 Star (4)
  •     Spa (4)
  •     Indoor Pool (4)
  •     Heated Pool (4)
  •     Yoga (3)
  •     EV charging stations (3)
  •     Sustainability Journey (3)
  •     Adult Only (2)
  •     Rooms with Fireplace (2)
  •     Private Pool (2)
  •     Boutique-Style (2)
  •     Gym (2)
  •     Historic (1)
  •     Pool Lap Lanes (1)
  •     Beachfront (1)
  •     Beach (1)
  •     Tennis (1)
  •     Vineyard (1)
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