Dog Friendly Vacation Rentals in Southold - FlipKey

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61 pet friendly Houses in Southold

Private Waterfront W Beach, New Renovation

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$835

Shorecrest Beach House, 4 bedroom private beach front, new renovation

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Pets allowed

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Price per night from

$920

Steve's Place: Heated Pool, 3BR Southold Home, Beach

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$392

Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$557

Sea Breeze Paradise: Beachfront & Panoramic Views

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$569

Goose Creek Getaway: Modern Home with Beach Access

Southold house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Pets allowed

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Price per night from

$503

Boutique Waterfront Home with Pool in Heart of North Fork

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Pets allowed

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Price per night from

$430

Great rentals within 20 miles that match your search

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 17 minutes

Match: Pets allowed

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Price per night from

$1,225

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$1,094

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Pets allowed

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Price per night from

$979

ONE-OF-A-KIND VILLA NESTLED ALONG THE SHORE

Southampton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$1,028

Charmimg Beach cottage in Sagaponack

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$659

East Hampton Summer Rental

East Hampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Pets allowed

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Price per night from

$1,151

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$1,669

Majestic Southampton Waterfront Estate

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

“Incredible home” This was the perfect home for my husband, kids and grandkids. I can't begin to describe how incredible this home was. From the amazing outdoor kitchen, magnificent landscaping, the toasty warm huge pool, with seating enough for our supersized family of 20 with 4 grandbabies. This home was able to house us all comfortably. The inside of the house was clean, spacious and beautifully decorated. The high count sheets were a dream to sleep on (cute pun intended). The air conditioning was set to the perfect temperature. Every day all of us lived in the pool and at night enjoyed the gorgeous sunsets over the bay. To say we loved this home is an understatement. We are still all talking about the amazing vacation. The owner was really really nice to deal with and made us feel welcomed.

Responds fast! avg. 1 hour 17 minutes

Match: Pets allowed

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Price per night from

$1,397

Match: Pets allowed

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Price per night from

$783

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 17 minutes

Match: Pets allowed

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Price per night from

$854

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$1,726

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Pets allowed

All filters match

Price per night from

$1,726

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$1,439

Charming cottage in the heart of East Hampton village

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Pets allowed

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Price per night from

$768

Family Vacation Home, heated pool

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$1,260

Summer Shangri La on Sag Harbor Memorial Day to Labor Day!!

Noyack house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

Match: Pets allowed

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Price per night from

$1,534

piece of Heaven

Mattituck house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

Match: Pets allowed

All filters match

Price per night from

$1,726

4BR Waterfront + Dock Family Retreat in Southampton

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 14 minutes

Match: Pets allowed

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Price per night from

$3,453

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$662

Hamptons Getaway on the water with gorgeous sunsets

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Pets allowed

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Price per night from

$777

Southampton Village home/Heated Pool/July availability

Water Mill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Pets allowed

All filters match

Price per night from

$2,647

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$1,439

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$344

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Pets allowed

All filters match

Price per night from

$1,726

Village traditional on a quiet cul de sac

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$1,282

HEATED POOL in the Hamptons

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$915

Roanoke Ranch Home: 3BR, Private Pool, Hot Tub, North Fork

Riverhead house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$369

Lavender Fields Retreat: Nearby the Beach & Farms

East Marion cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$280

Peconic Sound Beach Home: Backyard & Vineyards

Peconic cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Pets allowed

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Price per night from

$585

Sea Breeze: Hot Tub, Steps to Beach, Near Vineyards

Baiting Hollow house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Pets allowed

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Price per night from

$334

Escape to Paradise: Steps to Beach & Spacious Deck

Baiting Hollow house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Pets allowed

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Price per night from

$403

Viewing 38 of 61
rentals in Southold

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