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Southold Rentals for Fishing Vacations

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Southold Charming vacation house peaceful setting with waterview steps from boat access

  • 3 BR/2 BA House (sleeps 6)
    $235 - $275/nt
    $1,400 - $1,750/wk
    $3,500/month
    per property, Beach, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Southold Pristine Getaway, Within Short Walk Of Two White, Sandy, Sound Beaches

  • 3 BR/2 BA House (sleeps 6)
    $300 - $350/nt
    $1,800 - $2,000/wk
    $5,000 - $6,000/month
    per property, Beach, Downtown, Near The Ocean, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Southold 100 acres on the water w heated pool, golf, gourmet kitchen and more!

  • 5 BR/5 BA, 1 half bath Estate (sleeps 12)
    $500 - $1,500/nt
    $9,000 - $10,000/wk
    per property, accept credit card, wheelchair accessible, Beach, Waterfront, Daily Maid Service, Jacuzzi, Sauna, terrace, Balcony

Southold 2 Bedroom Apartment in Historic Home with private yard (WBH)

  • 2 BR/1 BA Apartment (sleeps 4)
    $175/nt
    $1,100/wk
    $3,950/month
    per property, wheelchair accessible, Beach, Village, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Southold Cute Cottage Apartment Near town, beaches and vineyards (WBH)

  • 2 BR/1 BA Cottage (sleeps 4)
    $175/nt
    $1,100/wk
    $3,950/month
    per property, wheelchair accessible, Beach, Village, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Southold Spectacular, Brand New North Fork Beach - Wine Country Home

  • 5 BR/4 BA House (sleeps 10)
    $400 - $750/nt
    $2,000 - $4,250/wk
    per property, accept credit card, Beach, terrace, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable

Southold Beach Front in Southold; newly renovated/baths/kitchen/2nd floor family room!

  • 4 BR/2 BA House (sleeps 10)
    $499 - $599/nt
    $2,800 - $4,800/wk
    $3,000 - $4,250/month
    per property, Beach, Near The Ocean, Rural, Waterfront, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Southold Aug 3 to 17 Wonderful sunsets overlooking Long Island Sound

  • 4 BR/3 BA House (sleeps 6)
    $3,000/wk
    per property, Beach, Lake, Near The Ocean, Rural, Lawn / Garden, Balcony, pets considered, Internet, Satellite / Cable, Television, DVD Player

Southold The Waterfront Loft in Southold

  • 1 BR/1 BA Cottage (sleeps 4)
    $180 - $235/nt
    $975 - $1,350/wk
    per property, Beach, Waterfront, Air Conditioning, Internet, Television, DVD Player, Parking

Southold Spectacular Waterfront home on Southold bay - one of a kind!

  • 4 BR/2 BA House (sleeps 8)
    $650 - $775/nt
    $3,800 - $4,200/wk
    per property, Beach, Waterfront, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Southold Southold Vacation Rental

  • 3 BR/3 BA House (sleeps 8) Air Conditioning, Internet, Television, Parking, Fireplace

Southold Secluded Cottage on Lake - Walk to Sound Beach

  • 2 BR/1 BA, 1 half bath Cottage (sleeps 6) accept credit card, Beach, Downtown, Lake, Village, Waterfront, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Southold Charming Waterfront Home with Private Dock Close to Vineyards & Beaches

  • 3 BR/2 BA House (sleeps 8)
    $1,500 - $2,000/wk
    $6,000 - $8,000/month
    per property, accept credit card, Beach, Waterfront, terrace, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable

Southold Charming 2BR in Heart of North Fork. Walk to Sandy Bay Beach

  • 2 BR/1 BA House (sleeps 6) wheelchair accessible, Beach, Downtown, Rural, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Southold Lakefront Cottage, Walk to Beach, Hot Tub, Beautiful Sunsets

  • 2 BR House (sleeps 4) Beach, Waterfront, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Southold Chaming Cottage on L I Sound, Magnificant Sunsets, Private Beach, All Amenities

  • 2 BR/1 BA Cottage (sleeps 6) Beach, Waterfront, pets considered, Air Conditioning, Internet, Satellite / Cable, DVD Player, Parking, barbecue

Southold Historic Vineyard Farmhouse, waterfront with private sandy beach

  • 4 BR/1 BA, 2 half baths Farmhouse (sleeps 8)
    $1,800 - $4,200/wk
    per property, accept credit card, Beach, Near The Ocean, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Southold Waterfront Home in Pristine Goose Bay Estates

  • 3 BR/2 BA House (sleeps 8)
    $2,500 - $3,500/wk
    per property, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Southold 90 feet of private waterfront w beach, new renovation, panoramic views

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $499 - $899/nt
    $2,400 - $4,800/wk
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable

Southold Deeded Bay Beach Home

  • 3 BR/2 BA House (sleeps 6)
    $1,700 - $2,200/wk
    $5,000 - $6,500/month
    per property, Beach, Rural, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, barbecue

Southold Lakefront beach cottage one block from Long Island Sound

  • 3 BR/1 BA Bungalow (sleeps 6)
    $1,100 - $1,500/wk
    $4,000 - $5,000/month
    per property, Beach, Lake, Internet, Television, DVD Player

Southold Beautifully Restored Historic Country Home on Li Near Beaches

  • 4 BR/2 BA, 1 half bath House (sleeps 8) Beach, terrace, pets considered, Air Conditioning, Internet, Satellite / Cable, DVD Player, Fireplace

Southold Laid-Back Luxury - 1 Block to Beach - Private, Peaceful Oasis!

  • 3 BR/3 BA House (sleeps 6) Beach, Near The Ocean, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Southold Enchanting Cottage and Cabin on Sound - Chic and Secluded

  • 4 BR/3 BA, 1 half bath House (sleeps 8) Near The Ocean, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, DVD Player, Parking

Southold Lakefront House in Natural Setting, Near Town Beaches and North Fork Wineries

  • 2 BR/1 BA House (sleeps 4) Beach, Lake, Near The Ocean, Rural, Lawn / Garden, pets considered, Internet, Television, DVD Player, Parking, barbecue

Southold 3 Bedroom walk to bay beach NOT AFFECTED BY SANDY

  • 3 BR/2 BA House (sleeps 7)
    $2,200/wk
    per property, Beach, Rural, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Southold Waterfront Paradise

  • 4 BR/2 BA, 1 half bath Estate (sleeps 8) Beach, Waterfront, Jacuzzi, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Southold Secluded Lakefront Cottage Near Town Beaches and North Fork Wineries

  • 2 BR/1 BA Cottage (sleeps 4) Lake, Near The Ocean, Rural, Waterfront, Lawn / Garden, pets considered, Internet, Television, DVD Player, Parking

Southold Waterview Home on Southold Bay

  • 4 BR/2 BA House (sleeps 8) Lawn / Garden, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking
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