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Southold Vacation Rental Accommodations - Page 1 of 1

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Southold Waterfront, Heated Pool, Golf, Elegance, Come for Celebrations and Holidays

  • 5 BR/5 BA, 1 half bath House (sleeps 10)
    $500/nt
    $2,500 - $6,250/wk
    per property, beach, waterfront, daily maid service, jacuzzi, sauna, terrace, balcony, pets considered, fitness room

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

  • 3 BR/2 BA House (sleeps 8)
    $1,490 - $1,690/wk
    $5,500/month
    per property, beach, waterfront, terrace, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV

Southold Waterfront home with 480ft private beach and floating dock.

  • 4 BR/2 BA (sleeps 8)
    $1,400 - $4,750/wk
    per property, beach, waterfront, garden, terrace, balcony, pets considered, air-conditioning, internet access, satellite or cable

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

  • 2 BR/1 BA Cottage (sleeps 5)
    $125/nt
    $750/wk
    $2,700/month
    per property, beach, village, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Southold Water View Beach House with central AC located in Wine Country

  • 3 BR/2 BA House (sleeps 7)
    $275 - $350/nt
    $1,600/wk
    per property, beach, resort, garden, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Southold Cute 2 Bedroom Apartment in Historic Home near town, beaches and vineyards (WBH)

  • 2 BR/1 BA Apartment (sleeps 5) beach, village, garden, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD

Southold Historic vineyard farmhouse with fabulous sandy bay beach

  • 4 BR/1 BA, 2 half baths Farmhouse (sleeps 8)
    $1,800 - $3,750/wk
    per property, beach, rural, garden, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Southold Deeded Bay Beach Home

  • 3 BR/2 BA House (sleeps 6)
    $1,400 - $2,000/wk
    $4,000 - $7,000/month
    per property, beach, rural, air-conditioning, internet access, satellite or cable, TV, DVD, parking, barbecue

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

  • 2 BR House (sleeps 4)
    $150 - $250/nt
    $1,000 - $1,500/wk
    $4,000 - $7,000/month
    per property, beach, waterfront, garden, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD

Southold Secluded, 3 BR House Steps from Private Sound Beach

  • 3 BR/2 BA House (sleeps 8) satellite or cable, TV, DVD, parking, barbecue, fireplace
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Southold Lakefront House in Natural Setting, Walk to Beach

  • 2 BR/1 BA House (sleeps 4) beach, lake, garden, pets considered, TV, DVD, barbecue, fireplace

Southold Lakefront Cottage with Deck, Walk to Beach

  • 2 BR/1 BA Cottage (sleeps 4) lake, waterfront, garden, pets considered, TV, DVD, parking
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