Vacation Rentals by Owner

Madison Vacation Rentals Show this location only Back to top

•   Private Waterfront Estate, Sandy Beach, Pool & Tennis Court 4BR+/4.5BA – Sleeps 9 – Madison #397985
  5
  From $5,000/wk

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•   Spectacular Waterfront (31 Middle Beach Madison, Connecticut) 5BR+/3.5BA – Sleeps 8-10 – Madison #36691
  5
  $3500/wk - $5500

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•   Direct Waterfront Beach House 5BR/4.5BA – Sleeps 10 – Madison #411762
  0
  From $5,000/wk

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•   Beautiful, Spacious Beach House with Water Views 5BR/3BA – Sleeps 10 – Madison #303596
  5
  WEEKLY MINIMUM BOOKED JULY & AUGUST 13

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•   Beach House on Middle Beach Road! 4BR+/4BA – Sleeps 8-9 – Madison #246128
  1
  $1500-$2500/wk - $2100-$9000/mo

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•   Beautifully Furnished Apartment, Moments from Beach and Town 1BR/1BA – Sleeps 2-4 – Madison #362724
  6
  $600- $800/wk

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•   Madison Classic Style Beach House (91 Middle Beach Rd) 4BR+/2.5BA – Sleeps 8-10 – Madison #66509
  0
  $10,000- $15,000/mo

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•   Sunny Cottage Steps from the Beach Studio+/1BA – Sleeps 2 – Madison #289239
  0
  $850 - $1100/wk - $3,200-$4,200/mo

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•   Family-Friendly Home Short Walk to Beach and Town 3BR/2BA – Sleeps 6 – Madison #461619
  0
  $2100 per week 7 night min stay

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•   Gorgeous 6 Bedroom House Steps from Secluded Private Beach 6BR/2.5BA – Sleeps 8 – Madison #186453
  0
  $2000- $3500/wk

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•   Beautiful Beach, Water Views, Private Dock 3BR/2.5BA – Sleeps 4-6 – Madison #454586
  0
  July and August from $3,500/week

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•   Private Beach Living in a Chic English Cottage 2BR/2BA – Sleeps 4 – Madison #350043
  0
  $6250(summer/mnths)/$1750(academic/mnth)

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•   Classic Connecticut Beach House 4BR+/3.5BA – Sleeps 6-7 – Madison #90424
  5
  $5500/2 wks - $9000/mo

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•   In-Town, 2 Bdroom! Tidal Marsh Views, 10 Minute Walk to Beach! 2BR/1BA – Sleeps 9 – Madison #385605
  8
  $135 - $150 per night 1 night min stay

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•   Walk to Beach! Walk to Town! Garden Efficiency Sleeps 1-4 Comfortably 2BR/1BA – Sleeps 2-4 – Madison #447786
  0
  $125 - $135 per night 1 night min stay

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•   Lovely Home W/Pool Within Blocks of Beach, Village 4BR/2.5BA – Sleeps 6 – Madison #202767
  0
  $550 per night 4-14 night min stay

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•   Charming Farmhouse Just 700 Feet to Beach and Walking Distance to Town. 3BR+/2.5BA – Sleeps 6 – Madison #274102
  7
  $217 - $350 per night

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•   Large Cottage - Secluded Beach - Great for Families 9BR+/2.75BA – Sleeps 19 – Madison #364285
  0
  $2500- 4000/wk

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•   One-of-a-Kind Beachfront! 7BR/3.5BA – Sleeps 15 – Madison #418637
  0
  Monthly from $10,000 to $22,000;

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•   Cozy Cottage Steps from the Beach 2BR/1BA – Sleeps 6 – Madison #455886
  0
  $875 - $1253 per week 7 night min stay

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•   Direct Waterfront and Private Sandy Beach in Family Friendly Area Studio/0BA – Sleeps 10 – Madison #457275
  0
  $2275 - $3255 per week 7 night min stay

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•   Pondside, Studio Apartment Near Downtown Madison Studio+/1BA – Sleeps 2-4 – Madison #344287
  1
  From $125/nt

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•   Beautiful Madison Beach House 500 Steps to Private Beach 3BR+/2BA – Sleeps 5-8 – Madison #295713
  2
  $2650/wk

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•   Spectacular Beach Home on Long Island Sound 6BR+/2.5BA – Sleeps 15-20 – Madison #367415
  5
  $4500/wk

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