Madison Vacation Rentals, Houses & More


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5
1 / 17

Sweet Shoreline Madison summer cottage for rent

  • 1
  • 4
  • 7 nights min

$85

Details

1 / 12

Spacious studio near beach

  • Studio
  • 3
  • 1 night min

$70

Details

Great rentals within 30 miles that match your search

4
1 / 15

Charming Waterfront Beach Cottage-WOW! Sunsets

  • 4
  • 8
  • 7 nights min

$286

Details

1 / 23

Walk to the town green, beach is 5 mins, dogs welcome.

  • 4
  • 8
  • 2 nights min

$350

Details

1
1 / 17

9 ROOM WATERFRONT SUMMER COTTAGE (WITH 6 BEDROOMS) FOR RENT ON PRIVATE BEACH

  • 6
  • 10
  • 7 nights min

$172

Details

1 / 13

Soundview - Beach House - Private Patio and Beach Across the Street

  • 4
  • 10
  • Min stay varies

$429

Details

1 / 11

Private Beach 5 bedroom home w/in law apt

  • 5
  • 12
  • 7 nights min

$1000

Details

1 / 12

Luxury Waterfront Home

  • 4
  • 9
  • 3 nights min

$425

Details

1 / 15

Stay Above Our Antique Shop In The Ridgeview Suite

  • 2
  • 4
  • 2 nights min

$280

Details

1 / 30

Tree Fort Suite at Stony Creek Depot

  • 2
  • 4
  • 2 nights min

$225

Details

1 / 9

Private 2 Bdrm Cottage, Walk 2 Beach & Riverfront!

  • 2
  • 5
  • Min stay varies

$260

Details

1 / 10

Private 2 Bedroom Cottage - Walk to Beach & River

  • 2
  • 5
  • 7 nights min

$229

Details

8
1 / 73

Connecticut Retreat: a magical hide-away

  • 2
  • 6
  • 3 nights min

$150

Details

14
1 / 17

Ennis Cottage with private beach on Branford shore

  • 1
  • 2
  • Min stay varies

$125

Details

1
1 / 17

Walk to private beach from this two bedroom home

  • 2
  • 4
  • Min stay varies

$125

Details

1 / 10

Steps Away from Private Beach

  • 3
  • 6
  • 7 nights min

$257

Details

1 / 26

Peace Barn in the heart of the CT River Valley

  • 4
  • 10
  • 2 nights min

$192

Details

1 / 17

Direct Waterfront Renovated Beach House

  • 2
  • 4
  • 3 nights min

$400

Details

1 / 5

Home available for Academic Monthly or Summer week

  • 2
  • 8
  • 7 nights min

$172

Details

1 / 17

Cozy Artist decorated Cottage, walk to beach, pets Ok, exceptional environment

  • 2
  • 6
  • 1 night min

$191

Details

1 / 50

Enjoy a unique experience at this beautiful historic New England large property

  • 5
  • 14
  • 2 nights min

$600

Details

1 / 5

The Beach Retreat Cottage

  • 3
  • 6
  • Min stay varies

$275

Details

1 / 21

Cornfield Point Beachfront Cottage

  • 3
  • 8
  • 7 nights min

$365

Details

1
1 / 8

Cornfield Point Beachfront Small Cottage

  • 1
  • 4
  • 7 nights min

$111

Details

1 / 12

Waterfront beach bungalow attached but private apartment

  • 3
  • 2 nights min

$195

Details

1 / 49

Stunning 6 bed, 7 bath home with tennis court, pool, bowling alley, and stage

  • 6
  • 16
  • Min stay varies

$536

Details

1 / 32

Surrounded By Nature

  • 4
  • 8
  • Min stay varies

$400

Details

10
1 / 19

Beach House, Private Beaches, Casinos, Yale U

  • 2
  • 4
  • Min stay varies

$120

Details

1 / 21

Little House By the Sea

  • 2
  • 4
  • 2 nights min

$258

Details

1 / 22

Carriage House

  • 2
  • 6
  • 2 nights min

$400

Details

2
1 / 15

Laurel Cottage

  • 2
  • 4
  • 2 nights min

$300

Details

2
1 / 17

PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES

  • 3
  • 6
  • 14 nights min

$375

Details

1 / 17

Weekly Summer Beach Rental

  • 4
  • 12
  • 7 nights min

$286

Details

1 / 24

NEW! 3BR Old Lyme Cottage - Steps from the Beach!

  • 3
  • 6
  • Min stay varies

$140

Details

5
1 / 17

Stay at The Old Sindelar Farm

  • 3
  • 8
  • 1 night min

$120

Details

1 / 18

North Fork Beach Bungalow

  • 5
  • 10
  • 14 nights min

$500

Details

1 / 15

Modern 3 Bedroom 2 Bath Waterfront House with Private Beach!

  • 3
  • 6
  • 14 nights min

$470

Details

4
1 / 14

North Fork House with Private Beach Access

  • 4
  • 8
  • 7 nights min

$299

Details

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