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37 Houses

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A New England Jewel with Scenic Beauty

Southport house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$682

Westport "Gold Coast" across from Southport beach

Southport cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$229

Great rentals within 20 miles that match your search

Shanz Lofts Syle Apartment

Bridgeport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$208

My little place

Stratford apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$156

Kings Park Cozy Sanctuary with Pool and Tennis Court

Kings Park house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$184

Westport Villa- Luxury Pool & Spa

Westport house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$952

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Price per night from

$1,731

Endless water views on estate property and walk to downtown and beaches!

Westport house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

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Price per night from

$1,154

Excellent North End Bridgeport Luxe 2Bdr

Bridgeport apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$265

4-Bed House close to beach with jacuzzi bath

Fairfield house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$401

Lovely River Escape

Stratford apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$518

Coastal Haven - Cozy Cottage for Family Vacation

Fairfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$377

Home In Stratford

Stratford house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$231

Tranquil Villa

Monroe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$403

Waterview House Walking Distance from Cove Beach

Darien house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$658

Serene Connecticut Retreat - Luxury 2 bedroom apt

Stamford apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$218

New modern house near the water (WESTPORT RESIDENTS ONLY)

Westport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$573

Premiere beach property

Milford apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$263

#2 - Your own place on the Beach near Silver Sands Park

Silver Lane apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 52 minutes

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Price per night from

$229

#1 - A beach place by Silver Sands Park

Milford apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 52 minutes

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Price per night from

$229

Suburban Getaway. Heated Pool. NO PARTIES.

Westport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 24 minutes

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Price per night from

$590

Large Studio by the Beach w/private entrance

Milford apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 52 minutes

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Price per night from

$138

Comtemporary 1Bdr w/ Queen Bed + Free Wifi

Stratford apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$114

Stylish Beach Home near Stamford Downtown/Beach

Darien house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$274

Quaint and cozy duplex farm like escape with live petting chickens

Port Jefferson Station private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$111

Live/work loft with view and exposed brick

Bridgeport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$98

Lazy River Escape

Stratford house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$423

New Beach Home near Stamford Downtown/Shippan

Stamford house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$516

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Price per night from

$506

Redding Relaxation Haven - Tranquil Home with Pool, Gardens Galore

Redding house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$604

Elegant Newtown Getaway - High-End Amenities, Infinity Pool, Media Room

Newtown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$719

Exclusive Lakefront Getaway - Pool, Hot Tub, Stunning Views

Newtown house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$643

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Price per night from

$264

Cozy Moose Log Cabin - Pool, Trails, Secluded Retreat

Newtown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$322

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Price per night from

$196

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Price per night from

$186

Morning coffee while wiggling your toes in the sand?

Milford house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$745

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