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69 Houses

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Jamaica Court Cottage

New Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Home Sweet Home-away-from-home” Have had the pleasure of staying in this property several times over the last few years. If you are looking for a comfortable, cozy cottage, in a quiet neighborhood close to Long Island Sound, this is it. Perfect for a couple! Family friendly! Nicely appointed. Lanna is a terrific host, attentive but never intrusive. First rate!!!

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Price per night from

$206

Historic Granite House in Scenic Jordan Village

Waterford manor house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$1,490

Peace Barn in the heart of the CT River Valley

Deep River house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$344

Private 2 bedroom near Yale, downtown, great restaurants and parks

Hamden apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$115

Prana Residence - Spa

Cornwall Bridge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$860

Bright & clean summer rental plus beach pass two blocks from ocean beach

New London house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$332

Betty's Boat House

Middlefield house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$144

See you at the corner of Judd Farm and Guernseytown

Bethlehem house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

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Price per night from

$510

Luxurious living on a bucolic alpaca farm

Lyme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$230

Weekly Summer Beach Rental

Old Lyme house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$328

Log Cabin with everything you need

Preston house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$343

Quiet Corner Getaway

Scotland house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$201

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Price per night from

$573

Clarke's Landing

Middlefield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$573

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

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Price per night from

$4,126

2 bedroom Apartment Brand New Listing Close to Beach & Downtown!

Madison house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$487

Steps to beach 4bd 2 bth Sleeps 13

Clinton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 13

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Price per night from

$344

Responds fast! avg. 13 minutes

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Price per night from

$573

2 Bedroom Suite with Kitchen

Roxbury hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$286

1930s Charm in the Heart of Waterbury

Waterbury private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$46

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Price per night from

$172

Spacious Room in a Safe Area within a Colonial- Room J

Waterbury private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$52

Full Basement unit with gorgeous view.

Salem house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$172

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Price per night from

$215

dream home

New Haven apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$190

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Price per night from

$435

Rustic Retreat available for Halloween and Friendsgiving Get Togethers!!

North Branford house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$917

Spacious 1st Floor Room Accessible to Everything- Room K

Waterbury private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$46

Cozy Twin Bed with Plenty of Common Areas

Waterbury private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 1

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Price per night from

$35

Shore Drive Oasis by the Bay

Waterford house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$343

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Price per night from

$265

Middle Room 2nd floor Bedroom- Room D

Waterbury private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$38

Cozy 2 Bedroom Near Yale

New Haven apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$109

Stunning Apartment w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$1,886

Award-Winning Apt w/ Parking & Gym | Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$434

Sunlit Apartment w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$521

Private Room In Waterbury- Room I

Waterbury private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 1

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Price per night from

$37

Polished 1BR Apt w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$290

Viewing 38 of 69
rentals in Southbury

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