Winsted Vacation Rentals, Houses & More


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Areas near Winsted

1 / 23

Beautiful Lake House - Magnificent in all 4 Seasons 3 Bed, 2 Bath

  • 3
  • 6
  • Min stay varies

$226

Details

Great rentals within 20 miles that match your search

1 / 28

Central Modern Studio

  • 2
  • Min stay varies

$69

Details

1 / 10

Apple Cottage

  • 3
  • 8
  • 1 night min

$376

Details

1 / 17

5BR Woodridge Lake Rental House

  • 5
  • 12
  • 7 nights min

$157

Details

1 / 44

COMFY COZY 5 BEDROOM HOME - 2 WOODED PRIVATE ACRES

  • 5
  • 10
  • 2 nights min

$396

Details

1 / 21

Prana Residence - Spa

  • 3
  • 7
  • 2 nights min

$750

Details

1 / 24

NEW! 3BR Litchfield House on Half Acre of Land!

  • 3
  • 7
  • Min stay varies

$236

Details

1 / 24

NEW! 3BR New Preston Cottage - Lakefront w/ Dock!

  • 3
  • 6
  • Min stay varies

$241

Details

1 / 27

Country Estate newly renovated that sleeps 16!

  • 5
  • 16
  • Min stay varies

$226

Details

1 / 22

Comfortable Rustic Cottage on 4 Wooded Acres with Brook

  • 2
  • 6
  • 2 nights min

$150

Details

1 / 25

'Carriage House' Lakefront Warren 7BR on 25 Acres!

  • 7
  • 16
  • 4 nights min

$795

Details

1 / 37

Charming 2+2 Lakeside Cottage on Best Lake in CT

  • 2
  • 4
  • Min stay varies

$181

Details

1 / 16

Wits End Farm

  • 6
  • 12
  • 3 nights min

$900

Details

1 / 23

Escape to Lakeville CT ** Lime Rock *August Dates available* Hotchkiss

  • 3
  • 6
  • Min stay varies

$351

Details

1 / 10

Country Victorian Serenity in the Berkshires

  • 4
  • 6
  • 7 nights min

$229

Details

1 / 13

Short Walk to Lake, Peaceful Getaway, Scenic Views

  • 3
  • 6
  • 2 nights min

$171

Details

1 / 12

Quiet first floor apartment in Torrington

  • 1
  • 2
  • 2 nights min

$90

Details

1 / 11

Riverwood - Cozy Carriage House in the Woods

  • 1
  • 2
  • 2 nights min

$166

Details

1 / 11

The Cottage at Great Falls

  • 2
  • 4
  • 2 nights min

$201

Details

1 / 13

Mansion & Private 3.5 Acre Estate

  • 4
  • 8
  • Min stay varies

$800

Details

1 / 42

4 Bedroom Furnished House in Lakeville Connecticut

  • 4
  • 8
  • Min stay varies

$326

Details

1 / 13

Quiet Country Contemporary Home on 5 Private Acres

  • 3
  • 10
  • 2 nights min

$405

Details

1 / 14

Wits End Farm B&B

  • 5
  • 10
  • Min stay varies

$314

Details

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