Seymour Vacation Rentals, Houses & More


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Areas near Seymour

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1 / 15

Apartment in great location, suburban

  • 1
  • 6
  • 3 nights min

$120

Details

Great rentals within 30 miles that match your search

1 / 10

Royal Master Suite

  • 1
  • 2
  • 1 night min

$90

Details

1
1 / 27

Quiet Getaway in Historic Village

  • 2
  • 6
  • 1 night min

$152

Details

1 / 11

The Charm of a Historic Home and Gardens in a Historic Village near NYC

  • 3
  • 8
  • 1 night min

$229

Details

3
1 / 22

Its the Perfect Weekend House just 80min from NYC!

  • 4
  • 8
  • Min stay varies

$130

Details

1 / 29

Charming Farmhouse on 160 Acre Beautiful Vineyard

  • 3
  • 6
  • 2 nights min

$299

Details

1 / 7

Luxury Direct Waterfront Beach Home

  • 2
  • 6
  • 4 nights min

$500

Details

1 / 26

NEW! 4BR Milford Cottage with Private Beach!

  • 4
  • 7
  • Min stay varies

$295

Details

1 / 18

#1 - A beach place by Silver Sands Park

  • 2
  • 6
  • Min stay varies

$125

Details

1 / 16

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

  • 2
  • 4
  • 1 night min

$125

Details

1 / 21

Little House By the Sea

  • 2
  • 4
  • 2 nights min

$258

Details

1 / 12

Waterfront beach bungalow attached but private apartment

  • 3
  • 2 nights min

$195

Details

1 / 10

Newly remodeled 1891 Queen Anne Victorian mansion

  • 1
  • 2
  • 1 night min

$185

Details

1 / 7

2 Bedroom Suite with Kitchen

  • 2
  • 4
  • 1 night min

$249

Details

10
1 / 19

Beach House, Private Beaches, Casinos, Yale U

  • 2
  • 4
  • Min stay varies

$120

Details

1 / 26

Luxury Executive Estate 1 Hr from New York City

  • 6
  • 20
  • 2 nights min

$700

Details

1 / 25

Luxury Executive Estate 1 Hr from New York City ~ RA132911

  • 6
  • 12
  • Min stay varies

$1941

Details

1 / 17

Direct Waterfront Renovated Beach House

  • 2
  • 4
  • 3 nights min

$400

Details

1
1 / 17

Walk to private beach from this two bedroom home

  • 2
  • 4
  • Min stay varies

$125

Details

1 / 14

Wits End Farm B&B

  • 5
  • 10
  • Min stay varies

$800

Details

1 / 16

Wits End Farm

  • 6
  • 12
  • 3 nights min

$900

Details

1 / 27

Country Estate newly renovated that sleeps 16!

  • 5
  • 16
  • Min stay varies

$225

Details

14
1 / 17

Ennis Cottage with private beach on Branford shore

  • 1
  • 2
  • Min stay varies

$125

Details

1 / 31

Cozy Space

  • Studio
  • 2
  • 1 night min

$38

Details

1
1 / 14

Black Rock~ Fairfield County's hidden gem!

  • 2
  • 6
  • 30 nights min

$150

Details

1 / 5

Adorable Guest Cottage

  • 2
  • 4
  • 1 night min

$155

Details

1 / 24

Exceptional Beauty on the Water! House Sleeps 6 Wifi, Hot Tub, billiards

  • 3
  • 6
  • 14 nights min

$515

Details

1 / 42

Spectacular Modern Home Near NYC

  • 5
  • 8
  • 2 nights min

$895

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 / 30

South Street 4-BR Cottage with Heated Pool

  • 4
  • 8
  • Min stay varies

$695

Details

1 / 11

Private Beach 5 bedroom home w/in law apt

  • 5
  • 12
  • 7 nights min

$1000

Details

1 / 17

Betty's Boat House

  • 2
  • 4
  • Min stay varies

$200

Details

1 / 32

Clarke's Landing

  • 3
  • 8
  • 2 nights min

$350

Details

1 / 7

New Contemporary Beach House

  • 3
  • 6
  • 7 nights min

$1000

Details

1 / 20

Five Bedroom Country Home

  • 5
  • 10
  • 3 nights min

$475

Details

1 / 32

Surrounded By Nature

  • 4
  • 8
  • Min stay varies

$400

Details

1 / 39

Westport "Gold Coast" across from Southport beach

  • 1
  • 3
  • 2 nights min

$200

Details

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