New Windsor Vacation Rentals, Houses & More


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Areas near New Windsor

1 / 6

Camp Oswego (camp grounds)

  • 20
  • 50
  • 2 nights min

$195

Details

Great rentals within 20 miles that match your search

1 / 22

Pallett Cottage

  • 1
  • 4
  • 1 night min

$126

Details

1 / 18

Cozy Apple House

  • 3
  • 6
  • 2 nights min

$100

Details

1 / 38

Amazing Holiday Home

  • 3
  • 8
  • Min stay varies

$850

Details

1 / 13

Serene Vista Spa B and B of the Hudson Valley 2

  • 1
  • 2
  • 1 night min

$145

Details

1 / 15

Nature Lovers Getaway

  • 3
  • 6
  • 7 nights min

$151

Details

1 / 8

Lovely Hudson Valley home 1 hr from NYC

  • 3
  • 6
  • 14 nights min

$151

Details

1 / 8

Modern, Eclectic, Tranquil Mountain Retreat

  • 3
  • 6
  • 3 nights min

$251

Details

1 / 10

Stay In Beacon - Steps From Main Street

  • 1
  • 4
  • 2 nights min

$92

Details

1 / 12

Keith's Classic Film Retreat

  • 2
  • 4
  • 1 night min

$100

Details

1 / 28

independent room with office and kitchen

  • 1
  • 2
  • 1 night min

$51

Details

1 / 20

"THE HILLTOP"-40Mins From NYC- Private Estate

  • 4
  • 12
  • Min stay varies

$750

Details

1 / 24

New Paltz meets Cape May

  • 4
  • 8
  • 2 nights min

$650

Details

1 / 57

Hudson Valley Villa - Modern Masterpiece Cantilevered Over Hudson River Bluff

  • 4
  • 8
  • 3 nights min

$1369

Details

1 / 5

Caren House Bed and Breafast

  • 3
  • 6
  • 1 night min

$351

Details

1 / 18

Hudson Valley 40 Acres With Lake And Hiking

  • 4
  • 12
  • Min stay varies

$551

Details

1 / 21

Renovated Schoolhouse - Hudson Valley Getaway

  • 2
  • 7
  • 2 nights min

$156

Details

1 / 19

50 Mins from Manhattan River view

  • 5
  • 17
  • 2 nights min

$1321

Details

1 / 11

Earth Berm House at Terra Casa Retreat Center

  • 2
  • 4
  • Min stay varies

$286

Details

1 / 43

Stony Mountain House

  • 5
  • 16
  • 3 nights min

$360

Details

1 / 23

Incredible Newly-Built 6 Bedroom Dream Escape

  • 6
  • 18
  • Min stay varies

Inquire for Rates

Details

1 / 13

Cold Spring Lake Hideaway

  • 3
  • 5
  • 2 nights min

$240

Details

1 / 18

Relaxing Modern Retreat

  • 3
  • 8
  • 2 nights min

$169

Details

1 / 21

Lovely Victorian Jacuzzi Spa, Walk to Town, Train to NYC

  • 3
  • 4
  • 2 nights min

$190

Details

1 / 14

House on Top of the Hill

  • 3
  • 5
  • 7 nights min

$100

Details

1 / 5

"the Giardino" at Serene Vista Spa B&B

  • 1
  • 2
  • 1 night min

$161

Details

1 / 94

1859 Historic Mansion Retreat, Reunions, USMA. New Hot Tub, Close to NYC

  • 7
  • 27
  • Min stay varies

$850

Details

1 / 69

Thornwood Guesthouse - historic w/ modern comforts

  • 6
  • 12
  • Min stay varies

$525

Details

1 / 15

An Oasis in the Hudson Valley

  • 1
  • 2
  • 2 nights min

$165

Details

1 / 7

Chic Beacon Bungalow 3 Blocks Off Main St

  • 3
  • 7
  • 7 nights min

$390

Details

1 / 20

LAKEFRONT COTTAGE ON PRISTINE LAKE

  • 2
  • 4
  • 7 nights min

$226

Details

1 / 20

Lake Bliss the Perfect Getaway

  • 3
  • 10
  • 1 night min

$251

Details

1 / 14

ROMANTIC GETAWAY COTTAGE ON WATER

  • 3
  • 8
  • Min stay varies

$200

Details

1 / 20

Frank Lloyd Wright Retreat with Outdoor Pool on 8 Secluded Acres

  • 2
  • 3
  • 2 nights min

$450

Details

1 / 13

Serene Vista Spa B and B of the Hudson Valley 1

  • 1
  • 2
  • 1 night min

$156

Details

1 / 24

Beautiful 4 br in historic Cold Spring!

  • 4
  • 8
  • Min stay varies

$400

Details

1 / 27

Faces The Hudson + Only An Hour Outside NYC

  • 3
  • 8
  • 2 nights min

$425

Details

1 / 19

Sam's Cottage on the Greens

  • 1
  • 3
  • 2 nights min

$186

Details

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