Chappaqua Vacation Rentals, Houses & More


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Areas near Chappaqua

1 / 12

Stone Croft Cottage

  • 1
  • 4
  • 4 nights min

$129

Details

Great rentals within 20 miles that match your search

1 / 25

Elegant, Newly Renovated 5 Bedroom Home

  • 5
  • 10
  • Min stay varies

$348

Details

1 / 22

Pallett Cottage

  • 1
  • 4
  • 1 night min

$125

Details

1 / 23

NYC Midtown 30 minutes-Scarsdale on Golf Course

  • 5
  • 8
  • Min stay varies

$596

Details

1 / 4

Blissfully Quiet Affordable ROOM

  • 1
  • 2
  • 3 nights min

$70

Details

1 / 13

Private estate under an hour NYC 24 guests

  • 8
  • 24
  • 2 nights min

$1092

Details

1 / 5

3rd floor getaway

  • 1
  • 3
  • 1 night min

$99

Details

1 / 17

Charming and immaculate 3 br duplex!

  • 3
  • 5
  • 4 nights min

$204

Details

1 / 16

Charming COTTAGE near NYC!

  • 1
  • 5
  • 1 night min

$293

Details

1 / 46

Luxury Private Mansion!! 15 min to NYC

  • 6
  • 24
  • Min stay varies

$770

Details

1 / 22

Centrally located. Near Greenwich Ave, Greenwich Train Station and Bruce Park.

  • 3
  • 8
  • 1 night min

$348

Details

1 / 18

Charming Victorian with Pool and Water Views

  • 3
  • 5
  • 3 nights min

$323

Details

1 / 18

Relaxing Modern Retreat

  • 3
  • 8
  • 2 nights min

$168

Details

1 / 18

Sunrise Waterfront House

  • 4
  • 6
  • 30 nights min

$224

Details

1 / 30

Elegant Home on an Acre of Rolling Lawns

  • 3
  • 10
  • Min stay varies

$695

Details

1 / 11

Private Room in Eclectic Downtown Stamford Loft

  • 1
  • 2
  • 2 nights min

$65

Details

1 / 8

DOMINIQUE'S NYC, UNIQUE ENSUITE EFFICIENCY ROOM

  • 1
  • 2
  • 2 nights min

$110

Details

1 / 23

Luxurious Lake Front home

  • 3
  • 10
  • Min stay varies

$397

Details

1 / 14

PRIVATE 2 BEDROOM APARTMENT

  • Studio
  • 4
  • 2 nights min

$125

Details

1 / 26

Quaint and immaculate 3 br duplex!

  • 3
  • 5
  • Min stay varies

$204

Details

1 / 15

LUXURY COTTAGE

  • 1
  • 4
  • 2 nights min

$273

Details

1 / 8

2BEDROOM PRIVATE GUEST HOMESTAY

  • 2
  • 4
  • 3 nights min

$125

Details

1 / 10

DOMINIQUE'S NY- Upper Level private room

  • 1
  • 2
  • 2 nights min

$79

Details

1 / 48

Large Home, Pool, Hot Tub on Several Acres

  • 4
  • 10
  • 1 night min

$521

Details

1 / 4

Comfortable on Chatterton

  • 5
  • 4
  • 1 night min

$75

Details

1 / 7

Home

  • 2
  • 3
  • 2 nights min

$60

Details

1 / 10

HSUD0332

  • 3
  • 6
  • 7 nights min

$141

Details

1 / 16

Eagle Ave. Private Room #3

  • 3
  • 2
  • 7 nights min

$60

Details

1 / 26

Lovely home, 30 min train to Manhattan

  • 2
  • 5
  • 1 night min

$159

Details

1 / 15

An Oasis in the Hudson Valley

  • 1
  • 2
  • 2 nights min

$164

Details

1 / 20

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

  • 4
  • 12
  • Min stay varies

$745

Details

1 / 14

Beautiful Secluded Stone Country Home Close to NYC

  • 4
  • 8
  • 7 nights min

$284

Details

1 / 10

30 min NYC commute by metronorth

  • 3
  • 4
  • 14 nights min

$164

Details

1 / 8

Lovely Hudson Valley home 1 hr from NYC

  • 3
  • 6
  • 14 nights min

$149

Details

1 / 27

Faces The Hudson + Only An Hour Outside NYC

  • 3
  • 8
  • 2 nights min

$422

Details

1 / 9

3 bedroom 2 bath NYC 30 min

  • 3
  • 7
  • 60 nights min

$249

Details

1 / 6

Private pool house with access to pool and tennis

  • 1
  • 2
  • 2 nights min

$125

Details

1 / 16

Cozy and Spacious Cape Cod home

  • 6
  • 11
  • 6 nights min

$383

Details

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