Poughkeepsie Vacation Rentals, Houses & More


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Areas near Poughkeepsie

1 / 7

Beautiful Hudson Valley Apt, near Vassar, Marist and CIA

  • 1
  • 4
  • 1 night min

$100

Details

Great rentals within 20 miles that match your search

1 / 14

Modern Cottage With Deck & Hot Tub in Rosendale

  • 2
  • 1 night min

$79

Details

1 / 26

Beautiful Streamside Cottage in Dutchess County

  • 2
  • 8
  • 2 nights min

$250

Details

1 / 8

Modern, Eclectic, Tranquil Mountain Retreat

  • 3
  • 6
  • 3 nights min

$250

Details

1 / 20

Perfect New Paltz Location

  • 3
  • 8
  • 2 nights min

$300

Details

1 / 26

romantig house at magical lake

  • 2
  • 5
  • 2 nights min

$249

Details

1 / 15

The Farmhouse New Paltz

  • 4
  • 6
  • 1 night min

$351

Details

1 / 18

1880s HUDSON VALLEY NEW PALTZ CATSKILLS FARMHOUSE BEAUTIFULLY FURNiSHED POOL

  • 3
  • 6
  • 3 nights min

$450

Details

1 / 9

Des Artistes Master Bedroom at Church Des Artistes

  • 1
  • 2
  • 1 night min

$190

Details

1 / 35

Guesthouse at 30s Bungalow Colony with 5.5 acres Al yours!

  • 2
  • 7
  • Min stay varies

$120

Details

1 / 18

Hudson Valley 40 Acres With Lake And Hiking

  • 4
  • 12
  • Min stay varies

$551

Details

1 / 44

for the creative spirit, lightfilled loft house

  • Studio
  • 3
  • 2 nights min

$249

Details

1 / 28

Hudson Valley Cabin - Romantic & Secluded Log Cabin with Private Lake - 85 acres

  • 1
  • 2
  • 2 nights min

$226

Details

1 / 27

ONE CLOVEWOOD in High Falls, NY near the Mohonk Preserve

  • 3
  • 7
  • 2 nights min

$275

Details

1 / 25

Elegant 3BR. in the Heart of Historic Kingston.

  • 3
  • 8
  • 2 nights min

$245

Details

1 / 9

Luxuriously Renovated Kingston Waterfront Studio

  • 1
  • 2
  • 2 nights min

$150

Details

1 / 6

Comfy Room in Private Home, Ideal Location, Sauna!

  • 1
  • 2
  • 1 night min

$61

Details

1 / 14

Antique Stone House

  • 1
  • 2
  • Min stay varies

$125

Details

1 / 18

Cozy Apple House

  • 3
  • 6
  • 2 nights min

$100

Details

1 / 17

Sun-Filled House & Yard Near Rhinebeck

  • 4
  • 6
  • 3 nights min

$265

Details

1 / 1

Base Camp - Dutch Colonial Estate

  • 1
  • 2
  • 2 nights min

$226

Details

1 / 12

Beautiful Renovated Rhinbeck Country Home. Very private, set on 3 acres.

  • 4
  • 8
  • 3 nights min

$501

Details

1 / 9

Beautiful Mid-Century Renovated Waterfront Apt.

  • 1
  • 4
  • 2 nights min

$160

Details

1 / 73

Pawling 1900 house near Darryl house,Thunder ridge

  • 3
  • 6
  • 2 nights min

$175

Details

1 / 4

Eclectic One Bedroom Cottage in the Hudson Valley

  • 1
  • 3
  • Min stay varies

$125

Details

1 / 20

Lake Bliss the Perfect Getaway

  • 3
  • 10
  • 1 night min

$250

Details

1 / 20

Gated 31 Acre Modern Luxury Estate-Pool-Gym-Movie

  • 5
  • 18
  • Min stay varies

$1996

Details

1 / 43

Stony Mountain House

  • 5
  • 16
  • 3 nights min

$361

Details

1 / 10

Luxurious 2400sf Loft Apartment in Waterfront

  • 1
  • 4
  • 2 nights min

$265

Details

1 / 19

Blue Stone Creek Side Cottage

  • 3
  • 5
  • 1 night min

$351

Details

1 / 12

Antique Stone House

  • 1
  • 2
  • Min stay varies

$196

Details

1 / 24

Beautiful 4 br in historic Cold Spring!

  • 4
  • 8
  • Min stay varies

$401

Details

1 / 12

Keith's Classic Film Retreat

  • 2
  • 4
  • 1 night min

$99

Details

1 / 29

Lake House Rental On Your Own Private Lake

  • 4
  • 11
  • 4 nights min

$625

Details

1 / 17

Calder's Cottage in the historic artistic Rondout

  • 2
  • 4
  • 2 nights min

$176

Details

1 / 8

Beautiful Family Farm in the Heart of Hunt Country, Millbrook NY

  • 5
  • 10
  • 2 nights min

$750

Details

1 / 13

Serene Vista Spa B and B of the Hudson Valley 2

  • 1
  • 2
  • 1 night min

$145

Details

1 / 16

Charming Brick House -Hudson Valley

  • 3
  • 7
  • 2 nights min

$326

Details

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