Pawling Vacation Rentals, Houses & More


1 - 36 of 36

View larger map

Areas near Pawling

1 / 73

Pawling 1900 house near Darryl house,Thunder ridge

  • 3
  • 6
  • 2 nights min

$175

Details

Great rentals within 20 miles that match your search

1 / 11

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

  • 3
  • 8
  • 1 night min

$229

Details

1 / 16

Wits End Farm

  • 6
  • 12
  • 3 nights min

$900

Details

1 / 16

Charming COTTAGE near NYC!

  • 1
  • 5
  • 1 night min

$295

Details

1 / 4

Exclusive Rental in Beautiful Amenia!

  • 3
  • 6
  • 30 nights min

$134

Details

1 / 23

Rhubarb Hill, a Charming 1850's Farmhouse

  • 3
  • 6
  • 3 nights min

$250

Details

1 / 14

ROMANTIC GETAWAY COTTAGE ON WATER

  • 3
  • 8
  • Min stay varies

$226

Details

1 / 8

Lovely Hudson Valley home 1 hr from NYC

  • 3
  • 6
  • 14 nights min

$150

Details

1 / 20

Frank Lloyd Wright Retreat with Outdoor Pool on 8 Secluded Acres

  • 2
  • 3
  • 2 nights min

$449

Details

1 / 23

Nature, Art, Hip Hudson Valley River Town 70mi NYC

  • 2
  • 6
  • 2 nights min

$275

Details

1 / 7

Chic Beacon Bungalow 3 Blocks Off Main St

  • 3
  • 7
  • 7 nights min

$391

Details

1 / 35

NEW! Cozy Fishkill Studio - Walk to Downtown!

  • Studio
  • 2
  • Min stay varies

$115

Details

1 / 25

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

  • 7
  • 16
  • 4 nights min

$795

Details

1 / 24

NEW! Historic 3BR Home in Fishkill w/ Private Yard

  • 3
  • 10
  • 3 nights min

$300

Details

1 / 24

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

  • 3
  • 6
  • Min stay varies

$241

Details

1 / 7

2 Bedroom Suite with Kitchen

  • 2
  • 4
  • 1 night min

$249

Details

1 / 20

LAKEFRONT COTTAGE ON PRISTINE LAKE

  • 2
  • 4
  • 7 nights min

$226

Details

1 / 14

House on Top of the Hill

  • 3
  • 5
  • 7 nights min

$100

Details

1 / 21

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

  • 3
  • 4
  • 2 nights min

$190

Details

1 / 8

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

  • 5
  • 10
  • 2 nights min

$750

Details

1 / 20

Lake Bliss the Perfect Getaway

  • 3
  • 10
  • 1 night min

$250

Details

1 / 30

South Street 4-BR Cottage with Heated Pool

  • 4
  • 8
  • Min stay varies

$634

Details

1 / 20

Five Bedroom Country Home

  • 5
  • 10
  • 3 nights min

$475

Details

1 / 1

Base Camp - Dutch Colonial Estate

  • 1
  • 2
  • 2 nights min

$226

Details

1 / 7

Beautiful Hudson Valley Apt, near Vassar, Marist and CIA

  • 1
  • 4
  • 1 night min

$100

Details

1 / 29

Lake House Rental On Your Own Private Lake

  • 4
  • 11
  • 4 nights min

$625

Details

1 / 24

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

  • 3
  • 6
  • 14 nights min

$516

Details

1 / 10

Stay In Beacon - Steps From Main Street

  • 1
  • 4
  • 2 nights min

$93

Details

1 / 27

Quiet Getaway in Historic Village

  • 2
  • 6
  • 1 night min

$152

Details

1 / 14

Lake Cottage with Views and Fireplace

  • 2
  • 5
  • 2 nights min

$200

Details

1 / 6

Charming Cottage in a lovely lake community

  • 2
  • 4
  • Min stay varies

$201

Details

1 / 24

20'x40' inground private pool just for you&house with 4bedrooms

  • 4
  • 8
  • 7 nights min

$286

Details

1 / 14

Wits End Farm B&B

  • 5
  • 10
  • Min stay varies

$314

Details

1 / 8

Large Private Apartment

  • 1
  • 3
  • 1 night min

$100

Details

1 / 29

Charming Farmhouse on 160 Acre Beautiful Vineyard

  • 3
  • 6
  • 2 nights min

$300

Details

1 / 31

Private Lakefront & Pool DeeLuxGlamping. NYC Getaway

  • 2
  • 12
  • Min stay varies

$157

Details

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more
See only the properties that can be booked online with Payment Protection.
Learn more