Pine Plains Vacation Rentals | Book Now, Save Up to 30%

All in pricing: Taxes and fees included

Save $64

Preferred host

Entire home in Pine Plains, NY

Nov 16 - 19

$220/night

4.8

4

1 bedroom

2 guests

$801$737total

Save $174

Guests rave

House in Pine Plains, NY

Nov 16 - 19

$358/night

4.9

36

3 bedrooms

6 guests

$1,375$1,201total

Save $1,059

Entire home in Pine Plains, NY

Jul 11 - 18

$1,170/night

New

3 bedrooms

9 guests

Pay only $1,037 today

$10,185$9,126total

Save $498

Entire home in Stanfordville, NY

Nov 21 - 24

$551/night

5.0

8

3 bedrooms

6 guests

$2,350$1,851total

Save $273

House in Stanfordville, NY

Nov 16 - 19

$553/night

4.9

9

4 bedrooms

9 guests

$2,129$1,856total

Save $251

Guests rave

House in Red Hook, NY

Nov 16 - 19

$522/night

4.9

28

4 bedrooms

8 guests

$2,003$1,752total

Save $315

House in Ancram, NY

Nov 16 - 19

$495/night

5.0

19

4 bedrooms

9 guests

$1,961$1,646total

Save $843

House in Ancram, NY

Dec 7 - 10

$1,546/night

5.0

4

9 bedrooms

21 guests

$5,988$5,145total

Save $578

House in Ancram, NY

Dec 7 - 10

$1,103/night

4.9

18

5 bedrooms

12 guests

$4,250$3,671total

Save $447

House in Ancram, NY

Nov 23 - 26

$869/night

4.8

11

4 bedrooms

10 guests

$3,338$2,891total

Save $357

Guests rave

House in Livingston, NY

Nov 16 - 19

$325/night

4.9

36

3 bedrooms

6 guests

$1,438$1,081total

Save $211

Preferred host

House in Clinton Corners, NY

Nov 16 - 19

$301/night

4.7

9

3 bedrooms

8 guests

$1,222$1,011total

Save $249

Whimstay gem

House in Copake, NY

Nov 16 - 19

$470/night

4.9

26

3 bedrooms

10 guests

$1,813$1,563total

Save $205

House in Hudson, NY

Nov 16 - 19

$511/night

4.9

12

4 bedrooms

8 guests

$1,906$1,701total

Save $404

Guests rave

House in Copake, NY

Nov 16 - 19

$912/night

5.0

23

5 bedrooms

10 guests

$3,438$3,034total

Save $181

Whimstay gem

Cottage in Copake, NY

Dec 20 - 23

$292/night

4.9

83

3 bedrooms

6 guests

$1,150$969total

Save $72

Preferred host

House in Hillsdale, NY

Nov 16 - 19

$248/night

5.0

6

2 bedrooms

6 guests

$897$825total

Save $70

Preferred host

House in Copake Falls, NY

Nov 16 - 19

$243/night

5.0

3

3 bedrooms

5 guests

$879$809total

Save $217

Preferred host

Entire home in Copake, NY

Nov 16 - 19

$752/night

5.0

5

4 bedrooms

9 guests

$2,711$2,494total

Save $274

Whimstay gem

Vacation Rental in Copake, NY

Nov 16 - 19

$466/night

5.0

76

3 bedrooms

8 guests

$1,824$1,551total

Save $88

Preferred host

Entire home in Sharon, CT

Nov 16 - 19

$298/night

5.0

2

3 bedrooms

6 guests

$1,097$1,009total

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Map shows last minute vacation rentals in Pine Plains