Woodbury Vacation Rentals | Book Now, Save Up to 30%

All in pricing: Taxes and fees included

Save $267

Preferred host

House in Highlands, NY

Nov 29 - Dec 3

$659/night

4.8

34

5 bedrooms

10 guests

$3,335$3,068total

Save $517

Villa in Monroe, NY

Sep 1 - 4

$733/night

4.7

138

3 bedrooms

12 guests

Pay only $199 today

$2,716$2,199total

Save $141

Guests rave

House in Highland Falls, NY

Nov 30 - Dec 3

$184/night

4.9

173

3 bedrooms

8 guests

$694$553total

Save $148

Preferred host

Entire cottage in Cornwall On Hudson, NY

Dec 6 - 9

$444/night

5.0

9

2 bedrooms

4 guests

$1,631$1,484total

Save $173

Whimstay gem

Entire home in Highland Falls, NY

Dec 3 - 6

$486/night

4.9

40

4 bedrooms

8 guests

$1,928$1,754total

Save $980

Guests rave

Entire home in Chester, NY

Nov 22 - 25

$1,441/night

5.0

24

11 bedrooms

16 guests

$5,835$4,854total

Save $209

Preferred host

Entire home in Highland Falls, NY

Nov 22 - 25

$375/night

5.0

5

3 bedrooms

6 guests

$1,461$1,253total

Save $124

Preferred host

Entire home in Highland Falls, NY

Nov 28 - Dec 1

$425/night

5.0

3

4 bedrooms

8 guests

$1,546$1,422total

Save $244

Preferred host

Entire home in Cornwall On Hudson, NY

Nov 29 - Dec 2

$415/night

4.8

5

3 bedrooms

7 guests

$1,686$1,442total

Save $464

Guests rave

House in Monroe, NY

Nov 19 - 22

$476/night

4.9

191

3 bedrooms

8 guests

$1,891$1,427total

Save $83

Preferred host

Entire cottage in Monroe, NY

Mar 31 - Apr 3

$274/night

5.0

1

2 bedrooms

4 guests

Pay only $104 today

$1,034$952total

Save $621

Guests rave

Vacation Rental in Chester, NY

Nov 29 - Dec 2

$591/night

4.9

154

4 bedrooms

14 guests

$2,537$1,915total

Save $937

Preferred host

Entire villa in Stony Point, NY

Nov 19 - 22

$1,444/night

4.8

37

9 bedrooms

16 guests

$5,600$4,662total

Save $534

House in Chester, NY

Nov 28 - Dec 1

$700/night

4.7

122

7 bedrooms

16 guests

$2,634$2,100total

Save $155

Preferred host

Entire home in Philipstown, NY

Nov 22 - 25

$554/night

5.0

4

3 bedrooms

6 guests

$1,940$1,785total

Save $60

Entire rental unit in Newburgh, NY

May 24 - 27

$198/night

New

1 bedroom

3 guests

Pay only $75 today

$746$686total

Save $640

Entire home in Goshen, NY

Nov 19 - 24

$1,022/night

New

5 bedrooms

14 guests

$6,559$5,919total

Save $456

Entire rental unit in Newburgh, NY

Apr 2 - May 2

$113/night

New

2 bedrooms

4 guests

Pay only $429 today

$4,234$3,778total

Save $111

Preferred host

Entire home in Newburgh, NY

May 25 - 28

$366/night

4.5

4

3 bedrooms

7 guests

Pay only $139 today

$1,382$1,271total

Save $167

Whimstay gem

Entire home in Monroe, NY

Nov 19 - 22

$573/night

5.0

32

4 bedrooms

8 guests

$2,084$1,918total

Save $300

Entire home in Beacon, NY

Dec 1 - 4

$456/night

4.7

13

3 bedrooms

6 guests

$1,856$1,556total

View all properties in Highlands

Map shows last minute vacation rentals in Woodbury