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5 Best Highland Apartments on Holiday Lettings - Estates

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70 Vacation rentals

Home rental in Highland with swimming pool, golf nearby

Highland house

2 bedrooms • 1 bathroom • sleeps 6

2 reviews

from $258 / night

$1,804 / week

1 / 36

Home rental in Highland

Highland house

4 bedrooms • 6 bathrooms • sleeps 8

from $1,483 / night

$10,079 / week

1 / 57

Vacation b&b in Highland

Highland b&b

1 bedroom • 1 bathroom • sleeps 2

from $287 / night

$2,004 / week

1 / 45

Highland Vacation b&b rental

Highland b&b

1 bedroom • 1 bathroom • sleeps 2

from $258 / night

$1,804 / week

1 / 45

Vacation b&b in Highland

Highland b&b

1 bedroom • 1 bathroom • sleeps 2

from $287 / night

$2,004 / week

1 / 45

Vacation home in Highland

Highland house

4 bedrooms • 3 bathrooms • sleeps 8

from $1,145 / night

$8,015 / week

1 / 45

Vacation b&b in Highland

Highland b&b

1 bedroom • 1 bathroom • sleeps 2

from $252 / night

$1,764 / week

1 / 45

Great rentals within 20 miles that match your search

New Paltz Vacation b&b rental

New Paltz b&b

1 bedroom • 1 bathroom • sleeps 2

from $132 / night

$922 / week

1 / 20

Vacation home in Plattekill

Plattekill house

2 bedrooms • 2 bathrooms • sleeps 4

5 reviews

from $327 / night

$2,061 - $2,783 / week

1 / 11

Vacation cottage in Rhinebeck

Rhinebeck cottage

1 bedroom • 1 bathroom • sleeps 4

2 reviews

from $201 / night

$1,145 / week

1 / 26

Vacation apartment rental

Beacon apartment

1 bedroom • 1 bathroom • sleeps 2

from $258 / night

$1,804 / week

1 / 1

Kingston Vacation villa rental

Kingston villa

4 bedrooms • 5 bathrooms • sleeps 14

2 reviews

from $1,140 / night

$8,588 - $9,550 / week

1 / 23

Newburgh Vacation b&b rental

Newburgh b&b

2 bedrooms • 1 bathroom • sleeps 2

2 reviews

from $114 / night

$794 / week

1 / 11

Vacation home in Clintondale

Clintondale house

3 bedrooms • 2 bathrooms • sleeps 7

from $859 / night

$6,012 / week

1 / 50

Vacation home in Poughkeepsie

Poughkeepsie house

3 bedrooms • 1 bathroom • sleeps 7

from $373 / night

$2,605 / week

1 / 23

Vacation home in Gardiner

Gardiner house

3 bedrooms • 1 bathroom • sleeps 6

1 review

from $115 / night

$802 / week

1 / 18

Vacation home in Accord

Accord house

3 bedrooms • 2 bathrooms • sleeps 5

from $687 / night

$4,809 / week

1 / 24

Vacation apartment rental

Verbank apartment

1 bedroom • 1 bathroom • sleeps 3

from $115 / night

$642 / week

1 / 8

Vacation home in Kingston

Kingston house

1 bedroom • 1 bathroom • sleeps 2

2 reviews

from $287 / night

$1,374 / week

1 / 25

Vacation tented camp in East Fishkill

East Fishkill tented camp

1 bedroom • 1 bathroom • sleeps 4

from $160 / night

$1,267 / week

1 / 17

Vacation tented camp in East Fishkill

East Fishkill tented camp

1 bedroom • 1 bathroom • sleeps 4

from $160 / night

$1,267 / week

1 / 9

Vacation home in Cornwall on Hudson

Cornwall on Hudson house

5 bedrooms • 3 bathrooms • sleeps 17

4 reviews

from $1,512 / night

$7,672 - $12,160 / week

1 / 19

Vacation home in Newburgh

Newburgh house

4 bedrooms • 3 bathrooms • sleeps 10

from $511 / night

$3,435 / week

1 / 35

Vacation home in Clinton Corners

Clinton Corners house

1 bedroom • 1 bathroom • sleeps 2

from $166 / night

$1,163 / week

1 / 6

Vacation villa in Kingston

Kingston villa

1 bedroom • 1 bathroom • sleeps 2

1 review

from $287 / night

$1,603 / week

1 / 35

Vacation apartment in New Paltz

New Paltz apartment

3 bedrooms • 2 bathrooms • sleeps 6

from $413 / night

$2,748 / week

1 / 13

Vacation home in Red Hook

Red Hook house

4 bedrooms • 2 bathrooms • sleeps 8

from $294 / night

$2,052 / week

1 / 36

Vacation home in New Paltz

New Paltz house

4 bedrooms • 2 bathrooms • sleeps 8

from $679 / night

$4,753 / week

1 / 31

Vacation home rental

Salt Point house

3 bedrooms • 2 bathrooms • sleeps 6

from $296 / night

$2,068 / week

1 / 25

Vacation home in Gardiner

Gardiner house

4 bedrooms • 2 bathrooms • sleeps 10

from $553 / night

$3,872 / week

1 / 35

Vacation home in Pine Bush

Pine Bush house

4 bedrooms • 2 bathrooms • sleeps 8

from $240 / night

$1,676 / week

1 / 29

Vacation private room rental

Kingston private room

1 bedroom • 2 bathrooms • sleeps 2

4 reviews

from $69 / night

$458 / week

1 / 6

Home rental in Kingston with golf nearby

Kingston house

1 bedroom • 1 bathroom • sleeps 4

7 reviews

from $201 / night

$974 - $1,575 / week

1 / 14

Vacation tented camp in Tillson

Tillson tented camp

1 bedroom • 1 bathroom • sleeps 4

from $115 / night

$906 - $1,042 / week

1 / 15

Vacation tented camp in Gardiner

Gardiner tented camp

1 bedroom • 1 bathroom • sleeps 6

from $172 / night

$1,363 - $1,635 / week

1 / 10

Vacation tented camp in Pine Bush

Pine Bush tented camp

1 bedroom • 1 bathroom • sleeps 4

from $161 / night

$1,275 / week

1 / 7

Hurley Vacation tented camp rental

Hurley tented camp

1 bedroom • 1 bathroom • sleeps 6

from $114 / night

$898 - $1,443 / week

1 / 18

Clinton Corners Vacation tented camp accommodation

Clinton Corners tented camp

1 bedroom • 1 bathroom • sleeps 4

from $86 / night

$682 / week

1 / 10

Stone Ridge Vacation tented camp rental

Stone Ridge tented camp

1 bedroom • 1 bathroom • sleeps 6

from $166 / night

$1,315 - $1,860 / week

1 / 24

Vacation home in New Paltz

New Paltz house

1 bedroom • 1 bathroom • sleeps 2

3 reviews

from $75 / night

$481 / week

1 / 10