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Holiday Houses in Highland

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85 Holiday homes

Secluded Country Getaway

Highland house

2 bedrooms / 1 bathroom / sleeps 6

2

Responds fast! avg. 3 hours 1 minutes

from £123 / night

£879 - £1,644 / week

Hudson Valley Villa - Modern Masterpiece Cantilevered Over Hudson River Bluff

Highland house

4 bedrooms / 6 bathrooms / sleeps 8

Responds fast! avg. 34 minutes

from £1,097 / night

£7,461 / week

Nature Lovers Getaway

Highland house

3 bedrooms / 2 bathrooms / sleeps 6

from £140 / night

£975 / week

Black Creek Bed and Breakfast (Zen Room w/Shared Bathroom)

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

from £236 / night

£1,647 / week

Black Creek Bed and Breakfast

Highland house

4 bedrooms / 3 bathrooms / sleeps 8

from £942 / night

£6,589 / week

Black Creek Bed and Breakfast (Paris Room w/Shared Bathroom)

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

from £236 / night

£1,648 / week

Black Creek Bed and Breakfast (Arbor Room w/Shared Bathroom)

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

from £207 / night

£1,444 / week

Black Creek Bed and Breakfast (Reclaimed Room w/Shared Bathroom)

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

from £212 / night

£1,483 / week

Great rentals within 20 miles that match your search

Casa Minnewaska, Newly Renovated 5 Acres & Secluded Right in Minnewaska Park

Kerhonkson house

3 bedrooms / 3 bathrooms / sleeps 10

3

from £202 / night

£1,410 - £3,185 / week

Stony Mountain House

Pine Bush house

5 bedrooms / 4 bathrooms / sleeps 16

3

Responds fast! avg. 1 hour 28 minutes

from £339 / night

£2,372 / week

The Wiltwyck

Kingston b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 16 minutes

from £71 / night

£471 / week

Mirror Lake Cabins Ulster Park New York

Ulster Park bungalow

1 bedroom / 1 bathroom / sleeps 2

from £118 / night

£659 / week

Large Private Apartment

Verbank apartment

1 bedroom / 1 bathroom / sleeps 3

from £95 / night

£527 / week

Phillie's Country Comfort Space -

New Paltz b&b

1 bedroom / 1 bathroom / sleeps 2

from £109 / night

£758 / week

Earth Berm House at Terra Casa Retreat Center

Plattekill house

2 bedrooms / 2 bathrooms / sleeps 4

5

from £269 / night

£1,694 - £2,287 / week

The Wiltwick

Kingston apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 16 minutes

from £95 / night

£471 / week

Charming Rhinebeck carriage barn, Hudson valley

Rhinebeck cottage

1 bedroom / 1 bathroom / sleeps 4

2

Responds fast! avg. 37 minutes

from £165 / night

£942 / week

Church Des Artistes

Kingston villa

4 bedrooms / 5 bathrooms / sleeps 14

2

from £937 / night

£7,059 - £7,849 / week

Wild Mountain Getaway - sleeps +20

Gardiner house

5 bedrooms / 5 bathrooms / sleeps 24

from £942 / night

£5,647 - £14,117 / week

Base Camp - Dutch Colonial Estate

Beacon apartment

1 bedroom / 1 bathroom / sleeps 2

from £212 / night

£1,483 / week

Private King Bed w/Bath in SHARED Charming House, good for business travelers

New Paltz house

1 bedroom / 1 bathroom / sleeps 2

3

from £62 / night

£396 / week

The Wiltwyck Guest House

Kingston b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 16 minutes

from £76 / night

£471 / week

Just steps from the Rondout waterfront, shops and restaurants.

Kingston apartment

1 bedroom / 1 bathroom / sleeps 4

from £118 / night

£824 / week

Keith's Classic Film Retreat

Newburgh b&b

2 bedrooms / 1 bathroom / sleeps 4

2

from £94 / night

£653 / week

Hudson Valley Getaway with Pool

Clinton Corners house

4 bedrooms / 3 bathrooms / sleeps 9

from £236 / night

£1,483 / week

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

Kerhonkson house

2 bedrooms / 1 bathroom / sleeps 7

2

Responds fast! avg. 58 minutes

from £113 / night

£744 / week

Amazing Holiday Home

New Paltz house

3 bedrooms / 3 bathrooms / sleeps 8

from £1,017 / night

£7,117 / week

Apartment on 10 Acres w/ Catskill Mtns Views!

Tillson apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 5 minutes

from £182 / night

£1,272 / week

Chic Cabin

Kerhonkson cottage

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 5 minutes

from £139 / night

£967 / week

NEW! Upstate New York Home: Pool, Hot Tub & Views!

Olivebridge house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 5 minutes

from £427 / night

£2,986 / week

NEW! Chic Marlboro Retreat, Walk to Shops & Dining

Marlboro house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 5 minutes

from £130 / night

£909 / week

Orchard home

Kerhonkson house

3 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 1 hour 38 minutes

from £229 / night

£1,598 / week

NEW! Event-Friendly Hudson Valley Home w/Fire Pit!

Milton house

6 bedrooms / 2 bathrooms / sleeps 14

Responds fast! avg. 4 minutes

from £236 / night

£1,649 / week

Large Private room with a sunroom in the Historic house

Poughkeepsie private room

1 bedroom / 3 bathrooms / sleeps 2

from £56 / night

£325 / week

Charming Brick House -Hudson Valley

Poughkeepsie house

3 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 56 minutes

from £279 / night

£1,948 / week

Kingston/Hurley woodland house

Hurley lodge

1 bedroom / 1 bathroom / sleeps 2

from £207 / night

£1,444 / week

Cozy Apple House

Gardiner house

3 bedrooms / 1 bathroom / sleeps 6

1

from £92 / night

£643 / week

The Yellow Dutch Cottage

Ulster Park house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 23 minutes

from £392 / night

£2,305 / week

Eagles Nest - Lakefront Contemporary Home 3200 Sq' w Piano - 5 Queen Beds

Newburgh house

4 bedrooms / 3 bathrooms / sleeps 10

from £414 / night

£2,785 / week

Carriage House on private English Tudor Estate

Kingston house

1 bedroom / 1 bathroom / sleeps 2

2

from £209 / night

£1,114 / week

Viewing 40 of 85
rentals in Highland