Houses Highland

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/ Vacation Rentals
/ United States
/ New York
/ Highland
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42 houses

Secluded Country Getaway

Highland house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 0 minutes

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Price per night from

$115

Hudson Valley Villa - Modern Masterpiece Cantilevered Over Hudson River Bluff

Highland house

4 bedrooms / 6 bathrooms / sleeps 8

Responds fast! avg. 31 minutes

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Price per night from

$1,369

Nature Lovers Getaway

Highland house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

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Price per night from

$172

Black Creek Bed and Breakfast

Highland house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$1,145

Hudson Valley 40 Acres With Lake And Hiking

Highland house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$630

Great rentals within 20 miles that match your search

Lake Bliss the Perfect Getaway

Holmes house

3 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$257

Cozy Apple House

Gardiner house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$118

Stony Mountain House

Pine Bush house

5 bedrooms / 4 bathrooms / sleeps 16

Responds fast! avg. 1 hour 28 minutes

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Price per night from

$424

1880s HUDSON VALLEY NEW PALTZ CATSKILLS FARMHOUSE BEAUTIFULLY FURNiSHED POOL

Rifton house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$519

Amazing Holiday Home

New Paltz house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$1,095

Charming Brick House -Hudson Valley

Poughkeepsie house

3 bedrooms / 1 bathroom / sleeps 7

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Price per night from

$346

50 Mins from Manhattan River view

Cornwall on Hudson house

5 bedrooms / 3 bathrooms / sleeps 17

“Spectacular view” We loved this house. It has probably the best view of the Hudson River. The house was very comfortable and had everything we needed. Susan was very helpful with information about the sights and restaurants. We will definitely be back.

Responds fast! avg. 3 hours 16 minutes

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Price per night from

$1,522

Hudson Valley Home w/Mtn View & Fresh Interior

Ulster Park house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 21 minutes

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Price per night from

$229

Cozy New Paltz House w/ Views of Shawangunk Ridge!

New Paltz house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 21 minutes

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Price per night from

$98

Orchard home

Kerhonkson house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$287

Dutchess County Guest House on Working Horse Farm!

Salt Point house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 21 minutes

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Price per night from

$321

Peaceful & Secluded Olive Star Cottage IN OLIVEBRIDGE NY (MAP ERROR BY Tripadvs)

Olivebridge house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$205

NEW! Modern New Paltz Home w/ Deck - 2 Mi. to Town

New Paltz house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 21 minutes

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Price per night from

$430

PineTop

Cold Spring house

5 bedrooms / 4 bathrooms / sleeps 9

Responds fast! avg. 2 hours 16 minutes

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Price per night from

$859

Summer or Summer Monthly Swimming Lake Rhinebeck Oasis

Rhinebeck house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 13 minutes

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Price per night from

$267

Spacious Rhinebeck Village House w/ Lavish Decor!

Rhinebeck house

7 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 6 minutes

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Price per night from

$745

Carriage House on private English Tudor Estate

Kingston house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$229

Perfect New Paltz Location

New Paltz house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$344

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

Kerhonkson house

2 bedrooms / 1 bathroom / sleeps 7

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Price per night from

$138

Brand New European Style Home+Sauna,Olivebridge NY

Olivebridge house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$355

Wild Mountain Getaway - sleeps +20

Gardiner house

5 bedrooms / 5 bathrooms / sleeps 24

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Price per night from

$1,145

Woodland House - sleeps 10 in luxury

Rhinebeck house

5 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$686

Earth Berm House at Terra Casa Retreat Center

Plattekill house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$327

Hudson Valley Getaway with Pool

Clinton Corners house

4 bedrooms / 3 bathrooms / sleeps 9

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Price per night from

$287

The Yellow Dutch Cottage

Ulster Park house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$487

Mountain View Vacation Home Near Mohonk Preserv

Gardiner house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$458

romantig house at magical lake

Ulster Park house

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$286

New Paltz meets Cape May

New Paltz house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$745

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

New Paltz house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$75

Converted Barn on 5+ Acres. WiFi & Serenity.

Clinton Corners house

4 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$320

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

Kerhonkson house

3 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$245

Lake House with Indoor Spa, 1 hour from Manhattan

Carmel house

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$229

Two Kings House–Historic-Modern Victorian in Uptown Kingston

Kingston house

3 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$171

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houses in Highland

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