Highland Rentals

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29 Houses

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Secluded Country Getaway

Highland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Children under 5

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Price per night from

$269

Great rentals within 20 miles that match your search

Church Des Artistes

Kingston villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

“Wonderful!” This was one of the most unusual places we've ever stayed- a renovated old church, at the same time classic, modern, absolutely spotless, warm, bright, cozy and if you appreciate the arts you are in for a treat as both Julie and Peter are accomplished artists (Julie is a painter and Peter a musician).

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Price per night from

$2,282

Blue Stone Creek Side Cottage

Accord house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$685

Earth Berm House at Terra Casa Retreat Center

Plattekill house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$326

Famous Liberty View Farm

Clintondale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Children under 5

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Price per night from

$856

Happy Minnewaska- Welcome Home

Kerhonkson house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$514

Quiet Cottage with free Parking

Cornwall on Hudson house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$119

Spectacular views! Scenic Hilltop Home on Organic Farm

High Falls house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$742

Modern Farmhouse with Stunning View and Hot Tub.

Montgomery house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Children under 5

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Price per night from

$742

Rustic Countryside Cottage w/ Spa/Fire Pit/Wood Pellet Stove

Cold Spring cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$410

Lovely 2 Bedroom Cottage Just Off Orange Lake

Newburgh house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Children under 5

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Price per night from

$296

Cozy 2 Bedroom Cottage with Fireplace!!

Newburgh house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$169

Secluded Mountain View House on 10 Acres

Plattekill house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$400

Cozy Hudson Valley 1880 Carriage House with FIRE PLACE

Clintondale house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$200

Charming Brick House -Hudson Valley

Poughkeepsie house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Children under 5

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Price per night from

$371

Modern, Luxury Vintage CAMPER with Swimming Pool in the Hudson Valley

Port Ewen camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$371

Sun-Drenched Retreat in the Hearth of Hudson Valley

Stone Ridge house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$570

Newly Built Private Home & Pool In Accord, NY

Accord house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$913

True American Hippie House - A Country Home with History and Heart

Rosendale house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$599

Quiet and peaceful cape cod on rural lake setting!

Rhinebeck house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$570

Huge new modern house with movie theater

Cold Spring house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$798

Mountain View Vacation Home Near Mohonk Preserv

Gardiner house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$571

Private Studio Close to Downtown Rhinebeck

Rhinebeck apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$109

The Blue House

Kerhonkson house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$337

Cliff Haven In The Catskills

Kingston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$457

2Br Private Victorian Apartment in convenient City location on 5 acre, Sleeps 5

Poughkeepsie apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Children under 5

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Price per night from

$210

1 Br Private Victorian Apt in convenient City location on 5 acre, sleeps 4

Poughkeepsie private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$192

Gatehouse Gardens

New Paltz apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$413

Gorgeous Hudson Valley Villa

Wallkill villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

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Price per night from

$1,031

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