Highland Rentals

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Wireless Internet
Air conditioning
Swimming pool
Private pool

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

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Tennis in town
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Golf course on site or within 15 min walk
Golf within 30mins drive
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27 Houses

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Secluded Country Getaway

Highland house

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$271

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

Highland b&b

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$253

Great rentals within 20 miles that match your search

Blue Stone Creek Side Cottage

Accord house

3 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$690

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

$2,300

THE STABLES IN THE CARRIAGE HOUSE

Kingston villa

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$340

Carriage House on private English Tudor Estate

Kingston house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$340

Earth Berm House at Terra Casa Retreat Center

Plattekill house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$328

Phillie's Country Comfort Space -

New Paltz b&b

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$161

Famous Liberty View Farm

Clintondale house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$863

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

$413

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

$193

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

Poughkeepsie apartment

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$213

Gatehouse Gardens

New Paltz apartment

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$414

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

$748

Gorgeous Hudson Valley Villa

Wallkill villa

5 bedrooms
4 bathrooms

sleeps 15

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Price per night from

$1,035

Lovely 2 Bedroom Cottage Just Off Orange Lake

Newburgh house

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$298

Cozy 2 Bedroom Cottage with Fireplace!!

Newburgh house

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$171

Modern Farmhouse with Stunning View and Hot Tub.

Montgomery house

6 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$748

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

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

$574

The Blue House

Kerhonkson house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$340

Charming Brick House -Hudson Valley

Poughkeepsie house

3 bedrooms
1 bathroom

sleeps 7

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Price per night from

$374

Huge new modern house with movie theater

Cold Spring house

4 bedrooms
4 bathrooms

sleeps 8

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Price per night from

$804

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

$604

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

$574

Cliff Haven In The Catskills

Kingston house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$460

Private Studio Close to Downtown Rhinebeck

Rhinebeck apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$109

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