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Highland Rentals

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71 Results

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Price: high to low

Number of reviews

71 Houses

Secluded Country Getaway

Highland house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$253

Hudson Valley Villa - Modern Masterpiece Cantilevered Over Hudson River Bluff

Highland house

4 bedrooms / 6 bathrooms / sleeps 8

Responds fast! avg. 1 hour 28 minutes

Price per night from

$1,486

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$323

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$283

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$323

Black Creek Bed and Breakfast

Highland house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,293

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$291

Great rentals within 20 miles that match your search

Phillie's Country Comfort Space -

New Paltz b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$149

Earth Berm House at Terra Casa Retreat Center

Plattekill house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$369

Charming Rhinebeck carriage barn, Hudson valley

Rhinebeck cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 37 minutes

Price per night from

$227

Base Camp - Dutch Colonial Estate

Beacon apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$291

FARM HOUSE ON 30 ACRES PRIVATE BED AND BATH USE OF 1ST FLOOR

Clinton Corners house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 42 minutes

Price per night from

$185

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).

Price per night from

$1,239

Amazing Holiday Home

New Paltz house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,365

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.

Price per night from

$1,601

Mirror Lake Cabins Ulster Park New York

Ulster Park bungalow

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$151

Keith's Classic Film Retreat

Newburgh b&b

2 bedrooms / 1 bathroom / sleeps 2

Price per night from

$120

Blue Stone Creek Side Cottage

Accord house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 9 minutes

Price per night from

$416

Hudson Valley Home w/Mtn View & Fresh Interior

Ulster Park house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 28 minutes

Price per night from

$240

Famous Liberty View Farm

Clintondale house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$859

Charming Brick House -Hudson Valley

Poughkeepsie house

3 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 1 hour 37 minutes

Price per night from

$370

Cozy Apple House

Gardiner house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$114

Mountain View Vacation Home Near Mohonk Preserv

Gardiner house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$396

Large Private Apartment

Verbank apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$114

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

Newburgh house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$509

Carriage House on private English Tudor Estate

Kingston house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$284

THE STABLES IN THE CARRIAGE HOUSE

Kingston villa

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$286

Gatehouse Gardens

New Paltz apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$413

NEW! Spacious Accord Home w/Pond, Central Location

Accord house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

Price per night from

$171

NEW! Spacious Stone Ridge Home on 6 Private Acres!

Stone Ridge house

8 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 5 minutes

Price per night from

$414

NEW! Secluded Home w/Fire Pit: Sip, Ski & Explore!

Salt Point house

6 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 5 minutes

Price per night from

$226

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

New Paltz house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 5 minutes

Price per night from

$450

Dutchess County Guest House on Working Horse Farm!

Salt Point house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

Price per night from

$296

NEW Quiet Retreat Minutes to Rhinebeck & Red Hook!

Red Hook house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 5 minutes

Price per night from

$294

DeMew House in Historic Rondout, Kingston NY

Kingston house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$201

Renovated Schoolhouse - Hudson Valley Getaway

New Paltz cottage

2 bedrooms / 1 bathroom / sleeps 7

“Schoolhouse cottage is an idyllic retreat.” We travelled to the area for a respite from New York City with our two young children. The cottage was perfect for our needs - clean, quiet, well-appointed, and with activities galore for the children. We fed the horses and donkies carrots and apples, played with the three friendly farm dogs, and enjoyed a couple of proper horseback riding lessons for the kids. The owners of the farm are warm and friendly, and have taken every effort to be accomodating to their cottage guests. The farm is absolutely beautiful, with a backdrop of the Gunks - the horses are extremely lucky and well-cared for!

Price per night from

$178

Comfy Room in Private Home, Ideal Location, Sauna!

Kingston private room

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$69

Just steps from the Rondout waterfront, shops and restaurants.

Kingston apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$144

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