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Highland Rentals

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73 Results

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Price: high to low

Number of reviews

73 Houses

Secluded Country Getaway

Highland house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$260

Hudson Valley Villa - Modern Masterpiece Cantilevered Over Hudson River Bluff

Highland house

4 bedrooms / 6 bathrooms / sleeps 8

Responds fast! avg. 1 hour 33 minutes

Price per night from

$1,490

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$329

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$329

Black Creek Bed and Breakfast

Highland house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,313

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$288

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

Highland b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$255

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

$151

Earth Berm House at Terra Casa Retreat Center

Plattekill house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$375

Base Camp - Dutch Colonial Estate

Beacon apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$296

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

$1,259

Famous Liberty View Farm

Clintondale house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$873

Blue Stone Creek Side Cottage

Accord house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 30 minutes

Price per night from

$692

Carriage House on private English Tudor Estate

Kingston house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$288

Tentrr - Cooke's Creek

East Fishkill tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$157

Mountain View Vacation Home Near Mohonk Preserv

Gardiner house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$622

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

$1,490

Cozy Apple House

Gardiner house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$115

Charming Brick House -Hudson Valley

Poughkeepsie house

3 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 1 hour 37 minutes

Price per night from

$376

THE STABLES IN THE CARRIAGE HOUSE

Kingston villa

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. 3 hours 46 minutes

Price per night from

$170

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

Newburgh house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$698

Charming Rhinebeck carriage barn, Hudson valley

Rhinebeck cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 6 minutes

Price per night from

$204

Keith's Classic Film Retreat

Newburgh b&b

2 bedrooms / 1 bathroom / sleeps 2

Price per night from

$115

Comfy Room in Private Home, Ideal Location, Sauna!

Kingston private room

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$69

DeMew House in Historic Rondout, Kingston NY

Kingston house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$202

Gatehouse Gardens

New Paltz apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$415

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

$179

Romantic Relaxed Country GetAway

Beacon house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$217

NEW! Home w/ Pool Deck, by Minewaska State Park!

Gardiner house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$387

NEW! Spacious Stone Ridge Home on 6 Private Acres!

Stone Ridge house

8 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$416

NEW! Modern Home w/ Views By Hudson Valley Hiking

Stormville house

5 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$328

NEW! Relaxing Retreat - Great for Nature Lovers!

Hurley studio

Studio / 1 bathroom / sleeps 6

Price per night from

$96

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

Salt Point house

6 bedrooms / 2 bathrooms / sleeps 11

Price per night from

$179

NEW! Relaxing Catskills Retreat Near Woodstock!

Hurley studio

Studio / 1 bathroom / sleeps 2

Price per night from

$96

NEW! Charming Cottage w/ Deck: Mtn + Lake Views!

Pine Bush house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$300

NEW! Charming Abode By Catskill Mountain Railroad

Kingston apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$209

Tentrr Signature Site - Starlight Starbright

Kerhonkson tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$182

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