Highland Rentals

Book with confidence.

Updating...

More filters

Wireless Internet
Air conditioning
Swimming pool
Private pool

See all

Less

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

See all

Less

Walking trips
Tennis in town
Water sports
Horse riding

Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Mountain Views

See all

Less

38 Houses

Sort by:

Secluded Country Getaway

Highland house

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$270

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

Highland b&b

1 bedroom
1 bathroom

sleeps 2

Price per night from

$287

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

Highland b&b

1 bedroom
1 bathroom

sleeps 2

Price per night from

$253

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

Highland b&b

1 bedroom
1 bathroom

sleeps 2

Price per night from

$287

Black Creek Bed and Breakfast

Highland house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$1,148

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).

Price per night from

$2,295

THE STABLES IN THE CARRIAGE HOUSE

Kingston villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$339

Carriage House on private English Tudor Estate

Kingston house

1 bedroom
1 bathroom

sleeps 2

Price per night from

$339

Blue Stone Creek Side Cottage

Accord house

3 bedrooms
2 bathrooms

sleeps 5

Price per night from

$689

Earth Berm House at Terra Casa Retreat Center

Plattekill house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$327

Phillie's Country Comfort Space -

New Paltz b&b

1 bedroom
1 bathroom

sleeps 2

Price per night from

$161

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 6 minutes

Price per night from

$229

Happy Minnewaska- Welcome Home

Kerhonkson house

2 bedrooms
1 bathroom

sleeps 5

Price per night from

$517

Famous Liberty View Farm

Clintondale house

3 bedrooms
2 bathrooms

sleeps 7

Price per night from

$861

Quiet Cottage with free Parking

Cornwall on Hudson house

2 bedrooms
1 bathroom

sleeps 2

Price per night from

$120

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

Poughkeepsie apartment

2 bedrooms
1 bathroom

sleeps 5

Price per night from

$212

Spectacular views! Scenic Hilltop Home on Organic Farm

High Falls house

5 bedrooms
4 bathrooms

sleeps 14

Price per night from

$746

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

Poughkeepsie private room

1 bedroom
1 bathroom

sleeps 4

Price per night from

$193

Lovely 2 Bedroom Cottage Just Off Orange Lake

Newburgh house

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$297

Charming Brick House -Hudson Valley

Poughkeepsie house

3 bedrooms
1 bathroom

sleeps 7

Price per night from

$372

Gorgeous Hudson Valley Villa

Wallkill villa

5 bedrooms
4 bathrooms

sleeps 15

Price per night from

$1,030

Cozy 2 Bedroom Cottage with Fireplace!!

Newburgh house

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$170

Modern Farmhouse with Stunning View and Hot Tub.

Montgomery house

6 bedrooms
4 bathrooms

sleeps 14

Price per night from

$744

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

Rosendale house

3 bedrooms
1 bathroom

sleeps 6

Price per night from

$601

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

Port Ewen camper van

1 bedroom
1 bathroom

sleeps 4

Price per night from

$372

Quiet and peaceful cape cod on rural lake setting!

Rhinebeck house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$572

Cliff Haven In The Catskills

Kingston house

3 bedrooms
2 bathrooms

sleeps 7

Price per night from

$458

The Blue House

Kerhonkson house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$338

Newly Built Private Home & Pool In Accord, NY

Accord house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$916

Secluded Mountain View House on 10 Acres

Plattekill house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$401

Huge new modern house with movie theater

Cold Spring house

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$800

Sun-Drenched Retreat in the Hearth of Hudson Valley

Stone Ridge house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$572

Cozy Hudson Valley 1880 Carriage House with FIRE PLACE

Clintondale house

1 bedroom
1 bathroom

sleeps 6

Price per night from

$201

Gatehouse Gardens

New Paltz apartment

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$412

Mountain View Vacation Home Near Mohonk Preserv

Gardiner house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$573

Private Studio Close to Downtown Rhinebeck

Rhinebeck apartment

1 bedroom
1 bathroom

sleeps 2

Price per night from

$109

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

New Paltz house

1 bedroom
1 bathroom

sleeps 2

Price per night from

$75

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

Cold Spring cottage

2 bedrooms
1 bathroom

sleeps 7

Price per night from

$411

×

Also consider