Vacation Home Rentals in Highland Falls, New York

Cottage with 2 bedroom(s), 1 bathrooms(s), sleeps 6

0.2 miles to Highland Falls

Highland Falls
This charming cottage is located on the banks of a bubbling brook and at the start of an 1/2-mile hiking trail through beautiful forest land. Five...

from 150 USD

Daily

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Usma Rental Exclusive To Parents Of West Point Cadets; 2 Miles From Thayer Gate

Lodge with 1 bedroom(s), 1 bathrooms(s), sleeps 6

1.2 miles to Highland Falls

Highland Falls, 10928
We are offering the downstairs section of our home Exclusively to parents of USMA/USMAP Cadets. This listing is Not available to anyone who does...

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Vacation Home Rentals in the Highland Falls, New York Area

Mountainville Vacation Rentals - The Storm King Lodge

Bed and breakfast

6.2 miles to Highland Falls

Mountainville, New York, 10953
Our home was a carriage house for a large farm and estate dating back to the early 1800's, and was converted to a guest house in the 1920's. The...

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Salisbury Mills Vacation Rentals - Caldwell House Bed & Breakfast

Bed and breakfast with 4 bedroom(s)

9.1 miles to Highland Falls

Salisbury Mills, New York, 12577
2010-voted best bed and breakfast IN the hudson valley for the third year in a row. Located one hour from the New Jersey side of the George...

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Newburgh Vacation Rentals - Colonel Hayden House

Bed and breakfast

10.8 miles to Highland Falls

Newburgh, New York, 12550
Our beautiful Victorian home is nestled on seven acres of manicured lawns in the majestic Hudson Valley. Our Bed & Breakfast hosts (2) one bedroom...

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Blooming Grove Vacation Rentals - The Dominion House Bed & Breakfast

Bed and breakfast

11 miles to Highland Falls

Blooming Grove, New York, 10914
The Dominion House is located approximately 50 miles north of New York City in the scenic Hudson Valley. Situated on 4.5 acres, at the end of a...

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Croton-On-Hudson Vacation Rentals - Alexander Hamilton House

Bed and breakfast

11 miles to Highland Falls

Croton-on-Hudson, New York, 10520
On a cliff overlooking the Hudson River, sits The Alexander Hamilton House, a short walk to the village of Croton-on-Hudson. Conveniently located...

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Chester Vacation Rentals - Hambletonian House Bed & Breakfast

Bed and breakfast

15.5 miles to Highland Falls

Chester, New York, 10918
An elegant Victorian home situated on a knoll surrounded by gardens and trees located in the historic village of Chester. The porches and secluded...

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Greenwood Lake Vacation Rentals - Antons On The Lake Country Inn & Marina

Bed and breakfast with 6 bedroom(s)

19.8 miles to Highland Falls

Greenwood Lake, New York, 10925
Welcome to our Waterfront Bed and Breakfast Country Hotel and Marina in the historic Hudson River Valley. Tour historic West Point. Come hike the...

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Milton Vacation Rentals - River Hill Bed & Breakfast

Bed and breakfast

19.9 miles to Highland Falls

Milton, New York, 12547
Situated on a hill overlooking the Hudson River, our lovingly restored Victorian offers three charming rooms for guests. Each room is furnished...

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Modena Vacation Rentals - Brookfield Farm

Bed and breakfast

21.2 miles to Highland Falls

Modena, New York, 12548
Welcome to our 20-acre country retreat where you can unwind in the serenity of nature while enjoying all the amenities Brookfield Farm has to...

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Poughkeepsie Vacation Rentals - The Copper Penny Inn

Bed and breakfast

21.5 miles to Highland Falls

Poughkeepsie, New York, 12603
The Copper Penny Inn is an 1860's farmhouse that has been converted to a bed and breakfast with the guest in mind. The Inn offers elegant...

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Pine Bush Vacation Rentals - Pine Bush House Bed & Breakfast

Bed and breakfast

24 miles to Highland Falls

Pine Bush, New York, 12566
Welcome to Pine Bush House Bed & Breakfast, where old world charm meets modern comfort. Relax and unwind in our country Victorian home built in...

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Pine Bush Vacation Rentals - Pine Haven B&B

Bed and breakfast

24 miles to Highland Falls

Pine Bush, New York, 12566
The idea for this b&b came to me as I myself perceived a need for a tranquil place where to rest from the turmoil of Manhattan life. I needed a...

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Highland Vacation Rentals - Fox Hill Bed And Breakfast

Bed and breakfast

24.3 miles to Highland Falls

Highland, New York, 12528
Settled on the gentle hillside of a quiet country road, Fox Hill b&b welcomes you with immaculate rooms and warm hospitality. Located just 90 min...

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Highland Vacation Rentals - Highland Manor Bed & Breakfast

Bed and breakfast

24.3 miles to Highland Falls

Highland, New York, 12528
Nestled between New Paltz and Hyde Park, in the Historic Hudson Valley, Highland Manor Bed & Breakfast offers you peace, serenity and the perfect...

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Highland Vacation Rentals - Stonegate Bed & Breakfast

Bed and breakfast

24.3 miles to Highland Falls

Highland, New York, 12528
Stonegate Bed and Breakfast is convenient to the many attractions of the Hudson Valley. Stonegate Bed and Breakfast is within half an hour drive...

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Cornwall Vacation Rentals - Cromwell Manor Inn Bed And Breakfast

Bed and breakfast with 13 bedroom(s)

6 miles to Highland Falls

Cornwall, New York, 12518
Cromwell Manor Inn Bed and Breakfast, one of New York's Top 10 Inns and 'highly recommended' by usa Today, is an historic country estate on seven...

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Newburgh Vacation Rentals - Goldsmith Denniston House

Bed and breakfast with 4 bedroom(s)

10.8 miles to Highland Falls

Newburgh, New York, 12550
Denniston House is an elegant Bed and Breakfast in the heart of the historic district of Newburgh, New York. The Federal-style house was built...

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Beacon Vacation Rentals - Beautiful Modern House For Rent In Beacon, Ny.

Vacation rental with 3 bedroom(s), 2 bathrooms(s)

9.3 miles to Highland Falls

Beacon, New York, 12508
Beautiful Modern House available for Rent in Beacon, NY. The house is provided Fully Furnished w/ all Utilities Included. It has 3 Bedrooms -...

from 250 USD

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Private, Comfortable Home In Heart Of Hudson Valley, 60 Min To Nyc

House with 3 bedroom(s), 2.5 bathrooms(s), sleeps 6

1.2 miles to Highland Falls

Garrison, 10524
Contemporary colonial with cathedral ceilings, French doors, floor to ceiling windows provide beautiful light, surrounding decks, slate patio...

from 2,500 USD

Weekly

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Spectacular Hudson River Views, 1 Hour From New York City

House with 4 bedroom(s), 3 bathrooms(s), sleeps 8

1.6 miles to Highland Falls

Garrison, 10524
2200 square foot Italianate Villa - 3 bedroom, 2 bathroom on 2.5 acres with year round Hudson River Views. Detached 1 bedroom, 1 bathroom, guest...

from 2,000 USD

Weekly

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Spa-Like Relaxation In A Private Setting

Farmhouse with 3 bedroom(s), 1.5 bathrooms(s), sleeps 14

2.1 miles to Highland Falls

Garrison, 10524
There are many great homes in this area but our home is truly a retreat. I once wanted to own a spa with my wife and the closest we have come is...

from 2,500 USD

Weekly

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Luxury Home With Pool, Views And Guesthouse 1 Hour From Manhattan

House with 3 bedroom(s), 3.5 bathrooms(s), sleeps 13

2.6 miles to Highland Falls

Garrison, 10425
Stunning Hudson River views from this beautiful 3/4 bedroom home with guesthouse and pool, in Garrison, NY 1 hr from 1 hour from Manhattan,...

from 5,000 USD

Weekly

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Hilltop Retreat Available Long Term By The Year, Month Or Week

House with 3 bedroom(s), 2 bathrooms(s), sleeps 5

3.6 miles to Highland Falls

garrison, 10524
Hilltop Retreat. Beautifully and comfortably furnished all-year-round home, on wooded hilltop with excellent views. Convenient commute to New...

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Charming Private Country Cottage With English And Southern Flavor

House with 3 bedroom(s), 2 bathrooms(s), sleeps 6

4.2 miles to Highland Falls

Garrison, 10524
Charming and private 3 Bedroom Cottage with beautiful veranda on 10 acres on historic Old Albany Post Road in Garrison New York for an idyllic...

from 4,000 USD

Monthly

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Hudson Valley Carriage House - Private Gem

House with 3 bedroom(s), 2.5 bathrooms(s), sleeps 8

4.4 miles to Highland Falls

Garrison, 10524
Newly constructed, European stone carriage house with traditional style but modern amenities like central air, radiant heating, broadband internet...

from 5,600 USD

Weekly

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Secluded Cabin 50 Min. From George Washington Bridge

Cabin with 3 bedroom(s), 1 bathrooms(s), sleeps 6

4.8 miles to Highland Falls

Highland Mills, 12518
Completely secluded cabin in the woods on 5 acres of land surrounded by a nature preserve. Walk out the door to hiking trails, waterfall, swimming...

from 950 USD

Weekly

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Spirit Of The Lake! Private Lake Front On Lake Peekskill!

House with 3 bedroom(s), 1.5 bathrooms(s), sleeps 5

5 miles to Highland Falls

Lake Peekskill, 10537
Capture the spirit of the lake! Private lake home on beautiful Lake Peekskill, located 1 hr from NYC! 100' private landing. Sit on the covered...

from 1,400 USD

Weekly

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Charming Lakefront Cottage On Beautiful Lake Oscawana

House with 2 bedroom(s), 1 bathrooms(s), sleeps 7

5.8 miles to Highland Falls

Putnam Valley, 10579
This classic Lake Oscawana waterfront cottage was featured in the Spring 2010 issue of Cottage Style magazine. It is located one hour north of...

from 3,000 USD

Monthly

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Million Dollar Country Estate - 40 Minutes From Nyc

House with 4 bedroom(s), 2 bathrooms(s), sleeps 7

5.9 miles to Highland Falls

Putnam Valley, 10579
Spectacular country estate, 4 bedrooms, swimming pool(open June 20th to Labor Day), close to West Point, Cold Spring antique and art...

from 3,995 USD

Weekly

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Waterfront -- Beautiful Lake Oscawana -- Large House

House with 4 bedroom(s), 2.5 bathrooms(s), sleeps 12

6.3 miles to Highland Falls

Putnam Valley, 10579
This is a beautiful house on a great piece of property. Its two levels are perfect for a family or those who plan to have guests. Full length deck...

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New Oscawana Lake House,Spectacular Views, Yearly Available

House with 3 bedroom(s), 2 bathrooms(s), sleeps 6

6.5 miles to Highland Falls

Putnam Valley, 10579
SUMMER AND/OR YEARLY RENTAL AVAILABLE!! This lakefront paradise has waterfront views that will leave you breathless. This property is located one...

from 3,800 USD

Monthly

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Peaceful Lake Oscawana Cottage Retreat -

Cottage with 2 bedroom(s), 1 bathrooms(s), sleeps 4

6.8 miles to Highland Falls

Putnam Valley, 10579
A charming 1930's 2 bedroom lake cottage, comfortably furnished with a vintage feel - sleeps 4. Great enclosed porch with seasonal view of lake. ...

from 550 USD

Weekly

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Lake Oscawana Waterfront, 1 Hr Nyc, Sunset View, Private Dock, 2 Bedroom, 2 Bath

House with 2 bedroom(s), 2 bathrooms(s), sleeps 5

7 miles to Highland Falls

Putnam Valley, 10579
NO SHORT TERM RENTALS... Monthly or the full summer is what we are looking for. We can't accommodate short rentals...sorry. Go to...

from 7,000 USD

Monthly

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On Golden Pond! Private Lakefront On Lake Oscawana!

House with 3 bedroom(s), 1 bathrooms(s), sleeps 5

7 miles to Highland Falls

putnam valley, 10579
...Enjoy very private lake house home on beautiful Lake Oscawana, located 1 hr from NYC! 75' private dock to enjoy swimming, sunning and sunsets...

from 1,800 USD

Weekly

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Cozy Cottage At Idyllic Lake Oscawana, 60 Miles From New York City

Cottage with 2 bedroom(s), 1.5 bathrooms(s), sleeps 4

7.2 miles to Highland Falls

Putnam Valley, 10579
Cozy cottage with views of Lake Oscawana, a beautiful 3-mile long spring fed lake with excellent fishing, canoeing and kayaking. The Appalachian...

from 1,000 USD

Weekly

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Spectacular Lake Front Home Sleeps 11, Close To Nyc & West Pt.

House with 5 bedroom(s), 4.5 bathrooms(s), sleeps 11

8.9 miles to Highland Falls

New Windsor, 12577
Watching the sun raise or set on this Mediterranean style veranda will make you feel as if you were sitting in Southern France or Northern Italy....

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Beacon Getaway In Beacon, Ny

Apartment with 1 bedroom(s), 1 bathrooms(s), sleeps 4

9.1 miles to Highland Falls

Beacon, 12508
Beautiful private 600 square foot apartment on the lower floor of a historic converted school gymnasium, built in 1900 and now the home and...

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Charming Hudson Valley Home In Artists Community

House with 2 bedroom(s), 1 bathrooms(s), sleeps 6

9.1 miles to Highland Falls

Beacon, 12508
Beautifully furnished, charming 1920's home for rent in the Hudson Valley community of Beacon. Has loads of character and great vibes. The house...

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Serene, Beautiful, Mountain Views, 2 Cottages, Pool

House with 3 bedroom(s), 4.5 bathrooms(s), sleeps 10

9.3 miles to Highland Falls

Cold Spring, 10516
This is a beautiful and serene 10 acre Hudson Highlands property with excellent Feng Shui. There are two small cottages and a swimming pool and...

from 3,500 USD

Weekly

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Charming Lakefront House Only 1 Hour Drive From Manhattan

Cottage with 3 bedroom(s), 2 bathrooms(s), sleeps 6

9.7 miles to Highland Falls

Putnam Valley, 10579
Newly renovated and beautifully furnished 3beroom/2bath lakefront home on Roaring Brook Lake, one of NY Times 'Top 10 cleanest lakes' near New...

from 1,800 USD

Weekly

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Serene, Eclectic, Stylish, Comfortable, Relaxing & Inspirational Rustic Retreat

House with 2 bedroom(s), 1.5 bathrooms(s), sleeps 4

9.7 miles to Highland Falls

Putnam Valley, 10579
The Pudding Pad is located close to New York City on the pristine Roaring Brook Lake and was designed as a retreat for couples who want to escape...

from 1,200 USD

Weekly

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Quintessential Adirondack Cottage 1 Hr From Nyc-Summer Rental- Monthly/Seasonal

Cottage with 2 bedroom(s), 1 bathrooms(s), sleeps 6

10 miles to Highland Falls

Putnam Valley, 10579
Seasonal rental only- sorry no weekly rentals Lake Cabin with Incredible privacy and 180 degree lake views one hour North of the City up the...

from 5,500 USD

Monthly

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Washingtonville Getaway

House with 7 bedroom(s), 4 bathrooms(s), sleeps 22

10.6 miles to Highland Falls

Washingtonville, 10914
Type: Home Bedrooms: 7 Bathrooms: 4.5 Floors: 2 Total Property Area: 6 acres Garage: 3-car Pets: No Smoking: No Airport: Newburgh, NY / 30 minutes

from 2,500 USD

Weekly

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Lazy Summer Tranquility, Heated Pool, Landscaped Gardens, All An Hour From Nyc

House with 3 bedroom(s), 3.5 bathrooms(s), sleeps 10

10.8 miles to Highland Falls

Putnam Valley, 10579
Hudson Valley home with heated swimming pool, four private acres, small pond with a row boat, two fire places, close to Fahnestock State Park and...

from 2,900 USD

Weekly

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Secluded Cottage W/Private Dock On Pristine Lake. Walk To Golf & Tennis

House with 2 bedroom(s), 1 bathrooms(s), sleeps 4

12.6 miles to Highland Falls

KENT LAKES, 10512
Secluded lakefront cottage w/ private dock on China Pond in the Sedgewood Club One hour drive from Upper Westside. Enjoy swimming and fishing in...

from 1,100 USD

Weekly

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Gorgeous, Spacious Lake House With Breath-Taking Views Near New York City

House with 6 bedroom(s), 4 bathrooms(s), sleeps 11

13.3 miles to Highland Falls

Carmel, 10512
This gorgeous log and stone house with big open rooms overlooks a private lake in the protected, cool, high forest of the Sedgewood Club, but you...

from 6,500 USD

Monthly

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Unique Loft Rental With Private Lake And 300 Acres Of Trails

Lodge with 3 bedroom(s), 2 bathrooms(s), sleeps 8

14.4 miles to Highland Falls

Highland, 12528
3,800 square foot loft rental with bar and dining area. 61' large screen TV, 8' Brunswick pool table. Newly designed, fully equipped kitchen....

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Lake House With Great Lake View. 1 Hour From Nyc, In Carmel Ny. Just Renovated!

Barn with 3 bedroom(s), 2.5 bathrooms(s), sleeps 6

14.8 miles to Highland Falls

Carmel, 10512
Relax in this country getaway lake house. Newly renovated 4 bedroom. Deck with lake view. Local activities Fun include boating, fishing,...

from 1,400 USD

Weekly

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Vacation Home Rentals in Highland Falls, New York