Weekendgetaways - Vacation Rentals in Highlands Country Club

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From $1,057

         

9.8 (6 Reviews)

House

Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Garrison

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From $580

         

|

10.0 (3 Reviews)

House

The Glabin Garrison Gem with Deck and Fire Pit!

• Parking
• View
• Accessibility

• Poughkeepsie
• Garrison

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From $337

         

10.0 (25 Reviews)

House

102 m² House ∙ 3 bedrooms ∙ 6 guests

• 1097 ft² House
• Air Conditioner
• Parking
• TV

• Newburgh
• Highland Falls

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From $540

         

|

New

Cottage

'the Glabin: Garrison Gem w/Deck & Fire Pit!

• Air Conditioner
• TV
• Balcony/Terrace

• Poughkeepsie
• Garrison

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From $445

         

10.0 (39 Reviews)

House

Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

• Air Conditioner
• Parking
• TV

• Newburgh
• Highland Falls

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From $344

         

|

10.0 (1 Review)

House

Charming Highland Falls Home Less Than 2 Mi to West Point!

• Parking
• Accessibility
• Security/Safety

• Newburgh
• Highland Falls

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From $598

         

10.0 (14 Reviews)

House

157 m² House ∙ 3 bedrooms ∙ 6 guests

• 1689 ft² House
• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Garrison

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From $338

         

|

New

Cottage

Updated Home w/Patio Half Mile to West Point

• Air Conditioner
• Parking
• TV

• Newburgh
• Highland Falls

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From $349

         

10.0 (28 Reviews)

House

Updated Home w/Patio Half Mile to West Point

• Air Conditioner
• Parking
• TV

• Newburgh
• Highland Falls

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From $325

         

10.0 (1 Review)

Apartment

WALK to West Point Academy! Charming 2 bdrm Apt overlooking Main Street!

• Air Conditioner
• Parking
• Security/Safety

• Newburgh
• Highland Falls

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From $352

         

New

House

161 m² House ∙ 4 bedrooms ∙ 8 guests

• 1732 ft² House
• Air Conditioner
• Parking
• TV

• Newburgh
• Highland Falls

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From $192

         

9.2 (177 Reviews)

Hotel

Holiday Inn Express West Point by IHG

• Air Conditioner
• Parking
• Pool

• Newburgh
• Fort Montgomery

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From $603

         

10.0 (26 Reviews)

House

'The Glabin’: Garrison Gem w/Deck & Fire Pit!

• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Garrison

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From $299

         

|

10.0 (1 Review)

House

Home 2 Mi to Thayer Gate at U S Military Academy

• Parking
• Accessibility
• Security/Safety

• Newburgh
• Highland Falls

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From $577

         

10.0 (16 Reviews)

House

Modern West Point House near USMA - 3 bed, 2 bath with Hot tub & Fire pit!

• Air Conditioner
• Parking
• Pet Friendly

• Newburgh
• Highland Falls

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From $293

         

|

8.6 (5 Reviews)

Apartment

Walk 2mins to West Point Academy! Free private parking WiFi

• Air Conditioner
• Parking
• Security/Safety

• Newburgh
• Highland Falls

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From $736

         

10.0 (14 Reviews)

House

Bear Mountain House.

• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Garrison

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From $311

         

|

8.5 (2 Reviews)

Apartment

Beautiful 2BR Apartment-, Walk To West Point, Free Parking!

• Air Conditioner
• Parking
• Pet Friendly

• Newburgh
• Highland Falls

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From $298

         

10.0 (11 Reviews)

Apartment

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

• Air Conditioner
• Parking
• TV

• Newburgh
• Highland Falls

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From $295

         

|

7.5 (2 Reviews)

House

Updated Home with Patio Half Mile to West Point

• Parking
• Accessibility
• Security/Safety

• Newburgh
• Highland Falls

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From $477

         

10.0 (10 Reviews)

House

Charming Highland Falls Home < 2 Mi to West Point!

• Air Conditioner
• Parking
• TV

• Newburgh
• Highland Falls

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From $360

         

|

New

House

Fabulous 3bdrm Home With Parking

• Air Conditioner
• Parking
• View

• Newburgh
• Highland Falls

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From $980

         

10.0 (6 Reviews)

House

Hudson Valley Heaven | a wooded oasis with modern amenities awaits you

• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Garrison

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From $372

         

10.0 (6 Reviews)

Condo

2 Bedroom Condo -Views of West Point and Hudson River, steps from Metro North!

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Garrison

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★ Pro Tip: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Highlands Country Club.