Top Winter Vacations - Vacation Rentals in West Point

Updated Home w/Patio Half Mile to West Point From US $367
         

Charming Highland Falls Home Less Than 2 Mi to West Point! From US $344
         

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10.0 (1 Review)
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Lovely 3BR Home with parking-Walk to WP Gate! From US $346
         

Luxury Places to Stay in West Point

Over 72+ Luxury Places to Stay in or Near West Point
West Point Mountain House From US $937
         

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West Point Family Retreat, 5 min walk to Thayer! From US $554
         

Modern Farmhouse Walking Distance to West Point From US $537
         

9.4 (10 Reviews)
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Charming 4 bedroom home close to West Point From US $509
         

Top-Rated Vacation Rentals with a Pool in West Point

Over 9+ Top-Rated Vacation Rentals with a Pool in or Near West Point
Cold Spring Village Maisonette with Pool From US $415
         

COZY RETREAT : HOT TUB, SAUNA, POOL + MORE From US $2,368
         

10.0 (1 Review)
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Pet-Friendly Vacation Rentals in West Point

Over 15+ Pet-Friendly Vacation Rentals in or Near West Point
Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi From US $355
         

Beautiful 2BR Apartment-, Walk To West Point, Free Parking! From US $311
         

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8.5 (2 Reviews)
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Walk to WP Gate + Free Parking! From US $302
         

9.8 (20 Reviews)
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Highland Falls home on West Point Fence-line From US $483
         

10.0 (14 Reviews)
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SPACIOUS 1-BEDROOM- FREE PARKING ON PREMISES! From US $115
         

10.0 (1 Review)
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Restored Historic Home 1 Mile from West Point From US $573
         

10.0 (11 Reviews)
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Large Vacation Homes & Villas in West Point

Over 6+ Large Vacation Homes & Villas in or Near West Point
Walk 2mins to West Point Academy! Free private parking WiFi From US $293
         

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8.6 (5 Reviews)
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Less than a mile from West Point! Lovely Cape Cod alongside a rolling brook. From US $959
         

Luxury Garrison Retreat | Chef's Kitchen & Hot Tub From US $781
         

Village 5 bdrm 5 bath with great location in town From US $1,665
         

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Wheelchair Accessible Vacation Homes in West Point

Over 1+ Wheelchair Accessible Vacation Homes in or Near West Point
The Thayer Hotel at West Point From US $194
         

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9.0 (671 Reviews)
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  • TV
  • Wheelchair Accessible

West Point Varoom and Airbnb Places to Stay Under $200

Over 10+ West Point Varoom and Airbnb Places to Stay Under $200
Cozy 1-bedroom retreat minutes from West Point! From US $191
         

Cold Spring Hotel From US $178
         

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8.6 (243 Reviews)
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West Point Motel From US $113
         

8.6 (657 Reviews)
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  • TV
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Local Artist Inspired | Walk to WestPoint + King Bed From US $168
         

Cozy 1-bedroom retreat minutes from West Point! From US $116
         

8.8 (3 Reviews)
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Instantly Bookable Vacation Homes in West Point

Over 12+ Instantly Bookable Vacation Homes in or Near West Point
Quiet Apt with Coffee Bar, 1/2 Mile to West Point! From US $275
         

Cozy House 3 Blocks From West Pt From US $385
         

9.8 (11 Reviews)
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  • Parking
  • TV
Fabulous 3bdrm Home w/parking! From US $312
         

9.0 (4 Reviews)
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  • Parking
  • TV

About West Point Vacation Rentals

With more than 81 West Point vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Topwintervacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in West Point.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Topwintervacations West Point, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in West Point. Places to stay near West Point are 709.31 ft² on average, with prices averaging $572 a night.

Topwintervacations makes it easy and safe to find and compare vacation rentals in West Point with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in West Point

Type Count
Vacation Homes 52
Holiday Apartments 19
Hotels with Suites 6
Cottages 3

Use these Quick Filters to Find a Vacation Rental in West Point

Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations 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 West Point.

Weather in West Point

View the weather forecast for West Point before booking your West Point Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F