Discover winter rentals West Point - We found 35 exact matches
About West Point Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in West Point, NY perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in West Point. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within West Point and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About West Point Winter Rentals
What are the top rated Winter Rentals in West Point?
There are a lot of options in West Point. If you plan on staying in the West Point area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in West Point:
- Modern West Point House near USMA - 3 bed, 2 bath with Hot tub & Fire pit!
- Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
- Historic home at West Point on Main Street. 1 mile from Thayer Gate!
- Charming Cold Spring Village Home
- Luxury Garrison Retreat | Chef's Kitchen & Hot Tub
- House on the Babbling Brook- Quiet 2BR + King Bed!
- Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
- West Point Family Retreat, 5 min walk to Thayer!
- West Point at Your Doorstep! Walk to Academy Mountain Views Easy Parking
- Walk to West Point from this 2-bedroom charmer
How much does it cost to rent a place to stay near West Point in the wintertime?
The average cost for winter rentals in West Point is $876 per night. Vacation Cottage has a wide list of great winter places to stay near West Point that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in West Point that allow pets?
Yes, here are the top cottage/chalet rentals in West Point that allow you to bring your pet or dog:
- Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
- Gorgeous Garrison Gem Pool Sauna Hot Tub More
- House on the Babbling Brook- Quiet 2BR + King Bed!
- Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
See all pet-friendly vacation rentals in West Point on Vacation Cottage
Do you have any winter rentals in West Point that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in West Point to find what works for you.
Are there winter accommodations in West Point that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 35 private swimming pools or indoor pools accommodations near West Point along with other great amenities.
Do any winter holiday rentals in West Point have hot tubs?
About 35 holiday rentals in West Point boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in West Point?
Yes, there are many luxury places to stay in West Point for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near West Point with all the best amenities for your next trip.
