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Vacation rentals in West Point

Vacation rentals in West Point

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in West Point

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Cozy Apt. Close to West Point and Hiking Trails.
    Entire flat · 2 guests · 1 bed · 1 bathroom
    Cozy Apt. Close to West Point and Hiking Trails.

    Quiet Cul-De-Sac. Private off street parking.

    What guests are saying:

    “Absolutely beautiful apartment. My fiancé and I had everything we needed for our stay, made available by our wonderful host. The entire apartment was clean. She even had cleaning supplies available. The apartment is perfect for two. It is a short walk from Bear Mountain, which is great for hiking or having a peaceful picnic. There are tons of great hiking trails in the vicinity as well. I would definitely recommend this place, and would love to stay here again in the future.”

  • Guesthouse at West Point ( see more for Grad Week)
    SUPERHOSTEntire guest house · 8 guests · 2 beds · 1 bathroom
    Guesthouse at West Point ( see more for Grad Week)

    If you are staying more than four days for Graduation week, I will give you a break for additional days (just message me!). This is a newly renovated 800 sq ft, 2-story guesthouse. I am five minutes from the gate at West Point, so great for Grad week!! Also, Roe Park is a 5 min walk for picnic and sun. Close access to West Point, Woodbury Common Premium Outlets, and more along the beautiful Hudson Valley. I have a Webber gas grill with seating for 10 outside, and a 55” TV with surround sound.

    What guests are saying:

    “This guest house is so comfortable and cozy! The location is so convenient for West Point, and it was great to have the second bedroom so my daughter could stay with me. She said the bed was heavenly soft, and mine was as well. It’s super quiet - a lovely neighborhood - with plenty of parking. The kitchen was perfect - and we took advantage of the washer dryer as well. Joseph is a wonderful host - he responded quickly to my questions and offered great restaurant and shopping options, and was just a lovely host. We will be back often!”

  • Classic Early 20th Century Chic Cold Spring House
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bathroom
    Classic Early 20th Century Chic Cold Spring House

    Classic early 20th Century chic house located in the heart of Cold Spring Village steps away from everything (10 min. walk from Cold Spring Metro North Station, 5 min. walk from Main St shops and close to area hiking trails). Two tastefully decorated rooms with eclectic touches and great views of Hudson Highlands. We have 2 very friendly dogs and also dog friendly house if you bring your own pup! One of us is usually around to help with directions or anything else needed during your stay

    What guests are saying:

    “I came in from the city on the Metro North Railroad, and John’s place is about a 10-15min walk from the Cold Spring station. They were incredibly accommodating and allowed me to check in early and drop my bag before going out on a hike. I was welcomed by their two adorable dogs, and my own dog was able to join them for a quick runaround in their fenced-in backyard. John was very helpful in advising my hiking route, as the trail starts just up the road from their house. Once I returned from my hike, I was able to settle in to the CUTEST room and make use of the small tea/coffee station provided. The bathroom is simple, but the soaps in the shower were exactly what I needed after a day in the woods. There are many shops and restaurants within about a 10 minute walking distance, where I was able to pick up some delicious dinner. I didn’t even plan on watching TV at John’s place, but I was pleasantly surprised to find they had B1G network on the room’s TV, and I watched the Michigan vs. Rutgers basketball game before heading to bed. The bed was incredibly comfortable, and the room’s radiators headed up quite nicely to make for a cozy night. I’m so thankful John recommended Hudson Hil’s for brunch. They have a covered patio with heaters, and they were able to accommodate me and my dog (even in February!) for a perfect brunch before I headed back down to NYC. I would absolutely stay at John’s again in the future. It was the perfect escape from the city that I needed!”

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Popular amenities for West Point holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in West Point

Cozy Apt. Close to West Point and Hiking Trails.
Entire flat
Cozy Apt. Close to West Point and Hiking Trails.
Price:£69 / night
Cozy Room near West Point!!!!
SUPERHOSTPrivate room
Cozy Room near West Point!!!!
Price:£49 / night
West Point - Mountain Top Suite
SUPERHOSTEntire guest suite
West Point - Mountain Top Suite
Price:£121 / night
Sanitized~Enjoy Spring Upstate! Just 1 HR From NYC
SUPERHOSTEntire flat
Sanitized~Enjoy Spring Upstate! Just 1 HR From NYC
Price:£64 / night
Oasis in the Country
Entire loft
Oasis in the Country
Price:£39 / night
Haverstraw Hospitality Suite
SUPERHOSTEntire guest suite
Haverstraw Hospitality Suite
Price:£42 / night
Guesthouse at West Point ( see more for Grad Week)
SUPERHOSTEntire guest house
Guesthouse at West Point ( see more for Grad Week)
Price:£113 / night
Classic Early 20th Century Chic Cold Spring House
SUPERHOSTPrivate room
Classic Early 20th Century Chic Cold Spring House
Price:£57 / night
Hike Bear Mountain from a Modern Cottage
PlusEntire cottage
Hike Bear Mountain from a Modern Cottage
Price:£223 / night
Quaint, private studio a half mile from West Point
SUPERHOSTEntire guest house
Quaint, private studio a half mile from West Point
Price:£101 / night
Sanitized~Spring in West Point! 5 min Walk to Gate
SUPERHOSTEntire flat
Sanitized~Spring in West Point! 5 min Walk to Gate
Price:£96 / night
1850s suite. Steps from Main St! Mins from train!
SUPERHOSTPrivate room
1850s suite. Steps from Main St! Mins from train!
Price:£85 / night
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