Skip to content
Sign up
Log in
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.

  • Warm & Cozy unit w/private entrance near mountains
    SUPERHOSTPrivate room · 4 guests · 1 bed · 1 private bath
    Warm & Cozy unit w/private entrance near mountains

    The unit is located 3 miles from the military town of West Point, 7 miles from the Woodbury Commons, 2.4 Miles from Seven Lakes Pkwy & 1 Hour from NYC! Our location is perfect for the parents and family of present and future cadets or anyone that enjoys mountains, water and shopping. We hope you have an amazing, memorable stay at our home.

    What guests are saying:

    “We were in town for a wedding at bear mountain and just needed a place for one night. Communication was fast and the place was very easy to find. We ended up arriving later than anticipated - but even in the dark the directions were very clear. There were two couples staying here and we were all very pleased and comfortable with our stay!”

  • Idyllic! In VILLAGE...steps from Main Street!
    SUPERHOSTEntire apartment · 3 guests · 2 beds · 1 bath
    Idyllic! In VILLAGE...steps from Main Street!

    Private and quiet, cozy two bedroom apartment in the center of the Village, but you’ll feel as if you are a world away, with access to our private Garden and Koi Pond. Just a 7 minute walk to the Metro North train. Within walking distance to everything: Shopping, fine or casual dining, the Hudson River, hiking trails (Breakneck Ridge), even a supermarket, drug store, and post office!

    What guests are saying:

    “I stayed at Denise's Airbnb with my boyfriend to spend a week getting out of NYC and enjoying Cold Spring. The self check in was easy, and we were quickly on our way to explore after dropping our car and the bags off. We were able to park right in front of the apartment door which was very convenient! I had to K-turn when leaving the driveway but didn't mind. The apartment is literally steps from the main street in Cold Spring, near restaurants, shops, and the scenic pier. Less than 10 min walking from the Metro North train. The apartment also has a lovely backyard area with a koi pond and multiple areas to sit and relax. The apartment was a perfect size for the 2 of us, and the bed was very comfortable. We had space heaters, which was actually great since we got to control the temperature level to the way we liked it. Since we were cooking most of our meals at the apartment, we went to the nearby grocery store and stocked up. There is a knife block, though the knives could've been sharpened more, and one of the big ones almost slipped when I was using it to cut some veggies. We got a great night's sleep for most of the nights we were there! The only issue we ran into was there was some construction that woke us up on the first night. The Airbnb is an apartment in a building with a couple other units and the stairs led past one of our doors. It was maybe 10 am so not too early luckily but that was just one thing we would've changed. Overall, Denise was prompt with providing information on the check in, the apartment, and parking! We had a great time checking out several of the many hiking trails that are either 15 min walking or 2 min drive from the apartment. A great week-long getaway from NYC.”

  • West Point - Mountain Top Suite
    SUPERHOSTEntire guest suite · 4 guests · 2 beds · 1 bath
    West Point - Mountain Top Suite

    Serene Mountain Top Views overlooking Hudson River & Bear Mountain Bridge. Beautifully furnished apartment with spacious 1 bedroom suite about 650 square feet, sleeps 4 adults max on a 10 acre estate. (URL HIDDEN)

    What guests are saying:

    “My wife, dog, and I spent a wonderful week here. The view truly lives up to the pictures; it's stunning. We wanted to explore towns along the Hudson Valley from Peekskill to Beacon and this location was a great home base to do that from. The wifi is slow, so if you're trying to work from the apartment like I was you will probably run into problems. Hopefully you don't need to work and you're just able to enjoy the nature though. :) We would definitely stay here again.”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for West Point holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in West Point

Cozy Apt. Close to West Point and Hiking Trails.
Entire apartment
Cozy Apt. Close to West Point and Hiking Trails.
Price:$123 AUD / night
Hike Bear Mountain from a Modern Cottage
PlusEntire cottage
Hike Bear Mountain from a Modern Cottage
Price:$398 AUD / night
Modern Apartment in Historic District
SUPERHOSTEntire apartment
Modern Apartment in Historic District
Price:$288 AUD / night
Classic Early 20th Century Chic Cold Spring House
SUPERHOSTPrivate room
Classic Early 20th Century Chic Cold Spring House
Price:$102 AUD / night
Charming Apartment in the Heart of Cold Spring
Entire apartment
Charming Apartment in the Heart of Cold Spring
Price:$174 AUD / night
Sanitized~Spring in West Point! 5 min Walk to Gate
SUPERHOSTEntire apartment
Sanitized~Spring in West Point! 5 min Walk to Gate
Price:$171 AUD / night
Stunning 1 bedroom apartment on quiet street
SUPERHOSTEntire apartment
Stunning 1 bedroom apartment on quiet street
Price:$138 AUD / night
Cozy Room near West Point!!!!
SUPERHOSTPrivate room
Cozy Room near West Point!!!!
Price:$87 AUD / night
West Point & Bear Mountain 1 Bedroom Getaway
SUPERHOSTEntire guest suite
West Point & Bear Mountain 1 Bedroom Getaway
Price:$274 AUD / night
Haverstraw Hospitality Suite
SUPERHOSTEntire guest suite
Haverstraw Hospitality Suite
Price:$77 AUD / night
Rockbound Highland Home * Closest to West Point
SUPERHOSTEntire house
Rockbound Highland Home * Closest to West Point
Price:$427 AUD / night
Guesthouse at West Point ( see more for Grad Week)
SUPERHOSTEntire guesthouse
Guesthouse at West Point ( see more for Grad Week)
Price:$203 AUD / night
Show all