West Point Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4

Vacation Rentals in West Point

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (122)
"It has an incredible mountain and water view. "
The price is ￥27,724
￥44,376 total
includes taxes & fees
Oct 29 - Oct 30
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Fridge, microwave, oven, stovetop

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (90)
"My family and I loved this property! We enjoyed walking around the woods and exploring. The house was well equipped and was really charming. We also loved sightseeing around the near by towns. Definitely a place to come back to stay again. "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Terrace/patio

Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

10.0 out of 10, Exceptional, (194)
"Wonderful place to rest and recharge."
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Outdoor dining

Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

9.6 out of 10, Exceptional, (10)
"Easy check in and check out! Has all the bare minimums and a nicely upgraded bathroom. Didn’t feel super clean (the bathroom) when we got there but kitchen was clean and they kindly stocked a few groceries. Could not get the water hot for a shower which was bummer. Nice enough depending on what you are looking for! We had some sensory needs and so this ended up not being the best fit but the location was great. Thanks for having us. "
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.6 out of 10, Exceptional, (38)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
The price is ￥38,923
￥49,981 total
includes taxes & fees
Nov 2 - Nov 3
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Chestnut on Willow Lake
Dining tables

Chestnut on Willow Lake

9.4 out of 10, Exceptional, (3)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
The price is ￥58,988
￥85,792 total
includes taxes & fees
Oct 13 - Oct 14
Chestnut on Willow Lake
The Woodbury Cottage
Property grounds

The Woodbury Cottage

9.0 out of 10, Wonderful, (26)
"A cozy place to stay. "
The Woodbury Cottage
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Outdoor banquet area

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

8.8 out of 10, Excellent, (5)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
The price is ￥126,987
￥211,849 total
includes taxes & fees
Oct 16 - Oct 17
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Outdoor spa tub

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

10.0 out of 10, Exceptional, (23)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is ￥29,199
￥75,239 total
includes taxes & fees
Oct 14 - Oct 15
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Rustic Cabin in Fishkill!
Exterior

Rustic Cabin in Fishkill!

10.0 out of 10, Exceptional, (2)
"The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. "
The price is ￥33,623
￥52,745 total
includes taxes & fees
Nov 1 - Nov 2
Rustic Cabin in Fishkill!
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Outdoor dining

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (308)
"We had the most relaxing 3 night stay at Don's vacation home. It is spacious and comfortable. Orange Lake right out the back door was a beautiful backdrop all throughout the day. Don gave us great recommendations for local restaurants too.It was the perfect weekend."
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
A luxurious stay.
Smart TV

A luxurious stay.

6.0 out of 10, (2)
"If you want to go to a diagusting neighborhood then this is your place. We felt so unsafe we didn’t even stay there. We got a hotel. It is that bad. As nice as the inside is, the outside and neighborhood will have you running. Music blasting stinks of weed homeless people all over. Do not book this place. The owner didn’t even refund us our cleaning fee. Trust me STAY AWAY."
The price is ￥18,581
￥43,208 total
includes taxes & fees
Oct 8 - Oct 9
A luxurious stay.
Large,Cozy,Bright Apartment, Business Themed.
Interior

Large,Cozy,Bright Apartment, Business Themed.

9.0 out of 10, Wonderful, (14)
"Very cozy stay with responsive host"
The price is ￥59,725
￥100,512 total
includes taxes & fees
Oct 12 - Oct 13
Large,Cozy,Bright Apartment, Business Themed.
Walk to WP Gate + Free Parking!
Exterior

Walk to WP Gate + Free Parking!

9.8 out of 10, Exceptional, (18)
"Great property and the hosts were very communicative."
The price is ￥29,420
￥45,623 total
includes taxes & fees
Oct 15 - Oct 16
Walk to WP Gate + Free Parking!
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Exterior

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

3.0 star property
10.0 out of 10, Exceptional, (2)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
The Perfect Essential Getaway!
Interior

The Perfect Essential Getaway!

9.6 out of 10, Exceptional, (5)
"Owner was very responsive and accommodating on the app when I had questions. Place was great."
The price is ￥136,410
￥188,013 total
includes taxes & fees
Oct 9 - Oct 10
The Perfect Essential Getaway!
Spectacular Mansion w/Pool&Tennis
Pool

Spectacular Mansion w/Pool&Tennis

10.0 out of 10, Exceptional, (13)
"House was perfect for a group of 16 people. Pool, tennis courts and lawn were incredible. Highly recommend and would return! "
Spectacular Mansion w/Pool&Tennis
2 Bedroom Condo -Views of West Point and Hudson River, steps from Metro North!
Outdoor dining

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

10.0 out of 10, Exceptional, (6)
"This condo is located very close to the Garrison train station. It has been designed so that you are never disturbed by the sound of the trains. Really soundproof! There is a beautiful view of West Point across the Hudson River from the balcony and other windows. The kitchen and 2 1/2 bathrooms are modern and well equipped. Matt, the host, has thought of everything when it comes to making his guests feel comfort and st home. The beds were extra comfy and both bedrooms were quite spacious....
2 Bedroom Condo -Views of West Point and Hudson River, steps from Metro North!
Cabin in the heart of the Hudson Valley, Cabin 2
Property grounds

Cabin in the heart of the Hudson Valley, Cabin 2

9.4 out of 10, Exceptional, (26)
"Perfect for a getaway weekend for my wife and I! Easy check-in, clean, and although it's off a busy road, we found it peaceful and quiet. Would definitely stay again!"
The price is ￥16,074
￥25,956 total
includes taxes & fees
Oct 8 - Oct 9
Cabin in the heart of the Hudson Valley, Cabin 2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top West Point Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Incredibly peaceful when walking in the forest. Swimming in the lake and stream was amazing "
Arthur 2-night trip
Posted 22 hours ago
Overlook Lodge at Bear Mountain

Find out more about West Point

Find out more about West Point

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Frequently asked questions

Can I find vacation rentals in West Point?

Yes, we offer vacation rentals near well known points of interest in West Point, or you can go with a more secluded option if you're looking for a relaxing stay. West Point is known for its university setting and football games. Make sure you have time to check out the riverfront and cathedral during your trip.

What are some of the best vacation rentals that West Point has to offer?

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. : This vacation home rental near West Point is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

What’s there to see and do in West Point?

Cultural attractions include United States Military Academy and Eisenhower Hall Theater, whereas Storm King State Park is one spot to enjoy nature. Other places in town to visit include Michie Stadium and West Point Golf Course.

What’s a vacation rental in West Point like?

Vacation rentals are private accommodations you can book for a short or long stay in West Point. Vacation rentals feature amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.