West Point Holiday Rentals

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Holiday Rentals in West Point

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 AU$470
includes taxes & fees
28 Oct - 29 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
9.6 out of 10, Exceptional, (39)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
The price is AU$522
includes taxes & fees
1 Nov - 2 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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 AU$274
includes taxes & fees
16 Oct - 17 Oct
Cabin in the heart of the Hudson Valley, Cabin 2
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
9.8 out of 10, Exceptional, (11)
"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
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (42)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
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 AU$908
includes taxes & fees
28 Oct - 29 Oct
Chestnut on Willow Lake
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (91)
"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.
Hickory on Willow Lake
9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
The price is AU$959
includes taxes & fees
27 Oct - 28 Oct
Hickory on Willow Lake
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 AU$562
includes taxes & fees
1 Nov - 2 Nov
Rustic Cabin in Fishkill!
The Woodbury Cottage
9.0 out of 10, Wonderful, (26)
"A cozy place to stay. "
The Woodbury Cottage
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 AU$1,983
includes taxes & fees
23 Oct - 24 Oct
The Perfect Essential Getaway!
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 AU$2,107
includes taxes & fees
16 Oct - 17 Oct
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Large,Cozy,Bright Apartment, Business Themed.
9.0 out of 10, Wonderful, (14)
"Very cozy stay with responsive host"
The price is AU$1,061
includes taxes & fees
16 Oct - 17 Oct
Large,Cozy,Bright Apartment, Business Themed.
Grant - A Tranquil One Bedroom Steps from River
9.6 out of 10, Exceptional, (35)
"My partner and I came for a gathering of friends and family invthe area. It was the perfect place for us to get away and rest."
The price is AU$400
includes taxes & fees
27 Oct - 28 Oct
Grant - A Tranquil One Bedroom Steps from River
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.
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.
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
10.0 out of 10, Exceptional, (309)
"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
Stylish & Peaceful Getaway on 3 Private Acres
2.0 star property
9.0 out of 10, Wonderful, (12)
"The owner was extremely responsive and the home was very clean."
The price is AU$680
includes taxes & fees
28 Oct - 29 Oct
Stylish & Peaceful Getaway on 3 Private Acres
Charming 1-bedroom apartment in Carmel with WiFi, AC
10.0 out of 10, Exceptional, (1)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
The price is AU$373
includes taxes & fees
16 Oct - 17 Oct
Charming 1-bedroom apartment in Carmel with WiFi, AC
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

Find out more about West Point

Everything you need to know about West Point holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the West Point holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect West Point holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

West Point holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in West Point. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A West Point holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of West Point holiday rentals we have selected for you start as low as AU$274 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on West Point rentals

At Expedia, we put the best West Point holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top West Point rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream West Point holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around West Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in West Point?

Yes, there are holiday rentals close to the most popular sights in West Point, or you can select 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 holiday rentals that West Point has to offer?

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. : This holiday home rental outside of West Point is located in the mountains, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. Make the most of 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 holiday rental in West Point like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in West Point. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip.