West Point Holiday Rentals

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Check prices for these dates

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for West Point holiday rentals

Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

Holiday Home in Highland Falls

House on the Babbling Brook- Quiet 2BR + King Bed!
10.0 out of 10, Exceptional, (5)
"A clean and convenient place to stay for visiting our cadet at West Point. Our hosts were very communicative and helpful. The home and parking situation was just as described. Nice quiet neighborhood, well maintained home. Hearing the babbling broom outside the living room window was very relaxing. Plan on staying here again!"
United States
Maria L.
The price is HK$545
HK$2,480 total
includes taxes & fees
24 Dec - 25 Dec
House on the Babbling Brook- Quiet 2BR + King Bed!
Exterior
Rustic Cabin in Fishkill!

Cabin in Fishkill

Rustic Cabin in Fishkill!
10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
The price is HK$2,353
HK$3,517 total
includes taxes & fees
24 Dec - 25 Dec
Rustic Cabin in Fishkill!
Outdoor dining
Stylish & Peaceful Getaway on 3 Private Acres

Holiday Home in Goshen

Stylish & Peaceful Getaway on 3 Private Acres
2.0 star property
9.0 out of 10, Wonderful, (12)
"Great location!"
United States
Alozie E.
The price is HK$2,241
HK$3,345 total
includes taxes & fees
28 Dec - 29 Dec
Stylish & Peaceful Getaway on 3 Private Acres
Fridge, microwave, oven, stovetop
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Apartment in Beacon

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
10.0 out of 10, Exceptional, (46)
"Great location, so clean and comfortable. "
United States
Barbara
The price is HK$895
HK$1,935 total
includes taxes & fees
7 Jan - 8 Jan 2026
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Property grounds
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Chalet in Carmel Hamlet

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
10.0 out of 10, Exceptional, (1)
"Great place, responsive host. Would return!"
United States
Brian S.
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Children’s area
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Cottage in Goshen

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
9.8 out of 10, Exceptional, (12)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
The price is HK$1,155
HK$2,276 total
includes taxes & fees
24 Dec - 25 Dec
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cabin in Carmel

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
3.0 star property
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
The price is HK$1,548
HK$2,740 total
includes taxes & fees
30 Dec - 31 Dec
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Games room
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

Apartment in CROTON HDSN

Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
9.8 out of 10, Exceptional, (90)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
The price is HK$955
HK$2,258 total
includes taxes & fees
28 Dec - 29 Dec
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Holiday Home in Highland Falls

Sleek Escape: Modern 3 BR- 4 Min from West Point !
10.0 out of 10, Exceptional, (3)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is HK$1,027
HK$3,434 total
includes taxes & fees
25 Dec - 26 Dec
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Interior
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work

Cottage in Putnam Valley

Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
9.8 out of 10, Exceptional, (23)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is HK$1,940
HK$4,415 total
includes taxes & fees
26 Dec - 27 Dec
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Holiday Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is HK$1,366
HK$2,846 total
includes taxes & fees
5 Jan - 6 Jan 2026
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
1 bedroom, WiFi, bed sheets
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Apartment in Beacon

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is HK$856
HK$1,809 total
includes taxes & fees
6 Jan - 7 Jan 2026
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Exterior detail
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Apartment in Highland Falls

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.8 out of 10, Exceptional, (14)
"Great Unit."
United States
Rudy R.
The price is HK$700
HK$2,070 total
includes taxes & fees
20 Jan - 21 Jan 2026
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
3 bedrooms, iron/ironing board, travel cot, WiFi
"Country outside the city " 3 bedrooms 2 full bathrooms

Holiday Home in Holmes

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is HK$1,463
HK$4,208 total
includes taxes & fees
6 Jan - 7 Jan 2026
"Country outside the city " 3 bedrooms 2 full bathrooms
Dining tables
Chestnut on Willow Lake

Holiday Home in Fishkill

Chestnut on Willow Lake
9.6 out of 10, Exceptional, (4)
"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."
United States
Doria W.
The price is HK$3,851
HK$5,452 total
includes taxes & fees
24 Dec - 25 Dec
Chestnut on Willow Lake
Fridge, microwave, oven, stovetop
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Apartment in Highland Falls

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
10.0 out of 10, Exceptional, (5)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
The price is HK$1,283
HK$2,192 total
includes taxes & fees
5 Jan - 6 Jan 2026
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Outdoor dining
Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in Newburgh

Cabin in the heart of the Hudson Valley, Cabin 4
9.2 out of 10, Wonderful, (25)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
The price is HK$1,004
HK$1,553 total
includes taxes & fees
24 Dec - 25 Dec
Cabin in the heart of the Hudson Valley, Cabin 4
Interior
Contemporary Cozy Cottage

Holiday Home in Lake Peekskill

Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is HK$1,751
HK$3,266 total
includes taxes & fees
31 Dec - 1 Jan 2026
Contemporary Cozy Cottage
Property grounds
3BR West Point Retreat-3min to Back Gate+ King Bed

Holiday Home in Highland Falls

3BR West Point Retreat-3min to Back Gate+ King Bed
7.6 out of 10, Good, (5)
"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "
United States
Waylon J.
The price is HK$856
HK$3,371 total
includes taxes & fees
25 Dec - 26 Dec
3BR West Point Retreat-3min to Back Gate+ King Bed
Microwave, oven, stovetop, dishwasher
Modern Hudson Valley Apt 202 - King/Queen/Twin

Apartment in Montgomery

Modern Hudson Valley Apt 202 - King/Queen/Twin
9.8 out of 10, Exceptional, (15)
"So clean and spacious! Everything was great "
United States
Dorene W.
The price is HK$1,172
HK$2,102 total
includes taxes & fees
24 Dec - 25 Dec
Modern Hudson Valley Apt 202 - King/Queen/Twin
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

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"Yes, everything was perfect. Check in was so friendly"
Richard 2-night trip
Posted 2 days ago
The Thayer Hotel at West Point

Find out more about West Point

Search for holiday rentals in West Point on Expedia! You can easily find your home rentals, villas, holiday apartments in West Point using one of the methods below:

  • View our selection of featured holiday rentals in West Point
  • Use the map to find apartments and other holiday homes in the West Point neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in West Point while they last

Look no further and take a look at our great range of rental properties in West Point!

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of West Point offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and kitchenware, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Christl Arena.

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.