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, (106)
"Great place and host!"
The price is AU$394
includes taxes & fees
28 Jan - 29 Jan
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Greenwoods of Warwick

9.8 out of 10, Exceptional, (8)
"Home was very clean. The host was very friendly & informative. The beds were very comfortable. We would highly recommend staying at this location. We will definitely stay here again. 👍 "
Greenwoods of Warwick

Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub

Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub

Kick back & relax in this peaceful, stylish place to stay with the whole family.

10.0 out of 10, Exceptional, (21)
"Our family went to the Hudson Valley area for a wedding. Pre stay communication with Malka was excellent and we all had a wonderful time. Lots of room for the kids to play and be entertained downstairs as well as upstairs in the Projection Room. The backyard was a great soccer area and the fire pit was great to sit around at night. Firewood on site was a real plus! I do recommend to anyone doing substantial cooking for many people to bring their own favorite pots and pans if possible though...
Kick back & relax in this peaceful, stylish place to stay with the whole family.

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.0 out of 10, Good, (15)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Majestic RiverView Estate - Breathtaking Views

10.0 out of 10, Exceptional, (4)
"We booked a weekend away to celebrate family birthdays and were very happy to celebrate in such a special place. There was plenty of room for 11 of us (+ dog) and was a mix of modern touches and old world charm highlighting the legacy of the house. And the view of the Hudson was a highlight of our stay. Highly recommend!"
Majestic RiverView Estate - Breathtaking Views

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.0 out of 10, Wonderful, (4)
"Just what we needed with lots of space very clean and comfortable"
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

Spectacular ~10k sqft Mansion w/Pool&Tennis

10.0 out of 10, Exceptional, (5)
"My family of 14 has been renting homes to gather for the holidays for many years and this one was one of the best. The bedrooms and gathering rooms were spacious and inviting, the dining table accommodated all of us (including two high chairs) and the third floor playroom was wonderful for my two year old granddaughter. It was December but we were able to try out the pickleball court, and there were lovely places to walk as a group a short car ride away. Worked so well for us. "
Spectacular ~10k sqft Mansion w/Pool&Tennis

Cabin in the heart of the Hudson Valley, Cabin 4

8.8 out of 10, Excellent, (19)
"Clean, warm and comfortable. "
The price is AU$262
includes taxes & fees
2 Feb - 3 Feb
Cabin in the heart of the Hudson Valley, Cabin 4

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"We enjoyed our stay however, the listing states all the beds are king sized and only 2 are. The other 2 are queen. Also (note for host) we forgot a pair of sunglasses and would like to have them mailed back if they are found, could you contact me if possible."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (13)
"Beautiful modern home with great views over the pond and woods. Super comfortable and many amenities. I really appreciated how well stocked the kitchen was with pots and pans that you can actually cook with compared to most VRBO's. Only drawback is that the area isn't really walkable. Busy road with minimal shoulder and you can't get down to the pond. We drove to a number of great hikes in the area though. Bonus: the woods behind the house were home to a couple great horned owls calling to...
The price is AU$1,269
includes taxes & fees
28 Jan - 29 Jan
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

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

10.0 out of 10, Exceptional, (75)
"We loved our stay. It was great for a family Thanksgiving"
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Bright Cornwall-On-Hudson Vacation Rental!

10.0 out of 10, Exceptional, (12)
"Property was better than advertised and exceeded all our expectations. All aspects of the VRBO process with the owner and management company were seamless. Highly recommend and will stay there again."
Bright Cornwall-On-Hudson Vacation Rental!

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (54)
"We were in town for the state high school soccer championships over the weekend and needed a pet friendly place to stay. This place was just right and had everything we needed. It was very cozy and very private. If we are ever in the area again, we would not hesitate to stay here. "
Cozy country efficiency in the Hudson Valley

Cozy Cabin with Sauna & Firepit!

9.4 out of 10, Exceptional, (22)
"Excellent "
Cozy Cabin with Sauna & Firepit!

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (42)
"The perfect spot for a Beacon/Newburgh getaway! Great access to the towns, Storm King State Park, and Storm King Art Center! Lovely house, great game room (played so much ping pong and darts), and the hot tub was perfect."
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (15)
"We had a wonderful stay at the Contemporary Cozy Cottage! Very modern amenities and appliances, and the kitchen had everything we needed!! Nadia always responded promptly, and answered all of my questions. The Cottage is located close to just about everything in the Peekskill, Cortlandt Manor, and Yorktown Heights area. And I would definitely recommend a short drive to the charming little town of Cold Spring which is not too far away. Thank you Nadia!"
The price is AU$599
includes taxes & fees
28 Jan - 29 Jan
Contemporary Cozy Cottage

Pet-Friendly Beacon Area Vacation Rental: 6 Acres

10.0 out of 10, Exceptional, (12)
"Great place to stay for all ages. Had everything we needed and lots of room to relax. Definitely will stay here again next time we come. Comfy beds, easy to get to, easy check in, everything we needed in the kitchen, lots of books and toys, great outdoor space. Thanks for providing the perfect place to stay with extended family! "
Pet-Friendly Beacon Area Vacation Rental: 6 Acres

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10.0 out of 10, Exceptional, (24)
"We stay every holiday season to be near some family who live in the area and by far this has been the nicest house we’ve stayed. It was exceptionally clean quiet and comfortable. Perfect for multiple families. Would most definitely recommend to anyone looking in for a place to stay in the Goshen area. "
The price is AU$1,146
includes taxes & fees
28 Jan - 29 Jan
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

10.0 out of 10, Exceptional, (50)
"During a prior workshop, the instructor told us after booking that she recommended booking a different location 30 mins away. I kept that booking, but I tried to avoid issues this time by booking last minute. Unfortunately the Guide cancelled due to health issues the day after booking this one. It was non-refundable, but I am thankful that Kelly was willing to work with me and change the dates. Otherwise, I would have had to come up on my own and do the best I could without guidance. Thank you!"
The price is AU$317
includes taxes & fees
28 Jan - 29 Jan
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
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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Other types of properties in West Point you may be interested in

Thayer Hotel

3.5 star property
8.8 out of 10, Excellent, (494)
"The hotel is an excellently maintained Landmark hotel at a very reasonable price. Although we were only there one night, it was a GREAT experience."
The price is AU$401
includes taxes & fees
9 Feb - 10 Feb
Thayer Hotel

HYATT house Fishkill/Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1004)
"Clean and quiet. Red Line Diner is NOT to be missed!!"
The price is AU$176
includes taxes & fees
10 Feb - 11 Feb
HYATT house Fishkill/Poughkeepsie

Overlook Lodge at Bear Mountain

2.5 star property
8.0 out of 10, Very good, (1010)
"Great stay in the cabins. Awesome view of the Hudson River. Nice to stay away from The main lodge. "
The price is AU$211
includes taxes & fees
3 Feb - 4 Feb
Overlook Lodge at Bear Mountain
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.

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?

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!: This holiday home rental outside of West Point offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.