House holiday rentals in West Point

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Popular amenities for West Point house rentals

House rentals with a pool

Guest favourite
Home in Stormville
4.94 out of 5 average rating, 182 reviews

Private Hudson Valley Country Retreat

JackieRating, 5 stars2 weeks ago
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!
Guest favourite
Home in Warwick
4.92 out of 5 average rating, 109 reviews

Summer Retreat! Amazing Pool, Playground, 7 acres!

JohanyRating, 5 stars4 weeks ago
This property is large and roomy with plenty beds to go around including the basement with the pool and ping pong tables plus a home gym with various equipments. The outdoors were fantastic with a very nice temperature controlled pool, Jacuzzi, swings set for the little ones and enough acreage to have a soccer match. The neighborhood was nice and quiet in a great country setting with lots of wildlife to enjoy to include lots of singing birds. Our family reunion was a great success due in part to the before mentioned surroundings. Douglas was always available to resolve minor issues, very responsive and accommodating, thanks for making our stay at this property a great one.
Guest favourite
Home in Rhinebeck
4.89 out of 5 average rating, 144 reviews

4Br Mountain Brook House on 130 acres w/ trails

AnnetteRating, 5 stars2 weeks ago
It was a fantastic house with a beautiful view. Plenty of space and we really enjoyed our stay. The property itself is absolutely gorgeous. Would definitely come back.
Superhost
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars3 weeks ago
I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!
Guest favourite
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars1 week ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Guest favourite
Home in New Paltz
4.93 out of 5 average rating, 135 reviews

Harrison Field Pool Bike2Town FirePit 10AcreViews

EmmaRating, 5 stars3 weeks ago
We had a great stay at Nathan’s place. The playroom was great for our kids and we all enjoyed the pool. The view was also beautiful. We will definitely be back!
Top Guest favourite
Home in Pound Ridge
5 out of 5 average rating, 164 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MeredithRating, 5 stars2 days ago
Our family of 5 and pup had the best time on this gorgeous property! The photos do not do the artful design justice, it’s simply stunning and so thoughtful. Our kids swam ever day and loved the pool. We enjoyed Grace Farms, Prospect Movie Thester and a lovely Father’s Day meal at the Inn at Pound Ridge. The kitchen is incredibly well stocked for someone who likes to cook and DoorDash was also easy to use when we didn’t feel like cooking. We will definitely be back! Thank you, RJ and John!
Superhost
Home in Beacon
4.92 out of 5 average rating, 133 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

MarissaRating, 5 stars2 weeks ago
We had a great stay at Tiffany’s place! Everything was exactly as described and she was great at communicating throughout the stay.

Weekly house rentals

Guest favourite
Home in Newburgh
4.91 out of 5 average rating, 46 reviews

Welcome to Newburgh's Cozy Cove

BrianRating, 5 stars1 week ago
This was a cute cozy cottage, just right for 3 people. This house was perfect for our quick getaway. Close to all local restaurants and store, but far enough away from all the busy roads. Owners were very friendly and helpful. Very quick to respond when we needed something. Would recommend to others.
Top Guest favourite
Home in Cornwall
4.98 out of 5 average rating, 44 reviews

Sunset House: near West Point, Hiking & Woodbury

CamilleRating, 5 stars3 weeks ago
Our family stayed here for my son's West Point graduation. This was our second visit and we were thrilled to be back. This house is well taken care of, clean, and relaxing. It's close to the town of Cornwall, grocery stores, etc so you have access to what you need. The hosts are responsive, helpful and welcoming. Highly recommend!
Top Guest favourite
Home in Highland Falls
5 out of 5 average rating, 69 reviews

Modern Usma Home, Walk to West Point

LynnRating, 5 stars6 days ago
This house was truly AMAZING! The level of thought that this host put into this home is truly outstanding. This was way more than we ever expected. Modern decor and amenities throughout, and the "backyard" is a true oasis! All the things you might need for relaxing or entertaining! The hot tub was great and provided an amazing view of the mountains. Relaxed by the fire pit for evening drinks. Each bedroom had super comfortable beds and plenty of space to feel at home. Forgot something you might need?? Don't worry this host remembered! If you are a foodie, this kitchen had it all, including a wide variety of coffee and tea options, a few snacks and drinks. We could go on and on, but just know the pictures don't even do this place justice! Also had great host communication!
Top Guest favourite
Home in Highland Falls
5 out of 5 average rating, 15 reviews

Old Grad House, 850ft from Thayer Gate

DonnaRating, 5 stars6 months ago
Great place to stay for an Army game weekend. Very convenient to Post and West Point decor made it fun and interesting. Very clean, comfortable and well appointed. Robert is very responsive and friendly.
Guest favourite
Home in Highland Falls
4.96 out of 5 average rating, 85 reviews

West Point Mountain House

JasonRating, 5 stars2 weeks ago
The hosts were very responsive. It is a great house, exactly what we wanted and as advertised. There isn't much to do in the immediate area, but there are a few shops and restaurants in the town center. The house is situated in a back lot and shares an access driveway with the house closer to the street, but once you are at the house it is very private. The only issue we ran into is the three season porch hadn't been cleaned and was covered in pollen, so it wasn't very usable. This place is perfect for a large group that mostly wants to stay on site!
Guest favourite
Home in Fort Montgomery
4.92 out of 5 average rating, 37 reviews

West Point Cottage

SamanthaRating, 5 stars3 weeks ago
My partner and I booked Philomena and Derek’s place for Memorial Day wknd to attend a wedding at West Point. It was the perfect location and a cute space. We went to dinner at a restaurant nearby called the Bird and Bottle Inn which was also great.
Guest favourite
Home in Highland Falls
5 out of 5 average rating, 13 reviews

Sleek Escape: Modern 3 BR- 4 Min from West Point !

JulieRating, 5 stars1 week ago
We loved our time at Jason’s home! Is was easy to communicate with Jason, beautifully decorated and quick to West Point! We loved our week there and will definitely be back!
Top Guest favourite
Home in Highland Falls
5 out of 5 average rating, 76 reviews

GRAD MOM House Walk to WP King 2 Queen

StephenRating, 5 stars1 month ago
Susan’s house was an absolute gem! It was immaculate and decorated so nicely to honor West Point. The home was so clean, comfortable, with all the amenities - we felt at home. The location is unbeatable- just a short walk to Thayer gate. Highly recommend— we will certainly stay at Susan’s home for our next trip to West Point.

Private house rentals

Superhost
Home in Newburgh
4.89 out of 5 average rating, 27 reviews

Margaret's Heart

AntRating, 5 stars2 weeks ago
I did not stay but my son did and I got to look at the place I fell in love with it instantly. I felt at home everything was organized and clean. I definitely recommend to book with Rachel.
Top Guest favourite
Home in Putnam Valley
5 out of 5 average rating, 10 reviews

Dr. Ruth’s Serene Lake Retreat

EvanRating, 5 stars5 months ago
After using Airbnb for years now no other place was a perfect 10. The lake house was simply great. Not only the physical status but the follow up and generosity of the hosts where beyond. We didn’t want to leave.
Guest favourite
Home in Putnam Valley
4.97 out of 5 average rating, 66 reviews

Waterfront Lake House

KayleeRating, 5 stars2 weeks ago
Absolutely beautiful stay, Brian is an amazing host and went above and beyond with instructions and helped whenever needed. Their place is located in such a beautiful area, it is quiet and within 10 min drive to stores. The space is very clean and organized. My guests and I felt right at home.
Guest favourite
Home in Cornwall
4.89 out of 5 average rating, 9 reviews

Hudson Valley Hideaway: 10 Minutes to Storm King!

DeeRating, 5 stars2 months ago
This airbnb is absolutely stunning. It looks even better than the pictures. Though it’s only an hour driving from New York but it’s feels a real disconnect from the city life - very peaceful surroundings. You can over look into the mountain far away and enjoy sunset everyday. The movie room downstairs creates a theater experience. We have painted a wonderful memory over the weekend at this Airbnb - felt sad when we close the door behind us on the last day.
Guest favourite
Home in New Windsor
4.99 out of 5 average rating, 76 reviews

Cozy cottage with hot tub and game room

MariaRating, 5 stars3 weeks ago
Ed and Chris are fantastic hosts! We have stayed a number of times over the past few years and their place always looks immaculate and is well stocked with linens, towels, supplies and plenty of kitchen items. We feel at home here! Thank you for sharing your place with us once again!
Top Guest favourite
Home in Philipstown
5 out of 5 average rating, 14 reviews

Charming contemporary cottage with lap pool

MikeRating, 5 stars3 weeks ago
Jad was an amazing host. Super responsive and always aiming to make us comfortable and make sure our needs or requests were addressed. Clearly, he's put a lot of work into this unique property. It housed our extended family of 8 well. He was super flexible about checking in as we arrived earlier and the property was ready. This made for a much less hectic day on our first day. Highly recommend this cottage. He even had the pool ready for our use, but the unseasonably cold weather prevented us from enjoying the pool. Thanks for being so responsive.
Superhost
Home in Newburgh
4.89 out of 5 average rating, 97 reviews

Lady Montgomery

ShaunRating, 5 stars2 weeks ago
My wife and I stayed along with another couple and had a perfectly wonderful trip. We traveled to the area to visit Storm King and Dia Beacon, and we were less than 15 minutes to both museums by car. The house was very comfortable, the kitchen was comfortable to cook in and it made hanging out between outings very enjoyable. Loved the neighborhood, everyone was very friendly! Also enjoyed a brilliant dawn across the bridge over the Hudson -- only 4 miles there and back. Would definitely stay again when we're in the area.
Superhost
Home in Greenwood Lake
4.89 out of 5 average rating, 37 reviews

Private Lake View House

Thomas ERating, 5 stars2 weeks ago
We were in the area for a wedding. First time Airbnb users. Beautiful mountainous area. It had rained and streams were running down mountain, beside home, which gave a relaxing feel to the weekend. Pet acceptance was appreciated as we don’t travel without our dogs. We saw wildlife while walking our dogs on the private roads. Coffee and creamer were conveniently supplied so we didn’t have to go out first thing in AM and due to the shortness of stay it saved us from getting it from grocery store. The house was bright and airy. The bed and linens were very comfortable. We only had time for one game of pool and darts because of our itinerary but enjoyed the time spent in the home. Would recommend to other users and would stay again if in the area.

Quick stats about house rentals in West Point

  • Total rentals

    80 properties

  • Total number of reviews

    3.2K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 properties include access to Wi-Fi

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