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 stars3 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.
Top Guest favourite
Home in Pound Ridge
5 out of 5 average rating, 163 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MeredithRating, 5 starstoday
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!
Top Guest favourite
Home in High Falls
4.98 out of 5 average rating, 102 reviews

Cozy & Spacious Country Home - All Seasons

AshleyRating, 5 stars2 weeks ago
This house absolutely reminded me of home and my childhood ! So lovely and clean. Absolutely love the heated pool ! This was the perfect house for our wedding at the Mohonk mountain house . Close and such a comfortable stay . We really enjoyed the outdoor porch sitting room . Thank you for a comfortable and wonderful stay .
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

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!
Guest favourite
Home in Carmel Hamlet
4.92 out of 5 average rating, 190 reviews

Lux Bungalow on the Lake

PattiRating, 5 stars1 week ago
This was a few nights getaway with my two adult daughters. The house is adorable, neat and cozy. The beds were very comfortable. Felt right at home. We did a little kayaking on the lake, which was beautiful. The weather wasn’t perfect, but we made the best of it and enjoyed each other’s company. The neighborhood was very quaint. We took a walk around the lake. Nicole was very responsive whenever I messaged her. We felt very comfortable being there. I would highly recommend this home.
Top Guest favourite
Home in Highland Falls
5 out of 5 average rating, 69 reviews

Modern Usma Home, Walk to West Point

LynnRating, 5 stars4 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, 12 reviews

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

TamekaRating, 5 stars1 month ago
Exceeded expectations for our stay!! Perfect for our family weekend - comfy beds for the long flight-close to all the Westpoint activities- coffee- ice - and filtered water A+++ would definitely look to book here again!!
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

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.
Superhost
Home in Philipstown
4.73 out of 5 average rating, 152 reviews

Bungalow near West Point on Hudson River

RobinRating, 5 stars5 days ago
Loved being on the river. Cute bungalow. Easy to get around Hudson Valley sites. Near cute Cold Spring. A/C worked well. Loved having BBQ and eating out in the backyard by the Hudson River. Also watching the boats go by! Thanks much!!
Guest favourite
Home in Cornwall
4.97 out of 5 average rating, 30 reviews

Cozy Cornwall Retreat Near Hudson Valley

QuangRating, 5 stars1 week ago
It is alright except: the house is a little old with wooden floor, lack of a washing machine, no a/c for the twin room, only one bathroom is not enough for more than 3 people. I could say the owner is nice for 5 stars but please be sure that the house is not fit for more than 4 adults.
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.
Top Guest favourite
Home in Accord
5 out of 5 average rating, 65 reviews

Accord River House

KacyRating, 5 stars2 weeks ago
This was hands-down, my favorite. Air B&B ever! We hope to return and spend more time on our next visit. We were literally immersed in and surrounded by nature and it was so beautiful and peaceful. It also felt like home the minute we stepped in… like going to a friend’s “country weekend” place where the books, puzzles, games, records, artwork, handcrafted pottery, electric blankets, dog beds and more (!) just make you feel at ease and in comfort. This place is so loved and it shares that love with its visitors. Thank you to the owners for sharing such a special place!
Guest favourite
Home in Highland Falls
4.97 out of 5 average rating, 61 reviews

West Point Hudson Valley Getaway

TimRating, 5 stars6 months ago
We stayed at Patrick’s place to attend an Army football game. Everything was perfect and easy. It’s really close to campus/post. It’s a nice little town and close to Cold Spring where we had lunch on Friday. Thanks for a great weekend.
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!

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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