Top 11 Airbnb Vacation Rentals In West Point, New York - Updated 2024

Chandana
Chandana 
Updated
| 5 min read

West Point sits tucked amid scenic vistas of the Hudson River and the Bear Mountain. This soothing mountain getaway is in Orange County, close to New York City. Outdoor activities and unique attractions like the Appalachian Trail, Wallkill Valley Loop, Storm King Art Center, Museum Village, Hawk’s Nest Drive on Route 97 and Tristate Point in Point Jervis beckon you to explore. Showcasing the legacy of the Revolutionary War, West Point is home to the US Military Academy and West Point Museum. A shopper’s haven, it’s also adjacent to Sugar Loaf Art & Craft Village and Woodbury Common Premium Outlets. One great way of enjoying a mountain getaway such as this is in rentals that make you feel at home, with the comforts of a hotel, all at affordable prices! Here is a list of the top Airbnb vacation rentals in West Point, for your next holiday.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.

1. Quaint apartment near Bear Mountain

This semi-private apartment is just minutes from West Point’s Main Street and Bear Mountain State Park. Beautifully furnished with all amenities for a homestay, it provides a cozy space for small groups of up to six. There is no dearth of entertainment at this rental. Have fun with the gaming console or binge on movies indoors. You could also take a dip in the pool and relax by the fire pit on the patio. Make use of the snorkeling gear for a sprinkling of adventure! The patio grill tempts you to settle in for barbecues. In addition to the queen bed, two sofa beds and single beds each provide comfortable sleeping arrangements. Each morning, wake up to the sound of the gently bubbling brook behind the house!

Stayed at this property?
West Point, New York, United States
4.63 km (2.9 mi) from Bear Mountain State Park
79 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 5 Beds 6 Guests 1 Bedroom 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the bed was so comfortable that i wrote down the name of the mattress
the bed was super comfortable we enjoyed the pool and ate outside on the patio
the pool and backyard are great
Cleanliness:
everything was clean and fresh
the apartment was very clean and spacious
nice clean and comfortable place
i loved that it was clean and spacious
amazing cozy and clean place including the pool
Host:
the host was attentive and welcoming
mary is an amazing host
mary was an outstanding host
mary was a great host
mary and her husband were gracious hosts
Location:
excellent location for visiting west point
super close to bear mountain (5 minute drive)
convenient location to west point and easy access to the house
had a great time staying at this location
the location is very nice and the house is also very nice
Read more reviews

Nearby vacation rentals

2. Stylish cabin near Manitou Trail (from USD 275)

This cozy cabin, set across the Hudson River, is just a short drive from Cold Spring. It sits adjacent to the main house on a sprawling property. Designed with flair and filled with natural light, the cabin showcases personal touches. Some things you’ll enjoy are the living room’s heated floor, furry rugs, and premium robes. The flat-screen TV offers Netflix and the brass-plated fireplace is perfect for chilly evenings. This cabin is equipped with a kitchenette for warm brews and quick meal fixes. A spiral staircase leads to the loft bedroom with an arched ceiling and skylights. The big yard and proximity to hiking trails and fun spots make this a sweet pied-a-terre for solo travelers and couples.

Stayed at this property?
Philipstown, New York, United States
4.28 km (2.7 mi) from Bear Mountain State Park
176 reviews   Superhost Wifi Available
Entire cottage 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
a very big fan of their backyard
the bed was super comfortable and all amenities worked up to par
super comfortable bed and powerful ac
the cottage was well stocked and comfortable
the cottage is perfectly designed and very comfortable
Cleanliness:
quit clean and comfy place
everything was sparkling clean
the space was beautiful super clean and very comfortable
the place itself was fabulous - clean modern & different/fun
sunny quiet comfortable space sparkling clean
Host:
y&y were amazing hosts
host was friendly and very accommodating
great host with fantastic suggestions
the hosts were wonderful and friendly and the home was everything we were looking for
yannis is a great host
Location:
excellent place to stay for close proximity hiking
location is perfect for a drive to cold spring/ beacon/ garrison/ etc
the trails he recommended were close and gorgeous
great stay convenient location near lots of hiking areas
this place was a great spot for a long weekend near hikes and cute downtown cold spring
Read more reviews

3. Quiet mountaintop suite at Fort Montogomery (from USD 150)

This private master suite is perched atop a mountain. It overlooks Bear Mountain Bridge and is housed within a vast estate. Minutes away from arterial roads, this quiet retreat offers stunning views of the Hudson Valley and the Highlands. Sit by the front window or on the private patio to enjoy the scenic vistas by day and night! Cook in the kitchen and dine indoors, or grill and dine on the patio. A vintage-styled bedroom with a fluffy queen bed and blackout shades is perfect for up to two people. The queen-sized hide-a-bed in the living room is comfortable enough for two more people. Close to hiking trails, this pet-friendly rental also comes with a free Tesla charger.

Stayed at this property?
Fort Montgomery, New York, United States
2.29 km (1.5 mi) from Bear Mountain State Park
418 reviews   Superhost Wifi Available
Entire guest suite 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
beautiful place the view is magical and the space is very cozy
the view from the living room window is spectacular and even better than the pictures
the view was amazing and the place cozy & comfortable
a super cozy space with a view that you couldn’t even imagine
great cozy space on the hillside with a fantastic view of the hudson and purple heart bridge
Cleanliness:
very clean and well thought out space
great time clean and comfy
the space is as listed - small but comfortable clean and cozy
a great clean well stocked home
the place was very clean and the pictures were accurate
Host:
host is also very responsive
clearly a very experienced host
friendly and helpful hosts
the hosts were fantastic and very welcoming
perfect getaway place highly recommended awesome host thank you
Location:
great location especially for west point visitors; so close yet removed from town to this little retreat
great location but few places to eat unless you like pizza
staying at yvonne place was amazing
this place is really special
Read more reviews

4. Modern loft in downtown Coldspring (from USD 205)

This modern loft is located within walking distance of Metro North Station and the Hudson waterfront. Recently renovated, it sports an interesting interior with exposed brick and timber, hardwood floors, and a steel-top kitchen. The central living area is an open space that lets you move easily between cooking in the kitchen and fixing drinks at the bar. The large glass windows overlooking Storm King Mountain make for scenic vistas all day and night. Stacks of books around the house make this a reader’s haven. A spacious closet and a comfortable bed complete the welcoming picture!

Stayed at this property?
Cold Spring, New York, United States
12.22 km (7.6 mi) from Bear Mountain State Park
515 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
wifi worked perfectly
amazing views of the mountains from the living room
apartment gets good light and air
it was spacious and clean with gorgeous scenic views from the living room and kitchen
we had a wonderful stay in cold spring at this beautiful apartment
Cleanliness:
extremely clean and stylish
space was exceptionally clean as well
very clean spacious and stylish
it's very clean and quiet
great space very clean and comfortable
Host:
our host was absolutely fantastic
alex was an amazing host
the hosts provided a great list of possible activities
wonderful host and wonderful place
the information and guidance provided by the host was brilliant
Location:
the location was ideal
perfect location in the heart of cold springs
the location is wonderful
easy walk from the train station
the location is absolutely ideal just steps away from the cute village of cold spring
Read more reviews

5. Farmhouse loft near Storm King Art Center (from USD 62)

This adorable loft guesthouse sits on a country road near Storm King Art Center, and it is part of a farmhouse property. Access to this second-level cozy unit is through a stairwell and a private entrance. You also enjoy private access to the patio with a grill, as well as a bathroom set on the first level. Its kitchenette, with bar-style seating, mini-fridge, and microwave, is good for fixing and savoring quick meals. Able to accommodate up to two people, this loft is conveniently located close to Cornwall, Beacon, and Cold Spring. Interior highlights include a cozy loveseat by the fireplace and a comfy queen bed.

Stayed at this property?
Cornwall, New York, United States
12.56 km (7.9 mi) from Bear Mountain State Park
390 reviews   Superhost Wifi Available
Entire loft 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
danielle and john’s place was a very pleasant surprise very stylish and cozy private place
a bit tight but it just maximizes the comfortable atmosphere
Cleanliness:
clean comfy and great communication i really enjoyed my stay
clean fresh and very comfortable
clean cute and quiet
the space is very clean and we loved the look of it
place was very clean and private in a great location near lots of trailheads
Host:
the hosts were very nice
danielle and john were excellent hosts
danielle was a lovely host
danielle was a fantastic host very communicative
room was amazing with thoughtful touches and amazing hosts
Location:
the location is great; very cute town and easy check-in
beautiful place to relax away from the city
great location for many different hiking spots in the area
amazing hosts cozy space great location (close to trails)
if you’re looking for a cute cozy place to rest your head this is the spot
Read more reviews

6. Tastefully decorated apartment in Downtown Highland Falls (from USD 242)

You’ll find this stylish apartment in a prime location near the Academy. Apart from hassle-free onsite parking, this two-bedroom unit blends the comforts of a hotel and home. This recently renovated apartment has a stylish look with accented tones, artistic decorations, and sturdy furniture. The living room offers ample space for you to bond as a group, and it offers an Amazon Firestick-equipped flat screen. Cooking in the well-appointed kitchen is a delight, while the dining area with its views of the mountains is a pleasure. Essentials and groceries are just a quick walk away! This apartment can accommodate up to six people.

Stayed at this property?
Highland Falls, New York, United States
7.05 km (4.4 mi) from Bear Mountain State Park
193 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 4 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
nice touches with coffee supplies and bathroom supplies along with plenty of linens
the bed was also super comfy which was definitely a huge plus
very cozy and comfortable and easily accessible
Cleanliness:
clean quiet and comfortable
very clean apartment with nice touches
our place was superbly clean and neat
great place to stay very clean and comfortable
great place to stay very clean & homey
Host:
very helpful host throughout
the hosts are absolutely they best
great apartment with friendly owners
kristina is a responsive host
great place the owner was very helpful and over the top kind
Location:
great location for west point
the location is perfect and so close to the gates
great location and beautiful cozy apartment
great location to go to various hiking areas
we had a son at west point and the location is absolutely perfect
Read more reviews

7. Vintage rowhouse close to attractions (from USD 81)

Set in Downtown Newburg, this stylish vintage home is located in the vicinity of George Washington Headquarters, Newburg waterfront, and Beacon Ferry. Its original 19th-century details and updated amenities make for a charming stay. Brew a hot coffee and sip it as you enjoy views of the Hudson and the mountains. During mealtimes, sit at the vintage table with home-cooked meals or tasty takeout. Be sure to set off on a walk around the neighborhood for a closer look at the charming Victorian houses there.

Stayed at this property?
Newburgh, New York, United States
20.05 km (12.5 mi) from Bear Mountain State Park
376 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
great views and comfortable beds
the apartment is comfortably and stylishly furnished and comes with all necessary amenities
i had the best sleep the bed is extremely comfy
Cleanliness:
the apartment was beautiful and spotless with plenty of personal touches
amazing space super clean and comfortable
it was sparkling clean & the decor was so modern & stylish
this place was great the apartment was very clean and a never renovation
very stylish and clean
Host:
stacy and jason were excellent hosts great place
stacy was very responsive
they were extremely helpful and hospitable and very quick with responding to any messages
stacy and jason were great communicators and available and attentive
Location:
very good pizza place near by
location-wise the apartment is about a 10-minute walk from downtown newburgh (liberty street) which was perfect for us
stacy and jason's listing is the perfect place to relax and recalibrate
Read more reviews

8. Secluded mountain property (from USD 275)

Take a break from city life and enjoy the countryside at this trailer house on a mountaintop. Set on private farmland at Fort Montgomery, it is ideal for pet owners and nature lovers. This two-bedroom rental offers a beautiful ranch landscape and quaint features such as a wood stove. You will love the views from the yard. Warm yourself by the fireplace on chilly evenings or roast smores on a fire pit as you gaze up at the starry sky. Close to hiking trails, this rental can accommodate up to six people.

Stayed at this property?
Fort Montgomery, New York, United States
3.53 km (2.2 mi) from Bear Mountain State Park
197 reviews   Superhost Wifi Available
Farm stay 3 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the kitchen came with all the main appliances and allowed us to cook nice meals
new bedding sets and kitchen essentials added a nice touch
Cleanliness:
the place is very clean and more spacious inside than we anticipated
the place was super clean nice and had everything we needed
the unit was clean and ready upon arrival
cute clean and comfortable home
the place was very clean and had many thoughtful extra items
Host:
linda was a great host
linda was a great host
linda was a great host
linda was a great host
linda was one of the best host we ever had
Location:
location very close to bear mountain and other great hike locations
great location for hiking and a quick quiet getaway
the place is beautiful and isolated and perfect for a get away
excellent location- only an hour away from manhattan and 20 minutes away from the woodbury premium outlets
horses and chickens and deer and perfect location for anyone visiting west point
Read more reviews

9. Spacious cottage with patio (from USD 336)

Feel pampered at this renovated 19th-century cottage that sits perched on Storm King Mountain at Cornwall-on-Hudson. The large cottage comes with a huge patio. The first floor houses a cozy living room with a fireplace, a full kitchen, and a formal dining room. The second floor has a sunroom, a TV room, bathrooms, and three bedrooms. Kids will love the cozy set-up in the attic that comprises of a living area, bedroom, and bath. The sprawling grounds offer hiking trails, a seasonal creek, a fire pit, and a hammock. You’ll also love the outdoor sauna that lets you rejuvenate while you savor scenic mountain views.

Stayed at this property?
Cornwall-on-Hudson, New York, United States
13.79 km (8.6 mi) from Bear Mountain State Park
172 reviews   Wifi Available
ENTIRE HOME 5 Beds 12 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
the bedding was very comfortable as well as the mattress
the kitchen was fully equipped which made cooking so easy
Cleanliness:
the beds were comfortable the house was spacious and clean everything was just 10/10
amazing house very comfortable clean spectacular backyard with fire pit
Host:
jan was super responsive and accommodating
thank you so much for such a beautiful stay and for being so communicative
jan was extremely helpful throughout the whole process & the house had everything we needed & more
Location:
amazing house in a beautiful location
this place is beautifully situated on the side of a mountain
jan's place was amazing we wish we could've stayed longer but it booked up so fast
i booked jan's place for an annual reunion trip with four friends
Read more reviews

10. Charming historic home (from USD 561)

You will enjoy your time at this historic home located two blocks from West Point Academy. Equipped with a driveway, it also offers all the amenities of a comfortable residence. The living room, with its leather couch and remote-controlled fireplace, epitomizes a cozy space. The back yard comes with a deck where you can sip drinks in the fresh air or catch up over brunch. Enjoy a barbecue in the grassy backyard or roast S’mores over the fire pit. Restaurants are just steps away from the front door of this house. With three bedrooms, this property can accommodate up to ten guests.

Stayed at this property?
Highland Falls, New York, United States
7.53 km (4.7 mi) from Bear Mountain State Park
94 reviews   Wifi Available
ENTIRE HOME 5 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
very clean nice backyard air conditioning toiletries
the house felt like a home it was cozy clean and with enough amenities
the house is also very comfortable and well-equipped
Cleanliness:
the house was clean and charming
the house is clean and well prepared
it was very clean and heather was so helpful
the house was clean
the house was super clean and very tastefully decorated
Host:
nice host and timely response
she was very responsive to any questions
the home is very welcoming and the host is extremely responsive to questions
heather was a great host and every amenity was provided
heather was a great host
Location:
great location to west point
great location and close to many activities
and close to many other attractions
nice stay with great location
great house with a nice location
Read more reviews

Explore the area's abundant beauty

Be it a quick getaway or a long sabbatical, West Point makes for the perfect setting to relax and explore the abundant beauty of Orange County. Try one of the cozy and private homestays at these Airbnb vacation rentals in West Point.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Chandana is a versatile writer with nearly two decades of experience in media, spanning clients across the globe. An avid traveler, she enjoys experiencing every new place to the fullest. Having...Read more

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