Holiday rentals in West Point

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Top-rated holiday rentals in West Point

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Top guest favourite
A bright bedroom features a spacious bed with crisp linens and a patterned rug. Two windows allow natural light to fill the room, complemented by neutral wall tones. A bedside table holds decorative items, and a potted plant adds a touch of greenery.
Flat in Cornwall-on-Hudson
4.94 out of 5 average rating, 147 reviews

Quaint Apartment in Cornwall on Hudson

Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.

Guest favourite
A spacious living area features a black leather sofa and an orange ottoman, complemented by a large potted palm. Bright light enters through the open door, enhancing the warm wood flooring and inviting atmosphere.
Flat in Newburgh
4.86 out of 5 average rating, 207 reviews

Historic Stunner w/WasherDryer, Balcony, 2 bedroom

Our cozy historical 2 bedroom apartment with river views, two porches, and modern upgrades is just what you need for a delightful getaway or focused work-cation. We've preserved historical charms (hardwood floors, historical trim, retro fixtures) while adding in modern amenities (washer/dryer, dishwasher, stylish bathroom, new kitchen, electric car charger, etc!). Less than a mile from the Newburgh-Beacon Ferry launch, which connects you to Metro North Train. Note: Located on the second floor!

Top guest favourite
Home in Highland Falls
4.97 out of 5 average rating, 121 reviews

Ultimate Walking Access to Thayer Gate USMA

Stay an extra day on us! Book 4 nights and get the 5th night free at this beautiful farmhouse. Enjoy the ultimate walking access to Thayer Gate and immerse yourself in the West Point experience. Hosted by a ‘23 Old Grad Mom, our home features a kitchen with granite counters, dining for 10, a 75” SmartTV, and a great backyard for entertaining. Relax in cold AC near the Academy. No smoking or pets. No exceptions/loss of deposit. Book your Army getaway today! No smoking or pets or loss of deposit.

Top guest favourite
A two-story white house is framed by lush green trees. The front porch features red rocking chairs and hanging flower baskets. An American flag is displayed on the porch. A pathway leads to the entrance, which is highlighted by white railings and steps.
Home in Cornwall-on-Hudson
4.99 out of 5 average rating, 119 reviews

Your West Point Academy Home Away from Home

Make yourselves at home in this lovely, privately-owned residence as you attend West Point Academy events and tour scenic Hudson Valley. Build in 1900 and renovated in 2019, this house combines historic charm (original wood floors) with modern conveniences. The home's location is a twelve-minute drive to West Point's Washington Gate and within walking distance to the restaurants and shops of Cornwall. Enjoy 4th of July fireworks and weekly summer concerts with ease relaxing on the front porch!

Top guest favourite
Guest suite in New Windsor
4.96 out of 5 average rating, 271 reviews

Super Spacious Clean Comfy Private Secure

Feel pampered in this Super Spacious and Private space. Intimate for couples Roomy enough for 2 friends to share West Point parents/your cadet stays free Single traveler discount Welcome basket - Home-baked goodies 2 Super comfy queen beds Luxurious bathroom/heated Jacuzzi bath/seated walk in shower Dedicated workspace/Wifi Private parking/entrance 42 inch tv Coffee/tea/snacks Nearby- Stewart Airport Storm King Art Center USMA Woodbury Common DIA Beacon Hiking Wineries -No cooking allowed.

Top guest favourite
A view of the picturesque lawn, bordered by a brick path, leads to a serene waterfront scene. Lush green trees frame the image, while a flower pot adds a touch of color to the foreground. The calm waters of the river reflect the clear blue sky.
Home in Cornwall-on-Hudson
4.93 out of 5 average rating, 182 reviews

Cozy Riverfront Victorian in the Hudson Valley

Wake up to stunning views of the Hudson River in this huge, immaculately clean, & beautifully designed historic home. Welcome to Sparrow House, our one-of-a-kind 1859 Gothic Victorian in the Hudson Valley. Only 80 minutes from NYC, 19 minutes away from the Beacon stop on the Hudson line/Metro-North, and 13 minutes from the Salisbury Mills/Cornwall Stop on the Port Jervis line/NJ Transit. The house is spacious, has exquisite light, and river and mountain views from nearly every room.

Top guest favourite
A wooden porch leads to a vibrant purple door, framed by light-colored trim. Potted red flowers add color to the entrance, while natural light filters through the nearby trees, highlighting the rustic charm of the space.
Flat in Cornwall-on-Hudson
4.98 out of 5 average rating, 238 reviews

Charming Efficiency

Newly refurbished efficiency apartment. Full kitchen, new appliances. Comfy space with queen bed and shower in bathroom. Short stroll to coffee bar & all of Cornwall! 3 miles to West Point. Ten minute drive to Storm King, Dia in Beacon, restaurants on the Hudson River. LOTS of hiking options, wine trails and exploring the Hudson Valley. Woodbury Commons is 10 miles for those who prefer shopping! Happy to help with dinner reservations & help to make your stay memorable! Pet friendly.

Top guest favourite
A spacious living area is highlighted by a corner sectional sofa and a round marble coffee table. Soft, natural light filters through sheer white curtains, illuminating the warm wood floors. A dining space with a round table and modern chairs is visible in the background.
Flat in Cornwall-on-Hudson
4.85 out of 5 average rating, 119 reviews

2-Bedroom in COH, near Newburgh & West Point

Two-bedroom apartment located right in the village of Cornwall-on-Hudson. Right next to the fantastic Italian Restaurante Peppitini and right across the street from the historic bandstand, if you're here on a Tuesday night in the summer, you'll likely be able to have a drink and catch a concert from the porch! Conveniently located close to West Point, Storm King Art Center, Newburgh, great hiking, and even Hudson River kayaking! The two bedrooms are roomy and each has a queen bed.

Top guest favourite
An open dining area features a wooden table surrounded by six dark chairs. A stylish light fixture hangs above, and a modern kitchen with white cabinetry and stainless steel appliances is visible in the background. Natural light filters through nearby windows.
Home in Highland Falls
4.99 out of 5 average rating, 196 reviews

Spacious, bright 5 bedroom house near West Point

Recently renovated 5 bedroom, 2 bathroom house located 4.3 miles from the Thayer Gate at historic West Point Military Academy. Located in the scenic Hudson Valley near hiking, fishing, Bear Mountain State Park and many historic sites.Woodbury Commons premium outlets are 20 minute drive. The house is comfortable with many upgrades- full oven and microwave, large fridge/freezer, USB ports .Come and see an Army game - and relax here afterwards!

Guest favourite
The living room features a combination of a black sofa and a light gray couch, adorned with red accent pillows. A wooden coffee table is positioned in the center, and light from a nearby window illuminates the space, complemented by a ceiling fan and wall-mounted television.
Home in Highland Falls
4.81 out of 5 average rating, 129 reviews

Lovely 3BR Home with parking-Walk to WP Gate!

Walk to West Point! Enjoy the Hudson Valley. Bring the whole family to this great place with lots of room for fun. Cozy up in our spacious living room while dinner is cooking in the fully equipped kitchen. The back deck is perfect for morning coffee, unwinding in the evening with a glass of wine or a family BBQ. You will find everything you need for work or play here in the heart of Highland Falls, New York. Looking forward to having you!

Top guest favourite
The kitchen area is designed with modern cabinetry and stainless steel appliances. Large windows frame the surrounding greenery, creating a bright atmosphere. A kitchen island with a wooden top provides additional workspace, while a small dining cart is positioned nearby.
Home in New Windsor
4.92 out of 5 average rating, 144 reviews

View House

Magnificent views from this fully renovated octagonal, mid-century glass house on secluded hilltop site. Views of and close access to Storm King Art Center, Schunnemunk State Park, Black Rock Forest. 60 mi from Manhattan, Town of Cornwall, NY. Perfect getaway from the city.

Top guest favourite
Flat in Highland Falls
4.99 out of 5 average rating, 187 reviews

Riverview B&B 2 Miles to West Point

"Rosenkavalier" is a full apartment / B&B located in Highland Falls, New York on the majestic Hudson River in the Cragston sub-community, just 2 miles south of the historic US Military Academy at West Point and 45 miles north of New York City.

Popular amenities for West Point holiday rentals

When is the best time to visit West Point?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in West Point?

    Four-legged friends are welcome in West Point. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in West Point?

    Yes! Work meets play with ease at over 70 vacation rentals in West Point featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly apartment rentals in West Point?

    West Point has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in West Point?

    Experience the best of West Point with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in West Point have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in West Point. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in West Point have wifi?

    Absolutely! We offer over 90 house rentals with wifi in West Point. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in West Point have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in West Point. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in West Point have a gym?

    Absolutely! We offer over 10 house rentals with a gym in West Point. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in West Point

  • Total holiday rentals

    Explore 140 holiday rentals in West Point

  • Nightly prices starting at

    West Point holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 8,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    140 of West Point holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across West Point rentals

  • 4.9 Average rating

    West Point stays are highly rated by guests – averaging 4.9 out of 5!

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