West Point vacation rentals

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Nestled in the heart of the stunning Hudson Valley, West Point beckons with its historic military academy, breathtaking landscapes, and vibrant cultural scene. Here, families and groups can immerse themselves in outdoor adventures at Bear Mountain State Park, explore contemporary art at Dia Beacon, or wander through the charming streets of nearby Newburgh and Beacon. With a diverse selection of cozy vacation rentals and spacious accommodations, you can enjoy the comforts of home while making unforgettable memories together.

Holiday rentals with weekly discounts - West Point

Showing deals for:Nov 6 - Nov 13

Image gallery for Historic 4 BR Family Home Near Buttermilk Falls & Hudson River, on 5 Acres

George Washington was president when these original hardwood floors were made!
9.8 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)

Historic 4 BR Family Home Near Buttermilk Falls & Hudson River, on 5 Acres

Milton

18% off
Price is $329
$2,302 for 7 nights
All fees included
Historic 4 BR Family Home Near Buttermilk Falls & Hudson River, on 5 Acres

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Find out more about West Point

Why visit West Point

  • Historic U.S. Military Academy: Explore the rich history and stunning architecture of the prestigious West Point Academy.
  • Scenic Hudson Valley: Enjoy breathtaking views and outdoor activities in the picturesque landscape of the Hudson Valley.
  • Family-friendly activities: Engage in various recreational options suitable for all ages, from parks to guided tours.
  • Cultural experiences: Discover local museums and historical sites that showcase the area's heritage.
  • Comfortable accommodations: Choose from cozy vacation rentals and hotels that cater to different preferences and budgets.

Popular types of accommodation in West Point

If you're considering a getaway to West Point, you'll find a variety of appealing vacation rentals to suit your needs. From cozy houses and charming cottages to modern apartments, there's something for everyone. Looking for relaxation? Many rentals offer hot tubs. Explore the best West Point cabins and discover the most popular hotels in the area—perfect for any traveler seeking comfort and convenience.

  • Houses: The top choice for visitors, offering spacious and comfortable living for families or groups in West Point.
  • Apartments: A favored option for couples or solo travelers, providing convenient amenities and a home-like atmosphere.
  • Cottages: Charming and cozy, these rentals offer a quaint retreat amid scenic surroundings.
  • Cabins: A popular selection for nature lovers, perfect for a rustic getaway close to outdoor activities.
  • Villas: Luxurious and spacious, ideal for those seeking a more upscale vacation experience.**

Top attractions near West Point

West Point, New York, offers a delightful blend of family-friendly activities, outdoor adventures, and cultural experiences. Visitors can explore national and urban parks, as well as local medical centers, making it a versatile destination. Whether you're traveling with family or seeking cultural enrichment, West Point has plenty to offer. Don't miss the chance to discover the rich history and stunning landscapes that make this area a unique vacation spot.

  • Bear Mountain State Park: Located 7 miles from West Point, this national park offers breathtaking scenery, adventure-filled outdoor activities, and numerous hiking trails. Its natural beauty is perfect for picnicking and wildlife observation.
  • Dia Beacon: Just 8 miles away, this contemporary art museum features a diverse collection of modern works in a unique industrial space, offering a rich cultural experience.
  • Storm King Art Center: Located 6 miles from West Point, this expansive outdoor sculpture park combines stunning landscapes with impressive artworks, providing a serene cultural experience amidst nature.

Things to do recommended for couples

If you're seeking a romantic getaway in West Point, consider a visit to The Golf Club at Mansion Ridge, located 14 miles away. Enjoy luxury vibes while playing a round of golf or relaxing in the serene surroundings—a perfect setting for couples to create lasting memories together.

Things to do recommended for families

Families will love exploring the historic West Point campus, visiting the West Point Museum, and taking a scenic hike at the nearby Bear Mountain State Park. Don’t miss the exciting boat tours on the Hudson River for breathtaking views and fun together.

Things to do recommended for groups

Groups visiting West Point can explore the historic United States Military Academy, take a guided tour of the West Point Museum, and enjoy a scenic hike at Bear Mountain State Park, which is about 15 miles away, offering breathtaking views of the Hudson River.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in West Point

When planning your trip—whether you're traveling with a group, with family, bringing your pets, or seeking longer accommodations—it's important to use the right filters to match your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to West Point with a group: Think about how many bedrooms you'll require and any additional features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily narrow down your options for all these preferences and more on Vrbo.
  • Traveling to West Point with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to West Point: For many families, a vacation wouldn't feel complete without their beloved pet joining the adventure. If this resonates with you, explore Vrbo listings that welcome pets. Many of these properties come equipped with feeding bowls and beds, ensuring that your furry companion feels just as comfortable as the rest of the family.
  • Planning for a long term stay visiting West Point: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and benefit from monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near West Point

West Point, New York, offers a delightful mix of culture, history, and outdoor adventures, making it an ideal destination for families and travelers seeking a country getaway. Nearby attractions provide a friendly atmosphere and a variety of experiences, from budget-friendly options to luxurious escapes. Whether you're exploring the historic campus of the U.S. Military Academy or enjoying the scenic beauty of the Hudson Valley, West Point is a winter wonderland waiting to be discovered.

  • Newburgh: Located 8 miles from West Point, Newburgh is a vibrant city that offers a mix of family-friendly activities and urban exploration. Visitors can enjoy a variety of shopping options at local malls and boutiques, making it a great destination for retail therapy. The city is also home to educational attractions and a picturesque lake that adds to its charm. Key landmarks include a visitor center and several symbolic sites that reflect the city’s rich history. Newburgh’s waterfront along the Hudson River provides stunning views and opportunities for outdoor activities.
  • Beacon: Also situated 8 miles from West Point, Beacon is a city that draws visitors looking for outdoor adventures and family fun. The area is renowned for its artistic vibe, featuring local theaters and galleries that showcase works from regional artists. Outdoor enthusiasts can explore nearby mountains and parks, perfect for hiking and enjoying nature. Beacon is a great place to unwind with a scenic view of the Hudson River, offering a unique blend of arts, education, and recreational activities that cater to all ages.
  • Fishkill: Just 10 miles from West Point, Fishkill is a family-oriented city known for its outdoor spaces and urban conveniences. The city boasts a variety of shopping centers and malls, making it easy for visitors to find what they need. Fishkill is also home to an exciting theme park, providing entertainment for families and thrill-seekers alike. With its appealing tourist precinct and notable landmarks, such as symbolic sites, Fishkill serves as a delightful stopover for those exploring the Hudson Valley region.

Best time to go to West Point

If you're planning a trip to West Point, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like January to February and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.6°F (-1.9°C)Light RainMostly SunnySlightly LowAverage
February30.4°F (-0.9°C)Light RainMostly SunnySlightly LowSlightly Low
March37.8°F (3.2°C)Light RainMostly SunnyAverageSlightly Low
April48.9°F (9.4°C)Light RainMostly SunnyAverageSlightly Low
May59.4°F (15.2°C)Light RainMostly SunnyAverageSlightly High
June67.5°F (19.7°C)Light RainMostly SunnySlightly HighAverage
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighSlightly High
August71.6°F (22.0°C)Light RainMostly SunnyAverageSlightly High
September64.8°F (18.2°C)Light RainMostly SunnySlightly HighAverage
October54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
November42.6°F (5.9°C)Light RainMostly SunnySlightly LowAverage
December34.9°F (1.6°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you aiming to save on your upcoming trip? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use platform for planning your travels. You can start new trips, continue from where you last stopped, or organize your existing plans all in one place. Your saved or booked properties will be neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

A proud US institution

Around 50 miles up from Manhattan, the venerable US Military Academy of West Point enjoys a commanding vantage point on a leafy hillside overlooking the Hudson River. With a proud military and strategic history, surrounded by beautiful broadleaf forest and craggy peaks, the region draws visitors for its outdoor activities and sports as much for its military history, museum, historic sites and monuments. Choose a West Point vacation rental to immerse yourself in history dating back to the birth of the nation and enjoy the wonderful hiking, biking and skiing trails that crisscross the neighboring hillsides.

A rich heritage in West Point

The West Point Museum is the oldest military museum in the USA, and one of the finest. History buffs will be in heaven visiting significant sites such as the remains of Fort Clinton, Fort Putnam and the site of Sherburne's Redoubt. This is a region rich in military history, with Washington's Headquarters in Newburgh just a 30-minute drive away from West Point vacation rentals. Then, once you've had your fill of historical sites, driving the Shawangunk Wine Trail is a delicious way to make a scenic driving tour of this beautiful region while enjoying the vintages of up to 15 local wineries.

Exploring West Point

It would be remiss to visit West Point without making a tour of the US Military Academy, but there is more to see here besides USMA. Downtown can be explored happily on foot, there are many historic buildings and beautiful parks to discover as well as local shops to browse and a wide range of dining options – from impressive fine dining to atmospheric farm-to-table restaurants. The Storm King Art Center, just 15 minutes from town, is one of the world's leading sculpture parks. It's open seasonally, allowing you to explore its 500 acres of woodland, fields and wildflowers to enjoy more than 100 sculptures by leading artists.

West Point through the seasons

Some major landmarks and sites have seasonal access, so the summer months offer the greatest sightseeing opportunities. With warm summer temperatures reaching into the 80s, it's also a great time of year to explore the local golf courses, trails and parks. The rugged mountains of nearby Bear Mountain State Park offer shaded picnic groves, lake and river fishing access, and a swimming pool – perfect for sunny summer days. In winter, as the temperatures drop and snow falls, the park's hiking, biking trails can be enjoyed by cross-country skiers and its outdoor ice-skating rink opens.

Exploring the natural landscape of West Point

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in West Point. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Hudson Highlands State Park (3.4 mi / 5.5 km)
  • Bear Mountain State Park (6.5 mi / 10.5 km)
  • Franklin D. Roosevelt State Park (10.3 mi / 16.6 km)
  • Algonquin Park (10.5 mi / 16.9 km)
  • Lake Mahopac (11.2 mi / 18 km)
  • Lake Welch Beach (12.4 mi / 20 km)

Transportation to and around West Point

The nearest airport is in Westchester County Airport (HPN), located 25.9 mi (41.6 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Stewart Intl. Airport (SWF), which is 10.1 mi (16.2 km) away.

Frequently asked questions

What is the best area to stay in West Point, New York, United States of America when booking a vacation rental?
When looking for a great area to stay in West Point, New York, the West Point area itself is an excellent choice. This historic location is famous for its military academy, which offers fascinating tours and stunning views of the Hudson River. In addition to the academy, nearby attractions include the picturesque Bear Mountain State Park, great for hiking and enjoying nature, and the scenic views from the summit of Anthony's Nose, which offers breathtaking panoramas of the surrounding landscape.

While West Point has a limited number of vacation rental properties due to its unique character and focus on military history, you can find charming accommodations that provide easy access to these attractions.
How much does it cost to rent a vacation home in West Point?
Prices for vacation rentals in West Point vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in West Point to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for West Point vacation house rentals?
You can find great discounts on house rentals in West Point on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in West Point?
In West Point, vacation houses are the most popular type of rental accommodation, with several options available throughout the area. These properties typically offer spacious living arrangements, with multiple bedrooms, fully equipped kitchens, and comfortable living areas for families or groups. Many of these homes are situated in scenic locations, providing easy access to the picturesque views of the Hudson River and the surrounding natural beauty.
Are there any family house rentals in West Point?
In West Point, New York, there are several family-friendly house rentals available, making it an attractive destination for families looking to explore the area. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play and enjoy the fresh air.

The neighborhood is close to historical sites such as the United States Military Academy, which offers a unique educational experience, and the scenic views along the Hudson River provide excellent opportunities for family outings. Visitors can also enjoy nearby parks and recreational areas, great for hiking and picnicking.
Can I find long-stay vacation rentals in West Point?
A long-stay vacation rental in West Point is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in West Point?
In West Point, travelers will find several pet-friendly house rentals that allow for a comfortable stay while accommodating furry companions. Many of these rentals are equipped with amenities such as spacious backyards, fully equipped kitchens, and cozy living areas, making them ideal for families or groups.

The area surrounding the United States Military Academy offers a unique blend of history and natural beauty, with opportunities for outdoor activities. Nearby parks and trails provide ample space for pets to explore and enjoy the outdoors. West Point's picturesque scenery and proximity to the Hudson River create a serene environment for relaxation and adventure alike.
Are there any remote work vacation rentals in West Point?
In West Point, there are several vacation rentals that cater to remote work needs. Many of these properties offer amenities such as dedicated workspaces, including desks and chairs, which are ideal for productivity during your stay. Additionally, high-speed Wi-Fi is commonly available, ensuring that you can stay connected for work-related tasks.

The area around West Point is scenic, with the Hudson River providing a beautiful backdrop, and the nearby town of Highland Falls offers local shops and dining options for convenience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any West Point vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in West Point with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in West Point?
In West Point, popular vacation rental amenities include balconies and decks or patios, allowing guests to enjoy outdoor spaces with scenic views. Many rentals also feature coffee and tea makers for those who appreciate a warm beverage in the morning. Additionally, accommodations often provide desks and desk chairs, suiting travelers who may need a workspace during their stay.
When is the best time to visit West Point for a vacation rental?
The best time to visit West Point for a vacation rental is during the peak season from May to July, with June being particularly popular among travelers. This vibrant period draws visitors eager to explore the stunning landscapes and rich history of the area, especially as the weather warms up and outdoor activities abound.

In June, temperatures typically range from the mid-50s to the low 80s Fahrenheit, creating an ideal climate for sightseeing, hiking, and enjoying the scenic views along the Hudson River. The lush greenery and blooming flowers make it a picturesque time to take leisurely walks around the West Point campus or visit nearby parks.

For those seeking a more budget-friendly option, January is a great time to consider. While it may be colder, with temperatures often dipping into the low 30s, this month offers a unique opportunity to experience the serene winter landscape and enjoy a quieter atmosphere, superb for reflection and relaxation.

Ultimately, the choice of when to visit West Point depends on your preference for lively summer activities or a tranquil winter escape.
How early should I book a West Point vacation rental?
Book your West Point vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in West Point, New York, United States of America?
In West Point, visitors can explore the historic United States Military Academy, where guided tours provide insights into the academy's rich history and architecture. The scenic views from the Trophy Point overlook are a highlight, offering stunning panoramas of the Hudson River and surrounding mountains. Nearby, the West Point Museum showcases military artifacts and exhibits that detail the academy's heritage.

For outdoor enthusiasts, the surrounding area offers numerous hiking trails, particularly in the Hudson Highlands State Park, providing opportunities for both casual walks and more challenging hikes. Additionally, the West Point campus itself features picturesque grounds great for leisurely strolls.
Can I change or cancel my West Point home rental booking on Vrbo?
To find West Point vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the West Point vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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