West Point vacation rentals

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Discover a selection of vacation rentals in West Point that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, such as air conditioning and a pool. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - West Point

Showing deals for:Oct 10 - Oct 17
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Find out more about West Point

Why visit West Point

  1. Historic Academy: Visit the prestigious United States Military Academy at West Point, which offers rich history and stunning architecture.
  2. Breathtaking Views: Enjoy spectacular views of the Hudson River and surrounding landscapes, perfect for outdoor enthusiasts.
  3. Family-Friendly Activities: Engage in a variety of activities suitable for all ages, from parks to local attractions.
  4. Charming Accommodations: Choose from cozy vacation rentals, including cottages and private homes for a comfortable stay.
  5. Serene Nature: Explore nearby rural Bedford and its peaceful atmosphere, ideal for relaxation and exploration.

Popular types of accommodation in West Point

Discover the perfect getaway in West Point with our diverse selection of vacation rentals. Whether you prefer a spacious colonial home, a cozy cottage, or a modern apartment, we have options to suit every traveler. Enjoy relaxing in a villa with a hot tub or opt for a whole home for ultimate privacy. No matter your choice, West Point offers a unique blend of comfort and charm for an unforgettable experience.

  • Apartments: The top choice for visitors seeking comfortable and convenient stays in West Point, offering a home-like atmosphere.
  • Houses: Ideal for families or groups, these homes provide spacious living and a sense of privacy during your getaway.
  • Cottages: Quaint and charming, cottages offer a cozy retreat in a picturesque setting, perfect for relaxation.
  • Cabins: Rustic and inviting, cabins are great for those wanting an escape into nature while enjoying modern amenities.
  • Caravan Parks: A budget-friendly option, caravan parks provide a laid-back environment for travelers with camper vans or RVs.**

Top attractions in West Point

West Point, New York, is an ideal destination for families and outdoor enthusiasts alike. Visitors can explore a variety of attractions, including modern colleges and universities, national and state parks, and urban parks. The area offers a rich cultural experience, making it perfect for those seeking family-friendly activities and outdoor adventures. Discover the unique blend of history and nature that West Point has to offer during your vacation.

  1. United States Military Academy: A prestigious military institution, this academy offers a glimpse into the training of future leaders of the Army. Visitors can explore the beautiful campus and learn about its rich history and traditions, located 3 miles from West Point.
  2. Bear Mountain State Park: A picturesque state park perfect for outdoor enthusiasts, featuring hiking trails, scenic views, and diverse wildlife. Enjoy picnicking or take in the breathtaking scenery, just 7 miles away from West Point.
  3. Dia Beacon: A contemporary art museum showcasing large-scale installations and works by renowned artists. It provides a unique cultural experience and is situated 8 miles from West Point.

Things to do recommended for couples

Planning a romantic getaway in West Point? Visit Brotherhood Winery for a cozy wine tasting, catch a live show at The Falcon for a delightful evening, or enjoy a round of golf at The Golf Club at Mansion Ridge for a touch of luxury. Perfect for couples!

Things to do recommended for families

Families visiting West Point can cheer on teams at Michie Stadium, splash around at SplashDown Beach waterpark, or unwind at Peekskill Landing Park for a relaxing day outdoors. These activities offer a perfect blend of sports, adventure, and tranquility for a memorable family vacation.

Things to do recommended for groups

Groups visiting West Point can shop at Woodbury Common Premium Outlets, enjoy a round of golf at the scenic West Point Golf Course, and experience a captivating performance at the Eisenhower Hall Theater, all while soaking in the local culture and outdoor atmosphere.

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, enjoying a family getaway, bringing along your pets, or seeking longer accommodations—it's important to prioritize your needs in the search process. Here are some helpful booking tips for using Vrbo.

  • Traveling to West Point with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to West Point with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to West Point: For many families, a vacation isn't truly fulfilling without their furry companions. If this resonates with you, consider exploring Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting West Point: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in West Point

West Point, New York, offers a unique blend of family-friendly activities, rich history, and stunning outdoor landscapes. Explore the breathtaking views of the Hudson River, visit the renowned United States Military Academy, and enjoy the serene atmosphere of nearby rural Bedford. Whether you're looking for budget-friendly options or relaxing getaways, West Point and its charming surroundings provide an unforgettable experience filled with culture and friendly locals.

  • Tarrytown: Tarrytown is a charming city located 22 miles from West Point, renowned for its picturesque landscapes and vibrant community. Visitors can enjoy a delightful mix of family-friendly activities and outdoor experiences, with attractions such as local parks, a bustling shopping area, and a theater district that hosts various performances. The historic sites in Tarrytown, including landmarks that reflect its rich history, make it an intriguing stop. The city's proximity to the Hudson River enhances its appeal, allowing for scenic strolls along the waterfront. Whether you're shopping at unique boutiques or enjoying a meal at a local eatery, Tarrytown offers a welcoming atmosphere for all.
  • Newburgh: Located just 8 miles from West Point, Newburgh is a vibrant city that offers a blend of family fun and outdoor adventures. The city is home to numerous parks and a beautiful lake, perfect for leisurely picnics or active days on the water. Visitors can explore shopping centers and malls, providing ample opportunities for retail therapy. Newburgh's visitor center is an excellent resource for learning about the city's rich heritage and planned activities. With its charming waterfront and historic neighborhoods, Newburgh is an ideal destination for families seeking both relaxation and exploration.
  • Poughkeepsie: Poughkeepsie is a city located 22 miles from West Point that promises an outdoor adventure for visitors. Known for its stunning natural beauty and recreational activities, Poughkeepsie offers access to parks, lakes, and scenic trails. The city features a modern college university, which adds an educational vibe to the area. Shopping enthusiasts will find a variety of options, while those seeking adventure can engage in skiing during the winter months. With its beautiful surroundings and rich cultural offerings, Poughkeepsie is a fantastic destination for families and adventure seekers alike.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January28.6°F (-1.9°C)Light RainMostly SunnySlightly LowSlightly Low
February30.4°F (-0.9°C)Light RainMostly SunnySlightly LowSlightly Low
March37.8°F (3.2°C)Light RainMostly SunnyAverageAverage
April48.9°F (9.4°C)Light RainMostly SunnyAverageAverage
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 HighAverage
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 SunnyAverageSlightly High
November42.6°F (5.9°C)Light RainMostly SunnySlightly LowAverage
December34.9°F (1.6°C)Light RainMostly SunnyAverageSlightly Low

Booking with Vrbo is simple

Are you eager to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect option for your needs!

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash™ on the full booking amount. Being the organizer certainly has its rewards! Join our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash™ on qualifying stays. Sign up today and begin your journey to earning!

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan new adventures, pick up right where you left off, or manage your travel arrangements. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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

How much does it cost to rent a vacation rental in West Point?
A range of factors can influence the price of a vacation rental in West Point, such as the time of year, property type and length of stay. But, all of our vacation homes have one thing in common --- excellent value. Just enter your travel dates to find your perfect match.
How much does it cost to rent a beach house in West Point?
When you travel and the style and size of the property will help determine the cost of your beachside vacation rental. Put in your West Point travel dates to view your available options on Vrbo. Did someone just say "private pool"? Use the filters to pick the features and amenities you want.
What are popular rental amenities in West Point?
WiFi, a fridge and concierge services head the list of most popular rental amenities in West Point. Whether you're heading away as a party of one, with your better half or a bunch of friends, Vrbo can help you find a vacation rental that matches your style with all the features you'll enjoy.
What are the top attractions for families in West Point?
There are plenty of exciting things to see and do with the family in West Point, such as:

  • Michie Stadium
  • West Point Golf Course
  • Eisenhower Hall Theater

How old do you have to be to rent a vacation rental in West Point?
We recommend you check with the West Point vacation rental you'd like on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.
How long can I rent a vacation rental in West Point for?
The length of time you can rent a vacation rental in West Point is up to the property. Just enter your preferred travel dates to display a list of options offering extended stays. With lots of amenities such as washing machines and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to discover a perfect place to call your home away from home in West Point.
Does Vrbo offer discounts for vacation homes in West Point?
Whether you're eyeing off one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to score some fantastic bargains and discounts on Vrbo. From short stays to extended vacations, we've got the perfect space for your next West Point escape.

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