Discover Your Perfect West Point Vacation Homes

Best Vacation Homes in West Point

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West Point Luxury Rentals

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West Point Pet Friendly Vacation Rentals

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8.6 (243 Reviews)
Hotel
Cold Spring Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Pet-Friendly Vacation Rentals in West Point on PetFriendly.io

Why Choose Rent By Owner for your West Point Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit West Point

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as the best seasons for exploring the region depend on whether you prefer outdoor activities, vibrant fall foliage, or peaceful winter scenery.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences warm and inviting weather, making it ideal for enjoying outdoor activities and scenic views. Expect lively local events and a bustling atmosphere that attracts many visitors seeking a vibrant experience.

Average Temperature Daytime: around 80°F (27°C) - Nighttime: around 60°F (16°C)
autumn
Fall (September to November)

In the fall, the region becomes a picturesque setting with colorful foliage, drawing visitors who want to immerse themselves in natural beauty and cooler temperatures. This season offers a serene environment perfect for outdoor exploration and relaxation.

Average Temperature Daytime: around 70°F (21°C) - Nighttime: around 45°F (7°C)

Off-Season Highlights

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Winter (December to February)

The winter months bring colder weather and quieter surroundings, providing a peaceful escape from the busy peak seasons. While outdoor activities may be limited due to snow, this is an excellent time for cozy stays and enjoying the tranquil ambiance of the area.

Average Temperature Daytime: around 35°F (2°C) - Nighttime: around 20°F (-6°C)
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Spring (March to May)

As the region transitions into spring, the landscape begins to bloom, offering a fresh and invigorating atmosphere. Visitor numbers tend to decrease, making it a great opportunity to explore comfortably and find favorable rental deals.

Average Temperature Daytime: around 55°F (13°C) - Nighttime: around 35°F (1°C)

Weekly Weather Forecast for West Point

How to Book Your West Point Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in West Point

More Top-Rated Vacation Rentals in West Point Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining spaces perfect for relaxing meals amidst scenic views in this destination.
  • Take advantage of private patios or decks that offer a serene setting to unwind after your day of exploring.
  • Discover spacious yards or gardens ideal for outdoor activities and family gatherings.
  • Make the most of outdoor grills to prepare delicious barbecues in the fresh air.
  • Relax by a private swimming pool, providing a refreshing escape during warmer months.
  • Utilize shared or private outdoor fire pits for cozy evenings under the stars.
  • Access well-maintained hiking trails or scenic landscapes close to your home base for outdoor adventures in the region.

Top Attractions Around West Point

What attractions are nearby?

During your stay, you'll find a variety of outdoor activities and scenic spots nearby, allowing you to enjoy the natural beauty and historical charm that this destination offers in the region.

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Family Activities

  • West Point Museum: Explore the rich military history and interactive exhibits at this museum, ideal for engaging the whole family during your stay here.
  • Storm King Art Center: Discover outdoor art installations nestled in the scenic landscape, offering a unique cultural experience perfect for family outings in the region.
  • Bear Mountain State Park: Enjoy hiking, picnicking, and breathtaking views of the Hudson River within this expansive park, making it a great spot for outdoor family fun.
  • Fort Montgomery State Historic Site: Step back in time as you explore historical fortifications that provide an educational and entertaining experience for children and adults alike.
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Adult Activities

  • Historic West Point Tour: Explore the renowned military academy’s grounds and learn about its storied history through guided or self-guided tours.
  • The Hudson River Waterfront: Enjoy scenic walks, relaxing picnics, or boat cruises along the picturesque river that frames this region's natural beauty.
  • West Point Museum: Discover a diverse collection of military artifacts and exhibits that offer insight into the area's rich military heritage.
  • Thayer Hotel Experience: Indulge in fine dining or simply appreciate the historic hotel’s architecture while taking in stunning views of the surrounding landscape.

Other Places to Stay in West Point, NY

United States Military Academy
United States Military Academy Vacation Rentals
Michie Stadium
Michie Stadium Vacation Rentals
Eisenhower Hall Theater
Eisenhower Hall Theater Vacation Rentals
More Places to Stay Near West Point

West Point Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Routes Ahead: Familiarize yourself with local roads and transportation options to efficiently explore this destination without missing key sights or experiences.
  • Book Early for Popular Seasons: Secure your preferred vacation rentals during peak times to ensure availability and get the best rates in the area.
  • Explore Nearby Natural Scenery: Take advantage of opportunities to enjoy outdoor activities and scenic views that highlight the region's natural beauty.
  • Connect with Local Resources: Use local visitor centers or online guides to discover insider tips and hidden gems around here, enhancing your stay.

Transportation Options

  • West Point Bus Service: This reliable local bus service offers convenient transportation around the area, making it easy for you to explore without a car.
  • Amtrak Rail Line: The nearby Amtrak station connects you to major cities and provides scenic train rides through this scenic region.
  • Private Car Services: Several private transportation providers offer tailored car services, giving you flexibility and comfort during your stay here.
  • Regional Taxi and Rideshare: Taxis and rideshare options like Uber and Lyft are readily available for quick trips across the area and surrounding regions.

Local Customs Options

  • Respect for Military Heritage: You’ll notice a strong appreciation for the region's military history, often reflected during local commemorations and parades.
  • Traditional American Cuisine: The area embraces classic American dishes, with many eateries serving locally inspired comfort food that reflects its historical roots.
  • Community Gatherings: You can participate in seasonal festivals and events that foster a sense of camaraderie among residents and visitors alike.
  • Preservation of Natural Beauty: Locals prioritize outdoor activities and conservation efforts, making the region ideal for exploring scenic parks and historic sites.

Frequently Asked Questions About West Point?

1. What are the top vacation rentals in West Point?

There are a lot of options in West Point. If you plan on staying in the West Point area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in West Point:

2. Which vacation homes in West Point are best for families?

If you are looking for a family-friendly vacation home in West Point, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in West Point:

3. How many Rentbyowner vacation rentals are available in West Point?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 72 in the West Point area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in West Point. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property; please review the specific listing details or contact the owner directly to understand the terms and any applicable fees.

5. How do I confirm my reservation for a vacation rental here?

Reservations are secured once you complete the booking process on the listing page. For additional confirmation or questions, reaching out to the property owner can ensure your stay is properly arranged.

6. Are there any house rules or restrictions I should be aware of before booking?

Yes, each vacation rental may have its own set of rules, such as pet policies, smoking restrictions, or maximum occupancy. These details are provided in the listing, and contacting the owner can clarify any specific requirements.

7. What amenities are typically included with vacation rentals in this region?

Most listings offer essential amenities like Wi-Fi, parking, and kitchen facilities. For a complete list of what's included, check the individual property details or ask the owner directly.

8. Is it possible to make special requests or modifications to my booking?

Yes, many property owners are willing to accommodate special requests. It's best to communicate your needs directly through the listing platform or contact the owner before finalizing your reservation.