Discover Your Perfect Enterprise Vacation Homes

Best Vacation Homes in Enterprise

|
9.0 (1 Review)
Apartment
Court St Suite
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Enterprise Vacation Rentals

Enterprise Luxury Rentals

See More Enterprise Luxury Vacation Rentals
Find More Enterprise Villas, Resorts, & Rentals on BedroomVillas

Enterprise Pet Friendly Vacation Rentals

See More Pet-Friendly Vacation Rentals in Enterprise on PetFriendly.io

Why Choose Rent By Owner for your Enterprise Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Enterprise

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here allows you to experience the region's unique charm and natural beauty at its best, ensuring your stay in Enterprise, West Virginia, USA, aligns perfectly with your preferences for weather and local events.

Peak Season Highlights

summer
Summer (June to August)

This is the most popular time to visit the area, as the warm weather makes outdoor activities and exploring more enjoyable. Expect higher demand for vacation rentals during these months.

Average Temperature Daytime: Above 80°F - Nighttime: Mid 60s°F
autumn
Fall (September to November)

Experience the region’s vibrant fall foliage, attracting visitors seeking scenic views and outdoor adventures. Vacation rentals tend to book quickly in this season of natural beauty.

Average Temperature Daytime: Mid 70s°F - Nighttime: Low 50s°F

Off-Season Highlights

image
Winter (December to February)

The quiet winter months offer a peaceful retreat with fewer visitors. It’s an ideal time for those seeking tranquility and lower rates on vacation rentals.

Average Temperature Daytime: Upper 30s°F to 40s°F - Nighttime: Low 20s°F
image
Spring (March to May)

As the region awakens from winter, spring provides a mild climate and blooming scenery. This shoulder season often features better availability and competitive prices for vacation rentals.

Average Temperature Daytime: 50s°F to 60s°F - Nighttime: Low 40s°F

Weekly Weather Forecast for Enterprise

How to Book Your Enterprise 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 Enterprise

More Top-Rated Vacation Rentals in Enterprise 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 seating areas like patios or decks to relax and take in the scenic views of the region.
  • Take advantage of private grilling stations ideal for preparing meals amid the natural surroundings.
  • Benefit from spacious yards or gardens perfect for outdoor activities or simply unwinding in the fresh air.
  • Make good use of nearby hiking trails or nature paths accessible directly from your accommodation.
  • Revel in outdoor fire pits for cozy evenings under the stars with family or friends.
  • Utilize picnic areas or tables for outdoor dining experiences amidst the area's lush landscape.
  • Access scenic viewpoints or lookout spots often included with properties here, offering stunning vistas of the region's natural beauty.

Top Attractions Around Enterprise

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities such as exploring scenic hiking trails, fishing in tranquil streams, and experiencing the natural beauty that makes this destination a perfect retreat for outdoor enthusiasts.

image
image

Family Activities

  • Harpers Ferry National Historical Park: Explore this significant historic site where your family can learn about Civil War history and enjoy scenic views along the Potomac River.
  • Charles Town Races & Slots: Experience family-friendly entertainment with live horse racing, casino gaming, and special events suitable for all ages in the area.
  • Harper's Ferry Adventure Center: Engage in outdoor adventures such as zip-lining, whitewater rafting, or tubing, offering fun-filled activities for the whole family.
  • Appalachian Trail Access Points: Take family hikes or nature walks on sections of the Appalachian Trail that meander through the region, showcasing its stunning natural beauty.
image

Adult Activities

  • Hiking the Appalachian Trails: Explore the scenic beauty of the Appalachian trails that pass through the region, perfect for outdoor enthusiasts seeking breathtaking views and nature immersion.
  • Visiting Local Historic Sites: Discover the area's rich history by touring local landmarks, offering a glimpse into the region's past and cultural heritage.
  • Fishing in Scenic Waters: Enjoy fishing in nearby lakes and rivers, providing a relaxing way to experience the natural tranquility of this destination.
  • Exploring Nature Reserves: Wander through protected areas and wildlife preserves to observe native flora and fauna, ideal for nature lovers looking for peaceful retreats.

Enterprise Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the region's scenic trails to enjoy outdoor activities and discover the area's natural beauty during your stay.
  • Plan Visits to Nearby Attractions: Discover nearby points of interest that showcase the region’s history and culture for a well-rounded experience.
  • Choose Your Accommodation Wisely: Select a vacation rental that offers comfort and convenience, placing you close to key attractions and outdoor recreation spots.
  • Engage with the Community: Immerse yourself in local events and activities to get an authentic taste of life here and make lasting memories.

Transportation Options

  • Enterprise Regional Airport: This is the most convenient air travel option, offering regional flights to connect you to larger airports nationwide.
  • Rental Car Services: Several rental agencies operate in the area, providing flexible transportation to explore here and nearby attractions at your own pace.
  • Public Transit: Local bus services serve the region, offering an affordable way to get around within Enterprise and the surrounding communities.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber and Lyft are available for quick and direct transportation throughout this destination.

Local Customs Options

  • Southern Hospitality: Visitors often notice the warm and welcoming attitude that embodies the friendly spirit of this mountain community.
  • Local Folk Traditions: Engaging with regional crafts and storytelling offers a glimpse into the rich cultural heritage here.
  • Seasonal Festivals: Participating in seasonal events highlights the area's vibrant community life and deep-rooted customs.
  • Respect for Nature: Emphasizing conservation and outdoor etiquette reflects the region’s appreciation for its scenic landscapes.

Frequently Asked Questions About Enterprise?

1. What are the top vacation rentals in Enterprise?

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

2. How many vacation rentals have private pools in Enterprise?

There are 7 vacation rentals with private pools near Enterprise. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Enterprise are best for families?

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

4. How many Rentbyowner vacation rentals are available in Enterprise?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 79 in the Enterprise 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 Enterprise. 

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

Cancellation policies vary depending on the host and specific property listings. It is recommended to review the individual rental’s cancellation terms directly on the listing or contact the owner for detailed information.

6. How do I ensure the vacation rental meets my needs before booking?

You can verify amenities, house rules, and property details by reviewing the listing description and photos carefully. Reaching out to the host with any questions can also help ensure the rental aligns with your preferences.

7. Are there any additional fees associated with booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are often listed within the booking details. Be sure to read all fee-related information on the listing page before confirming your reservation.

8. Is there a minimum stay requirement for vacation rentals in this region?

Minimum stay requirements vary by property. Details about length of stay are specified on each listing, so reviewing those details will help you plan your visit accordingly.

9. What steps should I follow if I need assistance during my stay in a vacation rental here?

Host contact details are provided in the listing, and many properties include support options for guest assistance. For urgent issues, contacting the host directly or using the platform’s support channels is recommended to ensure prompt resolution.