Enterprise holiday lettings

We found 73 holiday rentals — enter your dates for availability

Discover a selection of 30 homes, 16 apartments and other holiday rentals in Enterprise that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a fireplace. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

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Choose a holiday rental for your Enterprise getaway

Learn about the unique charm of Enterprise with a stay in a holiday home rental. This city's sightseeing, cafes and local tours draw many visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Enterprise

Are you hoping to discover attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that Enterprise has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Tartan Pines Golf Club (1.4 mi / 2.2 km)
  • Silver Wings Golf Course (9.9 mi / 15.9 km)
  • River Oaks Golf Course (19.8 mi / 31.9 km)

Exploring the natural landscape of Enterprise

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Enterprise is a great place to get out in nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Frank Jackson State Park (24.7 mi / 39.7 km)
  • Beaver Lake (9.4 mi / 15.2 km)
  • Constitution Oak (20 mi / 32.3 km)
  • Sam Dale Park (17 mi / 27.3 km)
  • ED Lisenby Lake Complex (17.2 mi / 27.7 km)

Transport options to and around Enterprise

Fly into Dothan, AL (DHN-Dothan Regional), the closest airport, located 24 mi (38.6 km) from the city centre.

Frequently asked questions

What is the best area to stay in Enterprise when booking a holiday rental?
When considering a holiday rental in Enterprise, Alabama, the downtown area is an excellent choice. This vibrant neighbourhood boasts a charming atmosphere, with a variety of shops, cafes, and restaurants that reflect the local culture. Staying here places you within easy reach of the iconic Boll Weevil Monument, a symbol of the town's resilience and history, as well as the picturesque Enterprise State Community College grounds, which offer lovely walking paths and green spaces.

Another appealing option is the area around the Enterprise Recreation Complex. This family-friendly neighbourhood features numerous parks and recreational facilities, making it great for those who enjoy outdoor activities. The proximity to the Recreation Complex means you'll have access to sports fields, walking trails, and picnic areas, ideal for a relaxing day out.
How much does it cost to rent a holiday home in Enterprise?
Prices for holiday rentals in Enterprise 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 Enterprise 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 Enterprise holiday house rentals?
You can find great discounts on house rentals in Enterprise 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 holiday rental accomodation in Enterprise?
In Enterprise, holiday houses are the most popular type of accommodation, with around 26 available throughout the area. These properties typically offer spacious layouts, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation. Many of them are located in family-friendly neighbourhoods, making them ideal for larger groups or families looking to explore local attractions like the Boll Weevil Monument and the nearby state parks. In addition, there are about 16 apartments available, which provide a more compact living option, often including modern amenities such as Wi-Fi, laundry facilities, and convenient access to local dining and shopping.
Are there any family house rentals in Enterprise?
In Enterprise, Alabama, there is a good selection of family-friendly homes available—approximately 24 in total. This charming city boasts a variety of neighbourhoods that cater to families, offering spacious rooms suitable for group stays. Many of these properties include amenities such as fully equipped kitchens for preparing meals together, expansive living areas for family gatherings, and outdoor spaces for children to enjoy.
Can I rent a holiday home with a pool or hot tub in Enterprise?
In Enterprise, Alabama, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing destination for those seeking relaxation and leisure. The city offers a variety of neighbourhoods where these properties can be found, often within residential areas that provide a peaceful atmosphere.
Can I find long-stay holiday rentals in Enterprise?
A long-stay holiday rental in Enterprise is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Enterprise?
In Enterprise, there are several pet-friendly house rentals available, offering a variety of amenities for travellers. Many of these properties feature spacious living areas, fully equipped kitchens, and outdoor spaces such as gardens or patios, making them ideal for families or groups travelling with pets.
Are there any remote work holiday rentals in Enterprise?
In Enterprise, Alabama, there are numerous remote work-friendly holiday rentals available, with around 33 options to choose from. This charming town offers a variety of properties that cater to the needs of remote workers, featuring essential amenities such as dedicated desks, comfortable desk chairs, and reliable Wi-Fi. Many rentals also come equipped with additional conveniences like safe storage for personal items and computer monitors, ensuring a productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Enterprise holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Enterprise with parking available—perfect for families or travellers 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 Enterprise?
In Enterprise, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, along with microwaves and dishwashers for added convenience. Many properties also offer complimentary Wi-Fi, ensuring that visitors can stay connected during their stay.
When is the best time to visit Enterprise for a holiday rental?
July is the most popular time to visit Enterprise, Alabama, drawing travellers eager to soak up the warm Southern sun and engage in various outdoor activities. The peak season spans from May to July, when the weather is typically hot and humid, making it ideal for enjoying the local parks and attractions such as the captivating Boll Weevil Monument.

During this summer period, temperatures can soar into the low 30s Celsius, creating a lively atmosphere superb for hiking, picnicking, and exploring the charming downtown area. Visitors can take advantage of the long days to experience everything from local festivals to water sports at nearby lakes.

For those seeking a more budget-friendly option, consider visiting in November. This month offers a pleasant climate for outdoor exploration, with milder temperatures averaging around 20 Celsius, making it comfortable for leisurely strolls and enjoying the stunning autumn foliage. You'll also find that attractions are less crowded during this time, allowing for a more relaxed experience.
How early should I book a Enterprise holiday rental?
Book your Enterprise holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Enterprise home rental booking on Vrbo?
To find Enterprise holiday 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 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 travellers 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 cosy cabin or a beach house, 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 Enterprise holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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