Enterprise vacation rentals

We found 80 vacation rentals — enter your dates for availability

Discover a selection of 44 homes, 15 apartments, and other vacation rentals in Enterprise that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the amenities you expect for your stay, which might include parking and a garden. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Enterprise

Why visit Enterprise

  • Charming downtown area: Stroll through Enterprise's picturesque downtown, featuring local shops and delightful eateries.
  • Outdoor adventures: Enjoy the city's scenic parks, perfect for families and outdoor enthusiasts alike.
  • Military history: Explore local museums that showcase Enterprise's rich military heritage and history.
  • Welcoming atmosphere: Experience the warm hospitality of Enterprise, making it an inviting destination for all travelers.
  • Diverse accommodations: Choose from a variety of rentals, including cozy cottages and modern apartments for a comfortable stay.

Popular types of accommodation in Enterprise

Planning a getaway to Enterprise? Discover the perfect accommodation options that suit your needs. From houses and cozy cottages to modern apartments, Enterprise offers a variety of rentals designed for comfort and relaxation. Whether you're looking for air conditioning or an ideal house rental, you’ll find plenty of options to make your stay enjoyable. Start exploring the best vacation rentals in Enterprise today.

  • Houses: The top choice for travelers in Enterprise, offering spacious accommodations ideal for families, friends, or couples seeking a home-like experience.
  • Apartments: A popular selection for visitors, providing convenient city living with essential amenities for a comfortable stay.
  • Cottages: Charming and cozy, these rentals are perfect for those looking for a quaint getaway in the countryside.
  • Cabins: Ideal for nature lovers, cabins offer a rustic experience with beautiful surroundings for a peaceful retreat.**

Top attractions in and around Enterprise

Enterprise, Alabama, offers a delightful blend of outdoor scenery and romantic getaways, making it perfect for various travelers. Explore the city's urban parks, delve into military history at local museums, and admire notable monuments. Whether you're seeking family-friendly activities or a vibrant city experience, Enterprise has something for everyone to enjoy. Don't miss the chance to immerse yourself in the charm of this inviting destination.

  • Boll Weevil Monument: This unique monument celebrates the boll weevil's impact on the cotton industry and serves as a symbol of resilience. Located in the heart of Enterprise, it captures the town's rich agricultural history and culture.
  • Army Aviation Museum: Situated 8 miles from Enterprise, this military museum showcases an impressive collection of aircraft and artifacts, highlighting the history of Army aviation. It's a must-visit for history enthusiasts and those interested in military culture.
  • Westside Park: A beautiful urban park in Enterprise, Westside Park offers family-friendly facilities, walking trails, and picnic spots, making it perfect for outdoor activities and relaxation in a scenic setting.

Things to do recommended for couples

Seeking a romantic getaway in Enterprise? Explore the beautiful gardens at the Enterprise State Community College, or take a leisurely walk around the historic downtown. For a special evening, enjoy a cozy dinner at a local restaurant featuring Southern cuisine, perfect for couples wanting to connect.

Things to do recommended for families

Families visiting Enterprise can explore the beautiful parks like Johnny Henderson Park, perfect for picnics and outdoor fun. The Enterprise State Community College offers educational programs, while the nearby Alabama Aviation Museum provides an exciting glimpse into aviation history, making for a memorable family experience.

Things to do recommended for groups

Groups visiting Enterprise can experience the historic Boll Weevil Monument, enjoy a picnic at the scenic Johnny Henderson Park, and explore local shops and restaurants in the downtown area for a taste of Southern hospitality.

*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 Enterprise

If you're traveling with a group, bringing your family, taking your pets, or planning an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Enterprise with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and much more on Vrbo.
  • Traveling to Enterprise with young kids: Traveling with young kids can be quite a task. 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 Enterprise: For many families, a vacation wouldn't feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Enterprise: If you're in search of vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on 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 Enterprise

Enterprise, Alabama, offers a delightful blend of outdoor adventures and scenic beauty, perfect for family-friendly vacations or romantic getaways. Explore the charming downtown area, discover rentals that suit your needs, and take in the vibrant atmosphere of nearby neighborhoods. Don't miss the opportunity to visit nearby cities, each with its unique vibe, while enjoying the warm hospitality that makes Enterprise a fantastic destination for all types of travelers.

  • Daleville: Located a mere 8 miles from Enterprise, Daleville offers travelers a serene escape with its stunning outdoor scenery. Known for its romantic ambiance, the city is perfect for a leisurely getaway. Visitors can enjoy activities at the local golf courses or unwind at a country private club. The town is home to several notable landmarks, including a picturesque lake and a modern civic government building, making it a charming spot to explore while soaking in the Southern hospitality.
  • Fort Rucker: Also just 8 miles from Enterprise, Fort Rucker is a vibrant city known for its adventurous spirit and scenic beauty. It serves as a recreational haven, featuring expansive outdoor areas and a resort for relaxation. The local attractions include a beautiful lake, a national state park, and an aviation museum that showcases the rich history of military aviation. Whether you’re hiking the trails or enjoying a picnic by the lake, Fort Rucker promises an exciting travel experience.
  • New Brockton: Situated only 7 miles from Enterprise, New Brockton is a quaint city that invites visitors to experience its outdoor charm and romantic settings. The area boasts recreational parks and educational venues that cater to families and nature lovers alike. Local landmarks such as beaches and serene lakes provide a perfect backdrop for relaxation and exploration. The tight-knit community atmosphere makes New Brockton a delightful stop on your Alabama adventure.

Best time to go to Enterprise

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January49.3°F (9.6°C)Light RainMostly SunnyAverageSlightly Low
February54.0°F (12.2°C)Light RainMostly SunnySlightly LowSlightly Low
March59.9°F (15.5°C)Light RainMostly SunnySlightly LowAverage
April66.2°F (19.0°C)Light RainMostly SunnySlightly LowAverage
May73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
June79.9°F (26.6°C)Light RainMostly SunnyAverageSlightly High
July81.1°F (27.3°C)Light RainMostly SunnySlightly HighAverage
August80.8°F (27.1°C)Light RainMostly SunnySlightly HighSlightly Low
September77.0°F (25.0°C)Light RainMostly SunnyAverageAverage
October68.4°F (20.2°C)Light RainMostly SunnySlightly HighAverage
November57.9°F (14.4°C)Light RainMostly SunnyAverageSlightly High
December53.4°F (11.9°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you aiming to save on your upcoming journey? Being flexible with your travel dates could lead to better pricing, as rates often fluctuate. Additionally, consider the benefits of booking a longer stay, which can lead to substantial savings. To discover a Vrbo property that aligns with your budget, feel free to utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform for planning your next getaway, allowing you to continue from where you last stopped or to review and organize your travel plans. You’ll see your saved or booked properties neatly categorized into Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Enterprise getaway

Learn about the unique charm of Enterprise with a stay in a private vacation home. This city's sightseeing, cafes and local tours draw many visitors. Whether you're planning a family holiday, romantic stay or friends trip, vacation 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 while you're in town? Venture out of your cozy vacation rental and experience everything that makes Enterprise a fun place to get away. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 an active traveler or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Enterprise. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Frank Jackson State Park (24.7 mi / 39.7 km)
  • Beaver Lake (9.4 mi / 15.2 km)
  • Buckhorn Lake (10.6 mi / 17.1 km)
  • Sam Dale Park (17 mi / 27.3 km)
  • Constitution Oak (20 mi / 32.3 km)

Transportation options to and around Enterprise

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

Frequently asked questions

What is the best area to stay in Enterprise, Alabama, United States of America when booking a vacation rental?
When considering a vacation rental in Enterprise, Alabama, the downtown area is an excellent choice. This vibrant neighborhood offers a charming atmosphere with a variety of dining and shopping options. One of the highlights of downtown is the stunning Boll Weevil Monument, which celebrates the city's agricultural history and is a favorite photo spot for visitors. Additionally, you'll find the Enterprise State Community College nearby, which hosts various events and activities throughout the year.

Another appealing area is the vicinity around the city's parks, particularly the beautiful Johnny Henderson Family Park. This location is superb for families, featuring playgrounds, walking trails, and picnic areas, making it an ideal spot for relaxation and outdoor activities.

In terms of vacation rentals, Enterprise offers a diverse selection, with numerous properties available to suit different preferences and budgets.
How much does it cost to rent a vacation home in Enterprise?
Prices for vacation 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 vacation 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 vacation rental accomodation in Enterprise?
In Enterprise, vacation houses are the most popular type of rental accommodation, with around 36 available throughout the area. These homes typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them superb for families or groups looking for comfort and convenience. Many vacation houses also include outdoor spaces such as patios or gardens, ideal for relaxation after a day of exploring the local attractions. Additionally, there are about 14 apartments available, which provide a cozy alternative, often equipped with essential amenities like kitchen facilities and living areas. For those seeking a quaint experience, several cottages are also offered, adding a charming touch to the variety of rental options in Enterprise.
Are there any family house rentals in Enterprise?
In Enterprise, Alabama, there are numerous family-friendly homes available, with around 21 options throughout the area. This charming town is known for its welcoming atmosphere and rich history, making it an excellent choice for families. Many of these properties offer spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play safely. Amenities such as Wi-Fi and air conditioning are typically included, ensuring a comfortable stay for all guests.

Visitors can explore nearby attractions like the Enterprise State Community College, which hosts various events, and the famous Boll Weevil Monument, a unique landmark that highlights the town's agricultural history.
Can I rent a vacation home with a pool or hot tub in Enterprise?
In Enterprise, Alabama, there are several vacation homes available for rent that feature pools or hot tubs, making it a great option for travelers looking to relax and unwind. Many of these properties are situated in family-friendly neighborhoods and offer amenities such as private pools, spacious outdoor areas, and fully equipped kitchens for convenient meal preparation. You'll also find homes with inviting outdoor lounges and barbecue facilities, great for enjoying the warm Alabama weather.
Can I find long-stay vacation rentals in Enterprise?
A long-stay vacation rental in Enterprise 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 Enterprise?
In Enterprise, there are numerous pet-friendly house rentals available, with around 20 options to choose from. Travelers can expect a variety of amenities in these homes, including spacious backyards for pets to enjoy, fully equipped kitchens for convenient meal preparation, and comfortable living areas for relaxation. Many properties may also feature outdoor spaces such as decks or patios, great for enjoying the pleasant Alabama weather.

While exploring the area, pet owners can take advantage of nearby parks and recreational areas, which provide great opportunities for walks and outdoor activities with their furry friends.
Are there any remote work vacation rentals in Enterprise?
In Enterprise, Alabama, there are numerous remote work vacation rentals available, with about 46 options to choose from. Travelers can expect properties equipped with reliable Wi-Fi, ensuring a productive work environment. Many accommodations offer dedicated workspaces or comfortable living areas that can serve as an office setup.

The town itself is known for its charming southern hospitality and offers local attractions such as the Boll Weevil Monument and the nearby Enterprise State Community College. Additionally, amenities like fully equipped kitchens and laundry facilities are common, allowing for a convenient and comfortable stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Enterprise vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Enterprise 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 Enterprise?
In Enterprise, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare meals during their stay. Many rentals also offer onsite parking, making it convenient for guests with vehicles. Outdoor spaces such as decks or patios are common, providing a pleasant area to relax and enjoy the surroundings. Additionally, coffee and tea makers are frequently found in these rentals, suiting the needs of those who enjoy a warm beverage. For pet owners, many properties in Enterprise permit pets, making it easier for families to travel with their furry friends.
When is the best time to visit Enterprise for a vacation rental?
The best time to visit Enterprise for a vacation rental is during the peak season, which spans from May to July. This lively period is particularly popular among families and travelers looking for a mix of outdoor fun and cultural experiences. With warm temperatures averaging in the mid-70s to mid-90s Fahrenheit, it's an ideal time for activities such as exploring local parks, enjoying water sports, or participating in community events.

July stands out as the most popular month, drawing visitors eager to engage with the vibrant local atmosphere and attend various festivals. The longer days and abundant sunshine create superb conditions for those seeking adventure while exploring the rich history and natural beauty that Enterprise has to offer.

If you're looking for a more budget-friendly experience, consider planning your visit in November. This month brings a quieter charm to Enterprise, allowing you to savor the beauty of the changing seasons without the hustle and bustle of peak tourist activity. It's a great time for leisurely strolls through the scenic parks or enjoying a cozy evening in a vacation rental.

Ultimately, your choice of when to visit Enterprise will depend on your preference for vibrant summer activities or a peaceful escape during the fall.
How early should I book a Enterprise vacation rental?
Book your Enterprise 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 Enterprise, Alabama, United States of America?
In Enterprise, Alabama, visitors can discover a variety of attractions that highlight the area's rich history and natural beauty. The iconic Boll Weevil Monument, located in the downtown area, serves as a symbol of the town's resilience and agricultural heritage. Nearby, the Enterprise State Community College features beautiful grounds and hosts various community events.

For those interested in the outdoors, the picturesque Frank Jackson State Park offers opportunities for hiking, fishing, and picnicking, with scenic views of the park's lake and lush surroundings. The park is just a short drive from the city center, making it an accessible spot for vacationers looking to enjoy nature.

Additionally, the local shops and restaurants in the downtown district provide a charming atmosphere to explore, offering a taste of Southern hospitality.
Can I change or cancel my Enterprise home rental booking on Vrbo?
To find Enterprise 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 Enterprise 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.

More Vacation Ideas