Enterprise vacation rentals

We found 73 vacation rentals — enter your dates for availability

Discover a selection of 30 homes, 16 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.

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Find out more about Enterprise

Why visit Enterprise

  • Outdoor Adventures: Enterprise is perfect for nature lovers, offering parks and scenic areas for hiking and exploring.
  • Romantic Getaways: The charming atmosphere makes it an ideal destination for couples looking to relax together.
  • Family-Friendly Activities: There are various attractions suitable for families, ensuring fun for all ages.
  • Unique Neighborhoods: Explore nearby Daleville, known for its welcoming vibe and affordable vacation homes.
  • Diverse Accommodations: A wide range of vacation rentals, from cozy cottages to spacious homes, caters to every traveler’s needs.

Popular types of accommodation in Enterprise

Vrbo offers a variety of vacation rentals in Enterprise, perfect for any type of traveler. Whether you're looking for houses, cozy cottages, or spacious apartments, we have options to suit your needs. Explore family-friendly listings, single-family homes, and affordable townhome rentals nearby. Whatever your preference, you’ll find the ideal place to relax and enjoy your getaway in Enterprise.

  • Houses: The top choice for travelers in Enterprise, these spacious homes provide a comfortable and private setting, ideal for families or groups.
  • Apartments: A popular option for those seeking convenience, apartments offer a cozy, self-contained space perfect for short or extended stays.
  • Cottages: Charming and quaint, cottages in Enterprise provide a unique and relaxing atmosphere, ideal for a getaway.
  • Cabins: For a rustic experience, cabins offer a cozy retreat surrounded by nature, perfect for outdoor enthusiasts.**

Top attractions in and around Enterprise

Enterprise, Alabama, is perfect for outdoor enthusiasts and those seeking a romantic getaway. Visitors can explore a variety of attractions, including urban parks, monuments, and modern civic buildings. The area offers a mix of family-friendly activities and scenic experiences, making it an ideal destination for travelers looking to enjoy both the city's charm and the great outdoors.

  • Boll Weevil Monument: A unique tribute to the cotton industry, this monument symbolizes the resilience of farmers. Located in the heart of Enterprise, it offers a glimpse into the area's agricultural history and local culture.
  • Daleville City Hall: An impressive modern civic building located 8 miles from Enterprise, Daleville City Hall reflects the community's commitment to governance and services. Its design embodies contemporary architecture and serves as a hub for local business.
  • Enterprise State Junior College: Situated within Enterprise, this modern college offers a vibrant academic atmosphere. It provides diverse educational opportunities and fosters a strong sense of community and city life.

Things to do recommended for couples

Looking for a romantic getaway in Enterprise, Alabama? Enjoy a picnic at the picturesque Johnny Henderson Park, or take a scenic stroll hand-in-hand through the charming downtown area filled with local shops and cozy cafés. Don’t miss a sunset at the beautiful Lake Tholocco.

Things to do recommended for families

Families visiting Enterprise, Alabama, can enjoy a day at Dixie Boys Baseball Park, a recreation area perfect for relaxation and wellness. It's an excellent spot for kids to play and families to bond over the love of baseball in a friendly environment.

Things to do recommended for groups

Groups visiting Enterprise can enjoy a round of golf at Tartan Pines Golf Club or Silver Wings Golf Course, both offering a great outdoor atmosphere. For a different experience, the Enterprise Shopping Center provides a family-friendly environment perfect for exploring local shops and dining options.

*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

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Enterprise with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and 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, and to look for amenities that are suitable for their age, like a private swimming pool. Additionally, it’s wise to think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Enterprise: For many families, a vacation wouldn't be the same without their furry companions. If that resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Enterprise: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include additional preferences like a parking spot, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Enterprise

Enterprise, Alabama, offers a delightful blend of outdoor adventures and charming scenery perfect for a romantic getaway or family-friendly vacation. Explore the nearby town of Daleville and its welcoming neighborhoods, where you can find moderately priced vacation homes. Experience the warm atmosphere and unique vibes that make Enterprise an ideal destination for travelers seeking both relaxation and exploration.

  • Daleville: Situated 8 miles from Enterprise, Daleville is a charming city known for its stunning outdoor scenery and romantic atmosphere. Nature enthusiasts can enjoy the local recreational areas, including picturesque lakes and the nearby national state park, perfect for hiking and picnicking. Golf lovers will appreciate the private country club, offering a serene backdrop for a day on the greens. With its modern civic government building adding to the town's appeal, Daleville is an ideal spot for travelers seeking relaxation and natural beauty.
  • New Brockton: Located 7 miles from Enterprise, New Brockton is a quaint city that invites visitors to immerse themselves in its scenic landscapes and outdoor activities. This charming town features recreational areas perfect for a leisurely day. Adventure seekers can explore the local hiking trails, which provide breathtaking views and a great workout. With a nearby beach and tranquil lakes, New Brockton is a delightful destination for those looking for romance and nature combined in a friendly, small-town atmosphere.
  • Fort Rucker: Just 8 miles from Enterprise, Fort Rucker is a vibrant city that offers a unique blend of outdoor adventures and military history. Visitors can revel in the city's recreational areas and exceptional hiking trails, while golf enthusiasts can hit the local courses. A key highlight is the military and aviation museums, which showcase the rich history of aviation and military service. The scenic lakes provide a beautiful backdrop for relaxation and adventure, making Fort Rucker a captivating stop for any traveler.

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 from May to July, while off-peak times, like December to February tend to have fewer bookings and better deals.

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

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming trip? Being flexible with your travel dates can really help, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. When you join our travel rewards program, OneKey, you’ll gain immediate access to member discounts and the opportunity to earn and redeem OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use platform where you can plan new trips, continue from where you last stopped, or manage your travel arrangements. You'll see the properties you've saved or reserved organized into categories like Potential, Upcoming, and Current Trips. To begin using 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)
  • 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)

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 when booking a vacation rental?
When looking for a vacation rental in Enterprise, Alabama, one of the best areas to consider is the downtown district. This vibrant neighborhood offers a charming atmosphere with easy access to local shops, restaurants, and cultural attractions. Staying in downtown Enterprise puts you within walking distance of the iconic Boll Weevil Monument, a unique tribute to the town's agricultural history, and the beautiful Enterprise State Community College campus, which often hosts events and art exhibitions.

Another great option is the area surrounding the Army Aviation Museum. This neighborhood provides a lovely blend of residential comfort and proximity to fascinating military history. The museum itself is a fantastic point of interest, showcasing a vast collection of aircraft and artifacts related to Army aviation. Properties in this area often feature spacious yards and family-friendly amenities, making it ideal for those traveling with children or looking for a peaceful retreat.

Both the downtown district and the Army Aviation Museum area have a number of vacation rentals, offering a range of choices from cozy cottages to larger homes, ensuring that visitors can find something that suits their needs.
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 accommodation, with about 28 available throughout the area. These houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for comfort and convenience. Many houses also include outdoor spaces, such as patios or gardens, great for relaxing or enjoying a barbecue after a day of exploring local attractions like the Enterprise State Community College or the Boll Weevil Monument. Additionally, there are around 16 apartments and several cottages available, offering a variety of options for travelers. Apartments generally provide cozy living spaces with kitchens and are often situated in convenient locations near shops and dining.
Are there any family house rentals in Enterprise?
In Enterprise, Alabama, there are numerous family-friendly vacation rentals available, with around 23 options to choose from. The area is known for its welcoming atmosphere and rich history, making it an excellent choice for families looking to explore. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.

Visitors can enjoy amenities such as Wi-Fi, air conditioning, and laundry facilities, adding convenience to their stay. The locale also features nearby parks, including the popular Johnny Henderson Park, which has playgrounds, walking trails, and picnic areas—great for family outings.
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 and hot tubs, making it an attractive option for travelers looking for relaxation and leisure. The city offers a mix of properties in residential neighborhoods, providing a homey atmosphere while still being close to local attractions. Many of these rentals come equipped with private pools, hot tubs, spacious outdoor areas, and fully stocked kitchens, ensuring a comfortable stay. Guests can enjoy amenities like Wi-Fi, air conditioning, and often outdoor grilling spaces, great for family gatherings or entertaining friends.
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, Alabama, there are several pet-friendly house rentals available, providing a friendly setting for travelers with furry companions. Many of these rentals feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces, making them ideal for families or groups.

The city itself offers a charming small-town vibe with various parks and outdoor spaces where pets are welcome. The nearby Johnny Henderson Park is a popular spot, featuring walking trails, picnic areas, and open green spaces for pets to play. Additionally, local shops and cafes often have pet-friendly policies, ensuring that ypets can accompany you during your stay. See all pet-friendly rentals in Enterprise.
Are there any remote work vacation rentals in Enterprise?
In Enterprise, Alabama, there are numerous options for remote work vacation rentals, with about 32 properties available that cater specifically to remote workers. These rentals often come equipped with essential amenities such as high-speed WiFi, dedicated workspaces with desks and ergonomic chairs, and even computer monitors to enhance productivity. Many properties also include safety features like in-room safes for added peace of mind.

Travelers can expect comfortable accommodations that allow for a blend of work and relaxation. Being in Enterprise, you'll also have access to local attractions, including the nearby Boll Weevil Monument and various parks, providing opportunities to unwind after a day of work. 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 WiFi, kitchens, coffee and tea makers, blenders, and patios. Many of the rentals are designed to provide a comfortable and convenient stay, allowing guests to prepare their meals and enjoy outdoor spaces for relaxation.
When is the best time to visit Enterprise for a vacation rental?
The best time to visit Enterprise, Alabama, for a vacation rental is during the peak season from May to July. This vibrant period is particularly popular among travelers looking to enjoy the warm Southern weather and partake in local events. Expect temperatures to range from the mid-60s to the high 90s Fahrenheit, ideal for outdoor activities such as exploring the scenic parks and indulging in the local cuisine.

July stands out as the most popular month to visit, characterized by a lively atmosphere where visitors can enjoy various summer festivities. It's an excellent time for families and groups looking to create lasting memories while enjoying the beautiful surroundings.

If you're seeking a more budget-friendly option, consider planning your trip in November. This month allows for a quieter experience, where you can appreciate the charm of Enterprise without the hustle and bustle of peak tourist activity.
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?
In Enterprise, Alabama, visitors can explore several attractions that highlight the area's history and culture. The Enterprise State Community College features beautiful grounds and is close to the Boll Weevil Monument, a unique tribute to the cotton industry and a symbol of local resilience. Nearby, the historic downtown area offers charming shops, cafes, and the beautifully restored 1920s-style Enterprise Depot, which serves as a reminder of the city's railway heritage.

For outdoor enthusiasts, the Frank Jackson State Park provides opportunities for hiking, fishing, and picnicking, with scenic views of the lake and surrounding nature. Additionally, the nearby Army Aviation Museum showcases various military aircraft and artifacts, making it a fascinating stop for history buffs.
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.

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