Holiday houses in Enterprise
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Enterprise
Total holiday rentals
Explore 110 holiday rentals in Enterprise
Nightly prices starting at
Enterprise holiday rentals start at $57 AUD per night before taxes and fees
Verified guest reviews
Over 6,550 verified reviews to help you choose
Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 50 rentals that welcome pets
Holiday rentals with a pool
30 properties feature pools
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wi-Fi availability
110 of Enterprise holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Enterprise rentals
4.9 Average rating
Enterprise stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Enterprise
Guests agree: these stays are highly rated for location, cleanliness and more.
Cozy 1 bedroom private suite
2 Guests - 1 Bedroom - 1 Bath - 1 Living Room Cozy downstairs apartment with Kitchenette, private entryway and on-site parking. Amenities include a refrigerator, microwave, keurig, queen size bed, free wifi, smart TV with internet streaming, keyless entry access and more. Conveniently located within minutes of the Daleville Gate to Fort Rucker, as well as only a few miles from Enterprise or Dothan. Enjoy a clean comfortable night stay. NO SMOKING INSIDE, NO DRUGS NO FIREARMS (lock in vehicle)
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Beautiful and Spacious 3 BR/2BA with KING bed
Our "Home Sweet Home" is a beautiful full residential 3 BR/2 full BA home in a quiet family-oriented neighborhood. Master BR: 1 King bed, BR has jacuzzi tub 2nd BR: 1 Queen bed 3rd BR: 2 Twin beds Living room: Comfortable sofa and optional rollaway bed if needed, 55" Smart TV with all the streaming apps, kid games Kitchen: Fully Stocked Coffee Bar, cookware, double oven, microwave, dishwasher, plates, glasses, wine glasses and more. Garage: 2 car private Entry Way: Keyless Entry Pet Friendly
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The Byrd Nest in the Heart of Downtown Enterprise
Welcome to our little home away from home in the heart of Enterprise! Our century-old house blends historic charm with modern comfort and convenience. Just steps from downtown restaurants, shops, pubs, and local attractions, it’s the perfect spot for guests who want to experience everything the Boll Weevil City has to offer. And it's only a short drive to the Fort Rucker gate! Whether you’re visiting for work, family, or a weekend getaway, we’re excited to host you and hope your stay is great.
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Come Chill at our Cute 2 bedroom Cottage
Enjoy yourself in this completely renovated and remodeled cottage located in the heart of Enterprise, AL. This space has been designed with the guest in mind. We offer full kitchen, laundry, high speed fiber optic internet, and all new furnishings in this modern take of an original WWII era home. We aim to please and, although new to Airbnb, we have hosted over 1000 - 5 Star trips on other P2P platforms. You'll love coming back to the Come Chill cottage. New Pickleball Courts 3 min away!
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The Lake House
Take it easy at this tranquil getaway spot! Located in a quiet nature setting down a dirt road, you are sure to get plenty of R&R here! This waterfront property features 2 bedrooms and 1.5 baths. There is also a queen memory foam sleeper sofa, a trundle in the flex room that makes a king, and an air mattress. The lake house is centrally located as it is only 12 mins to downtown Enterprise and 23 minutes to Ft. Novosel. No house parties. No uncleared guests. Fishing is allowed but no swimming.
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The Perfect Spot
Your Enterprise adventure begins at this 2-bedroom apartment. Step inside this fabulous property and be greeted by a charming and quaint atmosphere. The bedrooms feature a comfortable king and queen beds, ensuring a restful night's sleep for all guests. With a washing machine & dryer, fully equipped kitchen, dedicated workspace, 75" & 55" smart TVs, you'll have everything you need for a delightful stay! Experience what the city has to offer as you are close to the key areas of Enterprise.
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Modern 2 bedroom Townhouse close to Ft Rucker
This 2 bedroom 2 1/2 bath townhouse is conveniently located 5 minutes from Fort Novosel and just minutes from the shopping areas and restaurants in Enterprise Alabama. It's packed with amenities to include 3 large TVs and High-speed wireless internet. The kitchen has all the necessities; dinnerware, silverware, knives, pots and pans, toaster, Kurig coffee maker, and more. We pride ourselves in hosting a place that we would want to stay in that has comfortable beds, very clean, and safe.
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Sleeps 10 I Pet-friendly I Mins to FT Rucker
Located in the Valley Chase subdivision, this home offers a convenient and desirable location just minutes away from FT Rucker. With 3 bedrooms and 2 bathrooms, it is an ideal choice for TDY individuals or families relocating to Enterprise. Not only will you be close to Fort Rucker, but also the John Henderson Family Park. The entire home is exclusively yours to enjoy, and equipped with smart technology and enhanced security measures, allowing you to relax and make the most of your time.
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Peach's Place
Nice, clean, two bedroom townhouse in a wooded setting, 3.7 miles from Ft Novosel (formerly Ft Rucker), Enterprise Historic Main St, Restaurants, Entertainment and Boutiques. Home offers broadband Internet, WiFi, Smart TV, Living room, Dining area & kitchen, Private patio area & garage. Laundry Room with washer, dryer & half bath. Master has Queen bed, dresser, and walk-in closet. Additional bedroom has 2 Twin beds and dresser. Couch pulls out like a bed. Come Be Our Guest.
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Private Vintage-Chic 1BR w/ Jacuzzi Tub Enterprise
Escape to the countryside of Enterprise! Unwind in this vintage cottage as you enjoy your retreat. This spacious updated cottage features a large bedroom, closet, and a bathroom with a relaxing Jacuzzi tub. The full-sized kitchen, living room, and dining room provide all the comforts of home. Stay connected with free Wi-Fi for all your streaming and work needs. Conveniently located just a 5-minute drive from downtown Enterprise and a short 18-minute drive from FT. Rucker.
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The Short Final-We welcome pets!
This beautiful home has so much to offer for someone looking for aTDY unit or a fully furnished home.. This home sits in a beautiful neighborhood and within walking distance of a peaceful neighborhood pond. Features include a saltwater pool(open year-round), a hot tub, a small garage gym, 3 bedrooms, and 2 baths. Fully stocked coffee bar! Kid & pet friendly .Close to Shell Field so you will see 🚁 Welcome to the home of Ft. Rucker and the sound of freedom!
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Entire Private House - 6 minutes from Ft. Rucker
- Located 6 minutes from Ft. Rucker’s (Novosel) Enterprise gate. - This two-story townhouse is 1,400 square feet, includes its own private driveway for parking, and has a fenced in backyard. - Keyless smart-lock entry for safety and convenience. - Here you will have all of the modern amenities and comforts of home to include a fully equipped kitchen, an on-site washer and dryer, free high-speed wifi, a dedicated work space, and more.
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Popular amenities for Enterprise holiday rentals
Stay near Enterprise's top sights
Other great holiday rentals in Enterprise
Country Cottage
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Comfy & Spacious Camper/Sleeps 8
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Cozy Modern Home- 3BR/2 Bath 5 min to base
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Home in the heart of Enterprise
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L&B Property
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Spacious Townhome Retreat - Mins to Ft Novosel
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Downtown Private Suite
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Peyton’s Place
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When is the best time to visit Enterprise?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 AUD | $127 AUD | $127 AUD | $130 AUD | $130 AUD | $129 AUD | $134 AUD | $127 AUD | $129 AUD | $127 AUD | $130 AUD | $130 AUD |
| Avg. temp | 9°C | 11°C | 15°C | 19°C | 23°C | 27°C | 28°C | 28°C | 25°C | 20°C | 14°C | 10°C |
Frequently Asked Questions
What are the best places to stay in Enterprise?
Explore stays around downtown Enterprise for easy access to restaurants, shops, and local culture. The neighborhoods near Main Street are often recommended for their proximity to popular attractions and community events.
What are the best things to do in Enterprise with kids?
Families can explore city parks with playgrounds, participate in interactive museum exhibits, or visit locally rooted markets. Enterprise also has community centers that frequently suggest craft and activity sessions for children.
What are some of the best things to do in Enterprise?
Explore the Boll Weevil Monument, take a stroll through local parks, and join seasonal events that celebrate the town’s agricultural heritage. Visiting area museums or browsing shops along Main Street are frequently suggested activities.
How is the weather in Enterprise?
Enterprise has mild winters, ranging from 37–60°F (3–15°C), and warm, humid summers near 72–94°F (22–34°C). Spring and autumn often bring comfortable temperatures and lower rainfall, making these seasons popular for outdoor activities.
When is the best time to visit Enterprise?
Spring and autumn are often recommended, with comfortable temperatures and fewer rainy days. Late spring is a favorite for seasonal festivals, while summer brings outdoor celebrations and lively community events.
What are the best places to visit in Enterprise?
The Boll Weevil Monument is a frequently suggested landmark, and the local history museum has exhibits highlighting the region’s story. Parks around town and the historic downtown are popular for exploring local shops and dining.
What are some hiking trails in Enterprise?
Enterprise has walking trails within city parks that feature shaded paths and picnic spots. For more wooded routes, explore nearby nature areas that offer gentle hikes suitable for most visitors.
What are some family activities we can do in Enterprise?
Families can enjoy picnics at city parks, interactive experiences at local museums, or participate in community-led events like craft fairs and farmers markets. Seasonal activities such as outdoor movie nights are also frequently suggested.
What are some of the best day trip ideas from Enterprise?
Explore nature reserves around Enterprise, visit nearby towns with historic sites, or discover regional museums and art centers. Outdoor enthusiasts can find lakes for fishing, hiking, or boating near the area.
Are there any pet friendly accommodations available in Enterprise?
Enterprise has pet friendly accommodations, especially in neighborhoods close to parks and open spaces. Many stays welcome pets, making it easier to explore the area with animal companions.
What are some local tips for visiting Enterprise?
Locals often suggest starting your day with a stroll through downtown, checking out community events, and visiting local markets for fresh produce. Lightweight clothing is practical during warmer months, and exploring historical landmarks provides context on the town’s roots.
What is Enterprise known for?
Enterprise is known for the Boll Weevil Monument, representing its agricultural history and resilience. The community has a tradition of celebrating its heritage through festivals, markets, and regional food.
What are the best hidden gems to explore in Enterprise?
Local art galleries and smaller museums often highlight creative works and regional stories. Quiet parks and community-led shops around historic downtown offer a glimpse into Enterprise’s distinct culture.
What are the best foods to try in Enterprise?
Explore locally rooted flavors like Southern-style barbecue, fried catfish, and homemade pies. Many restaurants and markets have dishes inspired by regional farming traditions and seasonal produce.
What should I bring for a trip to Enterprise?
Bring lightweight clothing for humid summers, a light jacket for cooler evenings, and sturdy shoes for walking downtown or exploring parks. A reusable water bottle and sun protection are practical additions for outdoor activities.
What is the nightlife in Enterprise like?
Enterprise has lively venues with live music, casual bars, and community events held around the historic downtown. Local restaurants host evening gatherings, often with seasonal menus and entertainment.
What are the most popular events or festivals in Enterprise?
The Boll Weevil Festival, often held in late fall, celebrates agricultural heritage with live music and food. Community fairs and seasonal farmers markets are frequently suggested, creating festive atmospheres throughout the year.
Are there family friendly vacation rentals in Enterprise?
Many vacation rentals in Enterprise are family friendly, especially those near parks, community centers, and downtown. These accommodations typically have home-style amenities and easy access to area attractions.
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