Holiday rentals in Enterprise
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Top-rated holiday rentals in Enterprise
Guests agree: these stays are highly rated for location, cleanliness and more.
L.A. Sunrise (Lower Alabama)
Duplex BUILT in 2024! Located in a small quiet and newer neighborhood. 6min drive to Fort Novosel (Enterprise). 10min drive to Enterprise Publix. 12min Drive to Downtown Enterprise. A cozy interior with all the comforts of home. High-Speed Internet (600 mbs), 58in Roku TV mounted, memory foam mattresses, fully stocked kitchen, Washer & Dryer. You won’t find a nicer stay at this value in our entire area. Traveling with another party & need more space? Book the other side of the duplex “LA Sunset”
Downtown Private Suite
Enjoy your own private entrance into the home through the back patio, leading directly into a private living room with an attached master bedroom, bathroom and walk in closet. The home is centrally located near downtown Enterprise. Please note: This is a shared home; however, no living spaces are shared. A locked door separates both sections of the home to ensure complete privacy. Recreational drug use and smoking of any kind are strictly prohibited inside the home and anywhere on the property.
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!
31 Degrees North - Clean, Cool and Convenient
Kindly review additional house rules PRIOR to sending a booking request. We cannot accept requests without confirmation. Enjoy your stay in this renovated suite. Flooded with natural light; this space is equipped with essentials to have a great stay no matter the length. The guest suite has a living area, queen bed, washer/dryer, and an eat-in kitchen area. Located in a safe, family-oriented neighborhood in Enterprise where you will often see joggers, walkers, and their dogs out for a stroll.
Pet-Friendly 4BR w/ Huge Fenced Yard- Near Rucker
Relax with the whole family at this country home in Enterprise. Enjoy the peaceful ambiance of a spacious backyard filled with charming landscaping and chirping birds! This four-bedroom two bathroom home comes fully equipped with Wi-Fi, a working space, a washer and dryer, a full kitchen, and a spacious backyard. Feel at home in our Country Gardens and enjoy the five-minute drive to downtown Enterprise for shops and restaurants. Also a short 18-minute drive to the FT. Rucker Enterprise gate.
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.
Charming Residential Ranch Home with KING bed
Our Home Sweet Home is located just off of Rucker Blvd. just 3.5 miles from Fort Rucker Enterprise gate and is located close to your eating and shopping places. Our place is a beautifully decorated residential home. This home is 3 BR, 2 BA Master BR: 1 King bed, Smart TV 2nd BR: 1 Queen bed, Smart TV 3rd BR: 2 Twin beds Living room: Sofa converts to full size bed, 65" Smart TV. Kitchen: Fully Stocked Coffee Bar, cookware, stove, microwave, dishwasher, plates, glasses, wine glasses and more.
Short & Long Stays King Ste, 5 min to Fort Rucker
The whole group will enjoy easy access to everything from this centrally located place. Perfect for TDY, PCSing families, or other mid-term stays, this 2BR/2.5BA townhouse is just 5 minutes from the Fort Rucker. Enjoy a spacious king suite with a private bath, plus a second bedroom with a queen bed. Ideal for extended work trips, relocating families, or travel nurses. Fully furnished and designed for comfort with access to a pool and privacy fenced in back yard —your home away from home!
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.
Townhouse 2/Self Check-in/Convenient to Ft Rucker
This 2 bedroom 2 1/2 bath townhouse is conveniently located 5 minutes from Fort Rucker 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.
Home in the heart of Enterprise
Located in the heart of Enterprise, this home offers a convenient and desirable location just minutes away from Fort Rucker. Why would you pay for a hotel room when you can get a spacious house for almost the same price? With 3 bedrooms and 2 bathrooms, it is the perfect option for TDY individuals, families PCSing, or families attending AIT graduations. All destinations around are less than 10 minutes away. The entire home is exclusively yours to enjoy and relax the most of your time.
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.
Popular amenities for Enterprise holiday rentals
Other great holiday rentals in Enterprise
Briarwood super nice 2BR/2.5 BA townhouse
Relax, Relate, Release!
The Bee Hive Cottage.
Woodfield 2br Townhome
L&B Property
The Byrd Nest in the Heart of Downtown Enterprise
Family Home 5 min from Ft. Rucker
2 Bed/2 Bath Retreat with Fenced Yard
When is the best time to visit Enterprise?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $109 SGD | $112 SGD | $118 SGD | $109 SGD | $117 SGD | $121 SGD | $122 SGD | $116 SGD | $117 SGD | $116 SGD | $118 SGD | $118 SGD |
| 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.
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 $51 SGD per night before taxes and fees
Verified guest reviews
Over 5,900 verified reviews to help you choose
Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 40 rentals that welcome pets
Holiday rentals with a pool
30 properties feature pools
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
100 of Enterprise holiday rentals include wifi access
Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Enterprise rentals
4.9 Average rating
Enterprise stays are highly rated by guests – averaging 4.9 out of 5!
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