Vacation rentals in Enterprise

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Enterprise

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A single-story home is set on a green lawn with shrubs framing the exterior. A concrete walkway leads to the front entrance, flanked by white railings. Bright blue skies and trees provide a natural backdrop, reinforcing a sense of space and openness.
Guest suite in Enterprise
4.98 out of 5 average rating, 181 reviews

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.

Guest favorite
The exterior of a spacious country home is displayed, featuring a welcoming entrance framed by palm trees and lush greenery. The façade includes large windows and a central front door, with a driveway leading to the garage. A soft lawn surrounds the property.
Home in Enterprise
4.88 out of 5 average rating, 118 reviews

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.

Guest favorite
Home in New Brockton
4.93 out of 5 average rating, 56 reviews

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.

Top guest favorite
The spacious living room features a comfortable arrangement of neutral-toned sofas and a cozy chaise lounge, accented by decorative pillows. A light fixture hangs from the ceiling, and a large flat-screen TV is mounted above a gas fireplace. Natural light filters through a nearby window.
Home in Enterprise
4.99 out of 5 average rating, 106 reviews

Lovely Residential Ranch Home with KING bed

Our "Home Sweet Home 2" is a beautifully decorated residential home. This home is 3 BR, 2 BA, two car garage with private fenced yard. It is located 2 miles from the Enterprise Fort Rucker gate. Master BR: 1 King bed, Smart TV 2nd BR: 1 Queen bed, Smart TV 3rd BR: 2 Twin beds Living Room: Spacious with 55" in Smart TV with all streaming apps, gas FP, Lounge chaise can sleep one small person. Family/kid games. Coffee Bar: Fully stocked Kitchen: Cookware, dinnerware, wine glasses Pet Friendly

Top guest favorite
A family room with a pool table in the foreground features a comfortable seating arrangement including a brown sofa and chair. Natural light enters through two windows, illuminating a cozy atmosphere, while decorative elements and a welcoming front door enhance the space.
Guest suite in Enterprise
4.98 out of 5 average rating, 621 reviews

BEST VALUE - "Clean & Quiet"

"Relaxing, calm, quiet, peaceful"--all used to describe the 1,200 sq. feet of guest space attached to our home--Read a complete description under "The Space." The private guest suite includes a family room, two bedrooms and bath on our micro-farm just 4 minutes from Fort Rucker and Enterprise. Southern hospitality at its best--Read our reviews! Ammenities include personal-size fridge, coffee, microwave, pool table, WiFi, TV, DVD, Wii, games and toys; laundry room; Handicap/ADA accessible;

Top guest favorite
A cozy living area features a pair of leather sofas facing a wooden coffee table, set on a patterned rug. Two lamps provide soft lighting next to the seating. A door with multiple panels opens to the outdoor space, framed by a window with blue curtains.
Townhouse in Enterprise
5 out of 5 average rating, 15 reviews

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!

Top guest favorite
An inviting open-concept living space is presented, featuring a comfortable gray sofa facing a wooden coffee table. A patterned area rug lies beneath, while a ceiling fan provides illumination. In the background, a dining area with a large table is visible, along with large windows allowing natural light.
Home in Enterprise
4.99 out of 5 average rating, 193 reviews

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.

Top guest favorite
The townhouse exterior features a mix of light-colored siding and red brick accents. Large windows with decorative shutters are present on the upper level, while a secure garage door offers convenient parking. Landscaping includes neatly trimmed shrubs and a small tree.
Townhouse in Enterprise
4.97 out of 5 average rating, 149 reviews

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.

Guest favorite
The exterior of the home features a well-maintained facade with a spacious driveway. A large attached garage is visible, along with neatly landscaped greenery. The house is set against a backdrop of trees, creating a serene outdoor setting during dusk.
Home in Enterprise
4.9 out of 5 average rating, 52 reviews

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.

Guest favorite
The master bedroom features a large wooden bed with a gray duvet and decorative pillows, complemented by matching bedside tables. Soft light filters through sheer curtains, with a red accent ceiling enhancing the room's character. A plush red area rug adds warmth to the hardwood floor.
Home in Enterprise
4.9 out of 5 average rating, 150 reviews

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!

Superhost
Home in Enterprise
5 out of 5 average rating, 4 reviews

Linen and Light 3 BR/2 Bath 10 min to base

Kick back and relax in this calm, stylish space. This newly remodeled 3BR/2BA home is a fresh, modern retreat designed specifically for those who don't want to compromise on comfort. Every inch of this space features brand-new furnishings, with a King suite and two Queen bedrooms. With a fully stocked kitchen, high-speed Wi-Fi, and a clean, inviting modern vibe, this isn't just a place to crash; it’s a high-quality home base where you can actually relax.

Guest favorite
Townhouse in Enterprise
4.93 out of 5 average rating, 151 reviews

Modern 3BR Townhome Retreat - Close to Ft Rucker

Be our guest! Enjoy this 3 Bedroom, 2 1/2 bath townhouse conveniently located in the heart of Enterprise. You will be 9 minutes from Downtown Enterprise, 5 minutes from the Ft. Rucker Enterprise gate, 12 minutes from Boll Weevil Circle and only a 30 minute drive to Dothan. The home also includes a spacious backyard, one car garage and 2 driveways. Whether you’re here for a visit, in town for graduation, or PCS, our home is perfect for you.

Popular amenities for Enterprise vacation rentals

When is the best time to visit Enterprise?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$17,782 GYDG$18,200 GYDG$19,246 GYDG$17,782 GYDG$19,037 GYDG$19,665 GYDG$19,874 GYDG$18,828 GYDG$19,037 GYDG$18,828 GYDG$19,246 GYDG$19,246 GYD
Avg. temp9°C11°C15°C19°C23°C27°C28°C28°C25°C20°C14°C10°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 vacation rentals in Enterprise

  • Total vacation rentals

    Explore 100 vacation rentals in Enterprise

  • Nightly prices starting at

    Enterprise vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,020 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Enterprise vacation 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!

  1. Airbnb
  2. United States
  3. Alabama
  4. Coffee County
  5. Enterprise