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
4.99 out of 5 average rating, 166 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 living area features a comfortable sofa and two armchairs, arranged around a round coffee table on a patterned rug. A ceiling fan provides airflow, while a decorative light fixture hangs above. A cozy ambiance is enhanced by wall décor and soft lighting.
Home in Enterprise
4.96 out of 5 average rating, 255 reviews

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

Guest favorite
Townhouse in Enterprise
4.95 out of 5 average rating, 55 reviews

America, the Beautiful Townhome- Ft. Rucker

Whether for work or fun, you'll feel at home at our 2-story townhome close to restaurants, coffee shops and just 5 miles from Ft. Rucker. Downstairs you can relax and watch shows via your favorite streaming services on our 65" TV, prepare meals, eat at our kitchen table or at the bar, and make a quick cup of coffee in the coffee corner. Full size laundry machines and half bath are also downstairs. Upstairs are 2 bedrooms and 2 full bathrooms with plenty of room, including a TV in each bedroom.

Guest favorite
A comfortable living area features a spacious gray sofa with colorful accent pillows, positioned in front of a large television. Light streams in through wide windows, illuminating a geometric rug on the wooden floor. The open layout leads to a bright kitchen area visible in the background.
Cottage in Enterprise
4.9 out of 5 average rating, 268 reviews

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!

Top guest favorite
A two-story home is depicted with a well-maintained exterior featuring brick and light-colored siding. The garage door is closed, and a welcoming front porch is visible. Landscaping is present along the pathway, adding to the home's curb appeal.
Home in Enterprise
4.9 out of 5 average rating, 20 reviews

Chillin' at Foxchase | 2BR/2.5BA

Welcome to Chillin' at Foxchase. This home is conveniently located right outside Ft. Rucker (Enterprise Gate) and minutes from Downtown, and Boll Weevil Circle. lt's also only about an hour and half away from the world's most beautiful beaches, the Gulf of Mexico. With 2 bedrooms and 2.5 bathrooms, it has plenty of room for families visiting Enterprise. The entire home is exclusively yours to enjoy. Equipped with smart technology and enhanced security measures, this could be your perfect stay.

Superhost
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, 112 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.

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, 144 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.

Top guest favorite
A spacious living room features a central fireplace framed by a wooden mantle. A large flat-screen TV is mounted on the wall opposite two comfortable gray sofas, accentuated by decorative pillows. A round coffee table sits on a patterned rug, with natural light illuminating the area from french doors.
Home in Enterprise
4.99 out of 5 average rating, 148 reviews

3 KING beds I Sleeps 14 I Mins to FT Rucker

Located in one of Enterprise, AL's finest neighborhoods, Cotton Creek, this 4 bedroom home offers an exceptional stay. With 3 King beds, 4 Full beds, 2 queen sleeper sofas, and 2 baths, it's ideal for larger families on a PCS or visiting Enterprise. Just minutes away from Fort Rucker, John Henderson Family Park, and the Enterprise Country Club. Enjoy the convenience of smart technology and security throughout the entire home, allowing you to unwind and make the most of your time.

Superhost
The exterior of the townhouse features a two-car garage with a white door, labeled '104.' A light blue front door is visible beside the garage, framed by greenery. Well-maintained shrubs and decorative stones line the pathway up to the entrance.
Townhouse in Enterprise
4.78 out of 5 average rating, 130 reviews

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.

Guest favorite
Townhouse in Enterprise
4.92 out of 5 average rating, 146 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.

Guest favorite
Townhouse in Enterprise
4.86 out of 5 average rating, 29 reviews

Style & Comfort 5 Min from Base

This stylish 2BR/2.5BA townhome is perfect for short or long stays. Enjoy a fully stocked kitchen, 3 smart TVs loaded with your favorite streaming apps, high-speed Wi-Fi, and a peaceful outdoor space. The primary suite features a workspace, and there's a pull-out sofa for extra guests. Located in a safe, quiet neighborhood just minutes from Fort Rucker. Guest have access to a community pool (seasonal), treadmill, and Bowflex.

Top guest favorite
A well-furnished bedroom is featured, showcasing a wooden bed with a floral-patterned comforter. Side tables with lamps are positioned on either side, providing soft lighting. A ceiling fan is visible above, and a window allows natural light to enter, illuminating the space.
Home in Enterprise
5 out of 5 average rating, 40 reviews

Peyton’s Place

**Beautiful**Clean** Completely remodeled 2 BR 1 1/2 bath townhouse in a quiet and comfortable neighborhood 5 minutes to Ft. Novosel. Fully stocked with everything you need to feel right at home. The primary bedroom boasts a super comfortable king-size bed with a walkout deck where you can enjoy your early morning coffee. Locally owned and operated by home-owners who appreciate your business!

Popular amenities for Enterprise vacation rentals

When is the best time to visit Enterprise?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ312ﺩ.ﺇ320ﺩ.ﺇ338ﺩ.ﺇ312ﺩ.ﺇ334ﺩ.ﺇ345ﺩ.ﺇ349ﺩ.ﺇ331ﺩ.ﺇ334ﺩ.ﺇ331ﺩ.ﺇ338ﺩ.ﺇ338
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 110 vacation rentals in Enterprise

  • Nightly prices starting at

    Enterprise vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 5,900 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

    70 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Enterprise vacation rentals include wi-fi 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!

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