Vacation rentals in Enterprise

Find and book unique accommodations on Airbnb

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.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 6,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 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

    110 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!

Top-rated vacation rentals in Enterprise

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

1 of 1 pages1 / 1
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
4.97 out of 5 average rating, 279 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
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
4.97 out of 5 average rating, 202 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.

Superhost
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
4.91 out of 5 average rating, 282 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!

Superhost
A single-story home is presented with a combination of stone and brick exterior, framed by a neatly landscaped yard. Soft lighting highlights architectural features, while a vibrant sunset paints the sky in warm hues above.
Home in Enterprise
5.0 out of 5 average rating, 107 reviews

Relax at the Ridge | 4BR/3BA

Welcome to Relax at the Ridge. This home is conveniently located right outside Ft. Rucker (Faulkner Gate) and minutes from Downtown, and Johnny Henderson Park. lt is also only about an hour and half away from the world's most beautiful beaches, the Gulf of Mexico. With 4 bedrooms and 3 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.

Top guest favorite
The townhouse exterior features a brick façade with a garage door and a welcoming front porch. Large windows allow natural light to brighten the entrance, while neatly trimmed bushes frame the pathway leading to the front door.
Townhouse in Enterprise
4.97 out of 5 average rating, 166 reviews

Townhouse -convenient to Ft. Rucker-self check in

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.

Superhost
A cozy living area features a plush gray sofa adorned with decorative pillows. A glass coffee table sits in front of the sofa. A large flat-screen TV is mounted on the wall, displaying a scene from a film. Light-colored walls enhance the brightness of the space.
Apartment in Enterprise
4.78 out of 5 average rating, 32 reviews

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.

Top 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
4.93 out of 5 average rating, 75 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
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
4.98 out of 5 average rating, 163 reviews

Perfect for Big Families, Sleeps 14, Fort Rucker A

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, 137 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.

Top guest favorite
Home in Enterprise
5.0 out of 5 average rating, 30 reviews

Casa Linda | Spacious & Beautiful | 2 King Beds

Welcome to Casa Linda on Jasmine — a beautiful, spacious 3-bedroom home featuring 2 King beds + 2 Full beds, perfect for families, groups, military stays, and extended visits. Enjoy a comfortable, stylish home just minutes from downtown Enterprise, restaurants, shopping, the golf course, and a short drive to Fort Novosel. Planning an extended stay? Ask about our monthly discounts. Dates unavailable? Message us — we may have another beautiful home available nearby.

Top 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, 157 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!

Top guest favorite
A modern kitchen area features dark granite countertops and white cabinetry. A knife block holds a set of knives, enhancing the kitchen's functionality. Under-cabinet lighting illuminates the workspace, and a stainless steel sink is located near a contemporary faucet.
Townhouse in Enterprise
4.95 out of 5 average rating, 192 reviews

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.

Popular amenities for Enterprise vacation rentals

When is the best time to visit Enterprise?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 338ﺩ.ﺇ 331ﺩ.ﺇ 331ﺩ.ﺇ 338ﺩ.ﺇ 338ﺩ.ﺇ 334ﺩ.ﺇ 349ﺩ.ﺇ 331ﺩ.ﺇ 334ﺩ.ﺇ 331ﺩ.ﺇ 338ﺩ.ﺇ 338
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.