Vacation rentals with a pool in Enterprise

The exterior of a two-story townhouse features a brick facade contrasted with light blue siding. A garage door is visible, along with a front entrance highlighted by a decorative window. Surrounding greenery includes low shrubs and a clear sky overhead.

4.55 out of 5 average rating, 11 reviews

Enterprise 3BR, 2.5 Bath Hidden Gem!

A great spacious 3 Bedrooms ,2.5 Bathrooms Townhouse with 2 cars garage close to Fort Novosel and all the shops and restaurants in Enterprise, AL. Stylish and comfortable furniture and decoration . Local community swimming pool . Beds are King ( in master), Queen ( 1 st guest room) and Queen (2nd guest room) All Bedrooms are on 2nd floor. Guest who are new to the platform or do not have reviews may be asked for further verification (ID) and a refundable security deposit. Book with confidence

5 out of 5 average rating, 18 reviews

The sleeping area showcases a spacious bed with decorative pillows, positioned against a textured wall. Two bedside tables with lamps flank the bed, while a woven wall hanging adds texture. A large area rug covers the floor, and a small desk chair is visible nearby.

Guesthouse in Enterprise

Main St Oasis w/King Bed | Pool + Walk to Downtown

Welcome to the Main Street Oasis! This stylish 2BR guest house features a king bed, full kitchen, walk-in shower, Wi-Fi TVs, ½ bath, bunk beds, washer/dryer & fast internet. Enjoy the ONLY downtown saltwater pool on Airbnb in town (shared only with our family, often private), a smart lock entry, & off-street parking. Relax with coffee in the morning or grill out at night. Just steps from downtown shops and the farmers market. Perfect for couples, remote workers, or small families. No pets.

A spacious bed is centered in the room, adorned with large green and orange accent pillows. On either side of the bed, nightstands support lamps, creating a warm glow. Two artistic wall prints featuring bird nests add a subtle touch to the serene environment.

4.94 out of 5 average rating, 49 reviews

Novosel Nest

Enjoy a stylish experience at this centrally-located townhome. Visiting Enterprise or Fort Novosel (Rucker). This 3 bedroom 2-1/2 bath end unit townhome will be your “nest” away from home. All the space you need and conveniently located just off of Rucker Blvd. Garage and driveway parking via back of townhome. Cozy patio to relax with morning coffee or at the end of a busy day. Community Pool available for your use. Every detail has been taken care of so you can enjoy your time in south Alabama.

A cozy living area features two comfortable brown sofas positioned around a textured area rug. Natural light filters in through nearby windows, enhancing the neutral decor. A coffee table with decorative items sits in front of a television against a contrasting wall.

4.86 out of 5 average rating, 7 reviews

Cozy Stay Near Ft. Novosel Gate

This cozy home is ideally located near the Ft. Novosel gate, offering convenient access to the base and nearby attractions. Perfect for a relaxing stay, the space features comfortable furnishings, a fully equipped kitchen, and a welcoming atmosphere. Whether you're in town for business, leisure, or visiting loved ones, this home provides a peaceful retreat with everything you need for a great stay. Enjoy the comfort and convenience of a private residence, just minutes away from all the action!

A welcoming entryway features a wooden console table adorned with a decorative plant and an assortment of magazines. A colorful abstract artwork hangs on the wall above, while soft lighting from a nearby lamp creates a cozy ambiance. The staircase is visible to the side.

4.92 out of 5 average rating, 12 reviews

5 Min from Base & Pool Access

Welcome to Matriarch Manor by E & M – Where Southern Charm Meets Modern Comfort 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 Novosel, with access to a community pool, treadmill, and Bowflex.

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.

Short & Long Stays King Ste

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

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.

4.98 out of 5 average rating, 123 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 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.

A spacious living area features light-colored walls and hardwood flooring. A comfortable gray sofa is placed on a vibrant rug, complemented by a decorative wall art piece. A dining table with four chairs and bar stools at the kitchen counter are visible in the background.

4.68 out of 5 average rating, 82 reviews

Beautiful 3BR 4bed/2.5 baths townhome

This exquisite two-story residence boasts 1410 sq. ft. of thoughtfully designed living space, offering the perfect canvas for your ideal lifestyle. The heart of the home features a stunning kitchen, three well-appointed bedrooms, providing ample space for rest and relaxation. Bathed in natural light, the living areas showcase beautiful hardwood floors and a harmonious color palette, creating an inviting atmosphere that seamlessly blends indoor comfort with outdoor beauty.

5 out of 5 average rating, 7 reviews

The exterior of the townhome is featured, highlighting a well-maintained facade with beige siding and a welcoming entrance. A garage with a white door is present on the right, complemented by a decorative American flag. Green grass and trees provide a serene backdrop.

Condo in Enterprise

Aviator’s Haven

Welcome to the Flyer’s Retreat, a spacious, 2-bed, 2.5-bath townhome designed for adventurers and travelers alike! The primary suite features an adjustable king bed, walk-in closet, and a cozy workspace perfect for remote work or study. The second bedroom offers a queen bed and its own private full bath, ideal for privacy. Unwind on the patio with a grill and enjoy high-speed Wi-Fi, smart TVs, in-unit laundry, and a dedicated garage for stress-free parking.

A cozy seating area features two teal accent chairs positioned around a round coffee table. A wooden sideboard stands against the wall, displaying a coffee maker and cups. Natural light streams in through a window, complemented by light-filtering sheer curtains.

4.92 out of 5 average rating, 135 reviews

Auntie Rucker’s Charming 3 Bedroom Townhouse

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.

Top guest favorite

The exterior of the townhome features a classic peak roof with a front-facing gabled entry. A garage with a white door is integrated into the façade, complemented by neatly trimmed hedges. The sunny blue sky enhances the warm tones of the brick exterior.

4.99 out of 5 average rating, 155 reviews

Foss Family Landing

Newly remodeled, fully furnished, two bedroom townhome with access to pool and club house. This home boasts a fenced in backyard, washer and dryer in unit, wifi, garage, and special little touches where you would least expect them. We are centrally located, just minutes to Ft. Rucker Army Base, Historic downtown Enterprise, local Hospitals, and all city amenities. This would make a great home away from home for what ever brings to the area!

A modern townhome is presented, featuring a well-maintained exterior with a neatly landscaped front yard. The driveway leads to a single-car garage, framed by lush greenery on either side. A bright blue sky enhances the inviting appearance of the property.