Holiday rentals in Ozark

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!

Home in Heart of Headland

Quaint cottage located on the grounds of the beautiful and historical Covington Home that was built in 1902. Headland, AL better known as the “Gem of the Wiregrass” was rated one of the safest cities in AL in 2019 and is a designated Main Street community. The cottage is walking distance to the square where you will find soft music playing as you stroll the streets, picturesque oak trees, stylish boutiques and cuisine to fit any taste pallet. It is less than 10 miles to the Dothan Airport.

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.

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.

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!

Claire’s Cottage with privacy gate

Everything you need in a quaint, modern space located on 7 secluded acres with a privacy gate only minutes from the Ross Clark Circle and downtown, Wi-Fi, Smart TV with YouTube TV subscription included (over 70 channels), brand new fridge, spacious rooms. Washer and dryer available. We allow pets on a case by case basis and charge a one time $10 fee per pet upon guests arrival. We also offer EV level 2 charging (40 amp) for a flat $10 fee.

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.

Family Home 5 min from Ft. Rucker

This family-friendly 3BR, 2BA home is just 5 minutes from the Ft. Rucker Ozark gate. Features include a fully stocked kitchen, workout space with equipment, work desk, washer/dryer, and smart TVs. Offering comfort and security in a safe and quiet neighborhood, its perfect for families or military visitors looking for convenience and a relaxing stay in Ozark.

Country Comfort Inn *Newly Updated*

Middle of nowhere, but close to everywhere! The perfect taste of small town living. If you are wanting to get away somewhere that is quiet, private, and peaceful, then this is the place for you! It is located 20 minutes from Troy and Enterprise. A Dollar General and gas station are 2 minutes down the road. **NEWLY UPDATED**

Kudzu Cottage

Charming 2BR/1BA home in the heart of downtown Ozark! Walk to restaurants, shops, pickleball, nightlife & more. Features a king & queen bed, full kitchen, washer/dryer, Wi-Fi, and smart TVs. Relax on the back porch with party lights and enjoy peaceful views of kudzu-covered woods. Perfect for a cozy, convenient stay!

Hartford Art Studio and Loft

This treasure is a stand alone art studio with a loft surrounded by beautiful lawn and gardens. The Studio is 45 feet (read close) to the house. There are agricultural fields on three sides. The artist, Beverly Mayfield, is now deceased, but has filled the studio with masterful paintings.