Holiday rentals in Samson

The Byrd Nest in the Heart of Downtown Enterprise

Welcome to our little home away from home in the heart of Enterprise! Our century-old house blends historic charm with modern comfort and convenience. Just steps from downtown restaurants, shops, pubs, and local attractions, it’s the perfect spot for guests who want to experience everything the Boll Weevil City has to offer. And it's only a short drive to the Fort Rucker gate! Whether you’re visiting for work, family, or a weekend getaway, we’re excited to host you and hope your stay is great.

Secluded cabin on private lake! - Heifer Hotel

Welcome to our little slice of heaven on earth! This tiny home sits on 40 acres with its own private lake full of fish and wildlife. You can swim, fish, or float as much you like and walk as far as you can see. 5 minutes away you can take a walk down the quaint city of Florala which offers many antique stores and the beautiful Lake Jackson. Visit Destin with its white sand beaches, PDL Springs, Vortex Springs, or Econfina all within an hour. Please ask about water level of lake before booking!

Legacy House in Opp/Andalusia/Elba/Florala

Legacy House is a restored 3-bedroom, 2-bath home in Opp, Alabama, featuring vintage furnishings that honor its 1930s roots. Relax on the cozy front porch, cook in the fully stocked kitchen, and enjoy washer/dryer access and wifi. Close to shops, dining, and outdoor activities, it offers comfort, charm, and convenience. Operated by survivors of domestic violence and human trafficking, your visit helps provide job training and employment opportunities. Book now and support a lasting legacy!

The Gulf Breeze cottage

Built in 1945, this family-friendly historic cottage, welcomes everyone. Renovated historical home in 2019. Cozy space with beautiful wood floors perfect for a small family or 3 couples. Great area to stay that’s close to Panama City Beach, Florida. Day trip to a local spring or enjoy one of the many local parks or lakes in the area. Also close to fun places for the kids to enjoy. Check out our guidebook and see everything the area has to offer. Stay here for a peaceful small town charm

Private Vintage-Chic 1BR w/ Jacuzzi Tub Enterprise

Escape to the countryside of Enterprise! Unwind in this vintage cottage as you enjoy your retreat. This spacious updated cottage features a large bedroom, closet, and a bathroom with a relaxing Jacuzzi tub. The full-sized kitchen, living room, and dining room provide all the comforts of home. Stay connected with free Wi-Fi for all your streaming and work needs. Conveniently located just a 5-minute drive from downtown Enterprise and a short 18-minute drive from FT. Rucker.

"The Sanctuary" PVT apt, country setting- EV L2

My place is close to shopping and dining. You’ll love The Sanctuary because of the location, unique design, in house laundry, large bedroom and very comfortable Nectar memory foam mattress. I fully equip the apt with linen, towels, pots and pans, dishes and silverware, dish soap, laundry and dishwasher pods, K cups, S&P etc... The gas grill is ready to go. Don't feel like cooking/driving- Jimmy John's, Mellow Mushroom, Hungry Howie's, Dominoes, Marcos Pizza all deliver.

The Ponds @ Andalusia

This beautifully designed, luxury home sits on a 4 acre pond surrounded by 62 peaceful acres with tall mature trees! Watch the horses grazing in the fields while drinking your morning coffee on the large decks, watch outdoor movies on the big screen while enjoying the incredible pond views and sunrises/sunsets from this stunning property! Located just 10 minutes from Gant Lake and Andalusia, & only a 90 min drive to the amazing emerald beaches at Pensacola & Destin!

Boothe Pond Cabin on East Fork Creek

Beautiful pond cabin on a secluded dirt road along the popular route to 30A beaches. Fishing available from shore and the property includes a small boat launch, fire pit, porch swing, rocking chairs, grill, and picnic tables. A full kitchen and cabin amenities in a picturesque setting. This is a great place for family to get away or to stop by and rest while traveling south the the beaches. Bedroom 1 has queen size bed and bedroom 2 has full size bed.

Haven of Rest

Come relax with your family to this city of two rivers where dwells Alabama's oldest and largest live oak tree. Called the Constitution Oak, it is said to be over 300 years old and was alive at the signing of our nation's constitution. Situated in the midst of Geneva, and only 70 miles from the beach, this two bedroom one bath house will give you that Alabama spirit and allow you and your family to enjoy a little get away in the south.

Cozy Cabin with a Massive Deck

Escape to the tranquil beauty of Geneva, Alabama, and experience the ultimate riverside retreat at our charming small cabin. Nestled along the banks of the serene Choctawhatchee River, this cozy cabin offers the perfect blend of rustic charm and modern comfort, with a spacious deck that's sure to steal your heart. Whether you're seeking a romantic getaway or a nature lover's paradise, our Riverside Cabin is the perfect destination.

Lakeside Chalet on Beautiful Gantt Lake!

Come relax and stay awhile at this peaceful oasis on spectacular Gantt lake. You’re not gonna wanna leave. Our chalet has breath taking panoramic lakeside views: Best on the lake!!! You can spend time with your family and friends while kayaking, pedal boating, fishing a plenty, playing games or just relaxing. Full size kitchen appliances and dining area. Chalet also has multiple deck areas perfect for outdoor eating and lounging.

The Davis Home

Welcome to The Davis Home—a charming 2-bedroom, 2-bath getaway in Geneva, AL. Enjoy vintage character, hardwood floors, and a fully equipped kitchen. Relax in the cozy living room with Roku TV, or unwind in the peaceful yard. Just minutes from downtown, local dining, shops, and the Choctawhatchee River. Perfect for family visits or quiet escapes, this property offers modern comforts and small-town charm.