Holiday rentals in Samson

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.

"The Clubhouse" Pvt Apt w/Mstr BR & 2bed Kids Loft

I spent 2 years custom building this apartment to be used exclusively as an Abnb rental. It was handcrafted using tongue & groove pine milled here in AL. All of the oak/pine used for the trim, cabinet doors, and custom furniture were milled in VA using my stepfather's personal sawmill with lumber harvested both from my property here in AL, and my families property in VA. Even the door/drawer pulls and switch/outlet covers were hand forged in PA by an Amish guy at his home forge in his basement.

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!

Tonk’s Cabin

Your Cozy Bear-Viewing Retreat! Welcome to our cabin at Grizzly Ranch, where nature meets comfort! Nestled in a tranquil setting, this cozy retreat offers breathtaking views of bears in their habitat. Cozy inside with queen bed and kitchenette. Step outside to the porch for morning coffee or evening stargazing by the fire pit. Explore nearby river and immerse yourself in wildlife encounters. Whether you seek adventure or relaxation, our cabin is the perfect place for unforgettable memories!

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!

Cozy Charming Cottage Ranch Home

This charming 3 BR, 2 full bath with private fenced yard is perfect for a family. It is cozy and stylish so you feel right at home. This home has a king bed in the master bedroom and the other 2 rooms have comfortable queen sized mattresses. The kitchen is fully loaded ready for you to enjoy cooking at your leisure. Our coffee bar is has a Cuisinart coffee maker duo for 12-cup carafe or single k-cup. Our guests are welcome to enjoy all the different types of coffees and teas our bar provides.

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

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.

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.

River Retreat in Geneva, Alabama

Nestled along the picturesque banks of the Choctawhatchee River, our charming River House in Geneva, Alabama, offers a serene escape from the hustle and bustle of everyday life. Whether you're seeking a peaceful weekend getaway or a longer vacation, this river house promises a rejuvenating experience like no other. Read on to discover what makes this property a hidden gem in the heart of the South.