Vacation rentals in Samson

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Top-rated vacation rentals in Samson

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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
4.98 out of 5 average rating, 190 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.

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, 268 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

Top guest favorite
Apartment in Enterprise
4.99 out of 5 average rating, 310 reviews

"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.

Guest favorite
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, 274 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!

Guest favorite
Cabin in Hartford
5 out of 5 average rating, 5 reviews

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!

Top guest favorite
The image captures a serene sunset over a private lake, with vibrant hues reflecting on the water's surface. Lush green grass and trees frame the scene, while distant fields and a softly clouded sky complete the tranquil atmosphere.
Tiny home in DeFuniak Springs
4.95 out of 5 average rating, 110 reviews

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!

Top guest favorite
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 out of 5 average rating, 101 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
Home in Opp
5 out of 5 average rating, 17 reviews

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!

Guest favorite
A charming blue cottage with a light gray exterior features a welcoming front entryway and several windows allowing natural light. The surrounding yard is landscaped with grass and pine straw, adding to the overall inviting appearance of the home.
Cottage in Samson
4.91 out of 5 average rating, 58 reviews

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

Superhost
A wooden cabin is depicted with a spacious porch featuring red outdoor furniture, including chairs and a picnic table. Lush green surroundings frame the cabin, which features large windows that allow natural light into the interior. A boat dock is visible nearby.
Cabin in Opp
4.93 out of 5 average rating, 318 reviews

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.

Top guest favorite
A single-story house with a white exterior is surrounded by tall trees, offering shade and greenery. The entrance features a welcoming front door with a decorative window, flanked by two symmetrical windows. A set of steps leads to the front porch, enhancing accessibility.
Home in Geneva
4.96 out of 5 average rating, 52 reviews

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.

Top guest favorite
A charming exterior of a single-story house is presented, featuring a welcoming front porch adorned with decorative railings. Lush greenery and blooming flowers surround the entrance, while a clear blue sky and trees with fall foliage create a tranquil backdrop.
Home in Geneva
4.82 out of 5 average rating, 39 reviews

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.

Popular amenities for Samson vacation rentals

  1. Airbnb
  2. United States
  3. Alabama
  4. Geneva County
  5. Samson