
Holiday rentals in Samson
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Samson
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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, Ponce de Leon & Vortex Springs, or the scenic creeks at Bear Paw & Econfina for a fun day of tubing and swimming!

Pet-Friendly 4BR w/ Huge Fenced Yard- Near Rucker
Relax with the whole family at this country home in Enterprise. Enjoy the peaceful ambiance of a spacious backyard filled with charming landscaping and chirping birds! This four-bedroom two bathroom home comes fully equipped with Wi-Fi, a working space, a washer and dryer, a full kitchen, and a spacious backyard. Feel at home in our Country Gardens and enjoy the five-minute drive to downtown Enterprise for shops and restaurants. Also a short 18-minute drive to the FT. Rucker Enterprise gate.

BEST VALUE - "Clean & Quiet"
"Relaxing, calm, quiet, peaceful"--all used to describe the 1,200 sq. feet of guest space attached to our home--Read a complete description under "The Space." The private guest suite includes a family room, two bedrooms and bath on our micro-farm just 4 minutes from Fort Rucker and Enterprise. Southern hospitality at its best--Read our reviews! Ammenities include personal-size fridge, coffee, microwave, pool table, WiFi, TV, DVD, Wii, games and toys; laundry room; Handicap/ADA accessible;

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

Gorgeous Gantt Lake House - King bed + Kayaks
This stunning lakefront retreat offers a truly immersive experience. From every window—whether in the kitchen, either bedroom, or the garden-level living room—you are greeted by panoramic views of the water. Step directly onto the veranda or walk out the back door for immediate access to the lake. The property is perfect for a small getaway, accommodating a maximum of four guests with two dedicated parking spots. Pontoon boat rentals are also available nearby for your convenience.

Quaint on Third
Convenient and close to everything. Visiting Andalusia for the holidays & want to walk to CandyLand? or for Homecoming & want to watch the parade from the porch & walk to the game? or in town for a tournament? Two blocks from CandyLand & July Jams, 2 blocks from AHS, 4 blocks from downtown dining & shopping, & Johnson Park is less than a mile away. Covered parking, a full-sized washer & dryer, and a fully equipped kitchen will help you feel right at home.

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.

The Cove on Juniper
The Cove on Juniper Take a break and unwind at this peaceful oasis lakefront property. This cozy retreat offers a perfect blend of tranquility and adventure, making it an ideal getaway for families, friends , or solo travelers. Enjoy stunning sunsets from our lakefront fire pit. Paddle the lake in one of our two canoes or fish from our backyard dock. If you're in the mood for exploration, take a drive and discover the many springs in the panhandle.

Gantt Complain
Beautiful, cozy cabin on Gantt Lake, AL. It has a queen bed in the master bedroom and one in the loft, along with a rollaway bed already set up. Two additional rollaway beds are located in the attic. There is no pullout sofa. 1.5 bathrooms, washer, dryer, and a fully operational kitchen. Two delightful electric heaters create a charming ambiance all year round. The cabin has a fenced in yard, gated covered porch, and a great boathouse.

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.
Popular amenities for Samson holiday rentals
Other great holiday rentals in Samson

Schoolie Campsite (5 mins from Springs!)

Big Tiny House Defuniak Springs

The Byrd Nest in the Heart of Downtown Enterprise

A Taste of Farm Life

Family Home 4BR | King Bed | Fast WIFi | PCS/TDY

Azalea House

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

Private Refinished Golf Getaway
Destinations to explore
- Augusta Holiday rentals
- Seminole Holiday rentals
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Savannah Holiday rentals
- Gulf Shores Holiday rentals
- Jacksonville Holiday rentals
- Orange Beach Holiday rentals
- St. Augustine Holiday rentals




