
Holiday rentals in Samson
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Top-rated holiday rentals in Samson
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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.

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

Stillwater Ranch
Welcome to Stillwater Ranch! Come to the country with pastures in your back yard and enjoy the privacy of 52 acres, 5 potential rental units (if you have a large crowd), a beautifully remodeled farm house and all of this just 1 hour to the beaches of Destin! Easy drive with one stop light before you hit the beach. This property offers space for a family getaway and will the perfect place to make memories that last a lifetime. This home is a 5/3 and lovely back porch overlooking the pastures.

Beautiful cottage nestled in the country
Relax with the whole family at this peaceful and serene place to stay. Surrounded by mature trees and beautiful foliage. Quiet and majestic, spend the days at the beach or springs and the nights listening to nature as you star gaze away from the bright lights of the city. Take a nice nature walk down the trails or relax reading a book. A country escape to recharge and just a few miles from town and close to the beach, so you can have the best of both worlds. Your little piece of heaven awaits!

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!

BEST VALUE - No Cleaning Fee; "Clean & Peaceful"
"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

Perfect for Big Families, Sleeps 14, Fort Rucker A
Located in one of Enterprise, AL's finest neighborhoods, Cotton Creek, this 4 bedroom home offers an exceptional stay. With 3 King beds, 4 Full beds, 2 queen sleeper sofas, and 2 baths, it's ideal for larger families on a PCS or visiting Enterprise. Just minutes away from Fort Rucker, John Henderson Family Park, and the Enterprise Country Club. Enjoy the convenience of smart technology and security throughout the entire home, allowing you to unwind and make the most of your time.

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" Private, 1 BR apt, country setting
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.

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

The Barefoot Bungalow — Vintage Charm by the Lake

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The Byrd Nest in the Heart of Downtown Enterprise

Tranquility on beautiful Gantt Lake

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

Ft Novosel 9 miles | Townhouse

Caboose Tiny House Defuniak

Linda's House on Jasmine
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