Holiday rentals in Samson

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Top-rated holiday rentals in Samson

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Guest favourite
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, 267 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

Guest favourite
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 favourite
A family room with a pool table in the foreground features a comfortable seating arrangement including a brown sofa and chair. Natural light enters through two windows, illuminating a cozy atmosphere, while decorative elements and a welcoming front door enhance the space.
Guest suite in Enterprise
4.98 out of 5 average rating, 638 reviews

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;

Top guest favourite
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 favourite
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
Cottage in Enterprise
4.88 out of 5 average rating, 104 reviews

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.

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 favourite
The interior space features a cozy living area with light-colored furniture, including a sectional sofa and a recliner. A patterned area rug anchors the seating arrangement. A kitchenette with modern appliances and a dining table can be seen, surrounded by large windows allowing natural light to fill the room.
Cabin in Westville
4.96 out of 5 average rating, 48 reviews

"Blueberry Cottage "

Relax at Blueberry Cottage & enjoy the seclusion & peace. We have 50 acres in the Firefly Forest & we’re less than a 1 hr drive to the beach, 20 miles to Vortex Springs. Our cabin is a 2 bedroom, 1 bath w/ a kitchenette. The covered porch is great for grilling, relaxing and enjoying wildlife. There is a fresh water pond that is stocked and ready for fishing. No off-road vehicles or firearms. 1 supervised pet allowed. No cats are allowed.

Top guest favourite
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 favourite
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.

Guest favourite
The kitchen and dining area feature stainless steel appliances and a central table surrounded by six chairs. Colorful artwork of fresh produce decorates the wall, while a flat-screen TV provides entertainment. Modern design elements contribute to a functional and inviting space.
Cabin in Westville
4.93 out of 5 average rating, 29 reviews

Quiet Furnished House for Travelling Professionals

Core Value Stack: Fully Furnished Utilities included (Water, Electricity, Internet, Trash) Parking for trucks/RVs No HOA / no neighbors Flexible terms (30–180 days) Internet Expansive Deck. Drive-Time Positioning: ~45–55 min to Panama City hospitals ~25 min to Chipley ~1–1.25 hr to Dothan medical facilities Direct access via Highway 181

Top guest favourite
A spacious living area features two comfortable sofas and a dining table. Light-colored curtains softly filter natural light, while a ceiling fan provides ventilation. In the background, a modern kitchen and additional seating area are visible, contributing to an inviting communal atmosphere.
Home in Elba
4.94 out of 5 average rating, 114 reviews

Country Comfort Inn *Newly Updated*

Middle of nowhere, but close to everywhere! The perfect taste of small town living. If you are wanting to get away somewhere that is quiet, private, and peaceful, then this is the place for you! It is located 20 minutes from Troy and Enterprise. A Dollar General and gas station are 2 minutes down the road. **NEWLY UPDATED**

Popular amenities for Samson holiday rentals

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