Holiday rentals in Samson

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Top-rated holiday rentals in Samson

Guests agree: these stays are highly rated for location, cleanliness and more.

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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

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

LocationValueCleanliness

4.97 out of 5 average rating, 280 reviews

Guest favourite

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

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!

LocationFamilyAmenities

4.91 out of 5 average rating, 283 reviews

Top guest favourite

A welcoming porch is featured at the front of a single-story house, flanked by tall trees and lush greenery. The home has a sloped metal roof and is set against a serene natural backdrop, creating a peaceful atmosphere.

Cottage in DeFuniak Springs

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!

LocationFamilyAmenities

4.9 out of 5 average rating, 146 reviews

Top guest favourite

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

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.

ValueLocationQuiet

5.0 out of 5 average rating, 107 reviews

Top guest favourite

Home in Opp

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!

LocationFamilyLaundry

5.0 out of 5 average rating, 24 reviews

Guest favourite

Home in Samson

Experience Historical Charm at ‘The White House’

Experience Historical Charm at The White House. Sleeps 9 guests, four bedrooms, 5 beds, and 2 couches. Plan a day trip to Panama City Beach, Florida, or to local Springs or State Parks. Check out our Guidebook. Enjoy small town charm away from the hustle. Relax on the front porch at the founding Historic cornerstone of Samson. Kids can play hide and seek outside away from their screens on the 2-acre lot. Gather around the fire pit and roast s’mores. A short walk to restaurants downtown.

LocationFamilyCleanliness

4.75 out of 5 average rating, 65 reviews

Guest favourite

A welcoming front porch features a white door adorned with a circular wreath, framed by two brick columns. Green potted ferns are placed on either side of black wrought iron chairs, creating an inviting entryway.

Home in Geneva

Stay Awhile | Peaceful Small-Town Escape

Welcome to your home away from home! Nestled in the heart of Geneva Alabama, our charming short-term rental offers the perfect blend of comfort, style, and convenience. Geneva is home to Robert Fowler Park AKA "The Junction" where the Choctawhatchee River and Pea river join. We are only 2.6 miles from the park. We have plenty of parking if you want to bring your boat. 11 miles to Samson 34 miles to Dothan 23 miles to Enterprise 27 miles to Ft. Rucker 60 miles to Florida beaches

FamilyLocationIndoor spaces

4.95 out of 5 average rating, 42 reviews

Guest favourite

A spacious living room features a central fireplace framed by a wooden mantle. A large flat-screen TV is mounted on the wall opposite two comfortable gray sofas, accentuated by decorative pillows. A round coffee table sits on a patterned rug, with natural light illuminating the area from french doors.

Home in Enterprise

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.

FamilyLocationCheck-in

4.98 out of 5 average rating, 164 reviews

Top guest favourite

A spacious living area is presented with a brown leather sofa and a dining table positioned adjacent to a well-equipped kitchen. Light-colored cabinetry and wood paneling add warmth to the space. The ceiling features a ceiling fan, enhancing airflow throughout the area.

Flat in Enterprise

"The Sanctuary" PVT apt, country setting- EV L2

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.

ValueLocationGrill

4.98 out of 5 average rating, 260 reviews

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

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.

ValueLocationCheckout

4.93 out of 5 average rating, 321 reviews

Top guest favourite

A serene lake view is framed by tall trees, reflecting vibrant sunset colors on the calm water. A small dock and canoe are visible, surrounded by lush greenery and leaves scattered on the ground, highlighting a tranquil natural setting.

Home in DeFuniak Springs

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.

LocationValueGrill

4.99 out of 5 average rating, 121 reviews

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

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.

ValueLocationCleanliness

4.96 out of 5 average rating, 57 reviews