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
4.97 out of 5 average rating, 279 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

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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
4.91 out of 5 average rating, 282 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!

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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
4.9 out of 5 average rating, 142 reviews

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!

ValueFamilyBack garden

Top guest favourite
Tiny home in DeFuniak Springs
4.94 out of 5 average rating, 119 reviews

Cozy tiny cabin on large 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!

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Top guest favourite
Home in Opp
5 out of 5 average rating, 22 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!

LocationFamilyCleanliness

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
4.9 out of 5 average rating, 61 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

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Guest favourite
The exterior of the house is presented, featuring a two-story structure with large windows and a spacious deck. Steps lead down from the deck to the patio area, where umbrellas and seating can be seen. Surrounding greenery adds a natural backdrop.
Cottage in Andalusia
4.95 out of 5 average rating, 133 reviews

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.

ValueFamilyCleanliness

Top guest favourite
The master bedroom features a large wooden bed with a gray duvet and decorative pillows, complemented by matching bedside tables. Soft light filters through sheer curtains, with a red accent ceiling enhancing the room's character. A plush red area rug adds warmth to the hardwood floor.
Home in Enterprise
4.9 out of 5 average rating, 157 reviews

The Short Final-We welcome pets!

This beautiful home has so much to offer for someone looking for aTDY unit or a fully furnished home.. This home sits in a beautiful neighborhood and within walking distance of a peaceful neighborhood pond. Features include a saltwater pool(open year-round), a hot tub, a small garage gym, 3 bedrooms, and 2 baths. Fully stocked coffee bar! Kid & pet friendly .Close to Shell Field so you will see 🚁 Welcome to the home of Ft. Rucker and the sound of freedom!

ValueFamilyOutdoor spaces

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, 321 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.

ValueLocationWifi

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
4.99 out of 5 average rating, 120 reviews

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.

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Top guest favourite
Cabin in Andalusia
4.99 out of 5 average rating, 199 reviews

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.

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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
4.83 out of 5 average rating, 40 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.

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Popular amenities for Samson holiday rentals