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, 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

Superhost
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!

Top guest favourite
Tiny home in DeFuniak Springs
4.94 out of 5 average rating, 121 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!

Guest favourite
Home in Ponce de Leon
5.0 out of 5 average rating, 14 reviews

Whispering Woods

Come enjoy Serenity and Nature Three Bedrooms and two full baths, living and dinning room, functional kitchen. Plenty of room to stretch out, relax and enjoy. Yard space to Bar-B-Cue or just watch the stars. 17 miles from the magnificent Ponce De Leon Springs and a short 13 mile drive to The Vortex Springs, 25 miles from stunning Cypress Springs and approximately 35 miles to the shores of Santa Rosa Beach, Seaside, or Grayton Beach State Park. Divers, Springs and nature enthusiasts Welcome!

Superhost
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
5.0 out of 5 average rating, 107 reviews

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.

Top guest favourite
Home in Opp
5.0 out of 5 average rating, 24 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
Home in Samson
4.75 out of 5 average rating, 65 reviews

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.

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
4.95 out of 5 average rating, 42 reviews

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

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
4.98 out of 5 average rating, 164 reviews

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.

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!

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.

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, 121 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.

Popular amenities for Samson holiday rentals