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

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

FamilyValueCondition

4.97 out of 5 average rating, 282 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!

ValueFamilyQuiet

4.91 out of 5 average rating, 287 reviews
Guest favourite
Tiny home in DeFuniak Springs

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!

LocationValueIndoor spaces

4.94 out of 5 average rating, 122 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!

FamilyValueWalkability

4.91 out of 5 average rating, 149 reviews
Superhost
Home in Enterprise

Pet-Friendly 4BR w/ Huge Fenced Yard- Near Rucker

Relax with the whole family at this country home in Enterprise. Enjoy the peaceful ambiance of a spacious backyard filled with charming landscaping and chirping birds! This four-bedroom two bathroom home comes fully equipped with Wi-Fi, a working space, a washer and dryer, a full kitchen, and a spacious backyard. Feel at home in our Country Gardens and enjoy the five-minute drive to downtown Enterprise for shops and restaurants. Also a short 18-minute drive to the FT. Rucker Enterprise gate.

ValueLocationIndoor spaces

4.87 out of 5 average rating, 125 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.

ValueFamilyDecor

5.0 out of 5 average rating, 111 reviews
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

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

FamilyLocationAccuracy

4.89 out of 5 average rating, 63 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

LocationFamilyGetting around

4.95 out of 5 average rating, 43 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.

FamilyValueGrill

4.98 out of 5 average rating, 164 reviews
Top guest favourite
Cottage in Andalusia

The Ponds @ Andalusia

This beautifully designed, luxury home sits on a 4 acre pond surrounded by 62 peaceful acres with tall mature trees! Watch the horses grazing in the fields while drinking your morning coffee on the large decks, watch outdoor movies on the big screen while enjoying the incredible pond views and sunrises/sunsets from this stunning property! Located just 10 minutes from Gant Lake and Andalusia, & only a 90 min drive to the amazing emerald beaches at Pensacola & Destin!

FamilyValueCondition

5.0 out of 5 average rating, 34 reviews
Superhost
Home in Enterprise

Best Value II - Private and Peaceful Minifarm

"Relaxing, calm, quiet, peaceful" all used to describe our small, five-acre farm just 4 minutes from Fort Rucker and Enterprise. Ammenities include full kitchen, microwave, WiFi, TV's, games and toys, and plenty of space to roam or relax. Guests are welcome to walk around the property, feed the chickens, and pick berries and fruit when in season. We offer southern hospitality at its best. We are experienced AirBnb hosts with nearly 700 five star reviews.

LocationPetsCleanliness

5.0 out of 5 average rating, 4 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.

LocationValueSleep quality

4.93 out of 5 average rating, 321 reviews

Popular amenities for Samson holiday rentals