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Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, Starz, Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, & a twin. All of which can accommodate a total of 7 guests. Chipley is located off I-10. It is a 55-minute drive to the beach and a 45-minute drive to Dothan, AL. Falling Waters State Park is 3 miles away. Caverns park 15 miles. No pets & no smoking allowed. Home is sanitized between guests.

A Taste of Farm Life

Have fun with the whole family at this stylish place. Our two-bedroom two bath home located in the country, surrounded by farm fields, barns and cow pasture. Great for vacations! Just an hour from the World's most beautiful beaches, 6 miles south of Graceville, FL, and 7 miles north of Chipley, Fl. There are two queen beds, and a pack-n-play. There is a highchair, children's table and chairs, dining table, bar, bar stools, couch, and loveseat. Washer and dryer provided. No pets or smoking.

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.

The Tiny House of Healing - Rustic Rural Edition

Let the honeybees restore what the locusts have taken! Peaceful ranch-style cottage with loft, full kitchen and bath. King bed on main level with WHITE bedding, queen in loft & recliner. Enjoy a swingset, tree swing, board games, and walking trail. Bring the kids and enjoy the outdoors! Between many springs 🐟 and caverns 🪨 Crisp well water straight from the tap believed to be the same water that flows into the springs! Come rest & recharge 🐎 horses 🦮 dogs & 🐈 cats welcome!

Zeke’s House: Bed & Barn Bliss

Enjoy the delights of nature in a panoramic view. All new barn unit/barn. Sleeps 3. Great for couples, individuals, small families, business travelers. Dirt road walks, blazing sunsets, starlet nights. Hang out near Zeke (Tennessee Walker), Zuri (Half-linger), Zoe (Cow) and Zeb (Miniature). In route to Panama City beach, 10 mins to Dothan, this delightful barn unit sits way off the road on 5 acres of bliss. Sawyer’s Produce, Apline Tomato Farm & Working Cow Dairy all nearby! *Non-smoking*

Cozy Cottage in the Pines

Enjoy a quiet stay just outside of town on a farm! Listen to the breeze whisper through the pines and relax in this peaceful country setting. The cottage is 2 miles north of Cottonwood and is just under 10 miles to The Ross Clark Circle in Dothan. Dothan has a lot to do…..shopping, dining, and entertainment. Also, the cottage is only a few miles from the Florida line and the Georgia line if you’re going there for something fun! WiFi is fast so working from the cottage is easy as well!

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.

Juju’s Pond House on Smith Pond

Take it easy at this unique and tranquil getaway located on 100 acres and nestled quietly on a private pond. The house was originally built in 1921 and in 2018 we had the house moved down to the pond and did a full renovation while preserving as much original character as we could. Enjoy your morning coffee and watch the sunrise from the screen porch swing or one of the docks at the pond. The property has nature trails to explore, fishing, and plenty of wildlife.

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.

Big Mama & Papa's House

A cozy getaway where comfort meets charm. This home is all about creating memories; spacious enough for family gatherings, yet filled with the kind of warmth that makes you feel right at home. Whether you're sharing stories around the table, relaxing on the porch or simply soaking up the peaceful surroundings, every corner invites connection and rest. Come as guest, leave as family- that's the heart of Big Mama and Papa's House.

Hopeful on 10th

Come Find Hope & Peace. Relax with the whole family at our peaceful home in the middle of town. * Baptist University of Florida 1.5 miles away. * Less than 30 minutes away from Chipola College. * Dothan Alabama is only 45 minutes away. * Florida Caverns State Park 30 mins away. *The World's Most Beautiful Beaches Panama City Beach 1 hr and 20 mins away.

Serenity at Dogwood Lakes Golf, Fish and Unwind

Florida’s Hidden Gem Stay right on the water with private lake access, three queen beds, and endless nearby adventures — from fishing, kayaking and golfing at dogwood golf course to exploring Marianna Caverns or relaxing on sugar-white beaches on Panama City Beach. The home is located 7.5 miles from downtown Bonifay Fl. Located in the Dogwood Community.