Holiday houses in Chipley

Cozy & quiet House in the country

Relax with the whole family at this peaceful place. Please note there is NO WI-FI at this location. Feel free to Bring your dog and enjoy a fenced in back yard. We are happy to assist with directions and recommendations! •2 miles from the silos wedding venue . • 14 miles from Falling waters state park ( biggest waterfall in FL) • 29 miles from Florida caverns state park • 33 miles from Ponce de Leon State park • 38 miles from Econfina Creek ( Natural Springs ) • 27miles from Cypress Springs

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.

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.

The Tiny House of Healing - Rustic Rural Edition

Let the honey bees restore what the locusts destroyed in your life! Take a step back in time, when there was no wifi, everyone had well water, gardens at everyone's house and God was held in reverence. Put the phone down and get to know each other again or finish writing that book in the quiet. Board games, a swing and walking trail provided. No wifi but usually 1-2 bars of service (so it is possible to use a mobile hotspot) Fully equipped kitchen. King bed, recliner and queen bed in loft

Entire home with lakefront access

Looking for a tranquil getaway? Come relax in this beautifully remodeled lakeside home, set amidst the peaceful rural surroundings. Whether you enjoy canoeing, kayaking or fishing, the beautiful Hicks Lake awaits you. And if you're craving a day at the beach, Panama City Beach is just a short 45-minute drive away! But that's not all - you're also just minutes away from several breathtaking natural springs, including Cypress Springs, Vortex Springs, Wiliford Springs, and spring-fed Ecofina Creek

Backyard Bungalow

Dip into adventure at the Backyard Bungalow — just minutes from three of Florida’s most stunning natural springs. Less than 5 minutes from Ponce de Leon Spring State park. Only 10 minutes to get to Vortex Springs or Morrison Springs. Drive 45 minutes to the beautiful white sand beaches in Panama City beach, or Grayton beach in Santa Rosa. Make yourself at home and rest and reset in a country atmosphere. We look forward to hosting you. PET FEE is $25 NO CLEANING FEE Airbnb is behind our home.

The Rodeo Inn

Relax with the whole family at this peaceful place to stay. The Rodeo Inn features all things rodeo and country. Nestled near the heart of Graceville and just 30 mins south of Dothan, AL, you are surrounded by a lot of farmland. Wake up to birds chirping and watch beautiful sunsets off the front porch at night. Tons of antique shops near by, as well as natural springs in every direction including The FL state Caverns (underground caves). If you need some quiet time & relaxation, this is it.

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!

Cozy Barndominium

This quaint barndo leaves nothing to be desired with its charming, rustic interior and modern amenities. New appliances and all the comforts of home are sure to make your stay as pleasant as possible. This is a 1 bedroom 1 bathroom home with two additional twin beds in the loft. This is a smaller space but is very functional and comfortable. Only 50 minutes from Panama City's white sand beaches and 7 minutes from Chipley, it's conveniently located for those wanting to explore.

Cabin close to FL Caverns Hot Tub, WI-FI & Firepit

Cozy Retreat | Cabin Getaway🌲 Unplug and unwind at this peaceful cabin retreat surrounded by nature. Soak in the relaxing hot tub, enjoy outdoor scenery, play games, and end the day gathered around a crackling fire under the stars. Perfect for couples, solo travelers, or families—plus, an on-site camper is available to accommodate extra guests. Conveniently located just 14 minutes from Florida Caverns State Park, this getaway is the ideal escape to recharge and reconnect.

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.

Peaceful Romantic Escape, Pool, Spa, breakfast

Come and enjoy this beautiful, cozy, and tranquil getaway. Suite has 1 queen bed, kitchenette, bathroom with shower, smart tv. So many things to do on the property like enjoy the indoor pool, outdoor hot tub, goldfish pond with sitting area, chicken coop and vegetable garden , outdoor swing, outdoor movie nights, breakfast, and cottage bakery on property. All situated on a beautiful and peaceful country estate. Come and enjoy yourselves!