Vacation rentals in Holmes County

Westville Pines Cabin 5 beds Sleeps 10

Nestled on 10 acres, our cabin offers an immersive escape into nature's embrace with a contemporary feel. Sleeps 10 guests which includes a master suite with double queen beds. Expansive Deck. Nearby Adventures: - 15 minutes away, discover Vortex Springs (Diving caves) and the pristine beauty of Ponce De Leon natural spring. 3 mins Mudd'n 185 - 1 hr away, World-Class Beaches; Miramar, Destin, and Panama City Beach - 1 hr away, Florida Caverns State Park to view stunning underground formations.

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, and Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, and 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 and no smoking allowed. Home is sanitized between guest.

Schoolie Campsite

Escape to a cozy boho mushroom-themed schoolie tucked in a peaceful campsite. Located in the heart of beautiful natural springs and just 50 miles from beaches. This whimsical bus is filled with earthy décor, soft string lights, and comfy bedding—perfect for couples or solo travelers seeking a unique retreat. Enjoy tiny living with big charm as you relax under the trees, sip coffee in nature, and soak up the magic. A one-of-a-kind stay for those looking to unplug, recharge, and be inspired. 🍄✨

Let’s Camp - Florida Edition!

Come to a place of grace in Graceville! Enjoy nature and the drink the well water that taps into the natural spring reservoir! We have 5 acres for you to explore with a trail into a majestic forest! Plenty of space for kids to run in a safe location! We are in a central location to Ponce De Leon Springs, Morrison Springs, Florida Cavern State Park and so much more! No pet fee for pets staying outside. Too rural for WiFi, so you can get off your devices and enjoy each other! Happy camping!

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 and bar stools, couch, loveseat and rocker. Washer and dryer provided. No pets

Vintage Chipley Getaway on Large Private Property

Escape to the charming town of Chipley, Florida, in this spacious 4-bedroom, 2-bathroom vacation rental house. With its well-equipped kitchen, cozy living area, and comfortable bedrooms, this home is perfect for accommodating a large family or group of friends. Explore nearby attractions like Falling Waters State Park and Florida Caverns State Park, or take a day trip to the white sandy beaches of Panama City. After a day of adventure, return to your home away from home to relax and unwind.

Bonifay Estate with Spring-Fed Swimming Hole!

Welcome to Bonifay, a sleepy Florida town known for its rich Native American and Spanish history, pristine spring waters, and great location just north of Panama City. Upon arriving at this 4-bedroom, 3-bathroom vacation rental, you will be in awe of the spacious property, spanning across 12 acres and providing access to Wrights Creek, a private swimming hole, and a private frisbee golf course! With RV parking, a spacious interior, and a fire pit, this house has everything you need!

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.

Tall Pines Bunkhouse

Experience rural tranquility in a cozy bunkhouse under a spacious pole barn. Enjoy pond views and 10 acres of manicured woodland trails. Treat yourself to local homemade jams, bread, and honey, and inquire about nearby horse riding availability. Gather around a bonfire for s'mores and wildlife encounters. Golf cart included upon request based on availability. Playground and airhockey are available in the host’s backyard area. ATV rental details in the guest access section.