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.

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.

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.

#2 Cozy cottage in small town USA close to city

Quiet cozy cottage set in small town close enough to the city. Panama City Beach is 45 min to an hour away. Dothan Al is only 45 mins to an hour away. We are centrally located to several different outdoor activities. Ponce De Leon Springs is 30 mins away. Vortex Springs is less than an hour away. The Caverns are in Marianna less than hour away. There are several hiking and biking trails minutes away and numerous other activities. Close to grocery stores laundry mat and gas stations.

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.

Windmill Way

A cozy remodeled farmhouse in a quiet rural country setting, but only 2 miles to town. It's surrounded by open fields, barns, cows and windmills. Enjoy the fresh air, nature and the wind blowing through your hair. Windmill Way is inviting with farmhouse decor, soft lighting, comfortable furniture and new appliances to make the space feel like a true home. It's the kind of place where you can just relax, read a book or sit on the porch and enjoy the view.