Holiday rentals in Holmes County

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.

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.

Whispering Woods

Come enjoy Serenity and Nature Three Bedrooms and two full baths, living and dinning room, functional kitchen. Plenty of room to stretch out, relax and enjoy. Yard space to Bar-B-Cue or just watch the stars. 17 miles from the magnificent Ponce De Leon Springs and a short 13 mile drive to The Vortex Springs, 25 miles from stunning Cypress Springs and approximately 35 miles to the shores of Santa Rosa Beach, Seaside, or Grayton Beach State Park. Divers, Springs and nature enthusiasts Welcome!

Schoolie Campsite (5 mins from Springs!)

Escape to a cozy boho schoolie tucked in a peaceful campsite. Located in the heart of beautiful natural springs and 50 miles from beaches. This whimsical bus is filled with earthy décor, soft string lights, and comfy bedding—perfect for couples, small families 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. 🍄✨

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.

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, queen in loft, plus recliner. Enjoy a swingset, tree swing, board games, and walking trail. Bring the kids and enjoy the outdoors! Located between many springs and caverns. Fresh, crisp well water straight from the tap believe to be the same water that flows into the springs! Come rest, recharge, and breathe deep.

Shady Oaks Cabin on the Hill

Nestled in a serene country setting, this is our guest house up the hill from our country home. The Little White Cabin under the oaks is the perfect retreat for anyone seeking peace, charm, and simplicity. A newly painted facade in crisp white, the cabin’s mint-green door and cozy front porch complete with rocking chairs offer the ideal spot to sip your morning coffee or unwind at sunset. Close to local springs and a short 45 min drive to Panama City Beach.

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.

Adventure Basecamp: Springs, Trails & Beaches

Escape the crowds and discover your Adventure Basecamp in Northwest Florida. Perfectly located near crystal-clear natural springs, the off-road trails of Mudd’n 185 Park, and the white-sand Gulf beaches. Spend your days kayaking, riding, or exploring, then unwind under the stars. Ideal for friends, couples, or families who want both adventure and relaxation in one unforgettable getaway.