Holiday houses in Holmes County

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Top-rated holiday rentals in Holmes County

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Guest favourite
A wooden deck is surrounded by tall trees, providing a natural backdrop. A small round table is set with a few plant pots and decorative items. Metal chairs are positioned around the table, inviting moments of relaxation in a serene outdoor setting.
Home in Graceville
4.92 out of 5 average rating, 96 reviews

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

Top Guest favourite
A spacious single-story home is shown, featuring a gray exterior with white trim. The front porch is accessible by steps, and large windows allow natural light to fill the interior. Lush green grass and young trees surround the property.
Home in Graceville
4.91 out of 5 average rating, 53 reviews

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.

Top Guest favourite
An outdoor pool area is enclosed by a white fence, featuring a large blue swimming pool complemented by a spa. Comfortable lounge chairs are arranged around the deck, and a gazebo provides shaded seating. Tall trees and clear blue skies create a serene backdrop.
Guesthouse in Chipley
4.96 out of 5 average rating, 406 reviews

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.

Guest favourite
Apartment in Ponce de Leon
4.92 out of 5 average rating, 185 reviews

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.

Top Guest favourite
A converted school bus features a welcoming entrance with wooden steps leading up to the open door. A coir mat with the word 'welcome' is placed at the threshold. The bus exterior showcases a muted green color, surrounded by trees and natural foliage.
Campervan/RV in Westville
4.98 out of 5 average rating, 49 reviews

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. 🍄✨

Guest favourite
The side of a single-story home is framed by tall pine trees, showcasing a path leading to a covered entrance. The exterior is clad in light-colored siding, accented by dark shutters on the windows. Lush greenery and flowering plants enhance the serene outdoor setting.
Home in Bonifay
4.92 out of 5 average rating, 24 reviews

Entire Home - Peaceful Pines - Near Ponce De Leon

This peaceful home is nestled on an acre of tall pines and is located 1/2 hr from the incredible Ponce de Leon Springs, Vortex Springs and Morrison Springs. It is 1 hr from Panama City Beach. Geneva AL is 10 minutes away and Defuniak Springs is 35 min. Choctawhatchee River is abt 2 miles and there are more springs in the Marianna area, about 1 hr away. Perfect spot to get away from it all and/or explore all the Panhandle has to offer. No wifi here but there is a robust cell signal.

Guest favourite
The exterior of a two-story brick home is set amidst lush greenery, featuring well-maintained gardens and a spacious lawn. A stone pathway leads to the entrance, surrounded by trees that provide natural shade and a tranquil atmosphere.
Home in Bonifay
4.95 out of 5 average rating, 55 reviews

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!

Guest favourite
A spacious kitchen area features a large wooden island with seating for three. Modern appliances, including a refrigerator and microwave, are visible against white cabinetry. The high ceiling is enhanced by a gentle fan, and natural light streams in from the nearby door and window.
Barn in Chipley
4.9 out of 5 average rating, 40 reviews

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.

Top Guest favourite
An overhead view of a cozy loft space shows a spacious bed adorned with a yellow pillow, a recliner, and a dining area with a table and chairs. Large windows allow natural light to fill the room, and wooden accents add warmth to the design.
Tiny home in Graceville
4.96 out of 5 average rating, 56 reviews

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.

Top Guest favourite
A small cabin is positioned among trees, featuring a freshly painted white exterior and a mint-green door. A covered front porch is adorned with potted plants and rocking chairs, inviting relaxation. The surrounding grassy area enhances the tranquil country setting.
Cabin in Westville
4.86 out of 5 average rating, 37 reviews

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.

Guest favourite
Home in Graceville
5 out of 5 average rating, 6 reviews

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.

Guest favourite
The kitchen and dining area feature stainless steel appliances and a central table surrounded by six chairs. Colorful artwork of fresh produce decorates the wall, while a flat-screen TV provides entertainment. Modern design elements contribute to a functional and inviting space.
Cabin in Westville
4.9 out of 5 average rating, 21 reviews

Quiet Furnished House for Travelling Professionals

Core Value Stack: Fully Furnished Utilities included (Water, Electricity, Internet, Trash) Parking for trucks/RVs No HOA / no neighbors Flexible terms (30–180 days) Internet Expansive Deck. Drive-Time Positioning: ~45–55 min to Panama City hospitals ~25 min to Chipley ~1–1.25 hr to Dothan medical facilities Direct access via Highway 181

Popular amenities for Holmes County holiday rentals

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