Vacation rentals in Holmes County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Holmes County

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
Home in Graceville
4.92 out of 5 average rating, 64 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 favorite
Guesthouse in Chipley
4.95 out of 5 average rating, 445 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.

Top guest favorite
Apartment in Ponce de Leon
4.93 out of 5 average rating, 204 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.

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
4.93 out of 5 average rating, 59 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!

Top guest favorite
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
4.93 out of 5 average rating, 59 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.

Cabin in Westville
5 out of 5 average rating, 4 reviews

Copper Creek-Cozy Couples Cabin

Your Florida adventure starts at Copper Creek. A modern-rustic cabin for 2 in the serene Panhandle. Explore crystal-clear springs, ride nearby ATV trails, or find your beach—all a short drive away. Inside, a comfy bed, kitchen, bath & workspace await. It’s your perfect launchpad for exploration & escape. Copper Creek is an intimate cabin retreat for couples or solo travelers. Thoughtfully designed, quiet, and tucked into nature, it’s the perfect place to slow down and reset.

Top guest favorite
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
4.92 out of 5 average rating, 62 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.

Top guest favorite
A charming farmhouse exterior is presented, featuring a white facade and a green metal roof. Two rocking chairs are positioned on the porch, complemented by decorative elements. Lush green grass surrounds the home, offering a serene rural view against the backdrop of open fields.
Home in Graceville
4.95 out of 5 average rating, 19 reviews

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.

Top guest favorite
An outdoor seating area is framed by a wooden pergola, featuring hanging plants and potted flowers. A patterned rug covers the wooden deck, with a small table and chairs positioned for relaxed gatherings. The nearby Airstream is visible, reflecting its metallic surface.
Camper/RV in Westville
4.98 out of 5 average rating, 52 reviews

Airstream Campsite (5 mins from Springs!)

✨ Chic Boho Airstream Retreat ✨ Stay in style with our burnt-orange, boho-inspired Airstream, complete with cute wallpaper and cozy touches. Inside, you’ll find a queen bed, bunk bed, stand-up shower, and a kitchen with plenty of butcher block counter space. Outside, enjoy a shaded front porch with glowing string lights. Nestled in the heart of natural springs and just 50 miles from the beach, it’s the perfect blend of charm, comfort, and adventure. 🌿🌟

Guest favorite
A travel trailer is anchored on a grassy area, featuring a modern exterior with a sleek design. The trailer includes an awning for outdoor shade and is surrounded by natural scenery, including trees and open space, inviting exploration and relaxation in a rural setting.
Farm stay in Graceville
4.93 out of 5 average rating, 29 reviews

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. Happy camping!

Top guest favorite
Home in Graceville
5 out of 5 average rating, 13 reviews

Hopeful on 10th

Come Find Hope & Peace. Relax with the whole family at our peaceful home in the middle of town. * Baptist University of Florida 1.5 miles away. * Less than 30 minutes away from Chipola College. * Dothan Alabama is only 45 minutes away. * Florida Caverns State Park 30 mins away. *The World's Most Beautiful Beaches Panama City Beach 1 he and 20 mins away.

Guest favorite
Cabin in Westville
4.93 out of 5 average rating, 29 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 vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Holmes County