Holiday rentals in Calhoun County

Scenic Riverside Retreat | Near the Beaches

Escape to a private riverfront retreat with breathtaking views of the spring-fed Chipola River. Both cabins are included, giving your group room to spread out and reconnect. Swim, fish, kayak, tube, or snorkel, then rinse off in the outdoor shower, and gather around a fire under the stars. With Panama City’s sugar-white beaches about an hour away, you can enjoy river adventures and beach days in one getaway. Perfect for families, couples, fishing trips, and friends looking for a peaceful escape.

Location · Value · Bathroom

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Cozy Modern Cottage

Cozy modern home with a full kitchen and new appliances, open to a dining area for six and a cozy living room with reclining sofa and oversized chair. It offers WiFi, TV, and exterior security, on an acre surrounded by field and wooded area. This non-smoking property features two bedrooms with queen beds, one full bath, a washer and dryer, and a front porch with outdoor seating. Located on Highway 71, one mile from Calhoun Liberty Hospital, 25 miles from Marianna, and 40 miles to Mexico Beach.

Family · Location · Condition

Comfy River House - Pet Friendly

River days, fire pit nights, and zero stress 🔥🌊 This riverfront getaway next to the Apalachicola National Forest sleeps 8–10 and has EVERYTHING: • Boat ramp right beside the house • Fire pit + outdoor hangout space • Outdoor swing • Outdoor games + kid toys • Kitchen + fridge • Baby-proofed (yes, really 😌) Perfect for group trips, family weekends, or just getting away and doing nothing by the water. 2 large indoor dog kennels inside under the bed Inside security system but no cameras

Location · Family · Condition

Life on the lake

Welcome to our cozy lakeside retreat, nestled in the cove of Compass Lake! This charming house sleeps six with two bedrooms, 4 beds and a fully equipped kitchen, and a spacious deck perfect for morning coffee or evenings just hanging out . Cast a line from our private dock for fishing. Inside, find modern comforts like Wi-Fi and smart TVs, all wrapped in an elegant vibe. Wind down from the day on the screened in back porch. Ideal spot for family getaways or a peaceful escape. Kayaks included

Family · Location · View

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*Guest House w\ private pond*

Looking for a place set in the country that highlights all aspects of country living? Look no further….our “mother in law suite” (situated behind our home) offers sleeping for 2, a private pond where kayaking or small paddle boating is encouraged, views of our garden available for fresh picking in season (for extra charge), close to hiking (Garden of Eden & Torreya State Park), & close to FL beaches (St George Island). Also offers fire pit for late night camp fires and star gazing.

Location · Value · Amenities

“Cypress Haven” 17544 NE Church St. Blountstown FL

Your entire group will enjoy easy access to everything from this centrally located place. Forty-five minutes from both: Panama City & Tallahassee, plus, near the Dothan, Alabama Peanut Festival, which is huge. Go back down Church Street and you will find Cash Saver Grocery store which serves an EXCEPTIONAL, reasonably-priced breakfast buffet, plus a yummy lunch buffet. (Must try the potato logs😇). They have an adequate dining area, or bring it home and relax.

Location · Family · Beach

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Serenity Now! Cabin

Find Serenity at this charming lakeside cabin located on Compass Lake in Alford, FL. Compass Lake is a 600 acre spring-fed lake where you can enjoy boating, paddleboarding, fishing and relaxing. This cabin very comfortably sleeps 2-4 people, offers plenty of privacy, and calming spaces for you to unwind. Included with your stay are 2 paddleboards, 2 kayaks, 1 tandem bike, RV hook-up and boat parking. 2 community boat ramps are located within 2 miles.

Location · Nearby · Indoor spaces

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Tater's Hideaway - Your Peaceful Family Retreat

Welcome to Tater's Hideaway, a cozy 3-bedroom, 2-bath home tucked away in the quiet town of Altha, Florida. Just 5 minutes from the Chipola River and 15 minutes from the Apalachicola River, you'll have plenty of options for swimming, kayaking, fishing or soaking up nature. When you're ready for a little more action, Panama City, Dothan and Tallahassee are all within a 45 minute drive-perfect for easy day trips.

Location · Family · Accuracy

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Big Daddy and GiGi’s Happy Place

No parties allowed and no more than 4 guests allowed. Charming waterfront barndominium located on the beautiful spring-fed Chipola River in Altha, Florida. From its waterfront location to its outdoor amenities and entertainment options, this cabin is perfect for a truly unforgettable vacation experience. Whether you're seeking relaxation, adventure, or a combination of both, this property has it all.

Value · Family · Sleep quality

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River Rest Retreat

Rest and relax on this unique and beautiful waterfront property or try your luck on the Chipola River fishing for bass, bream, shell cracker or catfish. Park your boat in the private boat dock on the river next to the house. An additional pleasure is enjoying the ocean water and beaches at nearby Mexico Beach, then return to the solitude and quiet at River Rest. Maximum of 4 people.

Family · Location · Breakfast

Lake Mystic Gem

Escape to this peaceful 3BR/2BA lakefront home on Lake Mystic in Bristol, Florida. Enjoy private lake access with a dock for swimming, kayaking, fishing, and paddleboarding. Perfect for families or small groups, the home offers a full kitchen, outdoor seating, and stunning lake views. Relax, recharge, and soak up the best of lake life in this quiet, scenic getaway.

Location · Family · Kitchen

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Guest favourite

Wandering Waters Cabin

FISH-HUNT-BIKE-SWIM-KAYAK-GLAMP Come stay on the beautiful Chipola River in the Florida Panhandle. This inviting cabin overlooks the river with a spacious dock that can be used for a variety of water activities. The house is centrally located approximately one hour from Tallahassee, Dothan, and Panama City Beach-the World's Most Beautiful Beaches.

Value · Family · Indoor spaces