Vacation rentals in Chipola River

Premium Retreat w/ Pickleball Court Free EV Charge

Welcome to your ultimate beach getaway! This luxurious second-floor unit offers the perfect blend of comfort, style, and convenience. Boasting peek-a-boo water views of the bay across the street, you'll start each day with a glimpse of paradise. Just a 9-minute drive from the pristine white sandy beaches and St. Andrews State Park. Close to the marina and dining hotspots. The property complex features its very own pickleball court, perfect for some fun and friendly competition during your stay!

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.

Lake House Retreat

Nestled on the serene shores of Lake Seminole, this charming lake house offers an idyllic retreat for nature lovers and outdoor enthusiasts. The property boasts stunning waterfront views and direct access to the lake. The house features spacious living areas, modern amenities, and cozy, comfortable bedrooms, ensuring a relaxing stay. A public boat landing is 2 minutes away. Whether for a weekend or longer, this lake house on Lake Seminole promises a perfect blend of tranquility and adventure.

Merritt's Mill Pond Hideaway

Escape to our peaceful Merritt's Mill Pond Hideaway! Nestled on 2.5 private acres with 300ft of gorgeous waterfront, this rural retreat offers a balance of nature and comfort. Swim, kayak, or snorkel from your dock. Watch wildlife from deer to eagles, then marvel at starry skies so clear you'll spot the Milky Way. Just minutes from Florida Caverns State Park and a short drive to Jackson Blue Springs. A true North Florida gem where family meals and nature's soundtrack create memories that last.

Breathtaking Luxury Riverside Retreat near Beaches

Escape to this private riverfront retreat and enjoy breathtaking views of the crystal-clear, spring-fed Chipola River. Swim, fish, kayak, tube, snorkel, or simply relax under the stars. Just one hour from the sugar-white beaches of Panama City, this unique double-cabin getaway offers the best of river and beach adventures. Whether you're planning a romantic escape, family vacation, fishing trip, or girls' getaway, you'll find the perfect blend of nature, comfort, and unforgettable memories.

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

Heated Pool | King Bed | Kitchen | Quiet Retreat

🌿 Welcome to CovaCabana A quiet guesthouse retreat tucked into Panama City’s historic Cove Terrace. You’ll be close to everything, but worlds away from the noise. Perfect for couples who want rest, privacy, and a bit of magic. Comfort, Connection & Sleep ☞ Luxurious resort style king bed ☞ Ultra-soft bamboo linens, plush towels & robes ☞ Spa-style walk-in shower ☞ Full kitchen + Nespresso and drip coffee bar ☞ Record player & vinyl collection & Bluetooth speaker ☞ Private Entrance

*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.

Mimi's Cottage Cozy, relaxing, King bed, snacks!

Conveniently located 6 minutes off I-10. Tournament goers, this home is a short 15-minute drive. Away from it all, yet close enough to Marianna to grab a bite or make it for early games. Visiting to take in all Jackson County has to offer? We are 8 minutes from your boat being launched in Lake Seminole or 10 minutes from the Apalachicola River. *45 min. to Dothan, AL *1 hr. to Tallahassee *1hr 15min. from the World's Most Beautiful Beaches We'd love to host your family!

Chipola Woods quiet & cozy near Caverns, Bear Paw

No cleaning fees! Our one & only peaceful, quiet golf cart friendly location conveniently between I-10/US90 yet the Caverns, Bear Paw river float, Merritts Mill Pond, Hinson Nature Preserve, Blue Springs and all shops, cinema, boat launches & restaurants within a 10 min drive. Golfing, beach, & airports within 1 hour. Modern cottage on a private 1/2 acre equipped with large smart TV's in both the living room and bedroom with Prime video.

The Sunflower Retreat | Near Mexico Beach

Escape to this peaceful and cheerful tiny home in Wewahitchka, FL—the Honey 🍯 Capital of Florida! Perfect for a couple or small family, this cozy space is thoughtfully designed for comfort, relaxation, and a unique getaway. Just a short 15–20 minute drive to Mexico Beach and Port St. Joe, giving you easy access to some of Florida’s most beautiful, uncrowded white-sand beaches, fresh seafood, and laid-back coastal charm.

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.