Vacation rentals in Chipola River

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.

Bay Beach Bungalow waterfront family vacation home

Bring the whole family to our waterfront getaway. Enjoy your own St. Andrews Bay Beach access, including private dock. Experience over water dining, fishing, sunbathing, Kayaking, or SUP. Enjoy Dolphins, Turtles, and Birds. Bring your own boat and anchor offshore, or rent a boat from the marina right across the street. This is a great family destination. Trust us with your vacation, relax and enjoy the private bay beach, views and space. Absolutely no weddings or parties are allowed. Thank you

Fielder's Choice - 1940s Brick Home Full of Fun

Have fun with the whole family in this stylish place conveniently located near Downtown, Chipola College, and the M.E.R.E (travel ball families-complex 4.5 miles). Fielder’s Choice, a 1940s brick home, is a perfect mix of new and old and packed with fun and games inside and outside! Jackson County’s ecotourism is thriving; 9 bodies of water for fishing, paddling, and tubing; adventure trails-walking and horseback; and Caverns. Explore new flavors in locally curated ice cream & craft beers. Pets!

A Luxury Bayfront Retreat | Resort-Style Pool

Welcome to The Treehouse, a luxury bayfront getaway designed for guests who want something truly special. Nestled away in a prime location, our organically designed single-family private oasis provides an ideal home base for exploring nearby beaches & attractions. Featuring a resort-style heated pool, private dock, 2 kayaks, outdoor grill & dining area, fire pit, and much more. Discover the blend of modern design and homely comfort that makes this rental a unique choice for your next adventure.

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.

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.

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

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!

3BR/2BA Bayfront Home w/prvt. bch. Dog friendly

We are located in the beautiful historic neighborhood of St. Andrews. This is not just a 3BR/2BA house for rent, it was the family home of the current owners . Newly renovated, it feels like a home away from home for guests. The house is fully stocked for comfort & is pet friendly. Private beach, huge bayside yard w/deck, incredible views day and night. Everything you need for supplies, dining, shopping and entertainment is within one to two miles of the house.

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.

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.

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.