Holiday rentals with outdoor seating in Calhoun County

Quick Drive To Multiple Beaches! Chipola Cottage

$99 nightly rate special! Pet friendly! Monthly discount Available! Welcome to our Chipola Cottage! 🏡 Located just steps away from the Chipola River, it’s the perfect place for your next relaxing getaway with friends and family. Save $$ with a short commute to beautiful beaches: 35mins to Port St Joe & Mexico Beach, 45mins to Cape San Blas & Panama City Beach☀️ Sleeps up to 6 people Two bedroom/two bath Covered vehicle & toy parking on site Private boat ramp access steps away Outdoor sink

Location · River · Check-in

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.

Location · Accuracy · Check-in

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

Outdoor spaces · Location · 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

Location · Outdoor spaces · Accuracy

Breathtaking Luxury Riverside Retreat near Beaches

Experience enchanting nights under the stars and breathtaking views of the clean spring-fed Chipola River. Fish, swim, tube, kayak, snorkel...explore this beautiful Florida river any way you wish! “The World's most Beautiful Beaches" are just one hour away in Panama City, making this double-cabin home a true haven for nature lovers, fishing enthusiasts and beach bums alike. Whether you’re looking for a romantic getaway, family vacay, fishing or girls trip, this private retreat has it all.

Location · Value · Pool

*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.

Outdoor spaces · Value · Backyard

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.

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 · Value · Long stay

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 · Location · TV

Country Cabin in Private Setting

Unwind in this cozy retreat featuring a large studio style cabin with a living room, 1 queen bed and 1 set of twin bunks, perfect for a small group of guests. Nature and seclusion are one of this cabins biggest features. Enjoy walks around the property, a fire in the evenings and peaceful mornings watching the wildlife all around you. You're sure to make fantastic memories with a stay at our place.

Outdoor spaces · Location · Indoor spaces

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.

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 · Location · Laundry