Vacation rentals in Calhoun County

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Top-rated vacation rentals in Calhoun County

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Home in Blountstown
4.67 out of 5 average rating, 9 reviews

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

Home in Blountstown
5 out of 5 average rating, 3 reviews

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.

Guest favorite
A cabin exterior is showcased, featuring a welcoming red door and a spacious wooden deck with steps leading to the entrance. Lush greenery surrounds the property, enhancing the natural setting. The cabin's light gray siding contrasts with the vibrant natural colors of the landscape.
Cabin in Bristol
4.84 out of 5 average rating, 75 reviews

Cabin By The River

If you're an outdoorsmen or looking for a peaceful vacation, this is the perfect place for a country getaway! Conveniently located within miles of the Apalachicola Forest, access to a boat landing at the Apalachicola River, various hiking trails, and Florida’s most beautiful beaches, we have a 2 bed/ 1 bath cabin on the river. Enjoy an open floor plan downstairs that includes a kitchen area, bathroom and living room with sleeper sofa! Upstairs is a spacious loft that includes a queen size bed.

Top guest favorite
A well-lit bedroom features a cozy bed with green and orange accents, complemented by decorative pillows. A bedside table holds a lamp and a tray with items. Light filters through a window adorned with gray curtains, while a potted plant adds a touch of greenery.
Apartment in Bristol
5 out of 5 average rating, 57 reviews

*Apartment 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” apartment (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.

Guest favorite
An aerial view of a riverside retreat showcases the vibrant orange exterior of the cabin, with spacious decks extending towards the water. Surrounding natural landscape is visible, providing a serene and inviting backdrop. The illuminated cabin reflects warmth during twilight.
Cabin in Altha
4.91 out of 5 average rating, 80 reviews

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.

Shipping container in Altha
5 out of 5 average rating, 3 reviews

Palo Alto / Luxurious Retreat Surrounded By Nature

Escape to a one-of-a-kind luxury shipping container home tucked deep in the woods of Altha, Florida. Surrounded by natural ponds and nearby Kali natural springs, this private retreat blends modern design with nature. Sleeps up to 6 guests and features high-end finishes, a fully equipped space, and an EV charging station. Conveniently located 35 minutes from Panama City and 1 hour from Tallahassee, it’s the perfect mix of seclusion, comfort, and access to adventure.

Home in Blountstown
5 out of 5 average rating, 3 reviews

“Cypress Haven” Blountstown, FL. 2-Night Minimum

Your whole 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. Back down Church Street you will find Cash Saver Grocery store serve a 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.

Guest favorite
A White Hawk RV is positioned under a large awning, showcasing its exterior design. Surrounding the RV, a pathway of red bricks leads to a green area, with several outdoor chairs arranged nearby, creating a relaxed seating space for outdoor activities.
Camper/RV in Fountain
4.88 out of 5 average rating, 8 reviews

RV in Fountain City

We have a White Hawk RV on our ranch style property. It sits under a large awning, and is directly across from a fully equipped outdoor kitchen and outdoor bathroom with a large seating area. The RV has one private master suite, a shared full bathroom, and more pull outs in the living room, as well as a kitchen and dining area. We invite you and your family to come enjoy a night under the stars with the warmth of a campfire.

Top guest favorite
Home in Altha
5 out of 5 average rating, 7 reviews

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.

Top guest favorite
A cozy seating area features a dark gray sectional couch paired with a square ottoman. Decorative pillows are arranged on the couch, and a woven basket rests atop the ottoman. Light streams through a nearby window, illuminating the textured rug beneath.
Cabin in Calhoun County
4.98 out of 5 average rating, 40 reviews

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.

A cabin is nestled among trees, featuring a spacious porch with yellow railings. A fire pit area with gray chairs is positioned on the grassy lawn. The clear blue sky and sunlight highlight the natural surroundings, creating a serene atmosphere.
Cabin in Altha
5 out of 5 average rating, 5 reviews

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.

Top guest favorite
A two-story cabin is depicted, elevated on stilts above a grassy area. A spacious porch with railings extends around the front, featuring red shutters on the windows. Three green kayaks are visible underneath the cabin, alongside paddles, emphasizing the cabin's access to water activities.
Home in Altha
4.99 out of 5 average rating, 150 reviews

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.

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