Vacation rentals in Calhoun County

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Top-rated vacation rentals in Calhoun County

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A serene view of the Chipola River is depicted, surrounded by lush green foliage and trees. The calm water reflects the clear blue sky, creating a peaceful atmosphere. Gentle ripples can be seen across the surface, enhancing the tranquil setting.

Home in Blountstown

4.83 out of 5 average rating, 6 reviews

Commute To Panama City Beach Private Ramp On River

$99 nightly rate special! Pet friendly! 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 ☀️ Sleeps up to 6 people Covered boat & vehicle parking on site Private boat ramp access steps away Outdoor sink & fire pit, man cave is currently closed for maintenance

Guest favorite

The living area features wooden walls and a door leading outside. A cozy couch with decorative pillows is positioned beside a soft area rug. Natural light filters through tall windows, illuminating the space. A small stool adds functional seating.

Cabin in Bristol

4.84 out of 5 average rating, 68 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

An aerial view of a wooden dock extends into clear, deep water, surrounded by lush greenery. A red umbrella provides shade at the end of the dock, creating a space for relaxation. Water ripples gently around the structure, enhancing the serene atmosphere.

Home in Marianna

5 out of 5 average rating, 53 reviews

Lake House near Marianna & Panama City FL

Enjoy a beautiful, serene, restful atmosphere inside & out at this fully equipped lake front home. Amenities include a fully equipped home with linens, towels, kitchen equipment, washer, dryer, a private dock reaching into deep water, kayaks and water toys for your enjoyment. Perfect for family or a group of friends. Excellent fishing & swimming. No gas motors allowed, allowing the spring fed lake to stay pollutant free. RV hook ups & dump station with plenty of parking also available for fee.

Guest favorite

Cabin in Altha

4.89 out of 5 average rating, 47 reviews

Breathtaking Luxury Riverside Retreat. Sleeps 10.

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 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 property with TWO peaceful cabins has it all.

Top guest favorite

A circular stone fire pit is surrounded by two sturdy chairs, situated on a gravel area. In the background, a small covered structure overlooks a tranquil pond, bordered by trees and natural landscaping.

Apartment in Bristol

5 out of 5 average rating, 34 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 4, 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.

Superhost

A cozy sleeping area is showcased, featuring a spacious bed covered with a light blanket. Large windows with sheer curtains frame a view of the natural surroundings, allowing soft morning light to stream in.

Tiny home in Blountstown

4.83 out of 5 average rating, 6 reviews

Cabin #3 Rustic Cabin

Get away from it all when you stay under the stars. Step back in time and experience the charm of a simpler era at our cozy cabin. Offering a clean and peaceful escape. While the cabin has retained its original, rustic feel, it comes with all the essentials you need for a comfortable stay. Perfect for couples or solo travelers looking to unplug and enjoy the beauty of the outdoors. Relax on the porch, soak up the natural surroundings, and let the charm of yesteryear take you away.

A wooden dock extends over the Chipola River, furnished with four chairs and a blue umbrella providing shade. Lush greenery surrounds the water, while steps lead down from the house to the dock, creating a welcoming outdoor space for relaxation.

Home in Altha

4.93 out of 5 average rating, 124 reviews

Chipola River House

Cozy two story home located on the beautiful Chipola River in Altha, FL. Perfect for a day of tubing and kayaking down the river, or relaxing in the Florida sun on the balcony while enjoying nature. A boat can be docked here, and you can fish right off the dock as well! You can call Chipola River Outfitters for all your tubing and kayaking needs. Just a few miles away is Marianna Caverns. Take the time to explore this wonderful site. Seminole fans are welcome!

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.

Superhost

A spacious deck is featured, constructed with wooden planks and supported by high, exposed beams. A weathered chair adds seating, while the entrance to the cottage is visible, showcasing large doors and windows. Natural surroundings can be seen in the background.

Tiny home in Alford

4.79 out of 5 average rating, 43 reviews

Beautiful Cottage with large Decks pets allowed

Beautiful cottage with large decks and large yard . Plenty of Parking place for trailers or Rvs. 2 beautiful lakes near and lots of Privacy. Property has several springs and borders with Econfina wildlife park . Also several larger springs about 15 minutes away and beaches 40 minutes . Weekly and Monthly discounted rate. Finish Sauna and cold plunge are very popular .Firewood included in price for sauna and Oak for grilling .

Top guest favorite

A serene riverbank is captured, featuring a sandy beach area bordering the calm water. A green kayak rests on the shore, while a wooden dock extends into the river, accompanied by a slide. Lush greenery surrounds the tranquil scene.

Cabin in Calhoun County

4.96 out of 5 average rating, 27 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.

Top guest favorite

A wooden dock extends over the calm waters of the Chipola River, providing a space for relaxation and water activities. Lush green surroundings are visible, with trees lining the riverbank and a grassy area in the background.

Home in Altha

4.99 out of 5 average rating, 123 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.

Guest favorite

A hot tub is situated on a wooden deck, surrounded by lush greenery and tall trees. The water is calm and inviting, with a towel laid neatly on the edge. Bright blue sky enhances the serene atmosphere.

Shipping container in Fountain

4.89 out of 5 average rating, 65 reviews

Glamping Stay, Jacuzzi/ WiFi/ Fire Pit/ In Nature!

Escape to our secluded retreat nestled in nature. Relax in the jacuzzi under the stars, toast marshmallows at the fire pit, and unwind in the outdoor shower after a day at the beach. Enjoy the convenience of a washer and dryer. Perfect for stargazing nights. Welcome to your private oasis, with a private entrance for your convenience.