Vacation rentals in Chipola River

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Top-rated vacation rentals in Chipola River

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Top guest favorite
A hot tub is set on a patio, with water illuminated in soft blue tones. Surrounded by a lush green lawn, it overlooks a serene pond and tall trees. A wooden deck is visible in the background alongside a grill, emphasizing outdoor leisure.
Home in Marianna
4.95 out of 5 average rating, 22 reviews

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.

Guest favorite
A relaxing outdoor space features four blue chairs arranged around a fire pit, set against a scenic lakeside view. The backdrop showcases a tranquil lake at sunset, with reflections of vibrant orange and purple hues in the water. Tall trees frame the area, enhancing the peaceful atmosphere.
Home in Donalsonville
4.88 out of 5 average rating, 225 reviews

“The Q'whack Shack" on Lake Seminole with Dock

Aptly named, “The Q'Whack Shack,” our quaint lakefront home is the perfect host accommodation for a charming weekend or weeklong reprieve. Ideally situated on the heart of Lake Seminole, The Q’Whack Shack is a water enthusiasts dream hideaway. Enjoy boating, angling, an array of watersports (skiing, tubing, etc.), grade-A bass fishing and duck hunting with convenient private dock access just steps from the back door. Waterfront restaurants and other provisions just a quick boat/car ride away.

Top guest favorite
Two blue Adirondack chairs are positioned on a wooden deck overlooking the water. A small table with a potted plant sits between the chairs, providing a comfortable place to relax. The calm bay and dock area can be seen in the background.
Cottage in Panama City
4.94 out of 5 average rating, 160 reviews

Water front bay beach and boat dock stunning views

Take it easy at this unique and tranquil getaway. Duplex is 550 square feet on the water. Fish from your backyard or end of dock. Catch breathtaking sunsets on the back deck. Private boat dock with slips Boat ramp 1/4 away. Kayak and explore East St. Andrews Bay. Location is very quiet and peaceful . Walk the shore to the Tyndal bridge and view wild life. 30 minutes to PCB. 18 miles to Mexico Beach. 3 mile to Tyndal Gate. Complementary kayaks/paddle board. Fishing charter option available!

Top guest favorite
Cabin in Donalsonville
5 out of 5 average rating, 10 reviews

Lakefront Serenity Cove

Whether you are here for a respite, competing in a fishing tournament or a snowbird looking for a restful place to spend the winter, Serenity Cove has much to offer to all types of travelers. Just 3 minutes to many boat landings out to Lake Seminole! Ample parking for multiple cars and trucks with trailers. The nearby riverfront town of Bainbridge (20 min) has a lovely town square with a vibrant restaurant, shopping and art scene. NOTE: FISHING from Serenity Cove is from the DOCK ONLY.

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
4.92 out of 5 average rating, 92 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.

Top guest favorite
Home in Marianna
4.99 out of 5 average rating, 96 reviews

Millstone on the Millpond-6 miles of Springs

Welcome to Millstone, a luxurious 3BR/3.5BA waterfront retreat designed for relaxation and style. Enjoy mid‑century décor, expansive windows with water views, a gourmet kitchen, and 4 Smart TVs. Steps from the water, enjoy peaceful mornings and elevated comfort. Enjoy unforgettable moments in Millstone. Natural light fills every room. Thoughtfully curated touches enhance both comfort and luxury throughout your stay. Millstone is a space where every moment feels beautifully effortless.

Top guest favorite
A rustic studio cottage is set among tall pine trees, featuring a wooden exterior with large windows. A spacious deck is equipped with a pair of wooden chairs, inviting relaxation outdoors. The surrounding landscape displays natural vegetation with a blend of grasses and tree stumps.
Guesthouse in Wewahitchka
5 out of 5 average rating, 120 reviews

The Bunkie on Wetappo Creek

Enjoy a tranquil getaway in this cozy and comfortable studio cottage overlooking the water. Are you working remotely and looking for the perfect retreat space? A couple looking to leave it all behind for a bit and recharge? Come and enjoy the peaceful sounds of happy birds and whispering pines, all while being a short 15 minute drive away from the Gulf of Mexico and its white sand beaches. This private and peaceful space surrounded by Mother Nature invites you to relax and unwind.

Top guest favorite
The charming cottage is framed by decorative string lights, highlighting the entrance steps and welcoming door. Potted plants adorn the posts, and a small gazebo is visible to the side, featuring additional ambient lighting. Lush greenery surrounds the home, enhancing the serene setting.
Cottage in Marianna
5 out of 5 average rating, 152 reviews

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.

Top guest favorite
A charming yellow house is featured, with a welcoming entryway and a spacious wraparound porch. Large windows allow natural light, while a cart is visible on the wooden pathway. The surrounding area is lined with low greenery, enhancing the outdoor ambiance.
Houseboat in Donalsonville
4.94 out of 5 average rating, 36 reviews

2 Loose Scrooze houseboat on Lake Seminole

You’ll treasure your time at this memorable place. Located on the Chatahoochie river leading into lake Seminole Ga. One of the best bass fishing lakes around. Evening sunsets are amazing and peaceful. Perfect place to relax and unwind for awhile. Bring your boat and tie up to the front of the house. Pops dockside grill is a restaurant located at the entrance to the docks. Boat ramp also available at restaurant. Golf cart friendly area.

Top guest favorite
Home in Altha
5 out of 5 average rating, 15 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, 47 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.

Guest favorite
The welcoming entrance features a wooden deck leading to a bright yellow door, framed by a simple porch with a chair and potted plant. The two-story white home is surrounded by greenery, providing a serene setting.
Home in Chipley
5 out of 5 average rating, 31 reviews

Making Memories Lucas Lake

The sun seems to shine brighter on this lovely lakefront home! Ideal for family nature retreats. Enjoy boating, water sports, fishing and kayaking on this 480 acre spring fed lake with 2 boat landings and private dock. Relax on the large deck with dining, lounging and grilling areas; overlooking the spacious back yard with firepit and plenty of room for outdoor games and beautiful lake views.

Popular amenities for Chipola River vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Chipola River