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Holiday rentals in Chipola River

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Top-rated holiday rentals in Chipola River

Guests agree: these stays are highly rated for location, cleanliness and more.

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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

Scenic Riverside Retreat | Near the Beaches

Escape to a private riverfront retreat with breathtaking views of the spring-fed Chipola River. Both cabins are included, giving your group room to spread out and reconnect. Swim, fish, kayak, tube, or snorkel, then rinse off in the outdoor shower, and gather around a fire under the stars. With Panama City’s sugar-white beaches about an hour away, you can enjoy river adventures and beach days in one getaway. Perfect for families, couples, fishing trips, and friends looking for a peaceful escape.

4.87 out of 5 average rating, 104 reviews
Top guest favourite
Home in Grand Ridge

Mimi's Cottage Cozy King bed, near tournaments!

Conveniently located 6 minutes off I-10. Away from it all, yet close enough to Marianna to grab a bite or make it for tournaments and 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! No refunds on cancellations within 24 hrs of reservation time.

4.98 out of 5 average rating, 45 reviews
Top guest favourite
The exterior of the home is showcased against a vibrant sunset sky. The structure features multiple levels with large windows, surrounded by lush greenery and palm trees. A wooden deck leads to the entrance, complementing the relaxing atmosphere.
Home in Panama City

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.

4.96 out of 5 average rating, 56 reviews
Top guest favourite
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

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.

4.97 out of 5 average rating, 36 reviews
Guest favourite
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

“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.

4.88 out of 5 average rating, 231 reviews
Guest favourite
The cabin, elevated on stilts, features a wooden exterior with reclaimed cypress walls. A staircase leads to the entrance, surrounded by trees and greenery. The structure is designed to blend with the natural surroundings, offering a serene and secluded atmosphere.
Cabin in Ponce de Leon

The Treehouse: Peaceful Cabin Near to PCB and 30A

Gulf, river or secluded forest.. we have it all. Just 20 minutes from Panama City Beach, and 30A. There is a boat launch, and kayak/paddle board park just 2 miles away on the Choctawhatchee River. Enjoy your morning coffee in our breakfast nook overlooking pristine greenery. Miles of uninterrupted forest create a peaceful surrounding especially when evenings are spent by the firepit. Reclaimed cypress walls create a cozy feel and makes this the perfect home base for your Florida adventures.

4.94 out of 5 average rating, 102 reviews
Top guest favourite
Cabin in Donalsonville

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.

5.0 out of 5 average rating, 31 reviews
Top guest favourite
Guest house in Panama City

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

4.98 out of 5 average rating, 116 reviews
Top guest favourite
A serene beach scene features a sandy shoreline gently leading to calm waters. A long wooden pier extends into the bay under a bright blue sky adorned with fluffy white clouds. Lush greenery is visible to the right, enhancing the natural shoreline.
Home in Panama City

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.

4.97 out of 5 average rating, 219 reviews
Top guest favourite
A wooden gazebo is set in a lush green setting, featuring a small table with two chairs. The open structure showcases decorative railing and is surrounded by trees, creating a peaceful outdoor seating area.
Cottage in Marianna

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.

5.0 out of 5 average rating, 175 reviews
Top guest favourite
Home in Altha

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.

5.0 out of 5 average rating, 19 reviews
Top guest favourite
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

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.

4.98 out of 5 average rating, 54 reviews

Popular amenities for Chipola River holiday rentals