Vacation rentals in Chipola River

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Top-rated vacation rentals in Chipola River

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Guest favorite
An outdoor pool area is enclosed by a white fence, featuring a large blue swimming pool complemented by a spa. Comfortable lounge chairs are arranged around the deck, and a gazebo provides shaded seating. Tall trees and clear blue skies create a serene backdrop.
Guesthouse in Chipley
4.95 out of 5 average rating, 419 reviews

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, Starz, Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, & a twin. All of which can accommodate a total of 7 guests. Chipley is located off I-10. It is a 55-minute drive to the beach and a 45-minute drive to Dothan, AL. Falling Waters State Park is 3 miles away. Caverns park 15 miles. No pets & no smoking allowed. Home is sanitized between guests.

Superhost
The elevated home is surrounded by green trees and grass, showcasing a spacious patio area below. A wooden deck extends from the top level, providing access to the outdoors. Lattice work and a utility pole are visible, contributing to the private setting.
Cottage in Bainbridge
4.74 out of 5 average rating, 135 reviews

Cozy, modern 2 bedroom, 2 bath cottage

Close to Lake Seminole (2 min to fishing ramp) cozy, newly remodeled home. 2 bdrms, MB w/Queen, 2nd BR w/2 twins, 2 new baths. Modern kitchen. Screened porch with water/forest view to the south. Washer/ Dryer. Wheelchair lift to top level. Full patio below home; firepit and patio next to home. Propane grill/propane provided. 2 covered pkg spaces; 30 amp service avail. Private community next to park. N of Chattahoochee by 6 mi; 30 mi S of Bainbridge. Personal transp is necessary.

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, 20 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.

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, 63 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.

Top guest favorite
The view from a large window showcases a vibrant sunset over the bay. Two Adirondack chairs are positioned on a deck outside, framed by palm trees. The tranquil waters reflect hues of orange and pink, creating a serene atmosphere.
Home in Panama City
4.94 out of 5 average rating, 217 reviews

Bay Beach Bungalow waterfront family vacation home

Bring the whole family to your waterfront getaway. Enjoy your own St. Andrews Bay Beach access, including your own dock. Experience over water dining, fishing, sunbathing, Kayaking, or SUP. Watch for birds, turtles and dolphins. Bring your own boat and anchor offshore, or rent a boat from the marina right across the street. This is a great family destination. Trust us with your vacation, relax and enjoy bay views, your own bay beach and space. Absolutely no weddings or parties are allowed.

Top guest favorite
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
4.94 out of 5 average rating, 85 reviews

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.

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, 90 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
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, 112 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
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
4.97 out of 5 average rating, 200 reviews

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.

Guest favorite
A fire pit area is shown with two yellow chairs facing a stone circle, set amidst lush greenery. Nearby, a wooden deck offers a space for relaxation and outdoor activities, surrounded by trees and natural foliage.
Tent in Marianna
5 out of 5 average rating, 10 reviews

Camping near FL Caverns & springs

Always wanted to go camping but you don't have experience. MUST HAVE YOUR OWN TENT. TENTS ONLY. My property is within the city limits of Marianna, FL (near Florida Caverns), but it is like being in the middle of the woods. You will experience birds, the sound of a stream; fire pit; charcoal or propane grill; mini frig, induction burner, some dishes & utensils, Inside bathroom. Electric/Water +$5 Pet with approval <20lbs. Must send pic with request.

Top guest favorite
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
5 out of 5 average rating, 149 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 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, 45 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.

Popular amenities for Chipola River vacation rentals

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