Vacation rentals in Chipola River

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Top-rated vacation rentals in Chipola River

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Top guest favorite
A scenic view of a wooden dock extending into the calm water, bordered by lush greenery. A lounge chair sits on the grass nearby, complemented by a potted plant. The tranquil blue sky reflects off the water, enhancing the serene outdoor setting.
Cottage in Panama City
4.95 out of 5 average rating, 132 reviews

Water front amazing views and private beach

Cute and cozy 550 sq ft bungalow perfect for couples. Located directly on the bay. Boat ramp 1/4 mile away. Boat dock with slips in your backyard! Work from the kitchen table and watch boats go by. This duplex offers breathtaking views. Fish from your backyard or off the newly built dock. PCB is a 30 min. drive. Mexico Beach is 18 mi. Large back deck, amazing sunsets. Fishing charter option available. Complementary paddle board and kayaks! Quiet and a great place to reset, relax and reconnect!

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, 139 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 1/2 acre equipped with large smart TV's in both the living room and bedroom with Prime video. Queen pullout sofa w/mattress topper for extra comfort *on request

Top 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
4.96 out of 5 average rating, 390 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.

Top guest favorite
A welcoming entrance features a screened porch with a decorative door. Surrounding greenery includes trimmed bushes and a tree. The grassy lawn extends beyond, with additional trees in the background, creating a serene atmosphere.
Home in Donalsonville
5 out of 5 average rating, 156 reviews

Peaceful & Beautiful Lake Cabin, Boat House/Dock

Located on beautiful Lake Seminole, a short distance from the hosts main house. Includes use of boat house & dock (you'll need your own boat). 2 boat landings within a mile. Across the lake from Lake Seminole State Park. Within 2 miles of gas station, Dollar General & restaurant. 45min to FL ST Caverns. Free wifi. Full Kitchen is equipped with dishes, pots pans, full size oven/range, refrigerator, microwave, coffee maker. Large flat screen TV, screened in porch and back deck near fire pit

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, 74 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, 102 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.

Guest favorite
Home in Marianna
4.91 out of 5 average rating, 34 reviews

Cabin close to FL Caverns Hot Tub, WI-FI & Firepit

Cozy Retreat | Cabin Getaway🌲 Unplug and unwind at this peaceful cabin retreat surrounded by nature. Soak in the relaxing hot tub, enjoy outdoor scenery, play games, and end the day gathered around a crackling fire under the stars. Perfect for couples, solo travelers, or families—plus, an on-site camper is available to accommodate extra guests. Conveniently located just 14 minutes from Florida Caverns State Park, this getaway is the ideal escape to recharge and reconnect.

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
4.96 out of 5 average rating, 194 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
Illuminated palm trees frame a serene lakeside setting at night. A covered cabana sits nearby, featuring seating arrangements. Soft lighting gently highlights the landscape, reflecting on the water, while a grassy area offers space for relaxation.
Cabin in Panama City
4.88 out of 5 average rating, 113 reviews

Cabin on Private Beach with Tiki Bar & Cabana

3 Queen beds, 2 bedrooms, queen futon sofa. Lake front, tiki bar with swings, covered cabana. Gated property for privacy. 20 minutes from Panama City Beach. Ten minutes from Ecofina Springs. Stone tiki kitchen with fireplace, pizza oven, open fire Argentine grill and smoker. Full bathroom on the beach equipped with a shower for easy shower. Beach side cabana with privacy shades, 10 inch mattress, 43 inch smart TV, wood fireplace.

Guest favorite
A young goat with distinctive floppy ears and a brown coat stands among straw. Its curious expression and gentle features reflect the calm environment of the farm.
Farm stay in Tallahassee
4.84 out of 5 average rating, 348 reviews

Little Coop Rustic FarmStay, Baby Goats are here!

Goat House Farm is a 501(c)3 nonprofit educational farm. All profits go toward supporting our youth and educational programs. Come and de-stress by snuggling our goats. These bundles of joy are guaranteed to make you smile! We are near Tallahassee but in a rural area, down a dirt road, but we promise the trip is worth it. Kayaking (byo) and calm hiking right off the property, plus beautiful sunsets on the lake.

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
4.97 out of 5 average rating, 38 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 modern beach house exterior is presented with a white facade and a welcoming front porch. A paved driveway leads to a double garage door, framed by landscaping that includes palm trees and shrubs. A partially cloudy sky adds a serene backdrop.
Home in Panama City Beach
4.97 out of 5 average rating, 171 reviews

Beach House, 5 min walk to the Beach. No Pets

Beautiful beach house fully refurnished and remodeled within 5 min walking distance to the beach and less than 10 min drive to restaurants , grocery stores, Cpt. Anderson Marina, st Andrew park, Wallmart , 20 min drive to Pier park, 11 min to Ship Wreck Island (per gps) and everything else Panama City beach has to offer .

Popular amenities for Chipola River vacation rentals

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