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, 366 reviews

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, and Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, and 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 and no smoking allowed. Home is sanitized between guest.

Guest favorite

A bright living area features two brown leather sofas facing a wooden coffee table. A large flat-screen TV is mounted on the wall, with natural light flowing through sliding glass doors that lead to an outdoor deck surrounded by trees.

Home in Marianna

4.99 out of 5 average rating, 83 reviews

Millstone on the Millpond-6 miles of Springs

This 3 bedroom, 3.5 bath house is so cozy you will feel right at home! It located in a well developed sub-division with approximately 125 feet from the water. This Millpond home is over the top with mid-century modern decor inside! Millstone has large windows that overlook the water and dock. This house is perfect for a family vacation, fishing trip, or a weekend getaway. Millstone is fully stocked and equipped with all the modern amenities you may need. Home comes with 4 Smart TV’s with WiFi!

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, 151 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

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

4.93 out of 5 average rating, 188 reviews

Bay Beach Bungalow waterfront family vacation home

Bring the whole family to this beachfront getaway. Enjoy the large backyard with direct 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 expansive sunrise bay views and family time. No weddings or parties are allowed.

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, 139 reviews

Water front bay beach and boat dock

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!

Guest favorite

Cabin in Altha

4.9 out of 5 average rating, 63 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 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.

Guest favorite

An inviting saltwater pool is framed by a spacious deck, featuring lounge chairs and shaded seating areas. A slide is positioned at one end, complemented by a surrounding wall for privacy. The clear water reflects the natural light, enhancing the outdoor atmosphere.

Home in Lynn Haven

4.94 out of 5 average rating, 230 reviews

Home away from Home And Cozy with Salt Water Pool

Located in a nice safe neighborhood this house is about 2,000 sq ft and has everything you will need and love. You also can soak up the sun laying next to the pool out back, or you can take a 10 to 15 min drive and be standing with your toes on the white sandy beaches in Panama City Beach. There is a Hot Tub out back by the pool you can enjoy after a long day. There will be fresh linens and towels upon arrival. You will feel right at home here! Come check it out and see for yourself.

Top guest favorite

An outdoor deck area is furnished with colorful chairs, including a red and a blue adirondack chair. A small wooden table is placed between them. Potted plants add greenery, while a grill is partially visible in the foreground. The entrance door is located in the background.

Apartment in Panama City

4.95 out of 5 average rating, 395 reviews

The Pelican's Nest -Perfect Private Spot w/Views

The perfect getaway for vacation or business trip! Cozy efficiency 450 sqft. Queen bed, duel recliner sofa, flat screen TV, kitchenette, counter bar for eating or laptop use, bath w/shower. Antique wall cabinet storage. On 2nd floor w/private entry. Step out your door for bay views & old oaks surrounding you. Grill on your deck. Free paddleboards/kayaks/bicycles/fish off docks. Enjoy our new greenhouse too. Perfect spot for those seeking privacy.

Guest favorite

A spacious sleeping area features a queen size bed adorned with decorative pillows and a light blanket. A futon is positioned nearby, complemented by a vibrant artwork on the red-brick wall. A mini fridge and modern bathroom fixtures are also visible in the background.

Guest suite in Panama City

4.86 out of 5 average rating, 118 reviews

Eclectic & relaxing Cove studio

Please note the step up to the bathroom and ONE low bed. Some guests have trouble with these! The futon folds down into a twin size bed. If you have one kid (or two small ones) they may be comfy sleeping here. Let me know and I’ll make it up for you before you arrive. You will not be able to add them to the reservation but just text me! Private entrance to a renovated single car garage apartment in the popular, quiet Cove neighborhood.

Top guest favorite

The interior space features a cozy seating area with a green couch and a small coffee table. A well-equipped kitchen is visible, showcasing a sleek countertop and modern appliances. Large windows allow natural light to fill the room, complemented by white shiplap walls and warm wood accents.

Cottage in Lynn Haven

4.97 out of 5 average rating, 221 reviews

Pace e Amore - Adorable 1 Bedroom Cottage

You will love this super cute and cozy cottage. All the amenities you will need to fully enjoy your stay. outdoor gazebo with fireplace, and more. Centrally located just minutes from the bay with boat launch, mini beach and picnic area. Plenty of restaurants and shopping nearby as well. Beautiful Panama City Beach is a mere 20 minutes away . Come and enjoy a fun and relaxing time as our guests at "Pace e Amore.

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, 35 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

A spacious outdoor jacuzzi is framed by a wooden deck. A bottle of sparkling beverage sits beside a light pink towel, with a backdrop of lush greenery and a clear blue sky, creating a serene environment for relaxation.

Shipping container in Fountain

4.89 out of 5 average rating, 73 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.