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, 365 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

A wooden dock extends into clear water, featuring a red umbrella that provides shade. A ladder is positioned at the edge of the dock, leading into the lake. The landscape is characterized by lush greenery in the background under a bright blue sky.

Home in Marianna

5 out of 5 average rating, 58 reviews

Lake House near Marianna & Panama City FL

Enjoy a beautiful, serene, restful atmosphere inside & out at this fully equipped lake front home. Amenities include a fully equipped home with linens, towels, kitchen equipment, washer, dryer, a private dock reaching into deep water, kayaks and water toys for your enjoyment. Perfect for family or a group of friends. Excellent fishing & swimming. No gas motors allowed, allowing the spring fed lake to stay pollutant free. RV hook ups & dump station with plenty of parking also available for fee.

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

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, 46 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 4, 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

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, 62 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.

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.

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 charming sleeping area is furnished with a black metal bed, adorned with decorative pillows in coral and white. A small nightstand holds a lamp, providing soft light, while a wooden chair and a vibrant wall decor piece add a touch of character.

Guesthouse in Panama City

4.88 out of 5 average rating, 168 reviews

"Bliss On The Bay" Guesthouse W/Kitchen

Keep it simple at this peaceful and centrally-located place. We are on the water bring your boat keep it at the dock and only 15 minutes from Shell Island. The entire studio apartment is just minutes from Historic downtown Panama City and St. Andrews Bay where there's local restaurants Hunts Oyster Bar, Uncle Ernie's , Alice's on Bayview and Captains Table .Also inquire about monthly rates.