Vacation rentals in Chipola River

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Top-rated vacation rentals in Chipola River

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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

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, 370 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.

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

Guest favorite

The exterior of a remodeled single-story house is showcased, featuring a well-maintained lawn and decorative palm trees. Windows with shutters add character to the home, while a stone border frames the landscaped area, contributing to a welcoming ambiance.

Home in Panama City

4.92 out of 5 average rating, 154 reviews

Beautiful 3 bedroom house quite neighborhood

Relax and enjoy your vacation days with your loved ones at this beautifully decorated, freshly remodeled house in a quiet neighborhood at the end of the street. Awake rested & refreshed in our top of the line beds along with ultra soft and comfortable bedding. The cozy & private master bedroom features king size bed with a premier purple mattress as well as a private exit through the master bathroom onto the screened in back patio. The furnished serene patio is also a perfect place to unwind.

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, 141 reviews

Water front bay beach and boat dock stunning views

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

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, 66 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

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, 222 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.

Guest favorite

An open living space is presented, featuring a comfortable blue sofa and a vibrant floral-patterned couch. A natural wood coffee table sits on a soft area rug, while a dining area with four chairs is positioned near the kitchen. A flat-screen TV is mounted on the wall, enhancing the inviting layout.

Home in Lynn Haven

4.89 out of 5 average rating, 105 reviews

Adorable 1 BDR with Full Kitchen Deck Washer Dryer

Disappear to Palm Paradise - a cozy bungalow-style guest house with all the thoughtful touches to make a memorable stay! At 700+ square feet this small listing packs a punch with an open living concept and a deck upstairs, plus a full kitchen, you'll have plenty of space to spread out and relax. The suite is close to annual festivals and events, and of course the gorgeous beaches of the Gulf of Mexico!

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, 36 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, 170 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.

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, 74 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.