Holiday houses in Chipola River

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Top-rated holiday rentals in Chipola River

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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, 133 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.

Guest favourite
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, 87 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.

Guest favourite
The cottage features a large wrap-around porch supported by light blue columns. Rocking chairs and a swing are positioned for seating. Lush greenery surrounds the home, and multiple windows provide natural light, contributing to a spacious and inviting exterior.
Cottage in Panama City
4.93 out of 5 average rating, 41 reviews

Cozy 2 bdrm cottage with sunny wrap around porch

This is a sweet property with a huge wrap-around porch with a swing and 2 rockers for relaxing.The house is only one block from the bay which you can see from the porch . The cottage is in the heart of St Andrews, which is considered one of the most desirable neighborhoods in Panama City. Within a short walk or bike your mor will find locally owned waterfront restaurants, fresh caught seafood, coffee shops, a bakery, ice cream shop, and local boutiques. Kayak launch is walking distance.

Top Guest favourite
An outdoor deck is highlighted under a turquoise shade sail, featuring a wooden picnic table and chairs. Beyond the deck, unobstructed ocean views and neighboring houses are visible, creating a pleasant space for relaxation and dining outside.
Home in Port St. Joe
4.97 out of 5 average rating, 112 reviews

St. Joe Beach*Pet Friendly*Gulf Views*Single Level

Sea Turtle Cottage is located just steps away from the sugary white sand of St. Joe Beach! This beach cottage has unobstructed ocean views and is directly across from the Public Beach access. Cool ocean breezes and spectacular sunsets help you unwind and relax. Enjoy a day at the beach or explore shopping in Port St Joe or Apalachicola. The Gulfs best fishing is directly off our shores. Great local seafood is available year round. Just 35 minutes to Panama City or Cape San Blas.

Top Guest favourite
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, 110 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 favourite
A spacious kitchen area features a large wooden island with seating for three. Modern appliances, including a refrigerator and microwave, are visible against white cabinetry. The high ceiling is enhanced by a gentle fan, and natural light streams in from the nearby door and window.
Barn in Chipley
4.91 out of 5 average rating, 45 reviews

Cozy Barndominium

This quaint barndo leaves nothing to be desired with its charming, rustic interior and modern amenities. New appliances and all the comforts of home are sure to make your stay as pleasant as possible. This is a 1 bedroom 1 bathroom home with two additional twin beds in the loft. This is a smaller space but is very functional and comfortable. Only 50 minutes from Panama City's white sand beaches and 7 minutes from Chipley, it's conveniently located for those wanting to explore.

Top Guest favourite
Apartment in Panama City Beach
4.96 out of 5 average rating, 158 reviews

Beachfront Studio | King Bed | FREE Beach Service

Romantic Beachfront Escape at Majestic Beach Resort. Wake up to stunning Gulf views from your private balcony and unwind in a comfortable king-size bed steps from the sand. ⭐ Direct Beach access. ⭐2 Beach loungers + umbrella included from (March through October) 9 AM–5 PM ⭐Indoor & outdoor pools + hot tub. ⭐Private balcony with sunset views. ⭐Self check in & 24 hr security. ⭐Prime Location. Perfect for couples looking for a relaxing, stress-free getaway in Panama City Beach.

Top Guest favourite
A well-maintained front yard features vibrant landscaping with tropical plants and flowers. A path leading to the entrance is lined with lush, green turf grass. Subtle seating areas can be seen in the background, surrounded by palms and other foliage, creating an inviting outdoor space.
Home in Panama City
4.97 out of 5 average rating, 101 reviews

Entire Place- Private Pool- Panama City Beach

Welcome to Fan Palm Panama City Beach. We are located on the East end close to Thomas Drive and Highway 98. Our home features a private in-ground pool with lush landscaping and several outdoor sitting areas to enjoy your morning coffee, relax with a good book, or play yard games with the kids or pets. Inside our guests will find many upgrades with a fully equipped kitchen open to the dining, entertaining, and pool area. We welcome families and allow pets.

Top Guest favourite
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, 407 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 favourite
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, 147 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.

Guest favourite
Home in Marianna
4.86 out of 5 average rating, 51 reviews

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

Handcrafted, owner-built cabin in a peaceful rural setting near Marianna, Cottondale, and Chipley. Ideal for guests who enjoy nature-forward stays rather than hotel-style luxury. Relax in the private hot tub, gather around the outdoor fire area, and explore Florida Caverns State Park just 14 minutes away. Located near Hwy 90, guests may occasionally hear light road noise consistent with a rural highway setting.

Top Guest favourite
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 holiday rentals

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