Vacation rentals in Cottondale

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Top-rated vacation rentals in Cottondale

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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
A spacious single-story home is shown, featuring a gray exterior with white trim. The front porch is accessible by steps, and large windows allow natural light to fill the interior. Lush green grass and young trees surround the property.
Home in Graceville
4.89 out of 5 average rating, 46 reviews

A Taste of Farm Life

Have fun with the whole family at this stylish place. Our two-bedroom two bath home located in the country, surrounded by farm fields, barns and cow pasture. Great for vacations! Just an hour from the World's most beautiful beaches, 6 miles south of Graceville, FL, and 7 miles north of Chipley, Fl. There are two queen beds, and a pack-n-play. There is a highchair, children's table and chairs, dining table, bar, bar stools, couch, and loveseat. Washer and dryer provided. No pets or smoking.

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, 374 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 cozy sleeping area features a spacious bed dressed in white bedding, complemented by a decorative pillow that reads 'Happy.' Natural light enters from a skylight above. Two small nightstands provide storage, and decorative flowers are placed on one of them.
Farm stay in Graceville
4.89 out of 5 average rating, 18 reviews

Let’s Camp - Florida Edition!

Come to a place of grace in Graceville! Enjoy nature and the drink the well water that taps into the natural spring reservoir! We have 5 acres for you to explore with a trail into a majestic forest! Plenty of space for kids to run in a safe location! We are in a central location to Ponce De Leon Springs, Morrison Springs, Florida Cavern State Park and so much more! No pet fee for pets staying outside. Too rural for WiFi, so you can get off your devices and enjoy each other! Happy camping!

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, 153 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 family room with a pool table in the foreground features a comfortable seating arrangement including a brown sofa and chair. Natural light enters through two windows, illuminating a cozy atmosphere, while decorative elements and a welcoming front door enhance the space.
Guest suite in Enterprise
4.98 out of 5 average rating, 595 reviews

BEST VALUE - No Cleaning Fee

"Relaxing, calm, quiet, peaceful"--all used to describe the 1,200 sq. feet of guest space attached to our home--Read a complete description under "The Space." The private guest suite includes a family room, two bedrooms and bath on our micro-farm just 4 minutes from Fort Rucker and Enterprise. Southern hospitality at its best--Read our reviews! Ammenities include personal-size fridge, coffee, microwave, pool table, WiFi, TV, DVD, Wii, games and toys; laundry room; Handicap/ADA accessible;

Top guest favorite
A wooden swing is suspended from a sturdy tree branch, overlooking a peaceful pond surrounded by lush greenery. The water reflects the clear blue sky, and the distant tree line creates a serene backdrop, inviting relaxation and contemplation.
Cottage in Dothan
4.99 out of 5 average rating, 210 reviews

Juju’s Pond House on Smith Pond

Take it easy at this unique and tranquil getaway located on 100 acres and nestled quietly on a private pond. The house was originally built in 1921 and in 2018 we had the house moved down to the pond and did a full renovation while preserving as much original character as we could. Enjoy your morning coffee and watch the sunrise from the screen porch swing or one of the docks at the pond. The property has nature trails to explore, fishing, and plenty of wildlife.

Superhost
A charming farmhouse exterior is presented, featuring a white facade and a green metal roof. Two rocking chairs are positioned on the porch, complemented by decorative elements. Lush green grass surrounds the home, offering a serene rural view against the backdrop of open fields.
Home in Graceville
5 out of 5 average rating, 3 reviews

Windmill Way

A cozy remodeled farmhouse in a quiet rural country setting, but only 2 miles to town. It's surrounded by open fields, barns, cows and windmills. Enjoy the fresh air, nature and the wind blowing through your hair. Windmill Way is inviting with farmhouse decor, soft lighting, comfortable furniture and new appliances to make the space feel like a true home. It's the kind of place where you can just relax, read a book or sit on the porch and enjoy the view.

Top guest favorite
A wooden porch swing is suspended from a support beam, positioned to overlook an open field. A vibrant sunset fills the horizon, blending soft hues of pink and orange against a backdrop of trees. The tranquil landscape invites moments of relaxation.
Tiny home in Ashford
4.95 out of 5 average rating, 106 reviews

Barndo“mini”um

Peaceful, private country retreat with beautiful views and friendly cows in the backyard. Enjoy your morning coffee on the porch swing and relax in the ultra-comfy bed after a quiet, restful night. Includes full-sized fridge, microwave, toaster oven, TV, Wi-Fi, and full bathroom. Just 10 minutes from Farley Nuclear Plant and 13 minutes from Southeast Health. Perfect for relaxing stays or quiet work trips. Come enjoy our little slice of paradise!

Guest favorite
A softly colored bedroom features a spacious bed with a decorative quilt and a wooden headboard. Natural light streams in from large windows, illuminating the room. A sliding glass door leads to a private deck, adding to the bright and open feel of the space.
Apartment in Dothan
4.91 out of 5 average rating, 476 reviews

Claire’s Cottage with privacy gate

Everything you need in a quaint, modern space located on 7 secluded acres with a privacy gate only minutes from the Ross Clark Circle and downtown, Wi-Fi, Smart TV with YouTube TV subscription included (over 70 channels), brand new fridge, spacious rooms. Washer and dryer available. We allow pets on a case by case basis and charge a one time $10 fee per pet upon guests arrival. We also offer EV level 2 charging (40 amp) for a flat $10 fee.

Guest favorite
The exterior of the cozy cabin is presented, featuring a welcoming porch with seating. A wooden door is framed by large windows, allowing natural light to flood the interior. The surrounding landscape consists of trees and a gravel pathway leading to the entrance.
Home in Marianna
4.89 out of 5 average rating, 28 reviews

Cabin close to Springs! Pool, WI-FI, And Grill

Cozy Retreat | Cabin Getaway🌲 Unplug and relax at this peaceful cabin surrounded by nature. Enjoy outdoor scenary, outdoor games, and grilling under the stars. Great for couples, solo travelers, or families—camper on-site available for extra guests. A perfect escape to recharge and reconnect. For a group bigger than four ask about our group option available.

Top guest favorite
A wooden sign shaped like a fish indicates 'The Cottage,' positioned on a post. The background features a gravel pathway leading up to the cottage, surrounded by trees and shrubs. Bright sunlight casts a warm glow over the scene.
Cottage in Donalsonville
4.98 out of 5 average rating, 114 reviews

The Cottage! 5 star! Hottub•fishing•dock/lift

Cozy cottage located on Lake Seminole known for it’s Award winning bass fishing! Open floor plan with light and airy colors throughout! Large screen porch overlooking Lake Seminole! Home is less than 50 feet from the shoreline. The lake is visible from almost every room in the home! Come and enjoy the peace and tranquility of Lake Seminole!

Popular amenities for Cottondale vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Jackson County
  5. Cottondale