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Holiday rentals in Cottonwood

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Top-rated holiday rentals in Cottonwood

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

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Guest favourite
A charming brick cottage features a red brick exterior with arched entrances. The well-manicured lawn surrounds the home, complemented by a clear blue sky. Two pathways lead to the front door, highlighting the inviting design of the property.
Home in Marianna
4.84 out of 5 average rating, 103 reviews

Fielder's Choice - 1940s Brick Home Full of Fun

Have fun with the whole family in this stylish place conveniently located near Downtown, Chipola College, and the M.E.R.E (travel ball families-complex 4.5 miles). Fielder’s Choice, a 1940s brick home, is a perfect mix of new and old and packed with fun and games inside and outside! Jackson County’s ecotourism is thriving; 9 bodies of water for fishing, paddling, and tubing; adventure trails-walking and horseback; and Caverns. Explore new flavors in locally curated ice cream & craft beers. Pets!

Top guest favourite
Guest house in Chipley
4.95 out of 5 average rating, 445 reviews

Guesthouse & Pool

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

Guest favourite
A gaming area is highlighted by a large ping pong table centrally positioned, with a ceiling fan above providing comfort. A dartboard is mounted on the wall, and a television is visible nearby, streaming entertainment. The space is finished with neutral walls and wooden accents.
Home in Dothan
4.93 out of 5 average rating, 211 reviews

Comfy 3 bedroom house with hot tub and game room.

Relax and unwind in this space, or even come to work or play. You will have the entire 3 bedroom, 2 full bath house to yourselves. Equipped with washer/dryer, kitchen, hot tub, work space, Wi-Fi, and even a little bar with ping pong table & dartboard. This is our house we have been remodeling and use as our own little getaway on date night, it’s far from upscale fancy, but it is cozy and with a soak in the hot tub can even be romantic. Welcome gift provided, message with any special requests.

Top guest favourite
Cottage in Cottonwood
4.98 out of 5 average rating, 125 reviews

Cozy Cottage in the Pines

Enjoy a quiet stay just outside of town on a farm! Listen to the breeze whisper through the pines and relax in this peaceful country setting. The cottage is 2 miles north of Cottonwood and is just under 10 miles to The Ross Clark Circle in Dothan. Dothan has a lot to do…..shopping, dining, and entertainment. Also, the cottage is only a few miles from the Florida line and the Georgia line if you’re going there for something fun! WiFi is fast so working from the cottage is easy as well!

Top guest favourite
Townhouse in Dothan
5 out of 5 average rating, 156 reviews

Newly Renovated, Dog Friendly, Stocked Kitchen

Experience the best of Dothan in this stylishly renovated townhome. Perfectly situated for adventure, just moments from championship golf at RJT and DCC, thrilling water fun at Water World, exciting games at the Westgate Baseball and Tennis Complex, the serene beauty of Forever Wild trails, and conveniently close to both area hospitals. Unwind in comfort with a fully equipped kitchen, perfect for whipping up delicious meals and stay connected with the blazing-fast Wi-Fi.

Top guest favourite
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, 236 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.

Top guest favourite
Flat in Dothan
4.91 out of 5 average rating, 550 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.

Top guest favourite
The charming cottage is framed by decorative string lights, highlighting the entrance steps and welcoming door. Potted plants adorn the posts, and a small gazebo is visible to the side, featuring additional ambient lighting. Lush greenery surrounds the home, enhancing the serene setting.
Cottage in Marianna
5 out of 5 average rating, 156 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.

Top guest favourite
A country cabin is shown with a spacious porch, featuring several black seating chairs positioned for relaxation. Green grass surrounds the structure, which boasts large windows and a metal roof. The entryway is framed by potted plants, providing a welcoming appearance.
Cabin in Greenwood
4.88 out of 5 average rating, 100 reviews

Country’s best, “Sweet Linda Lodge”

Get away from it all when you stay under the stars in this unique country cabin. Sit on any of 3 porches and enjoy the sunrises and sunsets over the tree lines while listening to the birds serenade . Leave the noisy city life and hectic daily schedules to escape to this cozy cabin in the country.

Guest favourite
Farm stay in Hartford
4.89 out of 5 average rating, 358 reviews

Hartford Art Studio and Loft

This treasure is a stand alone art studio with a loft surrounded by beautiful lawn and gardens. The Studio is 45 feet (read close) to the house. There are agricultural fields on three sides. The artist, Beverly Mayfield, is now deceased, but has filled the studio with masterful paintings.

Top guest favourite
Home in Dothan
4.96 out of 5 average rating, 210 reviews

Cozy Cottage

Kick back and relax in this calm, stylish space. This cozy cottage sits on 40 acres and over looks the water where you can sit on the dock to fish or relax. The cottage is just newly built and has a front porch where you can enjoy nature.

Superhost
Flat in Dothan
4.86 out of 5 average rating, 105 reviews

At my place on Foster Apt.1

Located in Old Downtown Dothan, convenient to shopping, dinning, entertainment and local coffee shops. 20.6 miles to Farley Nuclear Plant, 2.2 miles to Southeast Health Medical Center, 4.2 miles to Alabama College of Osteopathic Medicine.

Popular amenities for Cottonwood holiday rentals

  1. Airbnb
  2. United States
  3. Alabama
  4. Houston County
  5. Cottonwood