Vacation rentals in Cottonwood

Azalea Place - Comfy 3/2 On Quiet Culdesac

Spacious king suite with soaking tub, walk-in closet, workspace, ceiling fan, & 55” Roku TV. Open living area with vaulted ceilings, fireplace, 65” TV, ceiling fan, & cozy seating for movie nights. Fully stocked kitchen with coffee bar. Guest rooms have queen beds, Roku TVs, ceiling fans, & large closets. Two full baths, both with tub & shower. Peaceful back deck for relaxing. Fast WiFi. High chair & pack ’n play available. Weekly/monthly discounts! Please enter exact guest count when booking!

Location · Value · Check-in

Home in Heart of Headland

Quaint cottage located on the grounds of the beautiful and historical Covington Home that was built in 1902. Headland, AL better known as the “Gem of the Wiregrass” was rated one of the safest cities in AL in 2019 and is a designated Main Street community. The cottage is walking distance to the square where you will find soft music playing as you stroll the streets, picturesque oak trees, stylish boutiques and cuisine to fit any taste pallet. It is less than 10 miles to the Dothan Airport.

Family · Location · Cleanliness

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!

Value · Family · Kitchen

Country Cottage near Circle

Escape to our fully updated 3BR 2BA home on a quiet 1-acre wooded lot. Located near 231 South, you're minutes from shopping, dining, the National Peanut Festival, Jim Oates Park, and Southeast Health Center. Enjoy the spacious sunroom, dedicated workspace, and reliable Wi-Fi. Each bedroom features a Roku TV. Cook in the fully equipped kitchen and use the washer/dryer for added convenience. Our home offers a tranquil retreat with modern comforts, perfect for relaxation or remote work.

Value · Location · Getting around

Hank’s Place - CLEAN•Comfortable•Family Stays

Welcome to Hank’s Place! We’re so glad you’re here! When you choose to stay with us, you partner with us in helping to provide clean, safe housing for families in medical crises, as a large part of our profits are used to fund housing for families who are in need of a temporary place to stay due to serious medical situations. Located 1 mile from Southeast Health and 7 miles from Flowers Hospital. Short term or executive professional/corporate midterm, we’ve got you covered.

Location · Family · Access

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.

Family · Value · Kitchen

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.

Family · Location · Long stay

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.

Family · Value · Layout

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.

Location · Family · Nearby

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.

Family · Value · Hiking

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.

Family · Location · Condition

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.

Value · Location · Accuracy