Holiday rentals in Cottonwood

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.

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.

The Cumberland Cottage

Come enjoy a beautiful and peaceful stay at the Cumberland cottage. Perfect for families, couples, business, or healthcare travelers seeking comfort and convenience. Located in the beautiful Azalea Park neighborhood just minutes from Publix, the Houston County Farm Center, Southeast Health, and local attractions. This home offers ceiling fans in every room, a well-equipped and updated kitchen, and a large fenced-in backyard. Everything you need and more for a comfortable, hassle-free stay!

The Miller's Retreat

Welcome to your home away from home! This cozy, fully furnished house is ideal for travel nurses, health care professionals, medical college students, family, or anyone looking for comfort and convenience. It is conveniently located just 1.8 miles from Southeast Heath Medical Center and 3.3 miles from the Alabama College of Osteopathic Medicine. Farley Nuclear Plant is 18.5 miles. And before you start your day, 7Brew,, Chick-fil-A and many other restaurants are located within the area.

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!

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.

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.

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.

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.

Hot Tub + Fenced Yard | Pet-Friendly Country Stay

Relax and recharge in this peaceful, family-friendly country home just minutes from Hwy 231. Set beside 186 acres of open hay fields, enjoy quiet nights, beautiful views, a fenced yard for pets, and plenty of space to unwind. Perfect for families, traveling professionals, road trips, golf tournaments, or guests visiting the area. Easy self check-in, late arrivals welcome, and a convenient location for travelers heading to or from Florida.

Modern Southern Retreat, Family Friendly & Wi-Fi

Welcome to Dothan, Alabama. This is the perfect space to enjoy your family and friends. This beautiful home is comfortable and spacious with that southern flare to it. Close to Walmart and plenty of restaurants with friendly neighbors. Complete with all the necessities to cook a delicious meal, four bedrooms with beds, two bathrooms, WiFi, smart TVs and so many other amenities!! The beds are firm, please be aware of that.

Hopeful on 10th

Come Find Hope & Peace. Relax with the whole family at our peaceful home in the middle of town. * Baptist University of Florida 1.5 miles away. * Less than 30 minutes away from Chipola College. * Dothan Alabama is only 45 minutes away. * Florida Caverns State Park 30 mins away. *The World's Most Beautiful Beaches Panama City Beach 1 hr and 20 mins away.