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Downtown Main St. Gem - Loft 5

We created Loft 5 as a quiet retreat above Headland's storybook town square - a place where you can slow down, reconnect, and feel wrapped in history and charm. From the moment you step outside, you're beneath sweeping oak trees, steps from colorful murals, live music, and candlelit dinners just down the sidewalk. It's the kind of place made for lingering walks and unhurried moments together. Close to Farley Nuclear, Southeast Health, Flowers Hospital and wedding venues. Come and stay a while!

Cozy 2 Bedroom 1 1/2 Bath (Smart Toilet) No Pets

A Barn-dominium duplex that one side is a full rental currently occupied with a wonderful quiet family. Other side is the Airbnb. That is fully furnished with what you see in the photos, one bedroom and full bath downstairs. And a bonus loft room upstairs for a child/teenager or anyone who just wants to Relax/Sleep with a half bath upstairs (Upstair Roof slants, Starts around 6’3 and slants down to 3’ 34 min. to Ft Rucker 10-15 Min. To Dothan, Al 1Hr 19Min. To PCB, FL 8Min. To Slocomb AL

New York-Style Loft on Main St: Dtwn Enterprise

Unique & Inviting Layout | Close to City Events & Festivals Steps from all the action but with room to breathe! This 3-bedroom, 2-bath vacation rental is your launchpad to Enterprise’s hidden gems. Perfect for a weekend getaway, this historic apartment offers an idyllic blend of small-town charm and modern comfort; think original fireplaces and exposed brick walls. Ready to explore? Practice your swing at Tartan Pines or check out the Boll Weevil Monument — your Alabama adventures begin here!

Budget-Friendly Cozy Stay Near Downtown Dothan

Welcome to our cozy and budget-friendly Peaceful 1BR/1BA apartment, conveniently located near East Main Street, right as you enter downtown Dothan. This simple, clean, and comfortable stay is ideal for guests looking for an economical place to relax without being far from restaurants, shops, and local downtown conveniences. This is not a luxury hotel-style stay, but it is a clean, cozy, and value-focused space designed for guests seeking comfort, privacy, and affordability.

Ft. Rucker Living 3

Clean apartment, quiet neighborhood, walking distance to Ft. Rucker. Free WIFI. Styled for comfort and convenience. A prime location for TDY individuals or families PCSing to Ft. Rucker. Whether you're here for an in-town graduation, preparing for a move, or looking for a place to relax, this is a great location. The beach is only 90mins away. Your family pets are welcome as well, there is a $10 per pet, per night fee 2 pet max. Dogs must be kenneled when left unattended.

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"The Sanctuary" PVT apt, country setting- EV L2

My place is close to shopping and dining. You’ll love The Sanctuary because of the location, unique design, in house laundry, large bedroom and very comfortable Nectar memory foam mattress. I fully equip the apt with linen, towels, pots and pans, dishes and silverware, dish soap, laundry and dishwasher pods, K cups, S&P etc... The gas grill is ready to go. Don't feel like cooking/driving- Jimmy John's, Mellow Mushroom, Hungry Howie's, Dominoes, Marcos Pizza all deliver.

The Pilots Lounge

Your Perfect Getaway Awaits! This cozy and stylish 2-bedroom boho-inspired townhome is the ideal retreat for military families, flight school students, or anyone looking for a peaceful and comfortable stay. Located just minutes from Ft. Novosel, it’s perfect for extended visits, graduations, or quick getaways. Enjoy all the comforts of home with a fully stocked kitchen, Wi-Fi, smart TVs, plush beds, washer/dryer, and a coffee bar with complimentary coffee and tea.

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Downtown's Finest - Comfortable and Simple

Close to everything when you stay at this lovely place located in Downtown Dothan steps from Foster Street (home of the famous KBC restaurant). Two miles to Dothan Country Club, 2 miles to Southeast Health hospital, 5 miles to Alabama College of Osteopathic Medicine, 6 miles to Robert Trent Jones Highland Oaks. Guest has access to community pool! Fast Wifi, smart TV (with Youtube TV providing for live streaming). Fully stocked kitchen and bathrooms.

Schoolhouse Studio Apartment

Our 320 sq. ft. studio apartment is simple yet has all the essentials to make for a relaxing getaway in Dothan. Located walking distance to all of Foster St's best places- including Mural City Coffee, KBC, and The Grand just to name a few. The studio is located in the back apartment built off of the main house. The main house is also rented out as an airbnb but has a separate parking area and entrance to ensure maximum privacy for both sets of guests.

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.

Quiet Quaint Cottage 20

Quaint and cozy cottage conveniently located minutes away from dinning, shopping, and walking trails. One bedroom cottage with a queen size bed. Fully equipped kitchen and full bathroom with clean towels and shower essentials. 4.8 mi to Flowers Hospital 8.6 mi to Southeast Medical Center. 8.5 mi to Downtown Dothan 88 mi to PCB I'm only a call or text away, enjoy your stay! :)

Airport 14 min | Hospital 8 min

Escape to this pleasant apartment in picturesque Dothan. This cozy retreat features 2 bedrooms with a king and full bed, 2 bathrooms with a hair dryer, and a lovely living room with a sofa bed. Enjoy amenities like WiFi, AC, and a washing machine during your stay. You will love the proximity to so many wonderful areas within Dothan.