Holiday rentals in Chancellor

Downtown Private Suite

Enjoy your own private entrance into the home through the back patio, leading directly into a private living room with an attached master bedroom, bathroom and walk in closet. The home is centrally located near downtown Enterprise. Please note: This is a shared home; however, no living spaces are shared. A locked door separates both sections of the home to ensure complete privacy. Recreational drug use and smoking of any kind are strictly prohibited inside the home and anywhere on the property.

Beautiful and Spacious 3 BR/2BA with KING bed

Our "Home Sweet Home" is a beautiful full residential 3 BR/2 full BA home in a quiet family-oriented neighborhood. Master BR: 1 King bed, BR has jacuzzi tub 2nd BR: 1 Queen bed 3rd BR: 2 Twin beds Living room: Comfortable sofa and optional rollaway bed if needed, 55" Smart TV with all the streaming apps, kid games Kitchen: Fully Stocked Coffee Bar, cookware, double oven, microwave, dishwasher, plates, glasses, wine glasses and more. Garage: 2 car private Entry Way: Keyless Entry Pet Friendly

Come Chill at our Cute 2 bedroom Cottage

Enjoy yourself in this completely renovated and remodeled cottage located in the heart of Enterprise, AL. This space has been designed with the guest in mind. We offer full kitchen, laundry, high speed fiber optic internet, and all new furnishings in this modern take of an original WWII era home. We aim to please and, although new to Airbnb, we have hosted over 1000 - 5 Star trips on other P2P platforms. You'll love coming back to the Come Chill cottage. New Pickleball Courts 3 min away!

The Lake House

Take it easy at this tranquil getaway spot! Located in a quiet nature setting down a dirt road, you are sure to get plenty of R&R here! This waterfront property features 2 bedrooms and 1.5 baths. There is also a queen memory foam sleeper sofa, a trundle in the flex room that makes a king, and an air mattress. The lake house is centrally located as it is only 12 mins to downtown Enterprise and 23 minutes to Ft. Novosel. No house parties. No uncleared guests. Fishing is allowed but no swimming.

King Bed, 8 Min to Rucker, Pets, Long/short stays

Escape to our 2BR, 2.5BA townhouse—only 8 mins from Fort Rucker Gate. Tucked in a serene cul-de-sac by Harrand Creek, it's the perfect base for up to 7 guests. The quiet ambiance is great for leisure, waiting on a rental, TDY, or graduation. There is a fully equipped kitchen & patio with grill. Stay connected with high-speed internet and Roku TVs for entertainment. We are pet friendly and the neighborhood is great to take a stroll in. Close to Enterprise shopping and 25 miles from Dothan, AL.

The Perfect Spot

Your Enterprise adventure begins at this 2-bedroom apartment. Step inside this fabulous property and be greeted by a charming and quaint atmosphere. The bedrooms feature a comfortable king and queen beds, ensuring a restful night's sleep for all guests. With a washing machine & dryer, fully equipped kitchen, dedicated workspace, 75" & 55" smart TVs, you'll have everything you need for a delightful stay! Experience what the city has to offer as you are close to the key areas of Enterprise.

Experience Historical Charm at ‘The White House’

Experience Historical Charm at The White House. Sleeps 9 guests, four bedrooms, 5 beds, and 2 couches. Plan a day trip to Panama City Beach, Florida, or to local Springs or State Parks. Check out our Guidebook. Enjoy small town charm away from the hustle. Relax on the front porch at the founding Historic cornerstone of Samson. Kids can play hide and seek outside away from their screens on the 2-acre lot. Gather around the fire pit and roast s’mores. A short walk to restaurants downtown.

Private Vintage-Chic 1BR w/ Jacuzzi Tub Enterprise

Escape to the countryside of Enterprise! Unwind in this vintage cottage as you enjoy your retreat. This spacious updated cottage features a large bedroom, closet, and a bathroom with a relaxing Jacuzzi tub. The full-sized kitchen, living room, and dining room provide all the comforts of home. Stay connected with free Wi-Fi for all your streaming and work needs. Conveniently located just a 5-minute drive from downtown Enterprise and a short 18-minute drive from FT. Rucker.

"The Sanctuary" Private, 1 BR apt, country setting

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.

Green Haven, the container house

Green Haven is a unique custom built house that incorporates industrial modern architecture accentuating the shipping containers. Although modern and industrial, it has a cozy cabin feel inside offering 4 bed/2 bath as well as a dedicated office, full kitchen, living room and laundry. Green Haven is located on an historic stretch of downtown Elba. There are shops, restaurants, the walkable levee, the Pea River and so much more a block or two away.

Modern 3BR Townhome Retreat - Close to Ft Rucker

Be our guest! Enjoy this 3 Bedroom, 2 1/2 bath townhouse conveniently located in the heart of Enterprise. You will be 9 minutes from Downtown Enterprise, 5 minutes from the Ft. Rucker Enterprise gate, 12 minutes from Boll Weevil Circle and only a 30 minute drive to Dothan. The home also includes a spacious backyard, one car garage and 2 driveways. Whether you’re here for a visit, in town for graduation, or PCS, our home is perfect for you.

Haven of Rest

Come relax with your family to this city of two rivers where dwells Alabama's oldest and largest live oak tree. Called the Constitution Oak, it is said to be over 300 years old and was alive at the signing of our nation's constitution. Situated in the midst of Geneva, and only 70 miles from the beach, this two bedroom one bath house will give you that Alabama spirit and allow you and your family to enjoy a little get away in the south.