Vacation rentals in Chancellor

Cozy & quiet House in the country

Relax with the whole family at this peaceful place. Please note there is NO WI-FI at this location. Feel free to Bring your dog and enjoy a fenced in back yard. We are happy to assist with directions and recommendations! •2 miles from the silos wedding venue . • 14 miles from Falling waters state park ( biggest waterfall in FL) • 29 miles from Florida caverns state park • 33 miles from Ponce de Leon State park • 38 miles from Econfina Creek ( Natural Springs ) • 27miles from Cypress Springs

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 cottage nestled in the country

Relax with the whole family at this peaceful and serene place to stay. Surrounded by mature trees and beautiful foliage. Quiet and majestic, spend the days at the beach or springs and the nights listening to nature as you star gaze away from the bright lights of the city. Take a nice nature walk down the trails or relax reading a book. A country escape to recharge and just a few miles from town and close to the beach, so you can have the best of both worlds. Your little piece of heaven awaits!

BEST VALUE - No Cleaning Fee; "Clean & Peaceful"

"Relaxing, calm, quiet, peaceful"--all used to describe the 1,200 sq. feet of guest space attached to our home--Read a complete description under "The Space." The private guest suite includes a family room, two bedrooms and bath on our micro-farm just 4 minutes from Fort Rucker and Enterprise. Southern hospitality at its best--Read our reviews! Ammenities include personal-size fridge, coffee, microwave, pool table, WiFi, TV, DVD, Wii, games and toys; laundry room; Handicap/ADA accessible;

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!

Perfect for Big Families, Sleeps 14, Fort Rucker A

Located in one of Enterprise, AL's finest neighborhoods, Cotton Creek, this 4 bedroom home offers an exceptional stay. With 3 King beds, 4 Full beds, 2 queen sleeper sofas, and 2 baths, it's ideal for larger families on a PCS or visiting Enterprise. Just minutes away from Fort Rucker, John Henderson Family Park, and the Enterprise Country Club. Enjoy the convenience of smart technology and security throughout the entire home, allowing you to unwind and make the most of your time.

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.

Entire Private House - 6 minutes from Ft. Rucker

- Located 6 minutes from Ft. Rucker’s (Novosel) Enterprise gate. - This two-story townhouse is 1,400 square feet, includes its own private driveway for parking, and has a fenced in backyard. - Keyless smart-lock entry for safety and convenience. - Here you will have all of the modern amenities and comforts of home to include a fully equipped kitchen, an on-site washer and dryer, free high-speed wifi, a dedicated work space, and more.

Stunning Cottage Home with EVC

Have fun with the whole family at this stylish 3 BR, 2 full bath, private fenced cottage home with 2-car garage and its own EV Charger. Your STR home has these ammenities: Kitchen- Fully loaded for all your cooking needs. Coffee Bar- Cuisinart Coffee maker duo for 12-cup carafe or single k-cup. Coffee bar has regular and decaf options, teas and hot chocolate.

Linda's House on Jasmine

Welcome to Casa Linda on Jasmine, a luxurious yet cozy retreat in Enterprise, AL. Minutes from downtown, restaurants, shopping, and the golf course — and a short drive from Fort Novosel, ideal for military families. Planning a longer stay? Ask about monthly discounts. Dates unavailable? Message us — we may have another listing for you.

Country Comfort Inn *Newly Updated*

Middle of nowhere, but close to everywhere! The perfect taste of small town living. If you are wanting to get away somewhere that is quiet, private, and peaceful, then this is the place for you! It is located 20 minutes from Troy and Enterprise. A Dollar General and gas station are 2 minutes down the road. **NEWLY UPDATED**

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.