Vacation 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.

Value · Family · Layout

Cozy 1 bedroom private suite

2 Guests - 1 Bedroom - 1 Bath - 1 Living Room Cozy downstairs apartment with Kitchenette, private entryway and on-site parking. Amenities include a refrigerator, microwave, keurig, queen size bed, free wifi, smart TV with internet streaming, keyless entry access and more. Conveniently located within minutes of the Daleville Gate to Fort Rucker, as well as only a few miles from Enterprise or Dothan. Enjoy a clean comfortable night stay. NO SMOKING INSIDE, NO DRUGS NO FIREARMS (lock in vehicle)

Value · Location · Checkout

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!

Location · Value · Layout

Pet-Friendly 4BR w/ Huge Fenced Yard- Near Rucker

Relax with the whole family at this country home in Enterprise. Enjoy the peaceful ambiance of a spacious backyard filled with charming landscaping and chirping birds! This four-bedroom two bathroom home comes fully equipped with Wi-Fi, a working space, a washer and dryer, a full kitchen, and a spacious backyard. Feel at home in our Country Gardens and enjoy the five-minute drive to downtown Enterprise for shops and restaurants. Also a short 18-minute drive to the FT. Rucker Enterprise gate.

Family · Value · Laundry

Modern 2 bedroom Townhouse close to Ft Rucker

This 2 bedroom 2 1/2 bath townhouse is conveniently located 5 minutes from Fort Novosel and just minutes from the shopping areas and restaurants in Enterprise Alabama. It's packed with amenities to include 3 large TVs and High-speed wireless internet. The kitchen has all the necessities; dinnerware, silverware, knives, pots and pans, toaster, Kurig coffee maker, and more. We pride ourselves in hosting a place that we would want to stay in that has comfortable beds, very clean, and safe.

Value · Location · Quiet

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.

Value · Location · TV

The Short Final-We welcome pets!

This beautiful home has so much to offer for someone looking for aTDY unit or a fully furnished home.. This home sits in a beautiful neighborhood and within walking distance of a peaceful neighborhood pond. Features include a saltwater pool(open year-round), a hot tub, a small garage gym, 3 bedrooms, and 2 baths. Fully stocked coffee bar! Kid & pet friendly .Close to Shell Field so you will see 🚁 Welcome to the home of Ft. Rucker and the sound of freedom!

Location · Value · Parking

Boothe Pond Cabin on East Fork Creek

Beautiful pond cabin on a secluded dirt road along the popular route to 30A beaches. Fishing available from shore and the property includes a small boat launch, fire pit, porch swing, rocking chairs, grill, and picnic tables. A full kitchen and cabin amenities in a picturesque setting. This is a great place for family to get away or to stop by and rest while traveling south the the beaches. Bedroom 1 has queen size bed and bedroom 2 has full size bed.

Value · Family · Hospitality

Country Cottage

Cozy Country Cottage – Minutes from the Circle Enjoy a peaceful stay at this 2-bedroom cottage just 5 minutes from the Circle in Enterprise. Quiet setting with modern comforts, including Smart TVs in the living room and both bedrooms. Perfect for sports weekends, family visits, or military travel near Fort Rucker. Includes WiFi, full kitchen, and easy parking for a comfortable, relaxing stay.

Location · Family · Amenities

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.

Family · Value · Quiet

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.

Location · Value · Beach

Charlette’s entire beautiful 2 bedroom townhouse

Relax with the whole family at this 2 bedroom 1.5 bath townhouse. It's conveniently located 7 minutes away from Fort Rucker and just minutes from Daleville’s Middle and High Schools, and Enterprise. PS: the "Lake" in Lakeview Dr is more of a large pond/fishing area behind the homes across the street.

Value · Family · Amenities