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Featured Holiday Homes in Enterprise

Southern Charmer!  New Renovation, 3 Bed/2 Bath, Game Room, Dog Friendly, In The Heart Of It All!

Southern Charmer! New Renovation, 3 Bed/2 Bath, Game Room, Dog Friendly, In The Heart Of It All!

Dothan
Located in Dothan, this vacation home is within a 5-minute drive of Adventureland and Flowers Hospital.
Southern Charmer! New Renovation, 3 Bed/2 Bath, Game Room, Dog Friendly, In The Heart Of It All!
Boll Weevil Cottage

Boll Weevil Cottage

Enterprise
With a stay at this vacation home in Enterprise, you'll be within a 10-minute drive of Hannah Road Community Common Area and Enterprise Shopping Center.
Boll Weevil Cottage
Quiet neighborhood conveniently located to Ft Novosel/downtown Enterprise!

Quiet neighborhood conveniently located to Ft Novosel/downtown Enterprise!

Enterprise
With a stay at this vacation home in Enterprise, you'll be within a 5-minute drive of Johhny Henderson Family Park and Dixie Boys Baseball Park.
Quiet neighborhood conveniently located to Ft Novosel/downtown Enterprise!
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Modern Luxury

Modern Luxury

Dothan
The price is AU$477 per night from 10 June to 11 June
AU$477
includes taxes & fees
10 June - 11 June
Located in Dothan, this vacation home is within a 5-minute drive of Westgate Recreation Center and Westgate Memorial Park.
Modern Luxury
The Blue Pearl near Downtown Crestview

The Blue Pearl near Downtown Crestview

Crestview
When you stay at this vacation home in Crestview, you'll be within a 10-minute drive of North Okaloosa Medical Center and Crestview Commons.
The Blue Pearl near Downtown Crestview
The Baker Chateau. Dothan Alabama near the Medical Center

The Baker Chateau. Dothan Alabama near the Medical Center

Dothan
Located in Dothan, this vacation home is a 5-minute drive from Wiregrass Museum of Art and 6 minutes from Dothan Country Club.
The Baker Chateau. Dothan Alabama near the Medical Center
Southern Backroad Retreats (The Pool House)

Southern Backroad Retreats (The Pool House)

Goshen
The price is AU$324 per night from 9 June to 10 June
AU$324
includes taxes & fees
9 June - 10 June
With a stay at this vacation home in Goshen, you'll be 12.5 mi (20.1 km) from Pike County Confederate Monument and 12.6 mi (20.3 km) from Douglas Park.
Southern Backroad Retreats (The Pool House)
Countryside Retreat with Jacuzzi Hot Tub

Countryside Retreat with Jacuzzi Hot Tub

2 out of 5
New Brockton
Located in New Brockton, this vacation home is in a rural location, within a 15-minute drive of Johhny Henderson Family Park and Dixie Boys Baseball Park.
Countryside Retreat with Jacuzzi Hot Tub
Cozy Little House in Level Plains

Cozy Little House in Level Plains

Level Plains
The price is AU$271 per night from 29 May to 30 May
AU$271
includes taxes & fees
29 May - 30 May
With a stay at this vacation home in Daleville, you'll be within a 10-minute drive of Hannah Road Community Common Area and Ouida Street Park.
Cozy Little House in Level Plains
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Enterprise Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Enterprise vacation homes are the perfect way for you to wing it.

Holiday houses in Enterprise let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Enterprise in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Enterprise adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Enterprise with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Enterprise vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Enterprise Holiday Homes essential information

Accommodation
106 Holiday Homes
Lowest Price
AU$103
Highest Price
AU$477
Popular accommodation
Southern Charmer! New Renovation, 3 Bed/2 Bath, Game Room, Dog Friendly, In The Heart Of It All!, Boll Weevil Cottage, Quiet neighborhood conveniently located to Ft Novosel/downtown Enterprise! , Modern Luxury, The Blue Pearl near Downtown Crestview , The Baker Chateau. Dothan Alabama near the Medical Center, Southern Backroad Retreats (The Pool House), Countryside Retreat with Jacuzzi Hot Tub, Cozy Little House in Level Plains

Top trending hotels in Enterprise

Holiday Inn Express And Suites Enterprise by IHG

Holiday Inn Express And Suites Enterprise by IHG

3 out of 5
9 North Pointe Boulevard, Enterprise, AL
Fully refundable
The price is AU$196 per night from 1 June to 2 June
AU$196
includes taxes & fees
1 June - 2 June
A stay at Holiday Inn Express And Suites Enterprise by IHG places you in the heart of Enterprise, within a 5-minute drive of Dixie Boys Baseball Park and Boll ...
Holiday Inn Express And Suites Enterprise by IHG
Best Western Plus Circle Inn

Best Western Plus Circle Inn

2.5 out of 5
715 Boll Weevil Circle, Enterprise, AL
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 2 June to 3 June
AU$194
includes taxes & fees
2 June - 3 June
With a stay at Best Western Plus Circle Inn in Enterprise, you'll be within a 5-minute drive of Enterprise Shopping Center and Ouida Street Park.
Best Western Plus Circle Inn
Fairfield Inn & Suites Enterprise

Fairfield Inn & Suites Enterprise

2.5 out of 5
100 Brabham Drive, Enterprise, AL
The price is AU$200 per night from 22 June to 23 June
AU$200
includes taxes & fees
22 June - 23 June
With a stay at Fairfield Inn & Suites Enterprise in Enterprise, you'll be steps from Peavy Park and a 2-minute drive from Enterprise State Junior College.
Fairfield Inn & Suites Enterprise
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Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

2 out of 5
630 Glover Avenue, Enterprise, AL
Fully refundableReserve now, pay when you stay
The price is AU$103 per night from 11 June to 12 June
AU$103
includes taxes & fees
11 June - 12 June
With a stay at Econo Lodge Inn & Suites in Enterprise, you'll be within a 5-minute drive of Enterprise Shopping Center and Boll Weevil Monument.
Econo Lodge Inn & Suites
Don't see what you're looking for?
See all available properties in Enterprise
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.