Book Holiday Homes in Enterprise

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Featured Holiday Homes in Enterprise

Home Sweet Home 1

Home Sweet Home 1

Enterprise
Located in Enterprise, this vacation home is within a 10-minute drive of Boll Weevil Monument and Enterprise State Junior College.
Home Sweet Home 1
Countryside Retreat with Jacuzzi Hot Tub

Countryside Retreat with Jacuzzi Hot Tub

2 out of 5
New Brockton
When you stay at this vacation home in New Brockton, you'll be 12 minutes by car from Dixie Boys Baseball Park.
Countryside Retreat with Jacuzzi Hot Tub
Quiet Dothan House with Fenced Yard + Fire Pit!

Quiet Dothan House with Fenced Yard + Fire Pit!

Dothan
With a stay at this vacation home in Dothan, you'll be within a 5-minute drive of Flowers Hospital and Adventureland.
Quiet Dothan House with Fenced Yard + Fire Pit!
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Stunning Cottage home with King bed! Pet-friendly!

Stunning Cottage home with King bed! Pet-friendly!

Enterprise
Located in Enterprise, this vacation home is within a 5-minute drive of Boll Weevil Monument and Tartan Pines Golf Club.
Stunning Cottage home with King bed! Pet-friendly!
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 Dixie Boys Baseball Park and Boll Weevil Monument.
Quiet neighborhood conveniently located to Ft Novosel/downtown Enterprise!
Southern Backroad Retreats (The Pool House)

Southern Backroad Retreats (The Pool House)

Goshen
The price is AU$282 per night from 25 Nov to 26 Nov
AU$282
includes taxes & fees
25 Nov - 26 Nov
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)
J&Y Family 3BR/2.5BA / LuxuryTownhouse

J&Y Family 3BR/2.5BA / LuxuryTownhouse

Enterprise
When you stay at this vacation home in Enterprise, you'll be within a 10-minute drive of Boll Weevil Monument and Enterprise State Junior College.
J&Y Family 3BR/2.5BA / LuxuryTownhouse
The Blue Pearl near Downtown Crestview

The Blue Pearl near Downtown Crestview

Crestview
Located in Crestview, this vacation home is a 1-minute drive from Hot Wheels Skating Center and 5 minutes from North Okaloosa Medical Center.
The Blue Pearl near Downtown Crestview
Perfect for Graduation or extended stay.

Perfect for Graduation or extended stay.

Daleville
With a stay at this vacation home in Daleville, you'll be within a 10-minute drive of Daleville City Hall and Army Aviation Museum.
Perfect for Graduation or extended stay.
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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
84 Holiday Homes
Lowest Price
AU$177
Highest Price
AU$282
Popular accommodation
Home Sweet Home 1, Countryside Retreat with Jacuzzi Hot Tub, Quiet Dothan House with Fenced Yard + Fire Pit!, Stunning Cottage home with King bed! Pet-friendly!, Quiet neighborhood conveniently located to Ft Novosel/downtown Enterprise! , Southern Backroad Retreats (The Pool House), J&Y Family 3BR/2.5BA / LuxuryTownhouse, The Blue Pearl near Downtown Crestview , Perfect for Graduation or extended stay.

Top trending hotels in Enterprise

Holiday Inn Express And Suites Enterprise, an IHG Hotel

Holiday Inn Express And Suites Enterprise, an IHG Hotel

3 out of 5
9 North Pointe Boulevard, Enterprise, AL
Fully refundable
The price is AU$180 per night from 8 Dec to 9 Dec
AU$180
includes taxes & fees
8 Dec - 9 Dec
A stay at Holiday Inn Express And Suites Enterprise, an IHG Hotel places you in the heart of Enterprise, within a 5-minute drive of Dixie Boys Baseball Park ...
Holiday Inn Express And Suites Enterprise, an IHG Hotel
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$185 per night from 29 Nov to 30 Nov
AU$185
includes taxes & fees
29 Nov - 30 Nov
With a stay at Best Western Plus Circle Inn in Enterprise, you'll be within a 5-minute drive of Boll Weevil Monument and Enterprise State Junior College.
Best Western Plus Circle Inn
Hampton Inn Enterprise

Hampton Inn Enterprise

2.5 out of 5
8 West Pointe Court, Enterprise, AL
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 1 Dec to 2 Dec
AU$177
includes taxes & fees
1 Dec - 2 Dec
Located in Enterprise, Hampton Inn Enterprise is in a rural location, within a 5-minute drive of Dixie Boys Baseball Park and Boll Weevil Monument.
Hampton Inn Enterprise
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Fairfield Inn & Suites Enterprise

Fairfield Inn & Suites Enterprise

2.5 out of 5
100 Brabham Drive, Enterprise, AL
Fully refundableReserve now, pay when you stay
The price is AU$217 per night from 1 Dec to 2 Dec
AU$217
includes taxes & fees
1 Dec - 2 Dec
With a stay at Fairfield Inn & Suites Enterprise in Enterprise, you'll be within a 5-minute drive of Enterprise State Junior College and Boll Weevil ...
Fairfield Inn & Suites Enterprise
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.