Enterprise Vacations

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    Save up to $1,045 when you book a flight and hotel together*
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Enterprise Hotel Deals

High Cotton Cottage

High Cotton Cottage

Columbia
$174 nightly
The price is $191 total per night from Aug 27 to Aug 28
$191 total
Aug 27 - Aug 28
Total with taxes and fees
9.4/10 Exceptional! (21 reviews)
Great Communication
"The property manager is very responsive and friendly."

Reviewed on Jan 27, 2025

High Cotton Cottage
Cozy Gilbert House

Cozy Gilbert House

Gilbert
$138 nightly
The price is $152 total per night from Aug 27 to Aug 28
$152 total
Aug 27 - Aug 28
Total with taxes and fees
9.4/10 Exceptional! (15 reviews)
"It was nice"

Reviewed on Aug 4, 2025

Cozy Gilbert House
James' Cabin

James' Cabin

Gilbert
$118 nightly
The price is $129 total per night from Sep 21 to Sep 22
$129 total
Sep 21 - Sep 22
Total with taxes and fees
9.8/10 Exceptional! (7 reviews)
Family gathering
"We enjoy country living & staying away from city life - we love green spaces. This cabin was a perfect blend of rustic, convenient, & peaceful."

Reviewed on Jun 1, 2025

James' Cabin
See all 6 properties in Enterprise
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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Frequently asked questions

How much does an Enterprise vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. However, how much your vacation to Enterprise costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Enterprise?
If you're hoping to book a cheap Enterprise vacation package, consider traveling in June, November and December. You'll typically find better rates on flights and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Enterprise?
With a well-organized itinerary, you can easily hit the main Enterprise sights in a handful of days. But if you'd like to discover hidden gems or take day trips, consider booking your Enterprise vacation for longer.
How to find the best Enterprise package deals?
Use Expedia's handy filters to find some of the best Enterprise package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Enterprise package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Enterprise vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights individually. Better still, you can personalize your Enterprise escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Enterprise?
Score amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Enterprise vacation.
Does Expedia offer Book Now, Pay Later Enterprise vacation packages?
Your Enterprise break should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you that extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.