Book Holiday Homes in Jacksonville
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Featured Holiday Homes in Jacksonville

The Jelly Mill-A River Retreat

1810 Brook Side Mill/House / EV Level 2 Charging on Site

Potter's Place | House in Jamaica with mountain views

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Cozy retreat near slopes

GAMERS HAVEN, River Wine Inn!

Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Hike, Indoor Pool, Relax!

Wilmington Vacation Rental Near Hiking and Skiing!

Mountain-view home near the slopes with at-home entertainment - dog-friendly
Jacksonville 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 Jacksonville vacation homes are the perfect way for you to wing it.
Holiday houses in Jacksonville 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 Jacksonville 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 Jacksonville adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Jacksonville 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 Jacksonville 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.
Jacksonville Holiday Homes essential information
Accommodation | 463 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | The Jelly Mill-A River Retreat, 1810 Brook Side Mill/House / EV Level 2 Charging on Site, Potter's Place | House in Jamaica with mountain views, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. , Cozy retreat near slopes, GAMERS HAVEN, River Wine Inn!, Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Hike, Indoor Pool, Relax!, Wilmington Vacation Rental Near Hiking and Skiing!, Mountain-view home near the slopes with at-home entertainment - dog-friendly |
Top Locations for Holiday Homes in Jacksonville
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GAMERS HAVEN, River Wine Inn!

Jacksonville Cabin w/ Wraparound Deck & Views

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

Bright three-level home with water views, jetted tub, firepit, and pool table
More ways to explore Jacksonville
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^Subject to availability and chosen travel dates.