Book Holiday Homes in Jacksonville
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Featured Holiday Homes in Jacksonville

The Jelly Mill-A Peaceful River Retreat

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Private Family Estate for any Season

Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Story Book Lake Front Chateau with Private Beach!

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

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Lovely 2nd Floor Apartment
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 | 484 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | The Jelly Mill-A Peaceful River Retreat, Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, Private Family Estate for any Season, Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort.., Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included, Story Book Lake Front Chateau with Private Beach!, Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Indoor Pool, Golf, Hike, Relax!, Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, Lovely 2nd Floor Apartment |
More accommodations in Jacksonville
Top trending hotels in Jacksonville

The Engel House

Bright three-level home with water views, jetted tub, firepit, and pool table

Hotel Downstreet, Ascend Hotel Collection

Colonial Motel And Spa
More ways to explore Jacksonville
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^Subject to availability and chosen travel dates.