Book Holiday Homes in Jacksonville

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Featured Holiday Homes in Jacksonville

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

Dover
The price is AU$575 per night from 25 Mar to 26 Mar
AU$575
includes taxes & fees
25 Mar - 26 Mar
With a stay at this vacation home in West Dover, you'll be in the mountains, within a 5-minute drive of Mount Snow and Green Mountain National Forest.
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

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

Dover
When you stay at this vacation home in West Dover, you'll be in the mountains, within a 15-minute walk of Mount Snow and Green Mountain National Forest.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Ski-In condo at Mount Snow with Fireplace, Bears Crossing

Ski-In condo at Mount Snow with Fireplace, Bears Crossing

Dover
With a stay at this vacation home in West Dover, you'll be in the mountains, within a 5-minute drive of Mount Snow and Green Mountain National Forest.
Ski-In condo at Mount Snow with Fireplace, Bears Crossing
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Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski

Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski

Dover
With a stay at this vacation home in West Dover, you'll be next to a golf course, within a 5-minute drive of Mount Snow and North Branch Deerfield River.
Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski
Charlemont Retreat on Chickley River w/ EV Charger

Charlemont Retreat on Chickley River w/ EV Charger

Hawley
Located in Charlemont, this vacation home is in a rural location, within a 15-minute drive of Mohawk Trail State Forest and Zoar Outdoor/Deerfield Valley Canopy ...
Charlemont Retreat on Chickley River w/ EV Charger
New! Family Townhome with Hot Tub, Shuttle service

New! Family Townhome with Hot Tub, Shuttle service

Dover
With a stay at this vacation home in West Dover, you'll be within a 5-minute drive of Mount Snow and Green Mountain National Forest.
New! Family Townhome with Hot Tub, Shuttle service
Mountain-view home near the slopes with at-home entertainment - dog-friendly

Mountain-view home near the slopes with at-home entertainment - dog-friendly

West Dover
With a stay at this vacation home in West Dover, you'll be within a 5-minute drive of Mount Snow and Green Mountain National Forest.
Mountain-view home near the slopes with at-home entertainment - dog-friendly
Wilmington Vacation Rental Near Hiking and Skiing!

Wilmington Vacation Rental Near Hiking and Skiing!

Wilmington
Located in Wilmington, this vacation home is a 1-minute drive from Green Mountain National Forest and 7 minutes from North Branch Deerfield River.
Wilmington Vacation Rental Near Hiking and Skiing!
Cozy retreat near slopes

Cozy retreat near slopes

Dover
With a stay at this vacation home in West Dover, you'll be within a 5-minute drive of Mount Snow and Green Mountain National Forest.
Cozy retreat near slopes
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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.

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
408 Holiday Homes
Lowest Price
AU$208
Highest Price
AU$575
Popular accommodation
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. , Ski-In condo at Mount Snow with Fireplace, Bears Crossing, Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski, Charlemont Retreat on Chickley River w/ EV Charger, New! Family Townhome with Hot Tub, Shuttle service, Mountain-view home near the slopes with at-home entertainment - dog-friendly, Wilmington Vacation Rental Near Hiking and Skiing!, Cozy retreat near slopes

Top trending hotels in Jacksonville

The Engel House

The Engel House

3 out of 5
204 VT-112, Jacksonville, VT
The price is AU$267 per night from 24 Feb to 25 Feb
AU$267
includes taxes & fees
24 Feb - 25 Feb
Located in Jacksonville, The Engel House is in the mountains, a 1-minute drive from Jacksonville Pond and 6 minutes from Harriman Reservoir.
The Engel House
Bright three-level home with water views, jetted tub, firepit, and pool table

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

Jacksonville
Located in Jacksonville, this vacation home is on a lake, a 1-minute drive from Jacksonville Pond and 7 minutes from Honora Winery.
Bright three-level home with water views, jetted tub, firepit, and pool table
This is it!  Fabulous Vermont Cabin w/ 25 Acres to Explore!  Spectacular Views!

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

Halifax
Located in Jacksonville, this cabin is in the mountains, within a 15-minute drive of Jacksonville Pond and Harriman Reservoir.
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
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Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 9 Mar to 10 Mar
AU$208
includes taxes & fees
9 Mar - 10 Mar
A stay at Hotel Downstreet, Ascend Hotel Collection places you in the heart of North Adams, steps from Western Gateway Heritage State Park and 3 minutes by foot ...
Hotel Downstreet
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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.