Book Holiday Homes in Jacksonville

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Featured Holiday Homes in Jacksonville

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield
The price is AU$311 per night from 29 Sept to 30 Sept
AU$311
29 Sept - 30 Sept
includes taxes & fees
Located in Greenfield, this vacation home is within a 5-minute drive of Fresenius Medical Care at Franklin Medical Center and Energy Park.
Opens in a new windowLovely 2nd Floor Apartment
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Wilmington
Located in Wilmington, this vacation home is in the mountains, within a 15-minute drive of Green Mountain National Forest and The Hermitage Golf Club.
Opens in a new windowSpacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Bright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown

Bright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown

Pownal
With a stay at this vacation home in Pownal, you'll be steps from Green Mountain National Forest and a 3-minute drive from Mountain Meadow Preserve.
Opens in a new windowBright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown
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3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest

3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest

Cummington
With a stay at this vacation home in Cummington, you'll be on the waterfront, and 8.1 mi (13 km) from Swift River and 8.3 mi (13.3 km) from Westfield River.
Opens in a new window3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest
Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c

Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c

Dover
With a stay at this vacation home in West Dover, you'll be within a 5-minute drive of Mount Snow and North Branch Deerfield River.
Opens in a new windowBeautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Townshend
Located in Townshend, this vacation home is on the waterfront, a 1-minute drive from West River and 8 minutes from Townshend State Forest.
Opens in a new windowModern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
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.
Opens in a new windowBrand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Beautiful, private log cabin with huge, relaxing screened porch

Beautiful, private log cabin with huge, relaxing screened porch

Townshend
When you stay at this vacation home in Townshend, you'll be in the mountains and 12 minutes by car from West River.
Opens in a new windowBeautiful, private log cabin with huge, relaxing screened porch
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington
Located in Wilmington, this vacation home is on a lake, a 1-minute drive from Lake Raponda and 9 minutes from South Main Street.
Opens in a new windowBeautiful Custom Built Timber Frame Home, Sleeps 11
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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
493 Holiday Homes
Lowest Price
AU$247
Highest Price
AU$317
Popular accommodation
Lovely 2nd Floor Apartment, Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow, Bright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown, 3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest, Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c, Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. , Beautiful, private log cabin with huge, relaxing screened porch, Beautiful Custom Built Timber Frame Home, Sleeps 11

Top trending hotels in Jacksonville

The Engel House

The Engel House

3 out of 5
204 VT-112, Jacksonville, VT
Located in Jacksonville, The Engel House is in the mountains, a 1-minute drive from Jacksonville Pond and 6 minutes from Harriman Reservoir.
Opens in a new windowThe 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.
Opens in a new windowBright three-level home with water views, jetted tub, firepit, and pool table
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is AU$247 per night from 26 Oct to 27 Oct
AU$247
26 Oct - 27 Oct
includes taxes & fees
A stay at Hotel Downstreet, an Ascend Collection Hotel places you in the heart of North Adams, steps from MCLA Gallery 51 and North Adams City Hall.
Opens in a new windowHotel Downstreet, an Ascend Collection Hotel
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Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way, West Dover, VT
Fully refundable
The price is AU$317 per night from 27 Oct to 28 Oct
AU$317
27 Oct - 28 Oct
includes taxes & fees
Located in West Dover, Mount Snow Grand Summit Resort is a 1-minute drive from Mount Snow and 8 minutes from Mount Snow Golf Course.
Opens in a new windowMount Snow Grand Summit Resort
Don't see what you're looking for?
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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.