Book Holiday Homes in Jackson

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Featured Holiday Homes in Jackson

On the Wine Trail - Minutes to Giant City, Shawnee Forest, SIU - Amazing Shower

On the Wine Trail - Minutes to Giant City, Shawnee Forest, SIU - Amazing Shower

Alto Pass IL
With a stay at this vacation home in Alto Pass, you'll be a 1-minute walk from Shawnee National Forest and 15 minutes by foot from Peachbarn Winery.
Opens in a new windowOn the Wine Trail - Minutes to Giant City, Shawnee Forest, SIU - Amazing Shower
* On the Wine Trail * Hot Tub * Wi-Fi *

* On the Wine Trail * Hot Tub * Wi-Fi *

Alto Pass IL
With a stay at this vacation home, you'll be centrally located in Alto Pass, steps from Shawnee National Forest and 15 minutes by foot from Peachbarn ...
Opens in a new window* On the Wine Trail * Hot Tub * Wi-Fi *
Notting Hill Cottage

Notting Hill Cottage

Alto Pass IL
With a stay at this vacation home in Alto Pass, you'll be a 1-minute drive from Shawnee National Forest and 6 minutes from Peachbarn Winery.
Opens in a new windowNotting Hill Cottage
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Sip, Hike, Relax - A Private 20-Acre Haven in Wine Country

Sip, Hike, Relax - A Private 20-Acre Haven in Wine Country

2 out of 5
Alto Pass IL
With a stay at this vacation home in Alto Pass, you'll be steps from Shawnee National Forest and a 3-minute drive from Peachbarn Winery.
Opens in a new windowSip, Hike, Relax - A Private 20-Acre Haven in Wine Country
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

Anna IL
With a stay at this vacation home, you'll be centrally located in Anna, within a 15-minute drive of Shawnee National Forest and Shawnee Community College.
Opens in a new windowSpacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
Wine Trail, Cozy Cabin plus hot tub

Wine Trail, Cozy Cabin plus hot tub

Cobden IL
With a stay at this vacation home in Cobden, you'll be within a 10-minute drive of Shawnee National Forest and Owl Creek Vineyard.
Opens in a new windowWine Trail, Cozy Cabin plus hot tub
Sunset Ridge - Cabin 4

Sunset Ridge - Cabin 4

Cobden IL
With a stay at this vacation home in Cobden, you'll be steps from Shawnee National Forest and Rustle Hill Winery.
Opens in a new windowSunset Ridge - Cabin 4
Quaint, Beautiful Home next to SEMO and Hospital

Quaint, Beautiful Home next to SEMO and Hospital

Cape Girardeau MO
With a stay at this vacation home in Cape Girardeau, you'll be within a 5-minute drive of Mississippi River and Shawnee National Forest.
Opens in a new windowQuaint, Beautiful Home next to SEMO and Hospital
Beautiful location in the secluded woods

Beautiful location in the secluded woods

Pomona IL
The price is AU$240 per night from 24 Feb to 25 Feb
AU$240
24 Feb - 25 Feb
includes taxes & fees
When you stay at this vacation home in Pomona, you'll be 1 minutes by foot from Shawnee National Forest.
Opens in a new windowBeautiful location in the secluded woods
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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.

Jackson 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 Jackson vacation homes are the perfect way for you to wing it.

Holiday houses in Jackson 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 Jackson 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 Jackson adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Jackson 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 Jackson 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.

Jackson Holiday Homes essential information

Accommodation
80 Holiday Homes
Lowest Price
AU$107
Highest Price
AU$240
Popular accommodation
On the Wine Trail - Minutes to Giant City, Shawnee Forest, SIU - Amazing Shower, * On the Wine Trail * Hot Tub * Wi-Fi *, Notting Hill Cottage, Sip, Hike, Relax - A Private 20-Acre Haven in Wine Country, Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen, Wine Trail, Cozy Cabin plus hot tub, Sunset Ridge - Cabin 4, Quaint, Beautiful Home next to SEMO and Hospital, Beautiful location in the secluded woods

Top trending hotels in Jackson

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

3 out of 5
3003 SOUTH OLD ORCHARD ROAD Jackson MO
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 12 Feb to 13 Feb
AU$129
12 Feb - 13 Feb
includes taxes & fees
When you stay at La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau in Jackson, you'll be in the business district, within a 15-minute drive of Shawnee ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau
Drury Inn & Suites Jackson MO

Drury Inn & Suites Jackson MO

3 out of 5
225 Drury Lane Jackson MO
Fully refundableReserve now, pay when you stay
The price is AU$119 per night from 17 Feb to 18 Feb
AU$119
17 Feb - 18 Feb
includes taxes & fees
With a stay at Drury Inn & Suites Jackson MO, you'll be centrally located in Jackson, within a 10-minute drive of Lazy L Safari Park and Cape Girardeau Conservation ...
Opens in a new windowDrury Inn & Suites Jackson MO
Town House Inn

Town House Inn

2.5 out of 5
517 E Jackson Blvd Jackson MO
Fully refundableReserve now, pay when you stay
The price is AU$107 per night from 11 Feb to 12 Feb
AU$107
11 Feb - 12 Feb
includes taxes & fees
Located in Jackson, Town House Inn is within a 15-minute drive of Shawnee National Forest and Mississippi River.
Opens in a new windowTown House Inn
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Comfort Suites Jackson-Cape Girardeau

Comfort Suites Jackson-Cape Girardeau

2.5 out of 5
2904 Old Orchard Rd Jackson MO
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 22 Feb to 23 Feb
AU$129
22 Feb - 23 Feb
includes taxes & fees
With a stay at Comfort Suites Jackson-Cape Girardeau, you'll be centrally located in Jackson, within a 15-minute drive of Shawnee National Forest and Mississippi ...
Opens in a new windowComfort Suites Jackson-Cape Girardeau
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.

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^Subject to availability and chosen travel dates.