Book Holiday Homes in Jackson

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Featured Holiday Homes in Jackson

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
Stay at this family-friendly holiday home in Anna. Enjoy free Wi-Fi, a pool table and patios. Popular attractions Anna City Park and Lincoln Heritage Winery ...
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
Stay at this holiday home in Cobden. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Owl Creek Vineyard and Rustle Hill Winery ...
Opens in a new windowWine Trail, Cozy Cabin plus hot tub
Little Blue Cottage on Spanish

Little Blue Cottage on Spanish

Cape Girardeau MO
The price is NZ$188 per night from 5 Apr to 6 Apr
NZ$188
5 Apr - 6 Apr
includes taxes & fees
Stay at this holiday home in Cape Girardeau. Popular attractions eDen Spa & Salon and The Glenn House are located nearby.
Opens in a new windowLittle Blue Cottage on Spanish
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Beautiful location in the secluded woods

Beautiful location in the secluded woods

Pomona IL
The price is NZ$309 per night from 20 Apr to 21 Apr
NZ$309
20 Apr - 21 Apr
includes taxes & fees
Stay at this holiday home in Pomona. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Pomona Winery and Von Jakob Winery & Brewery are located ...
Opens in a new windowBeautiful location in the secluded woods
Cozy and Updated Farmhouse with King Suite

Cozy and Updated Farmhouse with King Suite

Anna IL
The price is NZ$275 per night from 5 Apr to 6 Apr
NZ$275
5 Apr - 6 Apr
includes taxes & fees
Stay at this holiday home in Anna. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Anna City Park and Lincoln Heritage Winery are located ...
Opens in a new windowCozy and Updated Farmhouse with King Suite
“Brickyard”-Recently Remodeled Dutch Colonial Revival in Downtown Cape Girardeau

“Brickyard”-Recently Remodeled Dutch Colonial Revival in Downtown Cape Girardeau

Cape Girardeau MO
Stay at this holiday home in Cape Girardeau. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Isle Casino Cape Girardeau and Riverfront ...
Opens in a new window“Brickyard”-Recently Remodeled Dutch Colonial Revival in Downtown Cape Girardeau
Spacious 3 bedroom, 2 full baths, hot tub, fireplace, full kitchen, outside deck

Spacious 3 bedroom, 2 full baths, hot tub, fireplace, full kitchen, outside deck

Anna IL
Stay at this holiday home in Anna. Enjoy patios, cable/satellite TV service and an in-room coffee maker. Popular attractions Anna City Park and Lincoln Heritage ...
Opens in a new windowSpacious 3 bedroom, 2 full baths, hot tub, fireplace, full kitchen, outside deck
* On the Wine Trail * Hot Tub * Wi-Fi *

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

Alto Pass IL
Stay at this holiday home in Alto Pass. Enjoy free Wi-Fi, patios and cable/satellite TV service. Popular attractions Peachbarn Winery and Von Jakob Winery & ...
Opens in a new window* On the Wine Trail * Hot Tub * Wi-Fi *
Serenity South -- Gardens, River-Views, and Refreshing Space

Serenity South -- Gardens, River-Views, and Refreshing Space

Cape Girardeau MO
The price is NZ$430 per night from 4 Apr to 5 Apr
NZ$430
4 Apr - 5 Apr
includes taxes & fees
Stay at this holiday home in Cape Girardeau. Enjoy a garden, patios and an in-room coffee maker. Popular attractions eDen Spa & Salon and The Glenn House are ...
Opens in a new windowSerenity South -- Gardens, River-Views, and Refreshing Space
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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
NZ$132
Highest Price
NZ$430
Popular accommodation
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen, Wine Trail, Cozy Cabin plus hot tub, Little Blue Cottage on Spanish, Beautiful location in the secluded woods , Cozy and Updated Farmhouse with King Suite, “Brickyard”-Recently Remodeled Dutch Colonial Revival in Downtown Cape Girardeau, Spacious 3 bedroom, 2 full baths, hot tub, fireplace, full kitchen, outside deck, * On the Wine Trail * Hot Tub * Wi-Fi *, Serenity South -- Gardens, River-Views, and Refreshing Space

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 NZ$168 per night from 5 Apr to 6 Apr
NZ$168
5 Apr - 6 Apr
includes taxes & fees
Stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
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 NZ$147 per night from 27 Apr to 28 Apr
NZ$147
27 Apr - 28 Apr
includes taxes & fees
Stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowDrury Inn & Suites Jackson MO
Comfort Suites Jackson-Cape Girardeau

Comfort Suites Jackson-Cape Girardeau

2.5 out of 5
2904 Old Orchard Rd Jackson MO
Fully refundable
The price is NZ$173 per night from 5 Apr to 6 Apr
NZ$173
5 Apr - 6 Apr
includes taxes & fees
Stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Cape Girardeau Conservation Nature Center ...
Opens in a new windowComfort Suites Jackson-Cape Girardeau
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Town House Inn

Town House Inn

2.5 out of 5
517 E Jackson Blvd Jackson MO
The price is NZ$132 per night from 3 Apr to 4 Apr
NZ$132
3 Apr - 4 Apr
includes taxes & fees
Stay at this motel in Jackson. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowTown House Inn
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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.