Book Holiday Homes in Jackson

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Featured Holiday Homes in Jackson

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

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

Cape Girardeau
Book a stay at this family-friendly vacation home in Cape Girardeau. Enjoy a water park, a garden, and patios. Popular attractions eDen Spa & Salon and Riverfront ...
Serenity South -- Gardens, River-Views, and Refreshing Space
Notting Hill Cottage

Notting Hill Cottage

Alto Pass
Stay at this vacation home in Alto Pass. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Peachbarn Winery and Von Jakob Winery ...
Notting Hill Cottage
Beautiful location in the secluded woods

Beautiful location in the secluded woods

Pomona
The price is NZ$329 per night from 7 Apr to 8 Apr
NZ$329
includes taxes & fees
7 Apr - 8 Apr
Stay at this vacation home in Pomona. Enjoy free WiFi, a garden, and patios. Popular attractions Pomona Winery and Von Jakob Winery & Brewery are located ...
Beautiful location in the secluded woods
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* On the Wine Trail * Hot Tub * Wi-Fi *

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

Alto Pass
Stay at this vacation home in Alto Pass. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Peachbarn Winery and Von Jakob Winery & ...
* On the Wine Trail * Hot Tub * Wi-Fi *
Wine Trail, Cozy Cabin plus hot tub

Wine Trail, Cozy Cabin plus hot tub

Cobden
Stay at this vacation home in Cobden. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Owl Creek Vineyard and Rustle Hill Winery ...
Wine Trail, Cozy Cabin plus hot tub
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *

* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *

Alto Pass
Stay at this vacation home in Alto Pass. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Peachbarn Winery and Von Jakob Winery ...
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural

Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural

Cobden
The price is NZ$749 per night from 26 Apr to 27 Apr
NZ$749
includes taxes & fees
26 Apr - 27 Apr
Stay at this vacation home in Cobden. Enjoy free WiFi, a garden, and patios. Popular attractions StarView Vineyards and Owl Creek Vineyard are located ...
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural
Brick Estate with pool in Quiet Carbondale Neighborhood

Brick Estate with pool in Quiet Carbondale Neighborhood

Carbondale
Book a stay at this family-friendly vacation home in Carbondale. Enjoy free WiFi, private pools, and a garden. Popular attractions Railroaders Memorial and Banterra ...
Brick Estate with pool in Quiet Carbondale Neighborhood
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

Cape Girardeau
Stay at this vacation home in Cape Girardeau. Enjoy free WiFi, private pools, and a garden. Popular attractions Twin Trees Park and Cape Rock Park are located ...
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
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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
71 Holiday Homes
Lowest Price
NZ$102
Highest Price
NZ$749
Popular accommodation
Serenity South -- Gardens, River-Views, and Refreshing Space, Notting Hill Cottage, Beautiful location in the secluded woods , * On the Wine Trail * Hot Tub * Wi-Fi *, Wine Trail, Cozy Cabin plus hot tub, * Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *, Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural, Brick Estate with pool in Quiet Carbondale Neighborhood, 3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

Top trending hotels in Jackson

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

La Quinta Inn & Suites by Wyndham Jackson/Cape Girardeau

2.5 out of 5
3003 SOUTH OLD ORCHARD ROAD, Jackson, MO
Fully refundableReserve now, pay when you stay
The price is NZ$160 per night from 13 Apr to 14 Apr
NZ$160
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
La 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$167 per night from 16 Apr to 17 Apr
NZ$167
includes taxes & fees
16 Apr - 17 Apr
Book a stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Drury 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 refundableReserve now, pay when you stay
The price is NZ$184 per night from 16 Apr to 17 Apr
NZ$184
includes taxes & fees
16 Apr - 17 Apr
Book a stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cape Girardeau Conservation Nature ...
Comfort 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$102 per night from 1 May to 2 May
NZ$102
includes taxes & fees
1 May - 2 May
Stay at this motel in Jackson. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Town House Inn
Don't see what you're looking for?
See all available properties in Jackson
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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.