A river, a large white building, and a cityscape.

Holiday Homes in Jackson

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Jackson holiday homes

Living area

1. Little Blue Cottage on Spanish

Little Blue Cottage on Spanish
Cape Girardeau
8.4 out of 10, Very good, (57 reviews)
"Great cute place. "
United States
Jeremy W.
The price is AU$155
includes taxes & fees
18 Aug - 19 Aug
Little Blue Cottage on Spanish
Coffee/tea maker, fridge, microwave, dishwasher

2. Beautifully Renovated Farmhouse in Jackson, MO

Beautifully Renovated Farmhouse in Jackson, MO
Jackson
9.4 out of 10, Exceptional, (3 reviews)
" great stay,property landscape nicely manicured, quiet and relaxing inside and outside of the the dwelling."
United States
Sandy S.
The price is AU$429
includes taxes & fees
15 Sept - 16 Sept
Beautifully Renovated Farmhouse in Jackson, MO
Exterior

3. 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
8.8 out of 10, Excellent, (43 reviews)
"Will definitely book again! Great location, comfortable stay."
United States
Pynktoria !.
The price is AU$523
includes taxes & fees
30 Aug - 31 Aug
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Exterior

4. The Weber Farm - Enjoy a beautiful 100 acre farm!

The Weber Farm - Enjoy a beautiful 100 acre farm!
Frohna
10.0 out of 10, Exceptional, (34 reviews)
"Wonderful time! "
United States
Alison C.
The price is AU$234
includes taxes & fees
18 Aug - 19 Aug
The Weber Farm - Enjoy a beautiful 100 acre farm!
Pool

5. 4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More

4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Cape Girardeau
9.6 out of 10, Exceptional, (10 reviews)
"Nice place, great times"
United States
Jace W.
The price is AU$828
includes taxes & fees
30 Aug - 31 Aug
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Interior

6. Cozy and Updated Farmhouse with King Suite

Cozy and Updated Farmhouse with King Suite
Anna
10.0 out of 10, Exceptional, (22 reviews)
"Nice little house that was perfect for our family of five plus our dog. We would stay here again if we found ourselves out this way again."
United States
Kyle
The price is AU$226
includes taxes & fees
18 Aug - 19 Aug
Cozy and Updated Farmhouse with King Suite
Outdoor dining

7. Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass

Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass
Alto Pass
10.0 out of 10, Exceptional, (5 reviews)
"The house was very welcoming and clean. Very inviting for our short stay. "
United States
brian O.
The price is AU$371
includes taxes & fees
8 Sept - 9 Sept
Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass
Outdoor dining

8. Beautiful location in the secluded woods

Beautiful location in the secluded woods
Pomona
9.8 out of 10, Exceptional, (79 reviews)
"We had a great stay! Secluded cabin and a large property just the right size for a weekend away and within 20-30 minute driving distance of beautiful hiking trails/unique and delicious local restaurants! Would stay again. "
United States
Hanna S.
The price is AU$250
includes taxes & fees
24 Aug - 25 Aug
Beautiful location in the secluded woods
Exterior detail

9. Stunning 2 bedroom in town, close to Shawnee National Forest

Stunning 2 bedroom in town, close to Shawnee National Forest
Jonesboro
10.0 out of 10, Exceptional, (12 reviews)
"Cool renovated property that keeps that old fashioned charm. Spacious living with all the amenities you need for a vacation stay."
United States
Dylan
The price is AU$403
includes taxes & fees
18 Aug - 19 Aug
Stunning 2 bedroom in town, close to Shawnee National Forest
Outdoor dining

10. Rendelman Orchard's Farm Stay

Rendelman Orchard's Farm Stay
Alto Pass
9.8 out of 10, Exceptional, (14 reviews)
"The chickens and yard were absolutely amazing- wish we had more time to enjoy and explore the grounds! Our host was very nice and communicative. We loved the two wineries near by. There were some bugs inside when we checked in and throughout the evening but that’s to be expected on the farm. Appreciated the fly swatter and the light traps! Highly recommend this stay."
United States
Kayla F.
The price is AU$320
includes taxes & fees
18 Aug - 19 Aug
Rendelman Orchard's Farm Stay
Outdoor spa tub

11. Retreat Air - King Bed, Swim Spa & No cleaning fee

Retreat Air - King Bed, Swim Spa & No cleaning fee
Perryville
10.0 out of 10, Exceptional, (8 reviews)
"Great host. Would stay again."
United States
Chris E.
The price is AU$268
includes taxes & fees
21 Aug - 22 Aug
Retreat Air - King Bed, Swim Spa & No cleaning fee
Exterior

12. Magical Victorian near hiking / wine trail

Magical Victorian near hiking / wine trail
Anna
9.8 out of 10, Exceptional, (17 reviews)
"Lovely time, easy for our dog and for our family, did the tarot card reading that was recommended by host and it did not disappoint!"
United States
Elizabeth W.
The price is AU$486
includes taxes & fees
18 Aug - 19 Aug
Magical Victorian near hiking / wine trail
Living area

13. Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.

Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.
Anna
10.0 out of 10, Exceptional, (7 reviews)
"We greatly enjoyed our stay at this property. The communication and hospitality from the host was top notch. The property is beautiful and well maintained. The house was incredibly clean, well furnished, and cozy. Our family loved the rural setting and close proximity to the neighboring towns. Incredible value for all the amenities and features you get. We will definitely be back!"
United States
Aaron D.
The price is AU$423
includes taxes & fees
18 Aug - 19 Aug
Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.
Smart TV, fireplace, ping pong

14. 3BR Ridge Home · Hot Tub, Firepit & Valley Views

3BR Ridge Home · Hot Tub, Firepit & Valley Views
Carbondale
9.6 out of 10, Exceptional, (33 reviews)
"Great place to stay in the Carbondale area! Secluded location but close enough to town for dining and entertainment. Would definitely stay again! "
United States
Scott A. B.
The price is AU$606
includes taxes & fees
23 Aug - 24 Aug
3BR Ridge Home · Hot Tub, Firepit & Valley Views
Exterior

15. Crossview Cottage - Has a direct view of the Bald Knob Cross Monument

Crossview Cottage - Has a direct view of the Bald Knob Cross Monument
Alto Pass
The price is AU$355
includes taxes & fees
18 Aug - 19 Aug
Crossview Cottage - Has a direct view of the Bald Knob Cross Monument
Smart TV

16. Rent All 5 Suites at Peach Tree Inn

Rent All 5 Suites at Peach Tree Inn
Cobden
The price is AU$1,340
includes taxes & fees
14 Sept - 15 Sept
Rent All 5 Suites at Peach Tree Inn
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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Top Jackson Hotel Reviews

Drury Plaza Hotel Cape Girardeau Conference Center

Drury Plaza Hotel Cape Girardeau Conference Center

10/10 Excellent
"Great room, great breakfast. Friendly, helpful staff."
Susan 1-night trip
Posted 3 hours ago
Drury Plaza Hotel Cape Girardeau Conference Center

Find out more about Jackson

Jackson Holiday Homes information

Number of reviews
7,879
Accommodation
77 Holiday Homes
Lowest Price
AU$98
Highest Price
AU$225