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

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Jackson holiday homes

1. Vibrant Lofted Tiny Home

Vibrant Lofted Tiny Home
Cape Girardeau
10.0 out of 10, Exceptional, (1 review)
"The tiny house was adorable, clean, and everything we expected. We can’t wait to stay in the others. We definitely recommend staying here. Lisa and Holly have done a wonderful job. Holly was great at getting back to me. Loved everything about our stay and the trip. Thank you so much"
United States
Kim K.
The price is HK$1,136
HK$1,664 total
includes taxes & fees
5 Sept - 6 Sept
Vibrant Lofted Tiny Home

2. European Inspired Lofted Cottage in Tiny Home Village

European Inspired Lofted Cottage in Tiny Home Village
Cape Girardeau
The price is HK$1,217
HK$1,773 total
includes taxes & fees
7 Sept - 8 Sept
European Inspired Lofted Cottage in Tiny Home Village
A living room with a TV, a fireplace, a sofa, and wall art.

3. Little Blue Cottage on Spanish

Little Blue Cottage on Spanish
Cape Girardeau
8.4 out of 10, Very good, (58 reviews)
"Great cute place. "
United States
Jeremy W.
The price is HK$635
HK$848 total
includes taxes & fees
6 Sept - 7 Sept
Little Blue Cottage on Spanish
A modern kitchen with a large island, white cabinetry, and a brick accent wall.

4. 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 HK$1,568
HK$2,431 total
includes taxes & fees
10 Sept - 11 Sept
Beautifully Renovated Farmhouse in Jackson, MO
A two-story house with a front porch, a small garden, and a white picket fence.

5. 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 HK$1,404
HK$2,456 total
includes taxes & fees
7 Sept - 8 Sept
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
A red barn with a sloped roof, surrounded by a grassy field and trees.

6. 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 HK$706
HK$1,285 total
includes taxes & fees
10 Sept - 11 Sept
The Weber Farm - Enjoy a beautiful 100 acre farm!
A house with a backyard swimming pool, outdoor furniture, and a barbecue area.

7. 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
9.8 out of 10, Exceptional, (11 reviews)
"Nice place, great times"
United States
Jace W.
The price is HK$2,470
HK$4,087 total
includes taxes & fees
7 Sept - 8 Sept
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
A wooden cabinet with a microwave, coffee maker, and plates.

8. 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 HK$699
HK$1,239 total
includes taxes & fees
6 Sept - 7 Sept
Cozy and Updated Farmhouse with King Suite
A covered porch with a wooden railing, a table with chairs, and a sofa.

9. Beautiful location in the secluded woods

Beautiful location in the secluded woods
Pomona
10.0 out of 10, Exceptional, (81 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 HK$700
HK$1,323 total
includes taxes & fees
15 Sept - 16 Sept
Beautiful location in the secluded woods
A brick building with a sign reading "1898 Guesthouse".

10. 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 HK$1,349
HK$2,551 total
includes taxes & fees
26 Sept - 27 Sept
Stunning 2 bedroom in town, close to Shawnee National Forest
A wooden deck with two white Adirondack chairs and a small round table.

11. 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 HK$1,372
HK$2,041 total
includes taxes & fees
17 Sept - 18 Sept
Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass
A red barn-style building with a sign reading "Farm Market" and a stage with chairs and a table.

12. Rendelman Orchard's Farm Stay

Rendelman Orchard's Farm Stay
Alto Pass
9.8 out of 10, Exceptional, (14 reviews)
"We have family in the area and stayed here for an evening Everything we needed was right there including a pizza in the freezer which was delicious! We enjoyed the fire pit complete with plenty of wood to burn The chickens were so fun to watch!! The farm house is adorable and to be able to snap a picture of the peaches beginning to ripen was so neat !"
United States
Dianne M.
The price is HK$1,555
HK$1,912 total
includes taxes & fees
1 Oct - 2 Oct
Rendelman Orchard's Farm Stay
A large, two-story house with a wrap-around porch, surrounded by a well-maintained garden with various flowering plants.

13. 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 HK$1,393
HK$2,741 total
includes taxes & fees
7 Sept - 8 Sept
Magical Victorian near hiking / wine trail
A spacious living room with a brown leather sofa, a dining area with a wooden table and chairs, a kitchen with white cabinets and a central island, and large windows with blinds.

14. 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)
"Clean, attentive host, shops near by, family friendly "
United States
Molly J.
The price is HK$1,094
HK$2,273 total
includes taxes & fees
14 Sept - 15 Sept
Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.
A hot tub in a backyard with a clear blue sky and clouds.

15. 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 place to spend some time exploring the area."
United States
Darla C.
The price is HK$1,215
HK$1,475 total
includes taxes & fees
11 Sept - 12 Sept
Retreat Air - King Bed, Swim Spa & No cleaning fee
A cozy living room with leather sofas, a stone fireplace, and large windows.

16. 3BR Ridge Home · Hot Tub, Firepit & Valley Views

3BR Ridge Home · Hot Tub, Firepit & Valley Views
Carbondale
9.6 out of 10, Exceptional, (35 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 HK$2,625
HK$3,295 total
includes taxes & fees
8 Sept - 9 Sept
3BR Ridge Home · Hot Tub, Firepit & Valley Views
A spacious living area with a kitchen, a dining table, and comfortable seating.

17. 5 King Beds, 2 Hot Tubs, Wine Country

5 King Beds, 2 Hot Tubs, Wine Country
Cobden
The price is HK$5,018
HK$6,159 total
includes taxes & fees
17 Sept - 18 Sept
5 King Beds, 2 Hot Tubs, Wine Country
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

Pear Tree Inn Cape Girardeau West

Pear Tree Inn Cape Girardeau West

10/10 Excellent
"Clean room friendly staff"
Michelle 1-night trip
Posted 3 hours ago
Pear Tree Inn Cape Girardeau West

Find out more about Jackson

Jackson Vacation Homes information

Number of reviews
308
Accommodation
82 Vacation Homes
Lowest Price
HK$848
Highest Price
HK$6,159