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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Jackson vacation homes

Property grounds

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 AED 591
AED 860 total
includes taxes & fees
5 Sep - 6 Sep
Vibrant Lofted Tiny Home
Property grounds

2. European Inspired Lofted Cottage in Tiny Home Village

European Inspired Lofted Cottage in Tiny Home Village
Cape Girardeau
The price is AED 513
AED 770 total
includes taxes & fees
31 Aug - 1 Sep
European Inspired Lofted Cottage in Tiny Home Village
Living area

3. 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 AED 298
AED 397 total
includes taxes & fees
31 Aug - 1 Sep
Little Blue Cottage on Spanish
Coffee/tea maker, fridge, microwave, dishwasher

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 AED 735
AED 1,157 total
includes taxes & fees
1 Sep - 2 Sep
Beautifully Renovated Farmhouse in Jackson, MO
Exterior

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 AED 658
AED 1,165 total
includes taxes & fees
3 Sep - 4 Sep
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Exterior

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 AED 331
AED 602 total
includes taxes & fees
31 Aug - 1 Sep
The Weber Farm - Enjoy a beautiful 100 acre farm!
Pool

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 AED 1,157
AED 1,940 total
includes taxes & fees
7 Sep - 8 Sep
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Interior

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 AED 327
AED 580 total
includes taxes & fees
1 Sep - 2 Sep
Cozy and Updated Farmhouse with King Suite
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 AED 505
AED 1,057 total
includes taxes & fees
31 Aug - 1 Sep
Stunning 2 bedroom in town, close to Shawnee National Forest
Outdoor dining

10. Beautiful location in the secluded woods

Beautiful location in the secluded woods
Pomona
9.8 out of 10, Exceptional, (80 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 AED 328
AED 620 total
includes taxes & fees
14 Sep - 15 Sep
Beautiful location in the secluded woods
Exterior

11. 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 AED 422
AED 930 total
includes taxes & fees
31 Aug - 1 Sep
Crossview Cottage - Has a direct view of the Bald Knob Cross Monument
Outdoor dining

12. 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 AED 643
AED 968 total
includes taxes & fees
8 Sep - 9 Sep
Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass
Exterior

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 AED 652
AED 1,288 total
includes taxes & fees
2 Sep - 3 Sep
Magical Victorian near hiking / wine trail
Outdoor dining

14. 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 AED 692
AED 871 total
includes taxes & fees
3 Sep - 4 Sep
Rendelman Orchard's Farm Stay
Outdoor spa tub

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 host. Would stay again."
United States
Chris E.
The price is AED 569
AED 702 total
includes taxes & fees
11 Sep - 12 Sep
Retreat Air - King Bed, Swim Spa & No cleaning fee
Living area

16. 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 AED 506
AED 1,058 total
includes taxes & fees
1 Sep - 2 Sep
Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.
Smart TV, fireplace, table tennis

17. 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 AED 1,241
AED 1,559 total
includes taxes & fees
14 Sep - 15 Sep
3BR Ridge Home · Hot Tub, Firepit & Valley Views
Smart TV

18. 5 King Beds, 2 Hot Tubs, Wine Country

5 King Beds, 2 Hot Tubs, Wine Country
Cobden
The price is AED 2,344
AED 2,878 total
includes taxes & fees
31 Aug - 1 Sep
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

Holiday Inn Express & Suites Perryville by IHG

Holiday Inn Express & Suites Perryville by IHG

10/10 Excellent
"Clean rooms and a good breakfast."
David 3-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Perryville by IHG