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
11 Sept - 13 Sept
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 holiday 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 NZ$385
includes taxes & fees
6 Sept - 7 Sept
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 NZ$346
includes taxes & fees
27 Aug - 28 Aug
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 NZ$181
includes taxes & fees
31 Aug - 1 Sept
Little Blue Cottage on Spanish
Private kitchen

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 NZ$510
includes taxes & fees
27 Aug - 28 Aug
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 NZ$516
includes taxes & fees
3 Sept - 4 Sept
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 NZ$274
includes taxes & fees
31 Aug - 1 Sept
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 NZ$847
includes taxes & fees
7 Sept - 8 Sept
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Exterior detail

8. 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 NZ$476
includes taxes & fees
28 Aug - 29 Aug
Stunning 2 bedroom in town, close to Shawnee National Forest
Outdoor dining

9. 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 NZ$284
includes taxes & fees
8 Sept - 9 Sept
Beautiful location in the secluded woods
Interior

10. 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 NZ$264
includes taxes & fees
1 Sept - 2 Sept
Cozy and Updated Farmhouse with King Suite
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 NZ$415
includes taxes & fees
3 Sept - 4 Sept
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 NZ$430
includes taxes & fees
9 Sept - 10 Sept
Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass
Outdoor dining

13. 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 NZ$384
includes taxes & fees
9 Sept - 10 Sept
Rendelman Orchard's Farm Stay
Exterior

14. 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 NZ$569
includes taxes & fees
30 Aug - 31 Aug
Magical Victorian near hiking / wine trail
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 NZ$315
includes taxes & fees
11 Sept - 12 Sept
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 NZ$484
includes taxes & fees
9 Sept - 10 Sept
Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.
Living area

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 NZ$705
includes taxes & fees
14 Sept - 15 Sept
3BR Ridge Home · Hot Tub, Firepit & Valley Views
Living area

18. Rent All 5 Suites at Peach Tree Inn

Rent All 5 Suites at Peach Tree Inn
Cobden
The price is NZ$1,512
includes taxes & fees
22 Sept - 23 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

Courtyard by Marriott Cape Girardeau Downtown

Courtyard by Marriott Cape Girardeau Downtown

10/10 Excellent
"This hotel built in the 1900s was renovated in 2018 and is absolutely gorgeous. The room was large and very clean. You could walk to everything. We stumbled onto a Cajun restaurant and bar that happened to have live music and the food was good"
Deborah 1-night trip
Posted 3 hours ago
Courtyard by Marriott Cape Girardeau Downtown

Find out more about Jackson

Jackson Holiday Homes information

Number of reviews
305
Accommodation
85 Holiday Homes
Lowest Price
NZ$181
Highest Price
NZ$1,512