A tree with sunlight filtering through its leaves, creating a warm glow.

Search Vacation Homes in Sikeston

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sep - 6 Sep
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 Sikeston vacation 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 AED 298
AED 397 total
includes taxes & fees
23 Aug - 24 Aug
Little Blue Cottage on Spanish
Exterior

2. Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy

Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
Dexter
8.0 out of 10, Very Good, (36 reviews)
"Stayed many times. Nice and comfortable "
United States
Susan R.
The price is AED 393
AED 800 total
includes taxes & fees
30 Aug - 31 Aug
Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
Coffee/tea maker, fridge, microwave, oven

3. The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO

The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
Dexter
The price is AED 477
AED 591 total
includes taxes & fees
15 Sep - 16 Sep
The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
Exterior

4. 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 731
AED 1,246 total
includes taxes & fees
7 Sep - 8 Sep
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Coffee/tea maker, fridge, microwave, dishwasher

5. 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
23 Aug - 24 Aug
Beautifully Renovated Farmhouse in Jackson, MO
Pool

6. 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 1,240
AED 2,038 total
includes taxes & fees
3 Sep - 4 Sep
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Exterior detail

7. 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 1,053 total
includes taxes & fees
23 Aug - 24 Aug
Stunning 2 bedroom in town, close to Shawnee National Forest
Exterior

8. 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!
Exterior

9. Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!

Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
New Madrid
10.0 out of 10, Exceptional, (1 review)
"The host was very quick to respond and so great to work with for on our stay. "
United States
Jessica S.
The price is AED 735
AED 1,349 total
includes taxes & fees
22 Sep - 23 Sep
Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
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 AED 327
AED 580 total
includes taxes & fees
1 Sep - 2 Sep
Cozy and Updated Farmhouse with King Suite
Outdoor dining

11. 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 AED 343
AED 640 total
includes taxes & fees
8 Sep - 9 Sep
Beautiful location in the secluded woods
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
Property grounds

13. Brown's Lake House, Family-Friendly 2 Bedroom Retreat Near Lake Wappapello

Brown's Lake House, Family-Friendly 2 Bedroom Retreat Near Lake Wappapello
Wappapello
10.0 out of 10, Exceptional, (1 review)
"Very cozy"
United States
Shea E.
The price is AED 539
AED 1,019 total
includes taxes & fees
25 Aug - 26 Aug
Brown's Lake House, Family-Friendly 2 Bedroom Retreat Near Lake Wappapello
Living area

14. Cozy 2-bedroom house in welcoming Poplar Bluff

Cozy 2-bedroom house in welcoming Poplar Bluff
Poplar Bluff
6.8 out of 10, (3 reviews)
"This property suited our needs just fine for an overnight stay on the way to Louisville."
United States
Carrie H.
The price is AED 643
AED 1,022 total
includes taxes & fees
21 Sep - 22 Sep
Cozy 2-bedroom house in welcoming Poplar Bluff
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
Outdoor dining

16. 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
23 Aug - 24 Aug
Rendelman Orchard's Farm Stay
Living area

17. 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 545
AED 1,107 total
includes taxes & fees
31 Aug - 1 Sep
Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.
Exterior

18. 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 767
AED 1,400 total
includes taxes & fees
30 Aug - 31 Aug
Magical Victorian near hiking / wine trail
Coffee/tea maker, fridge, microwave, oven

19. Hunting / Fishing Cabin at Lake Wappapello

Hunting / Fishing Cabin at Lake Wappapello
Williamsville
The price is AED 679
AED 1,369 total
includes taxes & fees
23 Aug - 24 Aug
Hunting / Fishing Cabin at Lake Wappapello
Exterior

20. 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 934 total
includes taxes & fees
24 Aug - 25 Aug
Crossview Cottage - Has a direct view of the Bald Knob Cross Monument
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sikeston Hotel Reviews

Holiday Inn Express & Suites Murphysboro - Carbondale by IHG

Holiday Inn Express & Suites Murphysboro - Carbondale by IHG

8/10 Good
"I wish there had been an ice water station. I was sent to the fitness room but the water jug was empty. Also had a hard time checking in. Luckily I had my Expedia recipt which showed when I was to check in and that I had paid. What did I like about the hotel, it was clean, staff friendly and it was close to where I needed to be."
susan 1-night trip
Posted 7 hours ago
Holiday Inn Express & Suites Murphysboro - Carbondale by IHG