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

Sikeston Vacation Rentals

  • 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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Sikeston vacation rentals

Living area

1. 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 ￥12,657
￥16,898 total
includes taxes & fees
Sep 9 - Sep 10
Little Blue Cottage on Spanish
TV, fireplace

2. Gorgeous 1856 Log Cabin, Completely Renovated

Gorgeous 1856 Log Cabin, Completely Renovated
Jackson
10.0 out of 10, Exceptional, (6 reviews)
"incredible place. I was there for work, but it was a really nice relaxing area to retreat too, and also get some work done in a serene environment. It would be an incredible place for an entire family. And, a good place for friends to get together."
United States
Chandler G.
The price is ￥31,252
￥48,441 total
includes taxes & fees
Sep 9 - Sep 10
Gorgeous 1856 Log Cabin, Completely Renovated
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, (44 reviews)
"Will definitely book again! Great location, comfortable stay."
United States
Pynktoria !.
The price is ￥27,986
￥48,944 total
includes taxes & fees
Sep 14 - Sep 15
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Interior

4. Villa B offers peace and quiet with beautiful views of the countryside.

Villa B offers peace and quiet with beautiful views of the countryside.
Jackson
9.8 out of 10, Exceptional, (14 reviews)
"We were only there for 1 night for a business trip but it was perfect for our stay. Very clean and comfortable and the host was onsite to welcome us. She even gave us a tip on the best place nearby for dinner that we will be going to any time we can in the future. I would gladly stay here again for future trips."
United States
Terry H.
The price is ￥23,439
￥28,219 total
includes taxes & fees
Sep 9 - Sep 10
Villa B offers peace and quiet with beautiful views of the countryside.
Exterior

5. Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly

Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly
Cape Girardeau
10.0 out of 10, Exceptional, (2 reviews)
"The house was very clean and Will kept and the whole property was well maintained. It was very comfortable and nicely decorated. The host was very responsive and helpful! Would definitely stay again and recommend."
United States
Sara C.
The price is ￥23,932
￥34,707 total
includes taxes & fees
Sep 13 - Sep 14
Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly
Coffee/tea maker, fridge, microwave, oven

6. Relax in the country at Countryside Villas! - Villa A

Relax in the country at Countryside Villas! - Villa A
Jackson
10.0 out of 10, Exceptional, (37 reviews)
"Great place to stay, felt like home away from home. "
United States
Brittany
The price is ￥23,439
￥28,219 total
includes taxes & fees
Sep 9 - Sep 10
Relax in the country at Countryside Villas! - Villa A
Exterior

7. 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)
"This was very convenient for our group - thank you!"
United States
Kathryn T.
The price is ￥18,595
￥35,732 total
includes taxes & fees
Sep 23 - Sep 24
Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
Exterior

8. The Little Cape Lofted Cottage | Creek & Nature

The Little Cape Lofted Cottage | Creek & Nature
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 ￥22,642
￥33,315 total
includes taxes & fees
Sep 9 - Sep 10
The Little Cape Lofted Cottage | Creek & Nature
Interior

9. The Twisted Sassafras Treehouse

The Twisted Sassafras Treehouse
Cape Girardeau
10.0 out of 10, Exceptional, (36 reviews)
"Amazing stay! Everything was perfect."
United States
Wayne F.
The price is ￥35,018
￥55,821 total
includes taxes & fees
Sep 21 - Sep 22
The Twisted Sassafras Treehouse
Coffee/tea maker, fridge, microwave, cookware/dishes/utensils

10. Enchanted Mermaid A-Frame | Creek + Fire pit | Pet Friendly

Enchanted Mermaid A-Frame | Creek + Fire pit | Pet Friendly
Cape Girardeau
The price is ￥23,450
￥34,326 total
includes taxes & fees
Sep 9 - Sep 10
Enchanted Mermaid A-Frame | Creek + Fire pit | Pet Friendly
1 bedroom, desk, iron/ironing board, WiFi

11. The Cottage, Rusted Route Farms

The Cottage, Rusted Route Farms
Jackson
10.0 out of 10, Exceptional, (3 reviews)
"This Cottage was very nice and clean and well maintained. The meat tray that we ordered and the breakfast tray was beyond Fabulous!!! My husband is still talking about it. . .Rick & Renee Christman"
United States
Renee C.
The price is ￥19,533
￥30,940 total
includes taxes & fees
Sep 9 - Sep 10
The Cottage, Rusted Route Farms
Smart TV, books

12. The Little Château | Woodland Escape

The Little Château | Woodland Escape
Cape Girardeau
The price is ￥21,833
￥32,460 total
includes taxes & fees
Sep 9 - Sep 10
The Little Château | Woodland Escape
Coffee/tea maker, fridge, microwave, dishwasher

13. 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 ￥31,252
￥48,441 total
includes taxes & fees
Sep 10 - Sep 11
Beautifully Renovated Farmhouse in Jackson, MO
Pool

14. 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 ￥49,222
￥81,441 total
includes taxes & fees
Sep 14 - Sep 15
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Coffee/tea maker, fridge, microwave, oven

15. 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 ￥20,314
￥25,122 total
includes taxes & fees
Sep 14 - Sep 15
The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
Private kitchen

16. The Lux Camper - Getaway to So. Illinois

The Lux Camper - Getaway to So. Illinois
Murphysboro
The price is ￥17,619
￥35,172 total
includes taxes & fees
Sep 13 - Sep 14
The Lux Camper - Getaway to So. Illinois
Interior

17. The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
2.0 star property
Perryville
9.8 out of 10, Exceptional, (6 reviews)
"What an amazing little suite wrapped in a very thought-filled overall venue. Very unique room with a so many details. The overall building with fire pit, game rooms, and local vendor items…all was quite amazing. Every element is thought out very well. It is very convenient and overall comfortable. It was a great getaway."
United States
Brian
The price is ￥11,612
￥24,692 total
includes taxes & fees
Sep 14 - Sep 15
The Atrium - A Boutique Hotel
Smart TV

18. Peaceful secluded cabin located near Horseshoe Lake

Peaceful secluded cabin located near Horseshoe Lake
Miller City
9.8 out of 10, Exceptional, (37 reviews)
"Great place in a beautiful location. "
United States
George B.
The price is ￥13,041
￥23,623 total
includes taxes & fees
Sep 9 - Sep 10
Peaceful secluded cabin located near Horseshoe Lake
Exterior

19. The Rested Duck Mallard Room

The Rested Duck Mallard Room
Olive Branch
9.4 out of 10, Exceptional, (31 reviews)
"This is an excellent place to stay. With a nice lake right across the street. If i. In the are i will stay again for sure"
United States
mike b.
The price is ￥17,342
￥21,647 total
includes taxes & fees
Sep 13 - Sep 14
The Rested Duck Mallard Room
Dining

20. Cozy cabins on beautiful Horseshoe Lake

Cozy cabins on beautiful Horseshoe Lake
Olive Branch
9.8 out of 10, Exceptional, (42 reviews)
"Beautiful Property"
United States
Mark
The price is ￥17,342
￥21,647 total
includes taxes & fees
Sep 13 - Sep 14
Cozy cabins on beautiful Horseshoe Lake
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

Pear Tree Inn Cape Girardeau West

Pear Tree Inn Cape Girardeau West

10/10 Excellent
"Was overall great place to stay"
Ronnie 1-night trip
Posted 3 hours ago
Pear Tree Inn Cape Girardeau West

Find out more about Sikeston

Search for holiday rentals in Sikeston on Expedia! You can easily find your home rentals, villas, holiday apartments in Sikeston using one of the methods below:

  • View our selection of featured holiday rentals in Sikeston
  • Use the map to find apartments and other holiday homes in the Sikeston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sikeston while they last

Look no further and take a look at our great range of rental properties in Sikeston!

Frequently asked questions

Can I find a vacation rental in Sikeston?

Yes, there are vacation rentals close to the most popular local attractions in Sikeston, or you can choose a more remote option if you're looking for relaxation. Tourists like the array of shops and top-notch restaurants in Sikeston. Make sure you allow time to enjoy the riverfront during your vacation.

What's the top vacation rental in Sikeston?

* On the Wine Trail * Hot Tub * Wi-Fi *: Visitors like this Sikeston vacation home rental. It is located on a lake and has a patio, a hot tub, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Sikeston?

Cultural attractions include Sikeston Depot Museum, whereas Central Park is a spot to enjoy nature. In the larger area, you’ll find Front Street Studio & Art Gallery and Stoddard County Civil War Memorial Cemetery.

What’s a vacation rental in Sikeston like?

A vacation rental is a private property you can book for a couple of days or more in Sikeston. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.