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Sikeston Vacation Rentals

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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 rentals

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 331
AED 433 total
includes taxes & fees
5 Sep - 6 Sep
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
TV, offices

3. Fresh & Cozy Retreat w/ King Bed · By KeenStays

Fresh & Cozy Retreat w/ King Bed · By KeenStays
Cape Girardeau
The price is AED 367
AED 705 total
includes taxes & fees
23 Aug - 24 Aug
Fresh & Cozy Retreat w/ King Bed · By KeenStays
1 bedroom, desk, iron/ironing board, WiFi

4. 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 AED 459
AED 735 total
includes taxes & fees
23 Aug - 24 Aug
The Cottage, Rusted Route Farms
Coffee/tea maker, fridge, microwave, oven

5. 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
24 Aug - 25 Aug
The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
Interior

6. 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 AED 790
AED 1,169 total
includes taxes & fees
24 Aug - 25 Aug
The Twisted Sassafras Treehouse
Terrace/patio

7. Romantic Tea Cottage Retreat on Boulder Creek with Firepit and Deck

Romantic Tea Cottage Retreat on Boulder Creek with Firepit and Deck
Cape Girardeau
10.0 out of 10, Exceptional, (1 review)
"The property was amazing, and Holly's service was excellent. The community is a collection of tinyish homes that is really cool, with outside communal amenities to enjoy. Close to everything in Cape and Jackson, whether it's a couples getaway or a group experience and you book multiple units, this place would be great for you!"
United States
Dustin T.
The price is AED 570
AED 838 total
includes taxes & fees
23 Aug - 24 Aug
Romantic Tea Cottage Retreat on Boulder Creek with Firepit and Deck
Property grounds

8. 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 864 total
includes taxes & fees
6 Sep - 7 Sep
Vibrant Lofted Tiny Home
Property grounds

9. European Inspired Lofted Cottage in Tiny Home Village

European Inspired Lofted Cottage in Tiny Home Village
Cape Girardeau
The price is AED 570
AED 842 total
includes taxes & fees
27 Aug - 28 Aug
European Inspired Lofted Cottage in Tiny Home Village
TV, fireplace

10. Gorgeous 1856 Log Cabin, Completely Renovated

Gorgeous 1856 Log Cabin, Completely Renovated
Jackson
10.0 out of 10, Exceptional, (5 reviews)
"This was the coolest place! Our family absolutely loved it. Plenty of space, bathrooms, sitting areas outside were plenty as well as fireplaces and fire pit. The bedrooms are spacious- the area where the two twin beds are is downstairs and the beds are smaller but just know that going in. Beautiful area. We’d love to stay again."
United States
Victoria
The price is AED 735
AED 1,157 total
includes taxes & fees
24 Aug - 25 Aug
Gorgeous 1856 Log Cabin, Completely Renovated
Coffee/tea maker, fridge, microwave, oven

11. 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 AED 551
AED 663 total
includes taxes & fees
23 Aug - 24 Aug
Relax in the country at Countryside Villas! - Villa A
Exterior

12. 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
Interior

13. 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
10.0 out of 10, Exceptional, (13 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 AED 551
AED 663 total
includes taxes & fees
23 Aug - 24 Aug
Villa B offers peace and quiet with beautiful views of the countryside.
Coffee/tea maker, fridge, microwave, dishwasher

14. 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.
Beautifully Renovated Farmhouse in Jackson, MO
Pool

15. 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
Outdoor dining

16. A-Frame Cottage with Deck in Charming Inspiration Village

A-Frame Cottage with Deck in Charming Inspiration Village
Cape Girardeau
The price is AED 612
AED 890 total
includes taxes & fees
27 Aug - 28 Aug
A-Frame Cottage with Deck in Charming Inspiration Village
Interior

17. The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
2.0 star property
Perryville
9.6 out of 10, Exceptional, (4 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 AED 278
AED 586 total
includes taxes & fees
23 Aug - 24 Aug
The Atrium - A Boutique Hotel
Dining

18. Cozy cabins on beautiful Horseshoe Lake

Cozy cabins on beautiful Horseshoe Lake
Olive Branch
9.8 out of 10, Exceptional, (42 reviews)
"This is the best place to stay in Southern Illinois and puts me right in the middle of everywhere I need to be. The rooms are always CLEAN, great view of the lake and Horseshoe Bar is down the road with my favorite pizza. I believe this is my fifth stay and will continue to stay here when I'm in the area."
United States
Diana R.
The price is AED 413
AED 516 total
includes taxes & fees
24 Aug - 25 Aug
Cozy cabins on beautiful 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 AED 413
AED 516 total
includes taxes & fees
23 Aug - 24 Aug
The Rested Duck Mallard Room
Lobby

20. King Bed|Non-Smoking

King Bed|Non-Smoking
Malden MO
10.0 out of 10, Exceptional, (273 reviews)
"Appreciated how close this spot is to local attractions, made exploring so much easier than staying further away!"
United States
Anonymous traveler
The price is AED 277
AED 343 total
includes taxes & fees
20 Sep - 21 Sep
King Bed|Non-Smoking
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 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 1 hour ago
Holiday Inn Express & Suites Murphysboro - Carbondale by IHG

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 *: You might want to consider this vacation home rental near Sikeston, which 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.