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Sikeston Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Sikeston vacation rentals

A modern kitchen with stainless steel appliances, wooden cabinets, and a white countertop.

1. 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
10.0 out of 10, Exceptional, (4 reviews)
"Perfect place for our stay on the way to North Carolina! Clean, cozy and convenient!"
United States
Robert G.
The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
A two-story house with a front porch, a covered entryway, and a small garden with white flowers.

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

Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
Dexter
7.8 out of 10, Good, (39 reviews)
"Overall, it was a good experience. I would stay again."
United States
Tammy G.
Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
A living room with a TV, a fireplace, a sofa, and wall art.

3. Little Blue Cottage on Spanish

Little Blue Cottage on Spanish
Cape Girardeau
8.4 out of 10, Very good, (59 reviews)
"Great cute place. "
United States
Jeremy W.
The price is AED 298
AED 368 total
includes taxes & fees
4 Nov - 5 Nov
Little Blue Cottage on Spanish
A row of colorful houses with a clear sky and trees in the background.

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

Enchanted Mermaid A-Frame | Creek + Fire pit | Pet Friendly
Cape Girardeau
The price is AED 612
AED 842 total
includes taxes & fees
4 Nov - 5 Nov
Enchanted Mermaid A-Frame | Creek + Fire pit | Pet Friendly
A modern living room with a wooden ceiling, a stone fireplace, a TV mounted on the wall, and a bar area with stools.

5. The Twisted Sassafras Treehouse

The Twisted Sassafras Treehouse
Cape Girardeau
10.0 out of 10, Exceptional, (41 reviews)
"The hosts were excellent."
United States
Jason L.
The price is AED 823
AED 1,246 total
includes taxes & fees
11 Nov - 12 Nov
The Twisted Sassafras Treehouse
An outdoor seating area with Adirondack chairs and a wooden pergola, surrounded by trees and string lights.

6. The Little Château | Woodland Escape

The Little Château | Woodland Escape
Cape Girardeau
The price is AED 570
AED 794 total
includes taxes & fees
4 Nov - 5 Nov
The Little Château | Woodland Escape
A two-story house with a front porch, a small garden, and a white picket fence.

7. 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, (46 reviews)
"Will definitely book again! Great location, comfortable stay."
United States
Pynktoria !.
The price is AED 658
AED 1,103 total
includes taxes & fees
4 Nov - 5 Nov
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
An outdoor seating area with Adirondack chairs and a wooden pergola, surrounded by trees and string lights.

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

Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly
Cape Girardeau
10.0 out of 10, Exceptional, (3 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 AED 570
AED 794 total
includes taxes & fees
4 Nov - 5 Nov
Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly
Exterior

9. The Little Cape Lofted Cottage | Creek & Nature

The Little Cape Lofted Cottage | Creek & Nature
Cape Girardeau
9.0 out of 10, Wonderful, (2 reviews)
"It was very clean and had a good feel. It was well stocked. I appreciated the cute little ice tray in the freezer that was full. I also appreciated 4 waters in the fridge. The bed on the loft upstairs was atrocious. You can feel the springs through the mattress. The downstairs bed was good. The pillows were fantastic! I’m a pillow snob. We needed a quick place to land for a church function so I can’t say much about the outside amenities as we weren’t there much. But it was a beautifully tucked...
United States
Trisha S.
The price is AED 591
AED 816 total
includes taxes & fees
4 Nov - 5 Nov
The Little Cape Lofted Cottage | Creek & Nature
A compact kitchen with wooden cabinets and a dining area with a table and chairs.

10. 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, (16 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 630 total
includes taxes & fees
4 Nov - 5 Nov
Villa B offers peace and quiet with beautiful views of the countryside.
A log cabin interior with a stone fireplace, leather sofa, and a mounted deer head.

11. 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 AED 735
AED 1,098 total
includes taxes & fees
10 Nov - 11 Nov
Gorgeous 1856 Log Cabin, Completely Renovated
A modern kitchen with a large island, white cabinetry, and a brick accent wall.

12. 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 1,098 total
includes taxes & fees
10 Nov - 11 Nov
Beautifully Renovated Farmhouse in Jackson, MO
Exterior

13. Purple Tiny House with Fire pit & Nature

Purple Tiny House with Fire pit & Nature
Cape Girardeau
10.0 out of 10, Exceptional, (1 review)
"First time staying in the purple house, second time staying at the property. 10/10 recommend"
United States
Shawn A.
The price is AED 507
AED 716 total
includes taxes & fees
4 Nov - 5 Nov
Purple Tiny House with Fire pit & Nature
A kitchen with wooden cabinets, a black refrigerator, a microwave, a stove, and a ceiling fan. There are three stools at the island.

14. 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, (39 reviews)
"Great place to stay, felt like home away from home. "
United States
Brittany
Relax in the country at Countryside Villas! - Villa A
A house with a backyard swimming pool, outdoor furniture, and a barbecue area.

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 1,319
AED 2,034 total
includes taxes & fees
4 Nov - 5 Nov
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
A modern living room with a black sofa, wooden coffee table, and a kitchen in the background.

16. 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 668 total
includes taxes & fees
15 Nov - 16 Nov
The Cottage, Rusted Route Farms
A kitchen with grey cabinets, a stainless steel dishwasher, a microwave, and an oven.

17. Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals

Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals
Cape Girardeau
The price is AED 393
AED 650 total
includes taxes & fees
1 Dec - 2 Dec
Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals
A rustic interior with exposed brick walls, wooden railings, and a hanging floral chandelier.

18. The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
2.0 star property
Perryville
9.4 out of 10, Exceptional, (12 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 324
AED 371 total
includes taxes & fees
4 Nov - 5 Nov
The Atrium - A Boutique Hotel
A modern kitchen with a large island, stainless steel appliances, and exposed brick walls.

19. Urban Lofts

Urban Lofts
3.0 star property
Perryville
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful place and staff was amazing!"
United States
Grace
The price is AED 740
AED 1,142 total
includes taxes & fees
5 Nov - 6 Nov
Urban Lofts
A cozy room with a wooden table and chairs, a large window, and a door with a sign.

20. Cozy cabins on beautiful Horseshoe Lake

Cozy cabins on beautiful Horseshoe Lake
Olive Branch
9.8 out of 10, Exceptional, (44 reviews)
"Super communication! . Accommodating. Nice people"
United States
JASEN
The price is AED 413
AED 454 total
includes taxes & fees
7 Nov - 8 Nov
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.
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Top Sikeston Hotel Reviews

Drury Plaza Hotel Cape Girardeau Conference Center

Drury Plaza Hotel Cape Girardeau Conference Center

10/10 Excellent
"Nice place to stay."
Linn 1-night trip
Posted 20 hours ago
Drury Plaza Hotel Cape Girardeau Conference Center

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.