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Sikeston Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Sikeston holiday rentals

A living room with a TV, a fireplace, a sofa, and wall art.

1. 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 NZ$193
includes taxes & fees
11 Oct - 12 Oct
Little Blue Cottage on Spanish
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
8.0 out of 10, Very good, (38 reviews)
"Overall, it was a good experience. I would stay again."
United States
Tammy G.
The price is NZ$379
includes taxes & fees
13 Oct - 14 Oct
Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
A modern kitchen with stainless steel appliances, wooden cabinets, and a white countertop.

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
10.0 out of 10, Exceptional, (1 review)
"Perfect place for our stay on the way to North Carolina! Clean, cozy and convenient!"
United States
Robert G.
The price is NZ$306
includes taxes & fees
12 Oct - 13 Oct
The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
Exterior

4. 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 NZ$397
includes taxes & fees
11 Oct - 12 Oct
Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly
A bedroom with a bed, a bottle of J. Roget champagne, two glasses, and a plate with snacks.

5. 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 NZ$347
includes taxes & fees
11 Oct - 12 Oct
The Cottage, Rusted Route Farms
Ground floor of the Euro

6. The Little Château | Woodland Escape

The Little Château | Woodland Escape
Cape Girardeau
The price is NZ$394
includes taxes & fees
11 Oct - 12 Oct
The Little Château | Woodland Escape
A log cabin interior with a stone fireplace, leather sofa, and a mounted deer head.

7. 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 NZ$550
includes taxes & fees
11 Oct - 12 Oct
Gorgeous 1856 Log Cabin, Completely Renovated
Exterior

8. 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 NZ$361
includes taxes & fees
11 Oct - 12 Oct
Purple Tiny House with Fire pit & Nature
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 NZ$405
includes taxes & fees
11 Oct - 12 Oct
The Little Cape Lofted Cottage | Creek & Nature
A modern living room with a wooden ceiling, a stone fireplace, a TV mounted on the wall, and a bar area with stools.

10. The Twisted Sassafras Treehouse

The Twisted Sassafras Treehouse
Cape Girardeau
10.0 out of 10, Exceptional, (40 reviews)
"Amazing stay! Everything was perfect."
United States
Wayne F.
The Twisted Sassafras Treehouse
Private kitchen

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

Enchanted Mermaid A-Frame | Creek + Fire pit | Pet Friendly
Cape Girardeau
The price is NZ$416
includes taxes & fees
18 Oct - 19 Oct
Enchanted Mermaid A-Frame | Creek + Fire pit | Pet Friendly
A two-story house with a front porch, a small garden, and a white picket fence.

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, (46 reviews)
"Will definitely book again! Great location, comfortable stay."
United States
Pynktoria !.
The price is NZ$561
includes taxes & fees
12 Oct - 13 Oct
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
A modern kitchen with a large island, white cabinetry, and a brick accent wall.

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 NZ$556
includes taxes & fees
12 Oct - 13 Oct
Beautifully Renovated Farmhouse in Jackson, MO
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, (38 reviews)
"Great place to stay, felt like home away from home. "
United States
Brittany
The price is NZ$319
includes taxes & fees
22 Oct - 23 Oct
Relax in the country at Countryside Villas! - Villa A
A compact kitchen with wooden cabinets and a dining area with a table and chairs.

15. 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 NZ$319
includes taxes & fees
5 Nov - 6 Nov
Villa B offers peace and quiet with beautiful views of the countryside.
A living room with two sofas, a coffee table, a ceiling fan, and a door.

16. 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 NZ$333
includes taxes & fees
20 Oct - 21 Oct
Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals
A house with a backyard swimming pool, outdoor furniture, and a barbecue area.

17. 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$1,027
includes taxes & fees
12 Oct - 13 Oct
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
A cozy room with a wooden table and chairs, a large window, and a door with a sign.

18. Cozy cabins on beautiful Horseshoe Lake

Cozy cabins on beautiful Horseshoe Lake
Olive Branch
9.8 out of 10, Exceptional, (43 reviews)
"Super communication! . Accommodating. Nice people"
United States
JASEN
The price is NZ$250
includes taxes & fees
11 Oct - 12 Oct
Cozy cabins on beautiful Horseshoe Lake
A small, single-story building with a wooden exterior and large windows.

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 NZ$250
includes taxes & fees
11 Oct - 12 Oct
The Rested Duck Mallard Room
A loft-style room with a wooden interior, a sofa, a table with a pumpkin decoration, and a staircase leading to an upper level.

20. Peaceful secluded cabin located near Horseshoe Lake

Peaceful secluded cabin located near Horseshoe Lake
Miller City
9.8 out of 10, Exceptional, (38 reviews)
"Great place in a beautiful location. "
United States
George B.
The price is NZ$353
includes taxes & fees
12 Oct - 13 Oct
Peaceful secluded cabin located near 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

Holiday Inn Express & Suites Sikeston Southwest by IHG

Holiday Inn Express & Suites Sikeston Southwest by IHG

10/10 Excellent
"Clean, comfortable room. Nice staff and good breakfast choices."
Antoinette 1-night trip
Posted 18 hours ago
Holiday Inn Express & Suites Sikeston Southwest by IHG

Find out more about Sikeston

Everything you need to know about Sikeston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sikeston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sikeston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sikeston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sikeston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sikeston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sikeston holiday rentals we have selected for you start as low as NZ$180 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sikeston rentals

At Expedia, we put the best Sikeston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sikeston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sikeston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sikeston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Sikeston?

Yes, there are holiday rentals close to the most popular sights in Sikeston, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Sikeston. Make sure you allow time to enjoy the riverfront during your holiday.

What are some of the best holiday rentals that Sikeston has to offer?

* On the Wine Trail * Hot Tub * Wi-Fi *: This holiday home rental outside of Sikeston is located on a lake, and has a patio, 1 hot tub and a BBQ 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 wider area, you’ll find Front Street Studio & Art Gallery and Stoddard County Civil War Memorial Cemetery.

What’s a holiday rental in Sikeston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sikeston. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family gatherings.