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Sikeston Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Sikeston vacation 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 CA $115
CA $154 total
includes taxes & fees
Oct 18 - Oct 19
Little Blue Cottage on Spanish
A modern kitchen with stainless steel appliances, wooden cabinets, and a white countertop.

2. 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 CA $200
CA $245 total
includes taxes & fees
Oct 19 - Oct 20
The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
A bedroom with a bed, a bottle of J. Roget champagne, two glasses, and a plate with snacks.

3. 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 CA $178
CA $283 total
includes taxes & fees
Oct 19 - Oct 20
The Cottage, Rusted Route Farms
A two-story house with a front porch, a covered entryway, and a small garden with white flowers.

4. 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 CA $152
CA $304 total
includes taxes & fees
Oct 19 - Oct 20
Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
Exterior

5. 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 CA $221
CA $320 total
includes taxes & fees
Oct 16 - Oct 17
Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly
Exterior

6. 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 CA $196
CA $289 total
includes taxes & fees
Oct 16 - Oct 17
Purple Tiny House with Fire pit & Nature
Ground floor of the Euro

7. The Little Château | Woodland Escape

The Little Château | Woodland Escape
Cape Girardeau
The price is CA $221
CA $316 total
includes taxes & fees
Oct 19 - Oct 20
The Little Château | Woodland Escape
Private kitchen

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

Enchanted Mermaid A-Frame | Creek + Fire pit | Pet Friendly
Cape Girardeau
The price is CA $237
CA $339 total
includes taxes & fees
Oct 19 - Oct 20
Enchanted Mermaid A-Frame | Creek + Fire pit | Pet Friendly
A bunk bed with a wooden frame, a mattress, pillows, and a blanket.

9. 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 CA $147
CA $266 total
includes taxes & fees
Oct 20 - Oct 21
Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals
A two-story house with a front porch, a small garden, and a white picket fence.

10. 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 CA $255
CA $451 total
includes taxes & fees
Oct 18 - Oct 19
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Exterior

11. 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 CA $229
CA $325 total
includes taxes & fees
Oct 19 - Oct 20
The Little Cape Lofted Cottage | Creek & Nature
A kitchen with wooden cabinets, a black refrigerator, a microwave, a stove, and a ceiling fan. There are three stools at the island.

12. 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
The price is CA $213
CA $257 total
includes taxes & fees
Oct 23 - Oct 24
Relax in the country at Countryside Villas! - Villa A
A modern living room with a wooden ceiling, a stone fireplace, a TV mounted on the wall, and a bar area with stools.

13. 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 price is CA $354
CA $553 total
includes taxes & fees
Nov 11 - Nov 12
The Twisted Sassafras Treehouse
A log cabin interior with a stone fireplace, leather sofa, and a mounted deer head.

14. 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 CA $284
CA $448 total
includes taxes & fees
Oct 19 - Oct 20
Gorgeous 1856 Log Cabin, Completely Renovated
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 CA $213
CA $257 total
includes taxes & fees
Oct 25 - Oct 26
Villa B offers peace and quiet with beautiful views of the countryside.
A modern kitchen with a large island, white cabinetry, and a brick accent wall.

16. 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 CA $284
CA $448 total
includes taxes & fees
Oct 26 - Oct 27
Beautifully Renovated Farmhouse in Jackson, MO
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 CA $511
CA $826 total
includes taxes & fees
Oct 18 - Oct 19
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 CA $160
CA $200 total
includes taxes & fees
Oct 18 - Oct 19
Cozy cabins on beautiful Horseshoe Lake
A sign for Rested Duck Olive Branch with a silhouette of ducks and a bird flying.

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 CA $160
CA $200 total
includes taxes & fees
Oct 18 - Oct 19
The Rested Duck Mallard Room
A rustic interior with exposed brick walls, wooden railings, and a hanging floral chandelier.

20. The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
2.0 star property
Perryville
9.8 out of 10, Exceptional, (9 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 CA $125
CA $144 total
includes taxes & fees
Oct 30 - Oct 31
The Atrium - A Boutique Hotel
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

Hampton Inn Sikeston

Hampton Inn Sikeston

10/10 Excellent
"Everyone was so nice. The rooms were clean and the breakfast had a good variety ."
Brad 1-night trip
Posted 6 hours ago
Hampton Inn Sikeston

Find out more about Sikeston

Everything you need to know about Sikeston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sikeston vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sikeston vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sikeston vacation rentals we have selected for you start as low as CA $144 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 vacation 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 vacation.

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 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.