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Sikeston Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

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, (57 reviews)
"Great cute place. "
United States
Jeremy W.
The price is CA $111
CA $149 total
includes taxes & fees
Aug 24 - Aug 25
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, (36 reviews)
"Stayed many times. Nice and comfortable "
United States
Susan R.
The price is CA $148
CA $295 total
includes taxes & fees
Aug 30 - Aug 31
Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
A modern living room with a sectional sofa, a wooden coffee table, and a kitchen area with white cabinets and appliances.

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

Fresh & Cozy Retreat w/ King Bed · By KeenStays
Cape Girardeau
The price is CA $138
CA $260 total
includes taxes & fees
Sep 16 - Sep 17
Fresh & Cozy Retreat w/ King Bed · By KeenStays
A bedroom with a bed, a bottle of J. Roget champagne, two glasses, and a plate with snacks.

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 CA $172
CA $271 total
includes taxes & fees
Sep 13 - Sep 14
The Cottage, Rusted Route Farms

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 CA $170
CA $211 total
includes taxes & fees
Sep 6 - Sep 7
The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
A modern living room with a wooden ceiling, a stone fireplace, a TV mounted on the wall, and a bar area with stools.

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 CA $296
CA $437 total
includes taxes & fees
Aug 24 - Aug 25
The Twisted Sassafras Treehouse

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 CA $214
CA $310 total
includes taxes & fees
Sep 12 - Sep 13
Romantic Tea Cottage Retreat on Boulder Creek with Firepit and Deck

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 CA $222
CA $320 total
includes taxes & fees
Sep 12 - Sep 13
Vibrant Lofted Tiny Home

9. European Inspired Lofted Cottage in Tiny Home Village

European Inspired Lofted Cottage in Tiny Home Village
Cape Girardeau
The price is CA $214
CA $308 total
includes taxes & fees
Sep 21 - Sep 22
European Inspired Lofted Cottage in Tiny Home Village
A log cabin interior with a stone fireplace, leather sofa, and a mounted deer head.

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 CA $275
CA $425 total
includes taxes & fees
Sep 21 - Sep 22
Gorgeous 1856 Log Cabin, Completely Renovated
A kitchen with wooden cabinets, a black refrigerator, a microwave, a stove, and a ceiling fan. There are three stools at the island.

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 CA $206
CA $246 total
includes taxes & fees
Aug 24 - Aug 25
Relax in the country at Countryside Villas! - Villa A
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, (43 reviews)
"Will definitely book again! Great location, comfortable stay."
United States
Pynktoria !.
The price is CA $246
CA $430 total
includes taxes & fees
Sep 21 - Sep 22
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
A compact kitchen with wooden cabinets and a dining area with a table and chairs.

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 CA $206
CA $246 total
includes taxes & fees
Aug 24 - Aug 25
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.

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.
The price is CA $275
CA $425 total
includes taxes & fees
Sep 21 - Sep 22
Beautifully Renovated Farmhouse in Jackson, MO
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 CA $433
CA $712 total
includes taxes & fees
Sep 21 - Sep 22
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More

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

A-Frame Cottage with Deck in Charming Inspiration Village
Cape Girardeau
The price is CA $229
CA $328 total
includes taxes & fees
Sep 21 - Sep 22
A-Frame Cottage with Deck in Charming Inspiration Village
A rustic interior with exposed brick walls, wooden railings, and a hanging floral chandelier.

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 CA $104
CA $220 total
includes taxes & fees
Aug 24 - Aug 25
The Atrium - A Boutique Hotel
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, (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 CA $155
CA $193 total
includes taxes & fees
Aug 29 - Aug 30
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 CA $155
CA $193 total
includes taxes & fees
Aug 29 - Aug 30
The Rested Duck Mallard Room
A reception desk with a glass partition, a pet fee sign, and a no smoking sign.

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 traveller
The price is CA $104
CA $128 total
includes taxes & fees
Sep 21 - Sep 22
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 4 hours ago
Holiday Inn Express & Suites Murphysboro - Carbondale by IHG

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 $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 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 *: 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.