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Sikeston Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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, (58 reviews)
"Great cute place. "
United States
Jeremy W.
$101 nightly
The price is $108
Sep 3 - Sep 4
Total with taxes and fees
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)
"This was very convenient for our group - thank you!"
United States
Kathryn T.
$202 nightly
The price is $217
Sep 7 - Sep 8
Total with taxes and fees
Dexter Victorian Homestead- Brand NEW Remodel April 2026. VERY Clean & Cozy
Terrace/patio

3. 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, (2 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.
$197 nightly
The price is $207
Sep 4 - Sep 5
Total with taxes and fees
Romantic Tea Cottage Retreat on Boulder Creek with Firepit and Deck
Room

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.
$198 nightly
The price is $198
Sep 7 - Sep 8
Total with taxes and fees
The Cottage, Rusted Route Farms
Interior

5. 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, (14 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.
$172 nightly
The price is $181
Sep 3 - Sep 4
Total with taxes and fees
Villa B offers peace and quiet with beautiful views of the countryside.
Property grounds

6. 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.
$202 nightly
The price is $212
Sep 5 - Sep 6
Total with taxes and fees
Vibrant Lofted Tiny Home
Private kitchen

7. 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
$143 nightly
The price is $153
Sep 6 - Sep 7
Total with taxes and fees
The Cutie Patootie on Helen- Cute, Cozy, Comfortable - 3 BR Home in Dexter, MO
Private kitchen

8. 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
$172 nightly
The price is $181
Sep 3 - Sep 4
Total with taxes and fees
Relax in the country at Countryside Villas! - Villa A
Exterior

9. 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 !.
$298 nightly
The price is $313
Sep 3 - Sep 4
Total with taxes and fees
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Living area

10. Gorgeous 1856 Log Cabin, Completely Renovated

Gorgeous 1856 Log Cabin, Completely Renovated
Jackson
10.0 out of 10, Exceptional, (5 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.
$310 nightly
The price is $310
Sep 8 - Sep 9
Total with taxes and fees
Gorgeous 1856 Log Cabin, Completely Renovated
Property grounds

11. European Inspired Lofted Cottage in Tiny Home Village

European Inspired Lofted Cottage in Tiny Home Village
Cape Girardeau
$198 nightly
The price is $208
Sep 3 - Sep 4
Total with taxes and fees
European Inspired Lofted Cottage in Tiny Home Village
Interior

12. 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.
$367 nightly
The price is $386
Sep 21 - Sep 22
Total with taxes and fees
The Twisted Sassafras Treehouse
Outdoor dining

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

A-Frame Cottage with Deck in Charming Inspiration Village
Cape Girardeau
$215 nightly
The price is $226
Sep 5 - Sep 6
Total with taxes and fees
A-Frame Cottage with Deck in Charming Inspiration Village
Private kitchen

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.
$310 nightly
The price is $310
Sep 8 - Sep 9
Total with taxes and fees
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.
$496 nightly
The price is $521
Sep 7 - Sep 8
Total with taxes and fees
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Exterior

16. Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!

Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
New Madrid
10.0 out of 10, Exceptional, (1 review)
"The host was very quick to respond and so great to work with for on our stay. "
United States
Jessica S.
$343 nightly
The price is $369
Sep 10 - Sep 11
Total with taxes and fees
Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
Living area

17. Peaceful secluded cabin located near Horseshoe Lake

Peaceful secluded cabin located near Horseshoe Lake
Miller City
9.8 out of 10, Exceptional, (37 reviews)
"Great place in a beautiful location. "
United States
George B.
$190 nightly
The price is $201
Sep 3 - Sep 4
Total with taxes and fees
Peaceful secluded cabin located near Horseshoe Lake
Dining

18. Cozy cabins on beautiful Horseshoe Lake

Cozy cabins on beautiful Horseshoe Lake
Olive Branch
9.8 out of 10, Exceptional, (42 reviews)
"Beautiful Property"
United States
Mark
$133 nightly
The price is $140
Sep 8 - Sep 9
Total with taxes and fees
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)
$133 nightly
The price is $140
Sep 8 - Sep 9
Total with taxes and fees
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
$84 nightly
The price is $93
Sep 16 - Sep 17
Total with taxes and fees
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

Days Inn and Suites by Wyndham Sikeston

Days Inn and Suites by Wyndham Sikeston

10/10 Excellent
"Front desk was welcoming and nice. Room was cleaned, beds were comfy. Very spacious. Quiet as well."
Tristan 1-night trip
Posted 21 hours ago
Days Inn and Suites by Wyndham 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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Sikeston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $139 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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.