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Sikeston Vacation Rentals

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Vacation Rentals in Sikeston

Cabin in Cobden

9.8 out of 10, Exceptional, (41)
"View from the cabin was indeed exquisite!! A very comfy quiet and private cabin for us and our baby. Well equipped and cozy rooms, kitchen, bathrooms. Fabulous hot tub! 15 minutes to Giant City State Park. We recommend Giant City Nature Trail & Rocky Bluff Trail easy and beautiful. "
United States
Isabel
Exquisite views of Shawnee National Forest seen from a private, covered hot tub.

Cabin in Jonesboro

10.0 out of 10, Exceptional, (266)
"Had an amazing stay!"
United States
Shauna W.
Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest

Cabin in Cobden

10.0 out of 10, Exceptional, (150)
"This cabin was so beautiful, clean and surrounded by so much nature! We enjoyed all the scenery and the relaxing hot tub. Lots of things to do around the area and many wineries to enjoy. We will definitely be making a trip back!"
United States
Janelle C.
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

Cabin in Cobden

10.0 out of 10, Exceptional, (133)
"Very nice cabin. "
United States
Anonymous traveler
New cabin in the woods with private hot tub

Cabin in Carbondale

10.0 out of 10, Exceptional, (228)
"We've stayed here a couple times now. It's a beautiful, secluded property. We would visit again."
United States
Deborah M.
On the Shawnee Wine Trail

Cabin in Anna

10.0 out of 10, Exceptional, (403)
"Very clean, courteus staff. Beautiful area and quiet. Very relaxing."
United States
Tommy
$191 nightly
The price is $202
Nov 30 - Dec 1
Total with taxes and fees
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Cabin in Makanda

9.8 out of 10, Exceptional, (60)
"Had a great stay"
United States
Angela W.
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

Cabin in Makanda

9.8 out of 10, Exceptional, (65)
"Nice place!"
United States
Laura
$342 nightly
The price is $377
Dec 13 - Dec 14
Total with taxes and fees
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

Vacation Home in Alto Pass

9.8 out of 10, Exceptional, (242)
"Very nice set up. Close to the bourbon bar and Alto Winery, which was very cool. The beds need a upgrade but they were ok, everything else was great. "
United States
Nicholas
* On the Wine Trail * Hot Tub * Wi-Fi *

Cabin in Alto Pass

9.8 out of 10, Exceptional, (174)
"Place was great "
United States
Ernest S.
Big Sky Cabin! Hot Tub! On the Wine Trail! Fire Pit! Pool Table! Large Deck!

Vacation Home in Anna

9.8 out of 10, Exceptional, (164)
"Always very clean and comfortable /homey. We love to stay there Kathy does a great job."
United States
tammy b.
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

Cabin in Cape Girardeau

10.0 out of 10, Exceptional, (26)
"The place was awesome very clean the host was very accommodating. Nice a quiet for a relaxing stay highly recommend "
United States
Gary C.
$289 nightly
The price is $301
Dec 8 - Dec 9
Total with taxes and fees
The Twisted Sassafras Treehouse

Vacation Home in Pomona

10.0 out of 10, Exceptional, (57)
"Easy access and beautiful location "
United States
Wilmer W.
$170 nightly
The price is $180
Nov 30 - Dec 1
Total with taxes and fees
Beautiful location in the secluded woods

Cabin in Makanda

9.6 out of 10, Exceptional, (39)
"This was a great cabin to stay at. Centrally located for the wine trail, close for hikes and easy to get to. Quiet area and relaxing. We would definitely stay here agin and recommend to others!"
United States
Rhonda M.
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

Cabin in Makanda

9.8 out of 10, Exceptional, (60)
"The property was extremely clean and well cared for.would definitely stay again. "
United States
Dan H.
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

Cabin in Makanda

9.6 out of 10, Exceptional, (39)
"The cabin was perfect for our 5 nights in the area. There was plenty of room and everything we needed. The pictures online were nice but in real life, it was a real gem. Can't wait to visit again."
United States
Victoria H.
Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!

Cabin in Miller City

9.8 out of 10, Exceptional, (20)
"Great little gem! We loved our stay at this cabin. I was able to let my dog roam and check everything out. It was very peaceful in this area. We will come back again soon! "
United States
Nitra B.
$190 nightly
The price is $201
Nov 23 - Nov 24
Total with taxes and fees
Peaceful secluded cabin located near Horseshoe Lake

Cabin in Makanda

9.6 out of 10, Exceptional, (46)
"I was very happy with the cleanliness and amenities including Internet access, snacks, bathing, and comfortable sleeping."
United States
Timothy W.
Minutes from Giant City - SIU - Shawnee Winetrail - Cedar Lake - Shawnee Forest!

Cabin in Makanda

9.4 out of 10, Exceptional, (42)
"The place was great for our needs and as advertised. Very near to beautiful hiking and some nice wineries.The bed was not very comfortable, but everything was great. "
United States
Jim C.
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi

Cabin in alto pass

9.6 out of 10, Exceptional, (219)
"This stay was so peaceful & relaxing! Perfect for a couples getaway or for some family fun. The bonfire area and other outdoor spaces were perfect. Would definitely book again in the future!"
United States
Danielle B.
Feels like your in a Tree House! On the Wine 🍷Trail! Private Location
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

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 $180 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.

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 - Minutes to Giant City, Shawnee Forest, SIU - Amazing Shower: Visitors like this Sikeston vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the books in this rental home to help you unwind.

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.