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Sikeston Vacation Rentals

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Vacation Rentals in Sikeston

Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

9.8 out of 10, Exceptional, (59)
"The cabin was comfortable and a great location for our weekend activities. "
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

New cabin in the woods with private hot tub

10.0 out of 10, Exceptional, (124)
"We absolutely love coming here. This was our 2nd stay and getting ready to book it for the fall again. "
New cabin in the woods with private hot tub

Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

10.0 out of 10, Exceptional, (51)
"Had a great stay"
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

Peaceful secluded cabin located near Horseshoe Lake

9.8 out of 10, Exceptional, (17)
"This stay was comfortable and quiet an amazing weekend stay!!"
$173 nightly
The price is $183
Sep 2 - Sep 3
Total with taxes and fees
Peaceful secluded cabin located near Horseshoe Lake

Rest, Relax and Renew. Our log cabin experience awaits your arrival.

10.0 out of 10, Exceptional, (391)
"Gorgeous and comfortable property with front porch and back deck. "
$187 nightly
The price is $198
Sep 2 - Sep 3
Total with taxes and fees
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

10.0 out of 10, Exceptional, (140)
"The cabin was perfect for our weekend getaway to celebrate my fiancés birthday. "
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

Cozy cabins on beautiful Horseshoe Lake

9.8 out of 10, Exceptional, (34)
"great stay, would book again if ever in the area. Thanks!"
$124 nightly
The price is $131
Sep 2 - Sep 3
Total with taxes and fees
Cozy cabins on beautiful Horseshoe Lake

The Lab! Come stay in our brand new space.

9.6 out of 10, Exceptional, (11)
"Great apartment! Modern, clean, roomy, and cold A/C! Would definitely stay again!"
$192 nightly
The price is $203
Sep 2 - Sep 3
Total with taxes and fees
The Lab! Come stay in our brand new space.

Feels like your in a Tree House! On the Wine 🍷Trail! Private Location

9.6 out of 10, Exceptional, (218)
"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!"
Feels like your in a Tree House! On the Wine 🍷Trail! Private Location

The Twisted Sassafras Treehouse

10.0 out of 10, Exceptional, (22)
"My wife and I thoroughly enjoyed our stay here! A beautiful place built on a beautiful property; we enjoyed the hot tub under the stars and the morning coffee on the porch (and another hot tub ). Great place for some R&R, and excellent communication with the owner in advance. Wouldn’t hesitate to book again."
$291 nightly
The price is $303
Sep 15 - Sep 16
Total with taxes and fees
The Twisted Sassafras Treehouse

Minutes from Giant City - SIU - Shawnee Winetrail - Cedar Lake - Shawnee Forest!

9.6 out of 10, Exceptional, (38)
"This is our second time staying and it was lovely."
Minutes from Giant City - SIU - Shawnee Winetrail - Cedar Lake - Shawnee Forest!

Welcome campers, hikers, fishermen, girls' weekend wine getaways!!

2.0 star property
9.8 out of 10, Exceptional, (18)
"Great place to stay. "
Welcome campers, hikers, fishermen, girls' weekend wine getaways!!

Notting Hill Cottage

9.6 out of 10, Exceptional, (324)
"It was the perfect stay. Great location right by the wine trail. It was secluded and the hot Tub was heavenly. Would recommend to anyone that needs a getaway. "
Notting Hill Cottage

* On the Wine Trail * Hot Tub * Wi-Fi *

9.8 out of 10, Exceptional, (235)
"Very cute place and great location to visit local wineries. "
* On the Wine Trail * Hot Tub * Wi-Fi *

Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

9.8 out of 10, Exceptional, (155)
"Love relaxing in hot tub! Very peaceful! Really cozy place! 4 blocks away is a good little restaurant also! "
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

On the Shawnee Wine Trail

10.0 out of 10, Exceptional, (220)
"Amazing, surprisingly spacious cabin. The hot tub was great and super relaxing. Everything was phenomenal we had a great time there. "
On the Shawnee Wine Trail

Beautiful location in the secluded woods

9.8 out of 10, Exceptional, (48)
"Our trip was to attend my son's graduation from SIU. The cabin was in an accessible spot to Carbondale and was great for the 5 of us. We enjoyed our stay!"
$169 nightly
The price is $179
Sep 2 - Sep 3
Total with taxes and fees
Beautiful location in the secluded woods

* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *

10.0 out of 10, Exceptional, (100)
"Perfect location, next to trails, wineries. Quiet, cozy, beds were super comfortable, extremley clean, no complaints at all."
$214 nightly
The price is $237
Sep 11 - Sep 12
Total with taxes and fees
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *

Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO

9.6 out of 10, Exceptional, (40)
"Nice place to stay! Clean, able to walk to everything!"
$132 nightly
The price is $138
Sep 3 - Sep 4
Total with taxes and fees
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO

Serenity South -- Gardens, River-Views, and Refreshing Space

10.0 out of 10, Exceptional, (140)
"Three generations found rest,beauty,& joy at Serenity South. Thoughtful touches,beautiful gardens and Cape charm made this more than a stay-it became a treasured memory. We were so appreciative of the details, the fresh flowers, homemade cookies, the coffeemaker upstairs and the books and games. The beds were all comfortable. We enjoyed this historical home and our stay. "
$229 nightly
The price is $245
Sep 2 - Sep 3
Total with taxes and fees
Serenity South -- Gardens, River-Views, and Refreshing Space
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

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 $131 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?

Beautiful location in the secluded woods : Visitors like this Sikeston vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games 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.