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Sikeston Holiday Rentals

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Holiday Rentals in Sikeston

New cabin in the woods with private hot tub
Outdoor spa tub

New cabin in the woods with private hot tub

10.0 out of 10, Exceptional, (95)
"Quiet cabin location and great location."
New cabin in the woods with private hot tub
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Exterior

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

10.0 out of 10, Exceptional, (365)
"Clean and cozy with a beautiful view. The whole process was very simple. Location is great, just a short drive to some great wineries and small towns. "
The price is AU$305
includes taxes & fees
8 Dec - 9 Dec
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
Exterior

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

10.0 out of 10, Exceptional, (103)
"Had a 3 day a weekend away, this cabin was the answer, very clean, peaceful, hot tub was perfect. Winery a quick drive up the road. Will be coming back soon."
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!
Terrace/patio

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

10.0 out of 10, Exceptional, (17)
"We took a quick trip to Southern Illinois to celebrate my wife's birthday, and ride the Tunnel Hill Bike Trail. The cabin was very clean, well supplied and comfy bed. The hot tub and outdoor fire pit were perfect for relaxing after a day on the trail. A great cabin and area check it out! "
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!
Rated#1 Big Sky Cabin! 🍷 On the Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table
Outdoor dining

Rated#1 Big Sky Cabin! 🍷 On the Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table

9.8 out of 10, Exceptional, (155)
"."
Rated#1 Big Sky Cabin! 🍷 On the Wine Trail Hot Tub 🔥 FirePit Pool 🎱 Table
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Exterior

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

9.8 out of 10, Exceptional, (44)
"I have nothing but gushing reviews for my Makanda Cabin stay. The cabin was easy to navigate to. When I opened the door I found a clean, comfortable, well appointed place, with two good size bedrooms, living room with fireplace, a bathroom stocked with plenty of towels and soap. There was a basket full of treats on the kitchen table. Hangers were in the closets, luggage rack and lots of shelves to organise wedding and hiking clothing. I could truly relax there. My son was able to help out with...
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Exterior

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

9.6 out of 10, Exceptional, (24)
"We really enjoyed staying at this cabin. It was cute and cozy, perfect for my husband and me. There is a nice deck to star gaze or sit in the sunshine. Steve, our host, went above and beyond helping us with the TV as we like to relax in the evening while watching sports. This is a great place to stay and we highly recommend it!"
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.
Little Blue Cottage on Spanish
Interior

Little Blue Cottage on Spanish

8.8 out of 10, Excellent, (35)
"We stay here every time we come to the area from Tennessee, it's small and cozy, perfect for you and your significant other, host is very nice and communicative. It's located within walking distance of downtown Cape shops, highly recommend this home"
The price is AU$172
includes taxes & fees
25 Nov - 26 Nov
Little Blue Cottage on Spanish
Feels like your in a Tree House!On the Wine 🍷Trail! 🔥Hot Tub Private Location
Outdoor dining

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

9.8 out of 10, Exceptional, (208)
"gorgeous woodland made for a very calming stay. Water pressure was real low, but we knew that going in. Bed was comfy and basics were all in place. Convenient to all of the places we wanted to go."
Feels like your in a Tree House!On the Wine 🍷Trail! 🔥Hot Tub Private Location
Serene Private Retreat Close to Shawnee National Forest
Fridge, microwave, oven, stovetop

Serene Private Retreat Close to Shawnee National Forest

8.0 out of 10, Very good, (2)
"We stayed this last weekend, and everything was perfect!"
The price is AU$629
includes taxes & fees
4 Dec - 5 Dec
Serene Private Retreat Close to Shawnee National Forest
Minutes from Giant City - SIU - Shawnee Winetrail - Cedar Lake - Shawnee Forest!
Interior

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

9.6 out of 10, Exceptional, (32)
"Was such a roomy cabin with all of the comforts of home! Steve definitely thought of everything! We will definitely make this a yearly visit! The cabin itself was close to everything yet secluded for a private feel. I highly recommend a visit"
Minutes from Giant City - SIU - Shawnee Winetrail - Cedar Lake - Shawnee Forest!
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
Outdoor spa tub

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

9.8 out of 10, Exceptional, (138)
"This property was a perfect weekend getaway. It was charming, clean, and the property owner was easy to get a hold of when needed. It was close to the local wineries and very accommodating. Highly recommend this VRBO. "
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi
Exterior

Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi

9.6 out of 10, Exceptional, (30)
"Property was better than expected! Property was clean and a short commute to Giant City State Park. It was quiet and the host was attentive. Thanks!"
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi
Serenity South -- Gardens, River-Views, and Refreshing Space
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (123)
"Very nice property. Highly recommend. "
The price is AU$376
includes taxes & fees
1 Dec - 2 Dec
Serenity South -- Gardens, River-Views, and Refreshing Space
Notting Hill Cottage
Exterior

Notting Hill Cottage

9.6 out of 10, Exceptional, (295)
"Hubby and I wanted a few days away with our senior rescue pup. We were looking to unwind and this place was perfect. This cottage has an amazing back deck, hot tub and large back yard. Kitchen had everything we needed. We picked the perfect time of year to see all the fall foliage. Definitely recommend!"
Notting Hill Cottage
On the Shawnee Wine Trail
Interior

On the Shawnee Wine Trail

10.0 out of 10, Exceptional, (196)
"Perfect little hidden cabin that we loved. We’ve stayed at many cabins on the wine trail before and the seclusion and privacy here turned this cabin into our favorite! "
On the Shawnee Wine Trail
Luxury Log Cabin near SIU, Giant City, & Wineries
Fridge, microwave, oven, stovetop

Luxury Log Cabin near SIU, Giant City, & Wineries

10.0 out of 10, Exceptional, (26)
"Exceptional property. Clean, quiet and so comfortable. The Owner was attentive and excellent communication. Everything you need is on the property. Check in and checkout was perfect. Highly recommend. "
The price is AU$653
includes taxes & fees
8 Dec - 9 Dec
Luxury Log Cabin near SIU, Giant City, & Wineries
Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!
Exterior

Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!

9.8 out of 10, Exceptional, (23)
"Nicely provisioned home. Quiet, clean and comfortable. Immediate response from owner when contacted. Highly recommended."
Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
Exterior

3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

10.0 out of 10, Exceptional, (39)
"This place was perfect for our weekend stay. The cabin was clean and cozy, thought it could be buggy due to the location but not one in sight. We used the pullout couch bed which was good for our needs but the mattress is thin so it was helpful we brought a second comforter to add more cushioning. Also, the host was very attentive and responsive. Place had everything we needed and I would definitely stay again! "
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
The Rested Duck Mallard Room
Interior

The Rested Duck Mallard Room

9.0 out of 10, Wonderful, (17)
"Great location and we are looking forward to a return trip. "
The price is AU$223
includes taxes & fees
29 Nov - 30 Nov
The Rested Duck Mallard Room
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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Other types of properties in Sikeston you may be interested in

Drury Inn & Suites Sikeston, MO
Property amenity

Drury Inn & Suites Sikeston, MO

3.0 star property
9.4 out of 10, Exceptional, (1006)
"This is very nice place."
The price is AU$175
includes taxes & fees
1 Dec - 2 Dec
Drury Inn & Suites Sikeston, MO
Pear Tree Inn Sikeston
Lobby

Pear Tree Inn Sikeston

2.5 star property
9.4 out of 10, Exceptional, (1001)
"The entrance…single manual door makes things quite cumbersome when carrying luggage and other things"
The price is AU$143
includes taxes & fees
6 Dec - 7 Dec
Pear Tree Inn Sikeston
Days Inn and Suites by Wyndham Sikeston
1 bedroom, desk, laptop workspace, blackout curtains

Days Inn and Suites by Wyndham Sikeston

2.0 star property
7.2 out of 10, Good, (1006)
"This was my first stay at this property. The rooms are very spacious with an extra sitting room. Got a great deal from expedia. Would definitely visit again. "
The price is AU$110
includes taxes & fees
1 Dec - 2 Dec
Days Inn and Suites by Wyndham Sikeston
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Frequently asked questions

Can I find a holiday rental in Sikeston?

Yes, there are holiday rentals in Sikeston close to The Book Bug, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Sikeston. Make sure you allow time to enjoy the riverfront during your holiday.

What are some of the best holiday rentals that Sikeston has to offer?

Notting Hill Cottage: This holiday home rental outside of Sikeston offers a patio, a private garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals will I find in Sikeston?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Sikeston stay.

What’s there to see and do in Sikeston?

Family-friendly attractions include The Book Bug, whereas Central Park is a spot to enjoy the outdoors. Sikeston Depot Museum and Boot Heel Golf Club are other places to visit while you're in town.

What’s a holiday rental in Sikeston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sikeston. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family gatherings.