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Compare 64 Vacation Homes in Sikeston with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (84)
"So many good things about this house- great location, so cute, stocked with snacks. My two complaints are 1) the furniture. The couch and chairs are flaking leather, and it’s all over the floors. You can’t lay on the couch, the flakes get everywhere then. I found them in the bed, in my hair… I think that needs to be taken care of. 2) we found a dead mouse in a trap under the couch. Really wish that would have been checked and dealt with before we got there. All in all, I do recommend this house...
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural
Exterior

Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural

10.0 out of 10, Exceptional, (110)
"Loved that this place was out in the country but only ten minutes from town. Saw a lot of deer. Very clean. Comfortable beds. A lot of dishes and utensils provided. Would definitely stay again"
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
outside room with hot 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
On the Wine Trail - Minutes to Giant City, Shawnee Forest, SIU - Amazing Shower
Kitchen and stairs leading to second floor with two bedrooms and one bathroom

On the Wine Trail - Minutes to Giant City, Shawnee Forest, SIU - Amazing Shower

9.8 out of 10, Exceptional, (168)
"Enjoyed our stay. The property is so fresh, clean and just perfect. Better than the pics in the listing. The host responds immediately to any requests. It could not have been better. We will definitely stay again!!"
On the Wine Trail - Minutes to Giant City, Shawnee Forest, SIU - Amazing Shower
Quaint, Beautiful Home next to SEMO and Hospital
Living area

Quaint, Beautiful Home next to SEMO and Hospital

9.8 out of 10, Exceptional, (25)
"Great stay, great location! "
Quaint, Beautiful Home next to SEMO and Hospital
Beautiful location in the secluded woods
Outdoor dining

Beautiful location in the secluded woods

10.0 out of 10, Exceptional, (16)
"We stayed at the VRBO to go hunting in Oakwood bottoms. It was perfectly located and very convenient."
The price is AED 422
AED 694 total
includes taxes & fees
24 Nov - 25 Nov
Beautiful location in the secluded woods
3+ acre Home with New Hot Tub: Pool Table, Putt-Putt, 4 miles to Downtown
The front of our Staycation Home. Entrance is on the front porch.

3+ acre Home with New Hot Tub: Pool Table, Putt-Putt, 4 miles to Downtown

9.0 out of 10, Wonderful, (25)
"Amazing property that we simply didn't stay long enough to enjoy in its completeness. Billiards and Putt-Putt on entry, so attractive that we started playing before we even unpacked! I'm very artsy interior, and lots of room and outdoor fire pit, multiple decks, and an in-ground pool. The home is even on the grounds, an event venue. Probably a wonderful combination for them! Would enjoy returning, but for a longer stay will you could enjoy all with the property had to offer! Highly recommend it"
The price is AED 1,010
AED 1,406 total
includes taxes & fees
1 Dec - 2 Dec
3+ acre Home with New Hot Tub: Pool Table, Putt-Putt, 4 miles to Downtown
Serenity South -- Gardens, River-Views, and Refreshing Space
Exterior

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

10.0 out of 10, Exceptional, (123)
"Very nice property. Highly recommend. "
The price is AED 551
AED 896 total
includes taxes & fees
24 Nov - 25 Nov
Serenity South -- Gardens, River-Views, and Refreshing Space
Wine Trail, Cozy Cabin plus hot tub
Exterior

Wine Trail, Cozy Cabin plus hot tub

10.0 out of 10, Exceptional, (81)
"Loved our weekend away at this little gem! It was so quiet and the hot tub was so relaxing! We definitely plan on returning."
Wine Trail, Cozy Cabin plus hot tub
* On the Wine Trail * Hot Tub * Wi-Fi *
Living area

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

9.8 out of 10, Exceptional, (209)
"Centrally located to all the wineries and was a great place to stay. Steve was super responsive to the few questions and we couldn’t ask for a better trip. The gas grill and fully stocked kitchen allowed us to cook dinner in and enjoyed the fire pit and hot tub each night. The beds were comfortable, AC was cold and furnishings were well appointed. "
* On the Wine Trail * Hot Tub * Wi-Fi *
Betty's Vineyard House - On the Shawnee Wine Trail - Walk to/from the Winery!
Exterior

Betty's Vineyard House - On the Shawnee Wine Trail - Walk to/from the Winery!

10.0 out of 10, Exceptional, (71)
"Beth was really a great host! She communicated with us very well and even checked with us while we were there to see if we needed anything else. We will definitely come back. The house was darling and everything was as described. Thank you for a great weekend!!"
Betty's Vineyard House - On the Shawnee Wine Trail - Walk to/from the Winery!
Charming 3-bedroom house near ball park in quiet neighborhood
Exterior detail

Charming 3-bedroom house near ball park in quiet neighborhood

10.0 out of 10, Exceptional, (3)
"The house is perfect, great location, very clean and well organized. The host has everything in order from Check-in to Check-out and everything in between. Great Place"
The price is AED 331
AED 590 total
includes taxes & fees
29 Nov - 30 Nov
Charming 3-bedroom house near ball park in quiet neighborhood
Conveniently Located Modern Home -- Downtown-River-Casino-SEMO-Hospital
Livingroom

Conveniently Located Modern Home -- Downtown-River-Casino-SEMO-Hospital

10.0 out of 10, Exceptional, (3)
"Quick trip for the family weekend at SEMO. Everything about the stay was flawless. The instructions and communication prior to arrival were complete and clear. The property was clean, stocked with basic necessities and the location was very close to SEMO, shops and restaurants. Walking distance to the casino."
Conveniently Located Modern Home -- Downtown-River-Casino-SEMO-Hospital
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
Brick Estate with pool in Quiet Carbondale Neighborhood
Pool

Brick Estate with pool in Quiet Carbondale Neighborhood

9.4 out of 10, Exceptional, (81)
"This house was perfect for three (or four) couples. The kitchen was extremely well stocked and the house was beautifully decorated. Unfortunately the pool was already closed and it rained the whole weekend. But we still had a great time playing games and watching football. The neighborhood is very quiet. I would definitely recommend this property and look forward to visiting again. "
Brick Estate with pool in Quiet Carbondale Neighborhood
Little Blue Cottage on Spanish
Private kitchen

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 AED 331
AED 404 total
includes taxes & fees
24 Nov - 25 Nov
Little Blue Cottage on Spanish
Dexter Homestead. Very Cozy & NEW Remodel !
Property grounds

Dexter Homestead. Very Cozy & NEW Remodel !

8.8 out of 10, Excellent, (18)
"Plenty of room to move about. Quiet neighborhood. Host took care of all our needs."
The price is AED 364
AED 746 total
includes taxes & fees
25 Nov - 26 Nov
Dexter Homestead. Very Cozy & NEW Remodel !
Winery on Property and located directly on the wine trail
Room

Winery on Property and located directly on the wine trail

9.8 out of 10, Exceptional, (29)
"Oh my gosh! Beautifully decorated, large, bright and happy wall decor. Perfect location for hiking and doing the wine trail!"
Winery on Property and located directly on the wine trail
Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi
Exterior

Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi

10.0 out of 10, Exceptional, (4)
"A large and comfortable house with cool historical details and just about everything you need to have a great, easy, smooth-running vacation. Great location for downtown exploring."
Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi
Cozy Anna Home Near Southern Illinois Attractions!
Anna Vacation Rental | 2 BR | 1BA | 1,000 Sq Ft | 5 Steps Required

Cozy Anna Home Near Southern Illinois Attractions!

10.0 out of 10, Exceptional, (3)
"Family gathering to attend an anniversary party. Great place to relax, play games, visit. Close to all conveniences. Will definitely stay again next time I visit "
Cozy Anna Home Near Southern Illinois Attractions!
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 property types 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.
We invite you to enjoy a few nights relaxing in your very own cabin

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 AED 430
AED 721 total
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
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.