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Compare 61 Vacation Homes in Sikeston with updated reviews, rates, and availability.

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

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

9.8 out of 10, Exceptional, (212)
"2 of if stayed here on an extended stay. Comfortable and clean place to stay! and easy access to hiking, wineries, etc. was able to work from here with the wifi available. Enjoyed having the private patio with gas grill and gas fireplace.and hot tub! Would stay here again when back in the area if we can!"
* On the Wine Trail * Hot Tub * Wi-Fi *
Notting Hill Cottage
Exterior

Notting Hill Cottage

9.6 out of 10, Exceptional, (298)
"Got away with wife and kids (10 and 8). Perfect stay!"
Notting Hill Cottage
Wine Trail, Cozy Cabin plus hot tub
Exterior

Wine Trail, Cozy Cabin plus hot tub

10.0 out of 10, Exceptional, (85)
"This was a great place. It was impeccably clean. We had plenty of space for our family of 5. The hot tub was a wonderful reward after all day hiking in Shawnee National Forest. "
Wine Trail, Cozy Cabin plus hot tub
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, (112)
"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, (139)
"Twin Maples was the perfect getaway for our family. The kitchen was spacious and well-equipped. Our family enjoyed the pool table and lovely patio. Our hosts were very responsive and we enjoyed our stay!"
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
* 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, (85)
"The loft was very comfortable and clean. Very close to three wineries and within decent driving distance to a few others. The town does close early so that makes it difficult for dinner times but it works if you plan ahead."
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *
Hilltop Retreat 2: Spacious, pond-front home for 12 near wine trail!
Living area

Hilltop Retreat 2: Spacious, pond-front home for 12 near wine trail!

9.8 out of 10, Exceptional, (21)
"We absolutely loved the property. It sits right on a pond that my two sons fished on everyday. They caught bass crappie and blue gill. The house was very spacious and clean. I was shocked to not see ANY bugs since it is in a wooded area. Major plus!!! The kitchen had everything we needed. The host very responsive when we needed her. The lakes were about 15 min away, shopping was about 25 min away. There are plenty of wineries and hikes. I do recommend going to giant city and eating at the lodge...
Hilltop Retreat 2: Spacious, pond-front home for 12 near wine trail!
"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau
There is on-street parking directly in front of the house.

"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau

10.0 out of 10, Exceptional, (11)
"Was in town working a convention, family stayed here more than I did but they enjoyed their time there. Property is next to local park, the split door made it great to have open for a breeze and keep an eye on the kids. Beds were comfy and everyone had a great time. Our host, Chip, was friendly and informative on the history of the property, kids loved meeting with him and "Busy" his 4 legged friend."
"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau
Beautiful location in the secluded woods
Outdoor dining

Beautiful location in the secluded woods

10.0 out of 10, Exceptional, (21)
"We enjoyed our visit! The lodge was very clean, spacious and had plenty of amenities! The kids loved exploring the property! The owner advised us of great places to eat and nearby hiking trails! We loved the area and were very satisfied with this lovely lodge!"
The price is AED 422
AED 680 total
includes taxes & fees
12 Jan - 13 Jan
Beautiful location in the secluded woods
**Close to wine trails** Gray House Getaway!
Exterior

**Close to wine trails** Gray House Getaway!

10.0 out of 10, Exceptional, (7)
"Location is right down the road from our kids, couldn't be happier!"
**Close to wine trails** Gray House Getaway!
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, (4)
"Lisa was a wonderful host. My sister and I were visiting our mom in Cobden and LOVED this house. We even "showed" it off to mom, we loved it so much."
Cozy Anna Home Near Southern Illinois Attractions!
Attention hunters! Deer Camp, Duck Camp nestled in the Shawnee Forest.
Property grounds

Attention hunters! Deer Camp, Duck Camp nestled in the Shawnee Forest.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Excellent host. Very helpful. Went out of their way to help us get in a day early. Even offered to bring us food. Great people. "
The price is AED 735
AED 904 total
includes taxes & fees
13 Jan - 14 Jan
Attention hunters! Deer Camp, Duck Camp nestled in the Shawnee Forest.
Next Door to Mercy Hospital - Pet Friendly - Fast Wifi
Exterior

Next Door to Mercy Hospital - Pet Friendly - Fast Wifi

10.0 out of 10, Exceptional, (1)
"This is the first year we’ve stayed at anyplace other than a hotel for homecoming weekend. This place was terrific. Cute and clean with everything you need - even a box fan for my husband who travels with ours so he can sleep! The location is very convenient. We will absolutely stay here again! "
Next Door to Mercy Hospital - Pet Friendly - Fast Wifi
Serene Private Retreat Close to Shawnee National Forest
Exterior

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 AED 551
AED 1,546 total
includes taxes & fees
22 Jan - 23 Jan
Serene Private Retreat Close to Shawnee National Forest
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, (26)
"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 437
AED 719 total
includes taxes & fees
13 Jan - 14 Jan
3+ acre Home with New Hot Tub: Pool Table, Putt-Putt, 4 miles to Downtown
Brick Estate with pool in Quiet Carbondale Neighborhood
Pool

Brick Estate with pool in Quiet Carbondale Neighborhood

9.4 out of 10, Exceptional, (84)
"This property was perfect for visiting during Thanksgiving week. The house was spacious, clean and the beds were comfortable! The teenagers loved the ping pong table and pool table most of all. And the kitchen was very well stocked with more than enough kitchen essentials to prep some dishes for Thanksgiving dinner. The only disappointment was that we could not enjoy the outdoor patio and swimming pool. We will definitely be making a return trip during the summer months. This house and...
Brick Estate with pool in Quiet Carbondale Neighborhood
Serenity South -- Gardens, River-Views, and Refreshing Space
Exterior

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

10.0 out of 10, Exceptional, (125)
"This was the second year in a row that we have stayed here. This is a beautiful home to stay in. I love the charm and detail of the house. We stay here after a Christmas party and walk downtown so it’s definitely located in a convenient spot. I will be booking again for next year Great communication with Jo and if there’s any questions I need, Jo is very quick to respond. Thank you for making our stay good!"
The price is AED 551
AED 896 total
includes taxes & fees
12 Jan - 13 Jan
Serenity South -- Gardens, River-Views, and Refreshing Space
Dexter Homestead. Very Cozy & NEW Remodel !
Property grounds

Dexter Homestead. Very Cozy & NEW Remodel !

8.4 out of 10, Very Good, (19)
"Plenty of room to move about. Quiet neighborhood. Host took care of all our needs."
The price is AED 327
AED 715 total
includes taxes & fees
20 Jan - 21 Jan
Dexter Homestead. Very Cozy & NEW Remodel !
Private lake, beach & hot tub, romantic getaway or family vaca
Property grounds

Private lake, beach & hot tub, romantic getaway or family vaca

10.0 out of 10, Exceptional, (21)
"Love the peace. "
Private lake, beach & hot tub, romantic getaway or family vaca
Victorian home brought back to life on the Shawnee Hills wine trail.
Property grounds

Victorian home brought back to life on the Shawnee Hills wine trail.

10.0 out of 10, Exceptional, (14)
"We all enjoyed this beautiful and very comfortable home! Loved, loved the screened in porch. And all the thoughtful touches that make you feel like home! We would recommend it for any occasion 🤗 "
Victorian home brought back to life on the Shawnee Hills wine trail.
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, (97)
"Our family enjoyed this local getaway for Thanksgiving. It was BEAUTIFUL and so close to home. There was nothing we'd change about the experience. We're all looking forward to coming back in the very near future. "
New cabin in the woods with private 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, (212)
"2 of if stayed here on an extended stay. Comfortable and clean place to stay! and easy access to hiking, wineries, etc. was able to work from here with the wifi available. Enjoyed having the private patio with gas grill and gas fireplace.and hot tub! Would stay here again when back in the area if we can!"
* On the Wine Trail * Hot Tub * Wi-Fi *
Notting Hill Cottage
Exterior

Notting Hill Cottage

9.6 out of 10, Exceptional, (298)
"Got away with wife and kids (10 and 8). Perfect stay!"
Notting Hill Cottage
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.