Holiday rentals in Sikeston

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Top-rated holiday rentals in Sikeston

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The cabin's welcoming entrance features a wooden porch supported by sturdy beams. Two rocking chairs sit on the porch, surrounded by greenery and stone accents. A red door and a large window enhance the cabin's rustic charm, while the natural setting invites relaxation.
Cabin in Cobden
4.99 out of 5 average rating, 154 reviews

Pop’s Country Cabin

Pop’s Country Cabin is a small remote cabin that sits 1/2mile off the road above a 5 acre lake on 77 acres of private land. The view from the front porch is amazing! You can sit, unwind, and watch the wildlife with a distant view of Bald Knob Cross. The cabin sits in the heart of Shawnee National Forrest and the Southern IL wine trail. You can enjoy the fire pit while watching the stars, with no distractions from neighbors, traffic, or lights. You can enjoy catch & release fishing from the bank

Guest favourite
A single-story home is presented, featuring a white exterior with black shutters and a welcoming front door. A covered porch with hanging lights is visible, framed by two potted plants. The lawn is well-maintained, surrounded by trees under a clear blue sky.
Tiny home in Bloomfield
4.95 out of 5 average rating, 137 reviews

1-bedroom tiny home located in historic Bloomfield

Kick back and relax in this calm and stylish space located minutes from the Missouri Veterans Cemetery and The Stars and Stripes Muesum and Library. 1bdrm/1bath comfortably sleeps 2 and is furnished with everything you need. Inside you will find all new appliances, bedding, and linens. Circle drive with parking. No smoking or pets allowed. Local restaurants include Las Brasis and Elderland. Or try out locally owned businesses just 6.5 miles drive to Dexter such as Hickory Log and Dexter BBQ!

Top guest favourite
A spacious living area features large windows allowing natural light to fill the space. A comfortable grey sofa is paired with a unique coffee table, while stylish dining chairs surround a white table. The kitchen area includes modern appliances and cabinetry.
Flat in Cape Girardeau
4.95 out of 5 average rating, 289 reviews

Brand new 2 bedroom unit right in downtown Cape.

This special place is close to everything, making it easy to plan your visit. Walking distance to restaurants, the river and nightlife. Property includes wifi, full kitchen, laundry, deck and private parking for one. One king bed room and a twin bed room in addition to a roll out twin bed along with a 60 inch smart television. Dog bed and bowls included along with board games! Property is conveniently located across the street from "The Bar" the famous spot from the movie "Gone Girl" .

Top guest favourite
The building features classic brick architecture with ornate ironwork detailing on the balcony. A large clock is positioned on the exterior wall. Nearby streets and parked vehicles are visible, along with a clear blue sky providing a bright backdrop.
Flat in Cape Girardeau
4.98 out of 5 average rating, 106 reviews

Historical Kage House

The Building is reminiscent of eighteenth-century New Orleans architecture, and was built sometime before 1883. The Kage House is located at 120 Broadway in the historical district and is less than a minutes walk to Main Street and less than a 10 minutes walk to the Isle of Capri Casino. On Main Street you will find many fine shops and restaurants, or just enjoy the scenic area as you walkabout. This is by far one of the best places in Cape. Additional reviews can be read on the VRBO website.

Top guest favourite
The custom-built treehouse is elevated on stilts, surrounded by greenery. A spacious deck features a railing, offering access to the entrance. Steps lead to the ground below, while large glass doors enhance the connection to nature.
Treehouse in Cape Girardeau
4.99 out of 5 average rating, 185 reviews

Twisted Sassafras Treehouse

A custom-built treehouse located on 10 acres with a water view that you can take in from the hot tub on the deck! It is nestled high in the trees and is the perfect romantic getaway for two! Feel like you are away from it all without being away from it all! This treehouse is located on a county road just minutes from Cape Girardeau. Enjoy catch and release fishing on site, local wineries, shopping in historic downtown Cape Girardeau, local restaurants, gambling, historical sites & more!

Top guest favourite
Treehouse in Greenville
5 out of 5 average rating, 336 reviews

Treehouse secluded with forest view from HOT TUB

"The Roost" is a modern treehouse 2 hrs south of St Louis near Wappapello Lake. Yes it has indoor plumbing & running water. Accommodates two adults, has a fully equipped kitchen, and breakfast items are provided for you to cook. Surrounded by thousands of acres of national forest. Observe wildlife sightings from the deck while soaking in the private hot tub, sleep comfortably in a queen size pillowtop Serta bed on a Motion Air base, and relax as you enjoy the ambience of the fireplace.

Top guest favourite
A wooden seating area is set along the riverbank, surrounded by lush green trees. The benches are built-in with a rustic finish, offering a natural aesthetic. The flowing river is visible in the background, contributing to a serene outdoor atmosphere.
Cabin in Williamsville
4.99 out of 5 average rating, 295 reviews

Secluded Cabin on BlackRiver/ Hot tub- NO PETS!

This is our family cabin. Our family farms soybeans, rice, and corn. We are too busy working during spring, summer, and some of fall to enjoy our cabin much. We are wanting to share our beautiful place for others to enjoy. It is located approximately 10 minutes from Poplar Bluff, MO. We live about 30 minutes away, so we can be available if needed. We have satellite TV and wi-fi. Cabin is pretty secluded nestled among the trees with the Black River flowing within 100 feet of the deck.

Top guest favourite
A cozy living space features exposed brick walls complemented by a patterned area rug. Two armchairs provide comfortable seating, one in a checked pattern and the other a textured fabric. A window is adorned with sheer and geometric-patterned curtains, allowing natural light to illuminate the room.
Guest house in Cape Girardeau
4.94 out of 5 average rating, 569 reviews

Downtown Guesthouse- Romantic Getaway

The guesthouse seamlessly blends modern amenities with historic charm in a cozy, compact space. The antique claw foot tub/shower combo offers a charming, yet snug, spot for a relaxing soak—true to its historic roots, the bathroom could be best described as a quaint water closet. After a day of exploring unwind in the patio. Play a favorite record, and savor your coffee while daydreaming about new experiences. Despite its small size, it provides all the modern comforts you need.

Top guest favourite
Dome in Stonefort
4.99 out of 5 average rating, 113 reviews

Modern Dome in Shawnee Forest with Hot Tub

Old Colorado Glamping Dome is nestled deep into the woods surrounded by beautiful tall pines. It is heated and cooled and has all the necessities as a typical house. We also packed as many amenities as we could into this property including an oversized 6-Person hot tub, 500 MBPS fiber internet, outdoor tv, fire pit table, Weber grill, hammock swings, custom bathroom with rainfall shower, full kitchen, coffee bar, king & queen sized beds, bean bag toss, board games and much more!

Top guest favourite
The treehouse structure is elevated, supported by stilts, with large windows that reflect the surrounding greenery. The exterior features a combination of wood finishes, and warm lighting casts a welcoming glow in the evening. The pathway leads through the natural landscape to the entrance.
Treehouse in Perryville
5 out of 5 average rating, 682 reviews

Romantic Treehouse Retreat w/ Hot Tub

The TreeLoft is a secluded luxury treehouse designed for rest, romance, and reconnection. Nestled in a private forest just 1 hour from St. Louis in Southeast Missouri, it blends upscale comfort with immersive nature. Located 20–35 minutes from hiking, wineries, and dining, this peaceful retreat invites you to unplug, slow down, and reconnect in intentional privacy. Making the TreeLoft perfect for romantic getaways, personal retreats, anniversaries, or creative escapes.

Top guest favourite
A gravel driveway leads to a spacious two-story home nestled among trees. The building features a porch with lights illuminating its exterior, creating a welcoming atmosphere. Surrounding greenery enhances the natural setting.
Home in Dongola
4.97 out of 5 average rating, 176 reviews

Spacious Rural Retreat

READ ENTIRE DESCRIPTION BEFORE BOOKING!!! Retreat in this spacious home, tucked into a quiet natural setting. The second story deck extends the full length of the front of the house, giving a lovely view of the peaceful surroundings. With no television or other technological distractions on the premises, this home is perfectly suitable for quality time with your loved ones and can accommodate large families.

Top guest favourite
The two-story brick home is surrounded by lush green grass and large trees, offering a spacious front yard. A welcoming entrance with a white frame and several windows enhances the inviting appearance of the house, which is partially fenced and set against a backdrop of nature.
Home in Cape Girardeau
4.98 out of 5 average rating, 434 reviews

The Hamilton House

Majestic, Two Story Home. A Great Place for Making Memories. BEFORE YOU BOOK: So there are no misunderstandings. Please read our rules, and understand our pricing, because there is an extra guest fee after the first 2 guests and weekends are priced different than weekdays. 2 Night Min. Stay on Weekends Only - 1 Night Stays Sun. - Thurs. No Parties-No Smoking-No Animals

Popular amenities for Sikeston holiday rentals

Quick stats about holiday rentals in Sikeston

  • Nightly prices starting at

    Sikeston holiday rentals start at ₹6,447 per night before taxes and fees

  • Verified guest reviews

    Over 220 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Sikeston rentals

  • 5 Average rating

    Sikeston stays are highly rated by guests – averaging 5 out of 5!

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