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
A vibrant red barn with an American flag motif is featured alongside a well-maintained gravel path. The barn displays a sign quoting a biblical verse, and a historic farmhouse is visible in the background against a clear blue sky.
Farm stay in Frohna
4.98 out of 5 average rating, 129 reviews

The Weber Farm - Enjoy a beautiful 100 acre farm!

Enjoy a 125+ year old country home with large yard and beautiful shade trees located on a 100-acre farm in the rolling hills of SE Missouri. The house is very clean and spacious with 4 large bedrooms, comfortable beds, beautiful hardwood floors and a large living room. We have hand-made quilts and antique furniture throughout. The kitchen is fully furnished. Relax on our 40’ front porch with swing, by the fire pit or in a hammock. A perfect place for you to recharge from stress & busy schedules!

Top guest favourite
The geodesic dome is positioned among tall trees, illuminated by the glow of a fire pit in the foreground. A staircase leads up to the entrance, under a darkening sky with early stars becoming visible.
Dome in Perryville
4.94 out of 5 average rating, 164 reviews

The Snow Globe*OffGrid DomeGLAMP*Adventurers Only

EXPERIENCE The Dome in the Woods • IMMERSE in complete silence with the absence of electricity: no hum or vibrations from this completely solar/propane fueled geodesic dome. NoAC • GLAMP in this OFF GRID ADVENTURE. 430 sq ft floor plan. 14 ft ceiling. 20 ft bay window with endless nature view at the foot of your bed. Lofted 7ft. • STARGAZE from the deck or fire pit • NESTLE in the romantic wooded nature of southeast MO. S of St Louis.N of Memphis • UNPLUG, UNWIND, RELAX. Adventure seekers only!

Top guest favourite
A full-size bed is showcased with a light gray duvet and patterned pillows, positioned against a green headboard. Two bedside lamps are placed on either side of a small nightstand. A wall clock and storage bins add functional touches to the cozy living space.
Guest house in Cape Girardeau
4.93 out of 5 average rating, 138 reviews

Cozy 1-BR guest house w/free parking on premises

Enjoy a cozy experience at this centrally, located place. Literally, a 1-4 minute walk to Mercy Hospital(formerly Southeast Hospital), less than 1 mile to Southeast University Campus, along with downtown(river). A street over is Broadway with many restaurants. Walmart Market and Dollar General are also conveniently located nearby. The kitchen is fully furnished with cooking utensils, clean towels, pots and pans for those who prefer eating in. Please no animals and no smoking in the apartment.

Top guest favourite
A cozy outdoor gathering area is illuminated by string lights at dusk. Several turquoise Adirondack chairs are arranged around a fire pit, inviting relaxation and conversation. A wooden structure stands nearby, enhancing the space's welcoming ambiance.
Home in Union City
4.94 out of 5 average rating, 160 reviews

Rosie's Retreat new w outdoor kitchen & fire pit!

Completely refurbished and modernized, Rosie's Retreat has 2 bedrooms each with a queen bed, large closet, and fireplace. There is additional sleeping space for 2 on the queen sectional/sofa bed and 1-2 more on the futon in the dressing room! Rosie's has 1 full bathroom, but an additional spacious dressing room with lots of mirrors and more. Rosie's has a full kitchen with everything you need for cooking. There is a grill, large fire pit, and plenty of comfy Adirondack chairs for hanging out!

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" .

Guest favourite
The exterior of a cozy wooden cabin is displayed, featuring a steeply pitched roof and large front windows. Two comfortable adirondack chairs are positioned nearby on a gravel path, alongside a small fire pit. Lush greenery surrounds the cabin, enhancing its serene setting.
Tiny home in Makanda
4.89 out of 5 average rating, 125 reviews

Tiny Cabin* Near Blue Sky*Shawnee*Pet Friendly

Après Vine Tiny Cabin is your escape to a serene minimalist cabin in Shawnee National Forest! Just 5 min to Blue Sky Vineyard, hiking, zip lines, and I-57, this retreat blends adventure and tranquility. Relax by the fire pit, take in sunsets, rolling pastures, and woodlands. No Wi-Fi or TV ensures a true digital detox. Friendly livestock guardian dogs may greet you. **Pet-Friendly when added to reservation! Perfect for nature lovers seeking a peaceful getaway or the minimalist adventurer!

Superhost
A 20-foot yurt is situated among bare trees, surrounded by nature. A spacious wrap-around deck enhances outdoor living. The structure features a circular design with a clear dome top and a single door visible. Nearby, a separate area can be seen, possibly for cooking or relaxation.
Yurt in Fredericktown
4.91 out of 5 average rating, 109 reviews

St Francis River: The Blue Yurt and Hot Tub

Let your adventure begin inside the tranquil experience of this 20 ft yurt. Don't let the space fool you, the uniquely curved walls give ample space for a romantic getaway or a relaxing time with friends. The clear dome top provides a magical viewing experience from the queen size bed. The yurt is nestled in the heart of the Ozark Mountains. The expansive, romantically lighted, wrap-around deck provides a panoramic view of the St. Francis River where you can immerse yourself in the hot tub.

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
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
The cabin, designed in an A-frame style, is framed by lush greenery against a backdrop of a vibrant sunset. The front door, painted in a soft blue, is highlighted by triangular windows, adding to the charm of the structure. A stone walkway leads to the entrance.
Cabin in Makanda
4.96 out of 5 average rating, 167 reviews

Scenic 2BR A-Frame w/ Hot Tub & Views

Stay at Wildflower Cabin, a scenic 2BR A-frame perched atop Sunrise Hill with the best views of the three cabins. This pet-friendly retreat features a wildflower-inspired interior, hot tub, stocked pond, Smart TV, WiFi, workspace & furnished kitchen. Enjoy the patio, firepit & nearby wineries, Giant City & hiking. Perfect for couples or small groups looking for beauty, comfort & nature in Southern Illinois.

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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  2. United States
  3. Missouri
  4. Scott County
  5. Sikeston